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IN VITRO DEGRADATION OF ULTRA HIGH MOLECULAR WEIGHT POLYETaYLENE (UEMWPE) BY OXIDATIVE AND/OR aYDROLYTIC PROCESSES Angela Wai-Wai Lee A thesis submitted in conforrnity with the requirements for the degree of MASTlERS OF APPLIED SCIENCE Graduate Department of Chemicai Engineering and Applied Chemistry University of Toronto O Copyright by Angela Wai-Wai Lee, 1998

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Page 1: IN ULTRA HIGH - University of Toronto T-Space...isolated using hi& performance liquid chromatography and identified using mass spectroscopy, attenuated total reflectance FTIR and nuclear

IN VITRO DEGRADATION

OF ULTRA HIGH MOLECULAR WEIGHT POLYETaYLENE (UEMWPE)

BY OXIDATIVE AND/OR aYDROLYTIC PROCESSES

Angela Wai-Wai Lee

A thesis submitted in conforrnity with the requirements for the degree of

MASTlERS OF APPLIED SCIENCE

Graduate Department of Chemicai Engineering and Applied Chemistry

University of Toronto

O Copyright by Angela Wai-Wai Lee, 1998

Page 2: IN ULTRA HIGH - University of Toronto T-Space...isolated using hi& performance liquid chromatography and identified using mass spectroscopy, attenuated total reflectance FTIR and nuclear

National Library 1*1 ofCanada Bibliothèque nationale du Canada

Acquisitions and Acquisitions et Bibliographic Services services bibliographiques

395 Wellington Street 395. rue Wellington Ottawa ON K1A ON4 ûttawaON KlAON4 Canada Canada

The author has granteci a non- exclusive licence allowing the National Library of Canada to reproduce, loan, distri'bute or sell copies of this thesis in microform, paper or electronic formats.

The author retains ownership of the copyright in this thesis. Neither the thesis nor substantial extracts fkom it may be printed or otherwise reproduced without the author' s permission.

L'auteur a accorde une licence non exclusive permettant à la Bibliothèque nationale du Canada de reproduire, prêter, distniuer ou vendre des copies de cette thèse sous la fome de rnicrofiche/nlm, de reproduction sur papier ou sur format électronique.

L'auteur conserve la propriété du droit d'auteur qui protège cette thèse. Ni la thèse ni des extraits substantiels de celle-ci ne doivent être imprimés ou autrement reproduits sans son autorisation.

Page 3: IN ULTRA HIGH - University of Toronto T-Space...isolated using hi& performance liquid chromatography and identified using mass spectroscopy, attenuated total reflectance FTIR and nuclear

Inr V~mo DEGRADATION OF ULTRA EIGH MOLECULAR W E I G ~ POLYETHYLENE

(UHMWPE) BY O~~>ATIV]E AWOR HYDROLYTIC PROCESSES

MAS TER^ OF APPLED SCIENCE, 1998

ANGELA WAI-WAI LEE

UNIVERSITY OF TORONTO

~ s T R A c T

The Wear of UHMWPE implants generates polymer and metai particulates which can be

phagocytosed by human macrophages. This thesis focused on the study of polyethylene

particdate degradation by modeiing the oxidative and hydrolytic processes that are associated

with phagocytic activities, specifically H202 and cholesterol esterase. As well, synergistic effects

on UHMWPE degradation by metal contsiminants and H D 2 were examined. Oxidation was

measured using Fourier transform i n h e d spectroscopy (FTIR). Degradation products were

isolated using hi& performance liquid chromatography and identified using mass spectroscopy,

attenuated total reflectance FTIR and nuclear magnetic resonance. An initial assessrnent of the

effect of cobalt-treated HDPE particles on human monocyte/macrophage cytokine @-1 P, IL-6

and TNF-a) release was performed.

The chernical oxidation of LEIMWi?E particles was observed on particles that were pre-

sensitized using themal and y-irradiation treatments. Several oligomeric products, including

compounds that contained alkanes, alkenes and hydroxyls, were isolated. CeU viability studies

with particles showed increased necrosis with increased severity of environmentai oxidation

conditions. Cytokine data were inconclusive due to donor culture variability and very low values

after 48 hours of incubation.

Page 4: IN ULTRA HIGH - University of Toronto T-Space...isolated using hi& performance liquid chromatography and identified using mass spectroscopy, attenuated total reflectance FTIR and nuclear

This thesis was the accumulation of the efforts of many individuals. Their wisdom and

assistance made the completion of this thesis possible.

I wodd like to thank Dr. LP. Santerre, my supervisor, for di the time and effort he invested in

me. His continued enthusiasrn and encouragement gave me a giimpse to the makings of a tnre

researcher.

Other individuais who need to be mentioned for their kindness and expertise are: Dr. Erin

Boynton, Stuart Rae, Dr. Xijia Gu, Dr. T h Burrows and Dr. Kimberly Dwyer.

The following individuals picked me up during the times when it would never end. Lisa Weiler,

Yi-wen Tang, Christopher McCloskey, Jeannette Ho, Greg Woo, and Frank Wang. They kept

te lhg me that 1 couid do it.

Finally, 1 would like to thank my family aod Mt. Ali Ansari. With their love and patience, 1 was

able to know the meaning of generosity.

Page 5: IN ULTRA HIGH - University of Toronto T-Space...isolated using hi& performance liquid chromatography and identified using mass spectroscopy, attenuated total reflectance FTIR and nuclear

AAS

EDAX

ELISA

ATR-F'TrR

CE

F m

HDPE

HMDM

HP1

HPLC

IL- 1 p IL-6

LDPE

MS

NMR

0.1.

f MMA

PTFE

SEM

SrMS

THR

TNF-a

uJ3MwPE

XPS

Atomic absorption spectrometry

Energy dispersive analysis X-Ray

Enzyme-Linked immunosorbent assay

Attenuated total reflectance FTIR

C holesterol esterase

Fourier transform infrared spectroscopy

High density polyethylene

Human monocyte-derived macrophages

Howmedica Product Monnation

High performance Liquid chromatography

hterleukin- 1 cytokine

hterleukin-6 cytokine

Low density polyethy lene

Mass spectroscopy

Nuclear magnetic resonance spectroscopy

Oxidation index

PolymethylmethacryIate

Teflono

Scanning electron microscopy

Secondary ion mass spectroscopy

Total hip replacement

Tumot necrosis factor a cytokine

Ultra high tnolecular weight polyethylene

X-ray photoelectron spectroscopy

Page 6: IN ULTRA HIGH - University of Toronto T-Space...isolated using hi& performance liquid chromatography and identified using mass spectroscopy, attenuated total reflectance FTIR and nuclear

A~STRACT

ACKNO WLEDGMENTS

ABBREVIA~ONS AND NOMENCLATURE

TABLE OF CONTENTS

LIST OF TABLES

LIST OF FIGURES

LIST OF APPENDICES

2.1 History of Hip Implants

2.2 UHMUTPE: The Material

2.3 Manufacturing of UHMWPE

2.3.1 Poiymerization

2.3.2 Processing Of UHMWPE

2.3.3 Sterilization of UHMWPE

2.4 Wear and MecMcal Failure

2.5 Oxidation of UHMWPE

2.5.1 The Effect of Sterilization and the Environment

2.5.2 In Vivo Oxidation

2.5.3 Storage

2.5.4 Thennal Oxidation

2.5.5 Mechanism of UHMWPE Degradation

2.6 Biocompatibility, Biomaterial Interactions & Formation of Superoxides

2.6.1 Definition o f Biocompatibility

2.6.2 Bioactive, Biotolerant & Bioinert

2.6.3 Bulk versus Particdates: Effect on Infianunatory Response

2.6.4 Phagocytic Reaction to Particles

2.6.5 Monocytes/Macrophages, Neutrophils & the Inflamrnatory Response

ii

iii

iv

v

viii

ix

xi

1

3

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3.1 Material Selection

3.2 Test Sample Preparation

3.2.1 Preparing Films from Bar Stock

3.2.2 Sterilization of Samples

3.2.3 Coating of Particles with Cobalt Chloride

3 -3 Characterization of Test Specimens

3.3.1 Surface Morphology of Polyethylene

3.3.2 Chernical Composition of Polyethylene

3.3.2.1 X-Ray PhotoeIectron Spectroscopy 0 8 s ) 3.3.2.2 Energy Dispersive Analysis X-Ray (EDAX)

3.4 Oxidation of WMWPE

3.4.1 Oxidation by Themial Treatment

3 A.2 Chernicd Oxidation of UHMWPE

3.4.2.1 Determination of Sodium Hypochlorite Activity

3.4.2.2 Determination of Hydrogen Peroxide Activity

3 A2.3 Half-life Study for Hypochlorous Acid and Hydrogen Peroxide

3.4.3 incubation Experiments

3.5 Characterization of UHMWPE Oxidation

3.5.1 Fourier Transform Innared Spectroscopy (FTIR)

3.5.2 Sulphur Dioxide Staining

3.6 Incubation of UHMWPE under Hydrolytic Conditions

3.7 Extraction of Degradation Products

3.8 High Performance Liquid Chromatography (HPLC)

3.9 C haracterization of Iso lated Biodegradation Products

3.9.1 Mass Spectroscopy

3.9.2 Attenuated Total Reflectance FTIR (ATR-FTIR)

3.9.3 Nuclear Magnetic Resonance Spectroscopy (NMFt)

3.10 In Vitro Studies of HDPE Particles with Human Monocytes

3.1 0.1 Preparation of Particles

3.10.2 Preparation of Ce11 Culture

3.10.3 Anaiysis of DNA, Ce11 Viability and Cytokines

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4.0 RESULTS . . . . . . , . . , . . . . . , , . , . . . . . , . . ,.. , , . . . , . . . . . . . . . . . . . . . - . . . . . . . . , . . . . , . , . . . , . . . . . . . . . . , ,. 4.1 Characterization of Polyethylene Samples

4.1.1 Surface Morphology

4.1.2 Chemical Composition of Polyethylene

4.2 Themial Oxidatiori of Particle Samples

4.2.1 Sulphur Dioxide Staining

4.2.2 Cobalt Treatment of Thermaily Oxidized UHMWPE and HDPE

4.3 Chemical Oxidation of UHMWPE

4.3.1 Assessment of HOC1 Induced Oxidation

4.3.2 Assessment of Hydrogen Peroxide Induced Oxidation

4.4 Hydrolytic Degradation of Oxiciized UHMWPE

4.4-1 Characterization of Acid-Treated UHMWPE Particles

4.4.2 HPLC Analysis of Hydrochlonc Acid incubation Solutions

4.4.3 HPLC Analysis of Cholesterol Esterase Incubation Solutions

4.4.4 Mass Spectroscopy Analysis

4.4.5 Chemical Characterization of the HPLC Products

4.5 In Vitro Study of HDPE Particles with Human Monocytes

4.5.1 Viability Study Results

4.5.2 Cytokine Results

5.0 Drscussro~ . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 5.1 Chemical Characterization of Test S pecimens

5.1.1 Irradiation

5.1.2 Cobalt-Treated Samples

5.2 Thermal and Chernical ûxidation of UHMWPE Samples

5.2.1 Thermal Oxidation

5.2.2 Chemical Oxidation

5.3 Hydrolysis of Oxidized UHMWPE

5.4 In Vitro Study of HDPE Particles with Human Monocytes

6.0 SUMMARY AND CONCLUSIONS.. ... ... . . . . ... ... ... .. . . . . . .. ... . .. .. .... . .. ... . . . ... .. . , . . .. ... 7 -0 RECOMMENDATIONS . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .. 8.0 REFERENCES . . . . . . . . . . . . . . . . . . . , . . . . . , . . . . . . . .. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . , . . . . . . . . . . . Appendices

vii

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Table 2.1

Table 2.2

Table 2 3

Table 2.4

Table 2.5

Table 2.6

Table 2.7

Table 2.8

Table 3.1

Table 3.2

Table 3.3

Table 3.4

Table 3.5

Table 3.6

Table 3.7

Table 3.8

TabIe 3.9

Cornparison of Selected Physical Properties of UHMWPE and HDPE

Selected UHMWPE Resins and Their Melting Points and Crystaalinity

Standard Properties of UHMWPE Powder

Current Source of UHMWPE for Commercial Implants on the Market

Properties of UHMWPE Fabricated Fom

Measurable Free Radicals after Different Methods of Sterilizaîion

Radical Produced fiom the y-Irradiation of UHMWPE

Secretory Products of Mononuclear Phagocytes

Material Properties for the UHMWPE and HDPE Particles

Material Properties of UHMWPE Bar Stock

Experimental Conditions for üHMWPE Particle Samples

Experimental Conditions for UHMWPE Film Samples

Chernical Treatment of Film Samples

Sources for Chemicais Used in HOC1 Assay

Chemicais for Hydrogen Peroxide Assay

Processing Conditions for Particle Samples

Program One Gradient R u for HPLC

Table 3.10 Program Two Gradient Run for HPLC

Table 3.1 1 Particle Treatments for Particle-Monocyte Experiments

Table 4.1 XPS Results of Elemental Composition of UHMWPE Films and Particles

Table 4.2 Oxidation Indices of UHMUrPE Films and Resin

Table 4 3 XPS Results for Cobalt-Coated Samples

Table 4.4 Oxidation Indices of Cobalt Chloride Treated m E

Table 4.5 Oxidation Indices of Hydrolytically Treated Samples

Table 4.6 Molecular Weights of the Isolated HPLC Products

Table 5.1 Chemicai Structure of Fragmented Ions Related to Peak 1

Table 5.2 Oxidation Indices of TherrnaUy Oxidized HDPE

viii

Page 10: IN ULTRA HIGH - University of Toronto T-Space...isolated using hi& performance liquid chromatography and identified using mass spectroscopy, attenuated total reflectance FTIR and nuclear

Figure 2.1

Figure 2 3

Figure 2 3

Figure 2.4

Figure 3.1

Figure 3.2

Fipre 3 3

Figure 3.4

Figure 3.5

Figure 3.6

Figure 3.7:

Figure 3.8:

Fipre 3.9:

Figure 4.1

Figure 4.2

Structure of Polyethylene

Crystalline Regions and Amorphous Regions in UHMWPE

Free Radical Polymer Degradation

Environment in Phagolysosome for Monocytes and Neutrophils

Direction of Carbon Sputtering on the Surface

A Typicd FTIR Spectra of Oxidized UHMWPE

Schematic of Sulphur Dioxide Staining Apparatus

Preparation of HPLC Samples

HPLC Block Diagram

Quadrupole Arrangement for Mass S pectrometer

Schematic of Triple Quadrupole Mass Spectrometer

ATR-FTIR Light Path

Separation Gradient of Whole Blood

Scanning Electron Micrographs of UHMWPE Resin Particles

Scanning Electron Micrographs of HDPE Resin Particles

Fipre 4.3 Oxidation of UHMWPE Particles Post y-Irradiation

Fipre 4.4 Fluorescence micrograms of Sulphur Dioxide Treated Films

Figure 4.5 Fluorescence micrograms of Sulphur Dioxide Treated UHMWE Particles

Fipre 4.6 FTIR Results for Cobalt Chloride Treated UHMWPE

Figure 4.7 EDAX Results for Cobalt Chloride Coated UHMWPE and HDPE

Figure 4.8 Consumption of HOC1 with Different Substrates

Figure 4.9 Various Treatments of UHMWPE Film Samples

Figure 4.10

Figure 4.1 1

Figure 4.12

Figure 4.13

Fipre 4.14

Figure 4.15

Figure 4.16

Cornparison of the Oxidation Indices of UHMWPE Films and Particles

Effect of Incubation of Pre-Heated UHMWPE Particles

FTIR Results of Various Chernical Treatments of Irradiated Particles

FTIR Result for Hydrochloric Acid Treated UHMWPE Samples

HPLC Results on the Effect of Hydrochloric Acid on UHMWPE

HPLC Results: Incubation of UHMWPE Particles with CE and Buffer

Resolution of Peak 4 Ushg P r o g m Two

Page 11: IN ULTRA HIGH - University of Toronto T-Space...isolated using hi& performance liquid chromatography and identified using mass spectroscopy, attenuated total reflectance FTIR and nuclear

Figure 4.17

Figure 4.18

Figure 4.19

Figure 4.20

Figure 4.21

Figure 4.22

Fipre 4.23

Figure 4.24

Figure 4.25

Figure 4.26

Figure 4.27

Figure 4.28

Figun 4.29

Figure 430

Figure 4.31

Figure 4.32

Figure 4.33

Figure 434

EPLC Resuits Effect of Heat Oxidation of UHMWPE Particles in BufTer 83

Effect of Heat Oxidation on Enzyme-Treated üHMWPE Particles 84

HPLC of Peak Analyzed with Mass Spectroscopy 85

Mass Spectrogram of the HPLC Product, Peak 3 86

MS-MS of Parent Peak = 340.6 From Peak 3 86

MS-MS Resdt for Parent Pe-79.4 Peak 3 87

MS-MS of Peak 1, Parent Peak m/z=371.4 88

MS-MS of Peak 2, Parent Peak d z 4 5 3 . 2 88

MS-MS of Peak 4A- 10, Parent Peak h l 72.8 88

ATR-FTIR Result of WLC Isolate at 44 Minutes 90

FTIR Standard of Dichloromethane 91

Proton NMR Result of Peak 3 93

Carbon- 13 NMR Result of Peak 3 93

Necrosis of Non-Adherent Human Monocytes 94

SEM Micrographs of Human Monocytes and Treated HDPE 95

IL- 1 f3 Release from Human Monocytes 96

IL-6 Release fiom Human Monocytes 97

TNF-a Release fkom Human Monocyte Supernatant 98

Figure 5.1 SEM Micrograph of Cobalt Treated UHMWPE and Non-Treated UKMWPE 102

Figure 5.2 SEM Micrograph of UWMWPE Particles and Film 1 06

Figure 5.3 Cornparison of the W Absorbance Spectra of Peaks 2 and 3 110

Figure 5.4 UV Absorbance of the Product Associated with Peak 3 111

Figure 5.5 ATR-FTIR Resultant of a Subtraction of Peak 3 and Dichloromethane 113

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Appendix A

Appendix B

Appendix C

Appendix D

Appendix E

Appendix F

Appendix G

Appendix H

Phosphate B a e r Recipe and Chernicals for H2& A s s y

Caiculation of UHMWPE Amount based on Surface Area

Calibration Curves for HOC1 and H202

C holesterol Esterase Assay

Mass Spectra of Peak 4 Products

Mass Spectra of Stearic Acid

Caiibration Curves for Cytokine Andysis

ATR-FTIR Data for Peak 2

Page 13: IN ULTRA HIGH - University of Toronto T-Space...isolated using hi& performance liquid chromatography and identified using mass spectroscopy, attenuated total reflectance FTIR and nuclear

Each year, a significant number of patients are diagnosed with joint diseases. The pathogenesis

of these diseases often leads to loss of articular cartilage and the synovial fiuid that lubricates the

bone-bone interface. The best option for treatment for these diseases is to replace the joint with a

biomedical implant. In North Arnerica aione, it was estimateci that 400,000 total joint

replacements were performed in 1993 &i et al, 19941. However, many of these implants have

been shown to be mechanicaily destabilized or loosened. Movement at the implant-bone

interface or at the implant-implant interface can produce Wear particles [Howie et al., 19931.

These particles have been show to migrate to the bone-implant interface and cause M e r

prosthetic loosening and bone loss due to the extreme inflammatory response to the particles.

This necessitates the need for revision surgery [Hardinge, 19831.

Amficial hip implants are composed of bal1 and socket configurations. The socket or the

acetabular cup is composed of ultra high molecular weight polyethylene (UHMWPE), metal

ailoys or ceramic while the head of the femur is composed of ceramics or metai alloys such as

titanium or cobalt-based, stainless steel. The type discussed in this thesis is the polyethylene-

metal implant. Through normal use, metai and polymer particles are generated. These particles

have been shown to migrate to the bone-implant interface and stimulate a cellular response to the

particles. This response has been shown to be associated with bone resorption around the

implant and causes a further destabilization of the implant [Howie et al.. 19931.

Destabilization of the implants usually involves the resorption of bone at the implant-bone

interface. The proposed mechanism for this observation begins with the Wear particles eliciting

an infiammatory response where macrophages/fibroblasts/giant body cells attempt to

phagocytose the Wear particles. This results in the production of various cytokines that activate

osteoclasts to resorb the adjacent bone and increase bone loss [Jasty, 19931. When this occurs,

the mechanical integrity of the implant is lost. Most research to date has investigated the effect

of polymer and metal m e n & on their ability to induce cytokines and other ceU mediators to

signal inflammatory cells (i. e. monocytes and macrophages) to the bone-implant interface. What

these studies have failed to address is the effect of the inaammatory environment on the particles

foiiowing ceii phagocytosis or the stimulation of other inflammatory responses to these particles.

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The infiammatory environment contains oxidative compoimds, namely hydrogen peroxide and

hypochlorous acid, as weli as other hydrolytic agents. These oxidative compounds rnay M e r

degrade UHMWPE particles in the presence of metal particles that may catalyze these reactions.

The aim of this study is to address this issue and determine the effects of these oxidîzed

UHMWPE particles on their ability to stimulate bone resorptive cytokine release by human

monocytes. It has been hypothesized that oxidized LTHMWPE can be hydrolyzed with

cholesterol esterase. As well, another hypothesis of this thesis is that there may be an eEect of

the UHMWPE degradation products, fiorn both oxidative and hydrolytic processes, on the

stimulation of the idammatory processes observed around the implant [Santerre et al., 19971.

Specifically, the cytokines which have been linked to bone resorption will be assessed.

The objectives of this study are:

1. Develop a mode1 to oxidize polyethylene films and particles using thermal and

chernical oxidization.

2. Hydrclyze the oxidized polyethylene with hydrochlonc acid and a macrophage-

derived lysosomal enzyme, cholesterol esterase.

3. Isolate and identiQ the dominant degradation products fkom the hydrolysis reactîons.

4. Perform an initial assessrnent of the effect of oxidized cobalt-treated polyethylene

particles on human monocyte/macrophage cytokine production.

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2.1 History of Hip Implants

The need for an adficial hip became apparent when other surgical techniques failed to relieve

the pain associated with degenerative diseases of the joint. Materials used at the beginning of

this cenhiry included skui, pig's bladder and gold foi1 [Hardinge, 19831. By the 1950's the need

for better materials was apparent. The precursor to the modern hip implant originated in England

and was introduced by McKee [Hardinge, 19831. It was composed of a combination of

metdmetai cobaltchrome alloy for hip replacement. The major problem associated with this

type of implant was high fiction between metai intediaces, resulting in high Wear [Semlitsch,

19901.

in 1958, Sir John Charnley of Wrightington Hospital developed a low friction hip system by

combining a polymer socket of ~eflon@ with a stainless steel metai bail [Semlitsch, 19901.

Between 1958 and 1961, Charnley implanted about 300 implants. M e r an implantation period

of three years, it was observed that there was displacement of the femoral head. In addition,

radiographically, the PTFE components showed a 6-7 mm loss of material through Wear. The

surrounding tissue was loaded with PTFE particles and exhibited severe granulomatous foreign-

body reactions P I , Semlitsch, 19901. In 1962, Chamley changed the material of the articular

component to UHMWPE and coupled it with stems composed of 3 16L stainless steel, Co-Cr-Mo

alloy, or Ti-6Al-4V alloy [Davidson et al., 19921. The UHMWPE had a higher resistance to

Wear and creep compared to ~eflon? It becarne popular in the 1970's for hip endoprostheses as

well as for artificial knee, ankle, shoulder, elbow and wrists joints [Semlitsch, 19901.

Other altemative articulating surfaces were investigated during the 1970's and 1980's included

polyacetal (polymethylene oxide; specifically Delrin 100, D e h 150, DeLrin 100 and Celcon) in

the Christian hip prosthesis and Poly Two (carbon-fiber-reinforced ultrahigh molecular weight

polyethylene by Zimmer) ['Li2 et al.. 19941. However, these materials were found to have a

significantly higher rate of failure cornpared to the Chamley implants ~ i * et d. 19941. The

failure of the latter system was attributed to poor adhesion between the fibers and the UHMWPE

matrix ~i~ et al.. 19941. The use of polyester(polyethy1ene terephtalate) (PETP) was also

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investigated as a potential material for the acetabuiar cup wttlemier, 19861. It had excellent

physicai properties compaxed to UHMWPE, but it degradeci in vivo with the generation of

microparticles with a mean size of 0.5 to 20 p. Presently, all materials create Wear debris of

approximately 100,000,000 particles per day within the range of 1 p to 200 p [Clarke, 199 11.

Many more materials have been hied and have failed. Thus, UHMWPE has remained the

material of choice despite the generaton of particle debris.

The fuhire of endoprostheses of the joints lies in the development of new materials supenor to

UHMWPE. These materials mut have the following attributes:

easier processing capabilities

fke f?om impurities

higher wear-resistance

ease of stenlization without adverse or oxidation effects.

2.2 UHMWPE: The Material

UHMWPE is composed of repeating ethylene units (Figure 2.1). The molecular weight of

UHMWPE cm go up to 6 million compared to other types of polyethylene resins which have

rnolecular weights in the range of 10,000 to 500,000 @PI]. The significantly higher molecuiar

weight is important. In general, the physical properties of polyethylene change proportionally

with iocreasing molecular weight, until a molecular weight of 1 million is reached. At this point,

there is a sudden increase in melt viscosity where the material's processibility changes and hence

the characteristics of the finai product @3irnkl.aut, 1 9901.

n= 2.5 x 105

Figure 2.1: Chernieal Structure of Poiyethylene

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The polymer is semi-crystauine; the mimstnicture consists of crystaiiine regions and amorphous

regions as seen in Figure 2.2. In the amorphous region, the long chahs hinder the ability of

molecules to order themselves into crystalline arrays, thus limiting the percenage of the

material's crystallinity as determineci by differentid scanning calorimetry WrJ. The strands are

held together by random mechanical entanglements and the occasional chemical crosslinks (in

irradiated samples) [A. wang', 19971. The crystalline regions are composed of unit cells called

IameIiae. These c m be m e r organized to form larger structures cailed spherulites. The

IarnelIae in UHMWPE are folded polyethylene chahs consisting of 150 CH2 groups in an

orthorombic shape arrangement. The mistance to the propagation of fatigue cracks was found to

improve as the crystalIinity increased [I,i2 et ai., 1 9941.

Smounding the crystalline regions and comecting the separate crystals are bridging tie

molecuies. These molecules act as crosslinks between the crystaUine domains and provide load

bearing' and stress transfer as weii as physical and chemical strength p u . The number of tie

molecules is higher in UHMWPE compared to high density polyethylene (HDPE) WI]. The

effect of this higher molecular weight can be seen in a cornparison of physical properties between

I D P E and UHMWPE (Table 2.1).

Table 2.1: Cornparison of Selected Physical Properties of

UAMWPE and HDPE [ ~ i ' et aL, 19941

Property r HDPE IUHMWPE I Molecular Weight (million g/mole) Melting Point (OC) Density (kg&) Teasile Yield M a )

0.05 to 02

130 to 137 0.952 to 0.965 26.2 to 33.1

200 to 350 ,

0.8 to 1.5 Elongation at Break (%) Tensile Modulus GPa) I

2 to 6

125 to 135 0.930 to 0.945 19.3 to 23

1 O to 1200 0.4 to 4.0

Izod Impact (J/m) Shore-D Hardness

21 to 210 66 to 73

> 1070 no break 60 to 65

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Figure 2.2: CrystPlline and Amorphous Regions in UAMWPE p u

While the mechanical properties of UHMWPE are provided by this unique microstructure,

property dif5erences Vary fiom one formulation of UHMWPE to the other dependhg upon:

crystallinity; number of tie molecules; number and nature of entanglements and crosslinks; and

the presence of orientation of the polymer chah [A.Wang, 19971. The qualities that make

UHWMPE suitable for implant applications are:

low fiction coefficient

high abrasion resistance

hi& impact resistance

high ductility and biocompatibility

high resistance in vivo

0 hydrophobic and resistant to aggressive media

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23 Manufacturing of UHMWPE

It was estimatecl that more than 41,000 tonnes of UHMWPE were produced in 1993. The main

industrial uses for this material are skis, cutting boards and coal-chute liners and other

applications which require hi& Wear resistance and better physicd pmperties than Teflona [Li2

et al., 19941. For the 400,000 total joint replacements perfonned in North Amenca in 1993,O. 1 1

kg of UHMWPE was w d for each implant This accounts for over 45,000 kg of UHMWPE

implanted which represents about 0.1 % of the total annuai production of UHMWPE [Li2 et al.,

1 9941.

2.3.1 Polymerization

UHMWPE is polymerized in an inert gas atmosphere ~irnkraut, 19901. Pure ethylene gas is

suspended in a hydrocarbon solvent (Le. hexane) fiee of polar impurities in the presence of a

catdyst p i 2 et al., 19941. The catalyst is a moisture and air-sensitive Ziegler-Nana coordination

catalyst composed of titanium tetrachioride and an aluminum allcyl compound WI]. Polymerization occurs on the catalyst sUTface at temperatures between 66 to 80°C at pressures

between 4 to 6 bar [Li2 et al. .. 19941. The resultant polymer is a fine granular white powder. The

molecular weight is controlled by varying the temperature [HPI]. On average, 100,000 ethylene

molecules are added onto an active catalyst center until the growing polymer totally encloses the

catdyst and forms a molecule with a molecdar weight of 3 million pirakraut, 19901. The

molecular weight distribution is controlled by the ability of ethylene molecules to access active

catalyst sites. Each resin manufacturer has slightly dZferent polymerization conditions which are

contained in proprietary information. A listing of different resins dong with their melting points

znd crystallinity is provided in Table 2.2.

Table 2.2: Selected UIIMWPE Resins and Their Melting

Points and Crystallinity pi2 et al, 19941

Type of Resin Melting Crystailinity Point (OC) (%)

1900 145 75 412 143 60 413 143 67 415 143 58

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Table 23: Standard Properties of UEMWPE Powder

1 1 s~ecifïed in ASTM D 4020 1

Properties Type of Powder

1 Molecular Weight 1 Relative solution viscosity > 1

ASTM F 648-84 Homopolymer of ethylene as

Number of particles of 2.30 (ASTM D 4020) I

< 25 particles per 300 gm con tamhants Trace Elements

After polyrnerization, the solvent suspension goes through a series of centrifiiging, stripping, and

Max Content @pm) AliuninuIn 100 Titanium 300 Calcium 1 O0 Chloride 120

Particle Size

drying steps where UHMWPE is separated fiom the suspendhg agents and other residues. The

al l powder shall pass through a No. 16 (1.18 mm) sieve

powder is passed through a 500 pm filter to remove large particdates and yields a product with a

mean particle size of 100 p. The dry resin powder is separated into a silo for homogenization

and bagged with the addition of small amounts of phannaceutical-grade calcium stearate to

inhibit the yellowing of the product during processing p u . The regdation that guides the

degree of purity of UHMWPE and the specification of material properties is in accordance with

ASTM F 648-84 for the UHMWPE (Table 2.3). Three grades of UHMWPE used in orthopaedic

implants are 421, 41 5 GUR (Hoechst/Celanese) and 1900 (Himont) [ ~ i ~ et al, 19941. The

polymer is pre-formed into sheets or bar stock before fabrication into implants. The UHMWPE

used in orthopedic devices found on the market today is illustrated in Table 2.4 ['Dwyer1, 19961.

2.3.2 Processing Of UHMWPE

Processing of UHMWPE resin is difficult because of its high viscosity PI]. Cornmon

processing methods use hi& pressures and temperatures to consolidate UHMWPE and include

direct molding, ram extrusion and compression molding.

Direct molding entails resin powder compression in a mold which is heated at temperatures

between 200 and 250°C [Kellersohn, 19901. Devices made by this method have no extemal

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machining lines and exhibit a high gloss s d a c e pi2 et ai., 19941. Ram-extrusion and

compression molding are two-step processes. Ram-extrusion involves high pressures to extrude

a cylindricd bar stock [I,i2 et al., 19941 while compression molding involves moldiog the

polymer into a sheet [Li2 et al.. 19941. M e r the bar stock or sheet is made, an implant can be

M e r machined. As a final processing step, some manufacturers anneal the component to

remove any residual stresses [I,,i2 et ai., 19941. However, there have k e n reports [Zhu et ai.,

19951 that annealhg UHMWPE causes deformaton of the crystallites. For purposes of medical

implants, the final fabricated forrn must also adhere to the ASTM F 648-84 standard as listed in

Table 2.5.

Lncomplete consolidation of the resins greatly shortens the life of the implant F i et ai., 1995,

~ w ~ e ? et al., 19961. Implants that have been directly molded have been show to be less

susceptible to particle debris production compared to implants machined fkom extruded bar stock

[Bankston et ni., 1995, Rentfiow et ai., 19961. The ram-extmded polymer contains voids which

may increase Wear [Learmonth et al., 1997. These authors showed that machined cups produced

an mual linear Wear rate of O. 1 lm while direct molded cups only resulted in 0.05mm. The

discrepancy was attributed to inconsistencies in polyethylene fabrication by different methods

[Windau et al.. 1 9961.

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Table 2.5: Properties of UHMWPE Fabricated Form mu

l Number of light patches

Mechanical Requirements (minimum): Temile yield strength Vitimate tende strength Elongation at break izod impact strength (double notch)

1 Hardness (Shore D)

2.3.3 Sterüization of UESMWPE

ASTM F 64û-84 Standards No stabiiizers or processing aids to be added No particle > 300 p; no more than 10 particies of 300 pm or less. No Iight patch > than 3 0 0 p in a 400cm2 samale Between 0.930 and 0.944dcmJ

19.3 x 106 N/m2 27.58 x 106 ~ / m ~ 200% 1070 J/m 2% after 90 min. recovery (6.895 x 1 o6 N/m2 for 24 hours)

Any material implanted into the body must be sterilized. Since UHMWPE is thermolabile, the

methods available for sterilizing of these implants are: ethylene oxide gas, irradiation, and gas

plasma sterilization. Since the 1970's, the &est method for the sterilization of UHMWPE has

been with the use of gamma radiation fiom "cobalt, at a minimum dose of 25 kGy or 2.5 Mrad.

The t h e varies fkom 1.5 to 1 8 hours depending on the radiation source [~treicher'~, 19881.

Changes in structure and mechanical properties have been associated with the irradiation of

UHMWPE. Specifically, these changes were noted when the process was carried out in an air

environment as opposed to irradiation in a vacuum environment [Gsell et al.. 1996, St. John et

al., 19971. The altered properties were in part explained by an increased susceptibility to

polymer oxidation (see fùrther discussion in Section 2.4).

Ethylene oxide sterilization has been commonly used to sterilize heat-sensitive medical devices.

Ethylene oxide reacts with the bacteria and renders it inactive [Collier et al., 19961. The efficacy

of ethylene oxide stenlization is quite high. It has high penetrability, but does not alter surface

properties [Tabrizian et al., 19971. The method involves purging the system with ethylene oxide

gas for a period of tirne, after which, the ethylene oxide must be removed fkom the system [Ries1

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et a . , 19961 because o f its toxic residue and potentidy carcinogenic byproducts [Ramer et

al., 19961. However, in ment years, the elhination of its use has k e n advocated due to the

presence of toxic residue [Ratner et al.. 19961.

Ln the past few years, cold gas plasma sterilization has gained prominence. Many of these

techniques involve the use of oxidative chernicals such as hydrogen peroxide vapour at low

temperatures to inactivate microorganisms and remove the peroxide residues mui, 19971. This

process works by oxidizing bacteriai cellular components [Collier et al., 19961. One problem

encountered is the slight oxidation of polymer samples. However, it is not as extreme as that

exhibited using y-irradiation wui, 1 9971.

A cornparison of different stedization methods and their generation of detectable arnounts of

fiee radicais using electron spin resonance is shown in Table 2.6 [Coilier et al.. 19961. Data

show that gamma irradiation under air and vacuum exhibited a meamble amount of fiee

radicals while ethylene oxide and gas plasma sterilization are fiee fiom their presence. These

fiee radicals were primary fiee radicals, which occurred with the cleavage of the backbone, and

peroxide radicals, which occurred in the presence of oxygen.

TabIe 2.6: Measurable Free Radicals after Different

Methods of Sterilization [Collier et al , 19961

Free Rsdicals?

1 Gas Plasma I no I Ethylene Oxide

1 y-Irradiation (air) I Yes l

no

2.4 Wear and Mechanical Failure

As previously noted, most prosthetics are made of a metallic core mch as titanium, stainless

steel, or cobalt-chromium-chromium alloys, while the articular surface is made of UHMWPE.

y-Irradiation (vacuum) YeS

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Cernented implants are stabilized by polymethylmethacryiate (PMMA) cements. The

incorporation of these materials has its own biocompatibility implications and wiU not be m e r

addressed here.

The early concem of the bearing surfaces in joint arthroplasty was the limited life expectancy of

the prosthesis as a result of wear Friedman et al., 19931. Now the present concem centers on the

amount of Wear debris produced £iom the bearing nirfaces. The Wear debris causes many

biological interactions that are linked to the loosening of the joint In the cases of metal-backed

acetabdar cups, there are two bearing surfaces present: the interface between the cup and the

femoral head and the interface between the cup and the metai backing that is attached to the

bone. Learmonth and colieagues beiieve that contributing factors to Wear in clinical practice are:

matenal polymorphism, poor design features and ke-body Wear [Learmonth ef al., 19971.

Material polymorphism occurs fiom the different methods of processing the polymer which may

lead to incomplete consolidation of the resin. Many authors have identified other factors besides

three-body Wear which contribute to the loss of material [Wright et al.. 19901.

Wright and colleagues have identified various modes of surface damage to polyethylene surfaces

in joint implants [Wright et al., 19901.

Surface deformation: permanent defonnation occurring on or around articulating

surfaces.

Scratching: indentation lines found in the dominant direction of motion . Blrnllshing: areas which have become highly polished.

a Abrasion: shredded or tufted appearance, attributed to direct sliding contact with

either bone or polymethyl methacrylate.

Embedded PMMA debns: can be recognized by the colour and texture differences

between PMMA and polyethylene and verified using energy dispersive spectroscopy.

Pitting: voids o c c m h g in an articulating surface, ususually irregularly shaped and 2 to

3 mm across and 1 to 2 mm deep.

Delamination: large "sheets" of polyethylene have been separated and removed, with

evidence of subsurface failure mechanisms occurrllig parailel to the articulating

surfaces.

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Of these damage modes, Wright and coiieagues identifieci that pitting and delarnination release

the largest arnount of polyethylene debris to the surroundhg tissue. Al1 of these surface damages

are related to long-terni problems. Other authors disagree [Friedman et al., 1993, McKellop et

al.. 1 9951. They associate Wear debris generation to other mechanisms including adhesion,

abrasion and fatigue. They also suggest Wear debris acts as a stress concentrator and produces

third-body wear. Regardless of the damage modes, the production of particulates is a serious

factor in the long-term stability of total joint replacements.

Adhesive wear occurs when interatomic forces between coupling wear surfaces are greater than

the intrinsic forces between the molecules of the bulk material Friedman et al., 19931. Thus,

material adheres to the opposite d a c e of the Wear couple. UHMWPE transfers its surface to

the harder materials and subsequently sheds into the joint space. This is similar to the

delanilnation process proposed by Wright and colleagues. Another aspect of adhesion occurs

when a passive layer of oxide from the metal adheres to the polyethylene. This roughens the

metal surface and increases Wear debris.

Abrasive Wear depends on contact stresses, surface hardness and surface finish (roughness).

When a soft surface is abraded with a hard surface, debris resuits. Hardness plays a role because

the harder the material, the longer a smooth surface finish is maintained. Surface hardness can

be increased by nitriding or ion implantation. Fatigue or pitting is another factor in debris

generation. High contact stresses in UHMWPE cm cause subsurface stress that exceeds the

maximum fatigue strength of the polyethylene. Multiple stress cycles can propagate crack

formation and produce Wear debris.

Not ody is the amount of Wear debris generated of great concem, but the size of the Wear debris

is also of importance. McKellop et al. [1995] have shown that subrnicron particles are the result

of adhesive, abrasive and microfatigue mechanism while larger particles (tens of microns) were

related to third-body Wear. Submicron and micron size debris have been associated with

idammatory periprosthetic bone loss which has been W e d to aseptic loosenuig of total joint

replacements [McKellop el al., 19951. Further discussion is found in Section 2.6.4.

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One such implication of Wear debris is believed to be the activation of manophages and the

development of bone resorption leading to the aseptic loosening of the implant. This

phenornenon is not well elucidated but follows several documented phases [Basie et al, 19961.

Local ce11 damage occurs adjacent to cernent layer related by chemicai, mechanical

and thennal phenornena

Abrasion and corrosion fiom fiction between materiais and micromotion between

implant and tissue produce Wear particles.

Wear particles induce a local infiammatory response and further include formation of

a fibrohistiocytic membrane a d o r bone resorption.

Leads to prosthetic loosening.

Hence, the challenge to the continued use of UHMWPE is to prevent the elevated levels of

polyethylene Wear particles. This is important not only because of the danger in wearing out the

implant, but also because there are inflammatory responses to the particdate debris that prevent

the implant's long term use.

2.5 Oxidation of UHMWPE

Oxidation is believed to contribute to changes in the mechanical properties of UHMWPE

m a c 1 et al., 1994, Ries2 et al., 1996, Flynn et al.. 1996, Pascaud et al., 19971 and as a result,

increases the material's susceptibility to Wear [Greer et al., 1996, Li et al.. 19961. The oxidation

of UHMWPE has been shown to occur in the amorphous structure of the materiai because it is

more accessible to oxygen diffusion [Scheir et al., 19911. The oxidation in this region

propagates non-unifody because of the coils present in the arnorphous structure. The rate of

oxidation is diffusion controlled since the permeation of oxygen is the slowest step. Mer

oxygen diffusion occurs, the oxidation reaction can propagate throughout the matenal in an

autocatalytic process. Another factor that may contribute to the oxidation is the presence of

metai ions [Zhao et al., 19951. These metal ions cm act as a catalyst for the oxidation reaction.

Chemical radicals have been shown to be generated in the material after irradiation. These

radicals can react with oxidative species upon implantation. It has also been estabiished that the

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properties of UHMWPE change upon gamma sterilization, différent storage environments,

thermal environments, and under photooxidation and implantation conditions. These pro-

changes include: increased embrittlement, decreased ciamping ability, increased hardness

~ y e r e ? et al., 19841; decreased creep and Wear because of higher crystaUinity ~ y e r e ? et al.,

19841, and decreased abrasion resistance that will accelerate debris production [Betts, 19931. In

addition, there are potentiai toxic eEects of lower-molecular-weight constituents pyere? et al.,

1 9841.

2.5.1 The Effect of Steriliwition and the Environment

Since the 1970 '~~ the most common method for the sterilization of UHMWPE has been gamma

radiation fiom 60~obalt. However, irradiation of UHMWPE has been show to cause changes to

the materiai's chernical and mechanical properties [~treicher", 19881. Upon gamma irradiation

of a hear hydrocarbon in air, several events occur simultaneously:

cleavage of carbon-carbon bond in the backbone

generation of uasaîurated groups

a formation of radicds and the extraction of hydrogen.

Al1 of these can cause chain scission, crossluiking and oxidation or peroxidation [~treicher',

1988, R.imnac3 et al., 19941. The primary formation of radicais occurs when the irradiation

breaks the covalent bonds between the carbon and hydrogen to produce a combination of alkyl

and allyl type groups. This lowers the average rnolecular weight of the material. ~ ~ e r e ? et al.

(1984) found that 35% of soluble constituents of an unused, sterilized UHMWPE cup had an

average rnolecular weight of 210,000 g/mol. It has been reported that when irradiation occurs in

air, a smdl fiaction of peroxy radicals are formed [Man et al., 19911. Common radicals

identified in the presence and absence of oxygen after irradiation are shown in Table 2.7.

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Table 2.7: Radicai Produced from the y-Imdiation of UHMWPE [Jahan et a&, 19911

In the Absence of 0 2

H H H

H H H

In the Presence of O2

Chain

Chain

Scission

When UHMWPE undergoes 60~o-irradiation in a nitrogen environment, the polyethylene

oxidation is reduced and thus Wear is also reduced [Streicher', 19881. However, under this inert

environment, crosslinking can occur which may effect the mechanical properties, depending on

the degree of crosslinking [I2imnac3 et al., 19941. This crosslinking is seen as beneficiai by

A. Wang and Sun [A. Wang et al., 1996, Sun et al., 19961 since hip simulation tests have shown

less Wear with these polymers.

The severity of the oxidation is dependent on the irradiation source, the absorbed dose and the

amount of oxygen accessible to the generated radicals [Streicher ' , 1 9881. Numerous authors

[streicherl, 1988, ~ i m n a c ~ et al., 1994 Sutula et al., 1994, Jahan et al., 199 11 have observed

relationships between decreased mechanicd properties and oxidation of UHMWPE induced by

irradiation. Sutula et al. (1994) concluded that high oxidaîion areas showed a significant

correlation with clinical Wear modes of cracking and delamination @=0.01) and can effect the

dinical performance of the implant.

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Premnath and colleagues (1996) have summarized the following observations on the pst-

irradiation oxidation of UHMWPE implants.

(i) Within the first weeks after irradiation, the degree of oxidation, as measured by the

concentration of carbonyl groups, decreases with increased distance away fiom the implant

d a c e . However, after 120 days, oxidation is higher Imm f?om the surface compared to

amount of oxidation found at the surface.

(ii) Components irradiated and stored in air have oxidation following the surface contour profile

of the implant.

(iii) nie width of the peak in the oxidation profile and extent of oxidation increased with time.

(iv) Increased density areas have increased oxidation. M e r a few years, the material is very

brittle.

(v) The amount of oxidation noted in retrieved implants (afler removal of fatîy acids) can be

simulated in accelerated oxidation experiments at higher temperatures and in the presence of

oxygen.

(vi) These changes in the mechanical properties limit the longevity of total joint arthroplasties.

(vii) The FTTR spectra were similar for shelf-aged and retrieved samples, but varied in intensity.

Al1 spectra showed a prominent ketone-aidehyde peak at 1720-1 730 cm*', shoulder of

carboxylic acids at 1697- 1740 cm-', and esters at 1 738- 1740 cm-'.

(viii) n i e effects of irradiation on mechanical properties are a consequence of chah scission due

to oxidation and crosslinking. On a molecular level, this results in changes in crystallinity,

crystallioe morphology, decreases in entandement density and in the number of tie

molecules. In tu~ii, changes occur in the tensile behavior, visco-elastic properties, fracture

strength, fatigue and finaily Wear.

With the difficulties encountered with sterilhtion by irradiation, alternative methods are being

investigated.

2.5.2 In Vnto Oxidation

Numerous authors have found that many UHMWPE devices are already oxidized at the time of

implantation [Eyerer et al., 19841. Property changes such as increased density, increased number

of extractabie components, decreased tensile strength and elongation have aiso been reported. In

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Eyerer's study (1984), s e v d loosened cups were removed 3 weeks to I l years after

implantation. They found that the density of the UHMWPE cups increased with implantation

time and it was dependant upon implant position and loading conditions. As well, the amount of

extractable constituents increased with time [Eyerer et al., 19841. As early as 1955, reports

[Eyerer et al., 19841 indicated residual monomer was found in the urinary excretion of rats after

26 weeks of implanted radiolabeled polyethylene in rats.

The implantation environment has been implicated as a cornponent of the mechanism of

degradation. M e r implantation, the UHMWPE is befieved to be susceptible to oxidation

because of the presence of oxidants such as hypochiorous acid, hydrogen peroxide, nitric acid

and the saline present in the synovial fluid Weiss, 19871. These reagents act to M e r degrade

the implant, therefore resulting in increased density and decreased average molecular weight

[ ~ ~ e r e ? et al., 19841. These property changes have been long recognized for their effect on

aging and ultimate failure of UHMWPE [ ~ u m a c ~ e t al., 1 994, Kurtz et ai. .. 1 994 and Streicher ' , 19881.

It has been hypothesized [Betts et al., 1994, 19931 that the transition metal salts (metal implants)

and sodium chlonde may play a role in catalyzing the oxidation. Betts found that physiological

concentrations of sodium chlonde produced oxidation and reduced crystailinity of üHMWPE

comparable to the measured values for retrieved components, implanted for 3-5 years. However,

he found that the presence of metal did not produce significant amounts of oxidation. Eyerer et

al. (1984) have presented FTIR results of several failed acetabular cups that may elucidate the

mechanism of in vivo oxidation. They found that a new hip joint cup showed a C=O band curved

due to gamma radiation. After one year of implantation, the C=O band remained unchanged but

the aldehyde band @CHO) began to shift. M e r nine years of implantation, there were

noticeable shifts in both bands.

However, there is a significant debate whether in vitro oxidation of the UHMWPE cups occurs.

Contrary to the above findings, ~ostrom' et al. (1994) did not find any evidence of increased

density in retrieved components (less than 2.5 years follow-up). James et al. (1993) showed that

the technique of FTIR spectroscopy can show "oxidation" when absorbed esterified fatty acids

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were present at the d a c e . This did not necessarily prove the presence of oxidative groups

incorporated into the polyethylene.

2.5.3 Storage

A further consequence of the irradiation process is that non-reacted fkee radicals remain trapped

within the polymer, m d y within the crystalline regions. Over time, the fiee radicals migrate to

arnorphous regions causing pst-irradiation oxidation with the atrnosphenc oxygen [~treicher',

1988, ~treiche?, 1988, Jahan et al., 199 11. If inert gas or a vacuum is used as a storage medium

instead of air, the irradiation does not cause oxidation [streicher' , 19881. Subsequent exposure to

an ambient environment resumed the degradation process [Rirnnac3 et al., 19941.

At temperatures well below the rnelting point of the polymer, the life span of the radicals is

measured in years [Jahan et al., 19911, thus the oxidative degradation process can be initiated

well before the time of implantation. It has been shown that afier irradiation, the mechanicd

properties of UHMWPE deteriorate upon storage. Runnac et al. [1994] performed a study to

determine the tirne-course of oxidative degradation and the extent to which the degradation

proceeded through the bulk of UHMWPE following irradiation and storage on the shelf. They

found marked changes in the density and the inhred spectnim was consistent with continuing

oxidative degradation occurring throughout the year of shelf storage. As well, most of the

oxihtion was found on the surface. Other authors suggest that most of the changes in materiai

properties, and consequentiy the contact stresses, occur durhg the first 20 months after

irradiation [Kurtz et al., 1 9941.

~treiche? (1988) performed a storage experiment with irradiated samples in air and nitrogen at

2 1 OC and in water at 37OC. His results corresponded to others [ ~ ~ l u i a c ' , et al.. 19941. The most

oxidation was found in samples stored in water while the least oxidation was found in samples

stored in a nitrogen atmosphere. He also found evidence that crosslinking was present in the

UHMWPE samples stored in nitrogen and concluded that the crosslinking irnproved mechanicd

and triboiogical properties. This was contrary to RUnnacis conclusions conceming crosslinking

[Rirnnacl et al., 1 9941.

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Oxidation has also k e n found following aging in saline solution [Hastings, 19861. For non-

irradiated samples of low density polyethylene, it was reported that oxidation levels were greater

for 0.1M sodium chloride, than for 0.01M sodium chionde, while water showed lower levels

than the latter, and air samples had the l es t oxidation [~imnac' et al., 19941. The effect of

storage in water at 37OC versus storage in air was also confinned by others [streicherl, 19881.

With the incorporation of oxygen in the hydrophobie polyethylene, hydrophilic groups are

produced to create higher surface energy [streicherl, 19881. Thus, the ability for the diffusion of

water molecules is increased &er irradiation and increased oxidation is observed [streicherl,

1 9881.

2.5.4 Thermal Oxidation

Themai oxidation of polyethylene is a well-documented phenornenon pawkins et al-, 1 97 1 1. Due to the processing temperatures of over 200-250°C for UHMWPE, the susceptibility of

polymer oxidation is of major concem. However, thermal oxidation is also a concem in vivo. It

has been proposed that f?ee radical reaction is accelerated due to fictional heating and stress in

the loading zones [Jahan et al., 19911. T'us, it has been reported that there is uneven oxidation

found throughout the explanted specimen [Sutula et al., 19941. This fictional heating is

consistent with observations of temperature rise in acetabular cups during in vitro fictional Wear

stress tests and in vivo telemeûy observations [Jahan et al., 199 1, I3avidson2 et al.. ! 9881. A

raise in temperature between 5 to 15°C [Davidson et al.. 1987, ~avidson' et al., 1988, ~ a v i d s o n ~

et al., 19881 was found in other shidies. Other studies found a raise in temperature of 4 to 7°C in

the overall materiai dependhg on the type of articulating surfaces and an increase of up to 50°C

at the articulating surface Fanzer et al., l992].

2.5.5 Mechanism of UHMWPE Degradation

The mechanism for fiee-radical induced degradation of UHMWPE in the absence of oxygen [Ali

et al., 19941 involves the following steps: initiation, propagation and termination (see Equations

2.1 to 2.3). In the initiation reaction, energy is absorbed from an extemal source, causing the

scission of a covalent backbone or cross-luik (see Equation 2-1). The activation energy needed

to cleave a chah varies fiom 30 to 90 kcaVmol Pigger et al., 19921. Such reactions generally

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require heat, U V Iight [Bigger et al., 19921, or high-energy radiation, preferably in the presence

of oxygen, to proceed [Ali et al., 1 9941.

Several different radicais cm be fonned and a few are listed in Table 2.7. M e r radicals include

the hydrogen radical formed by the cleavage of C-H bond. The ability of these radicals to

propagate the fiee radical reaction depends on their mobility and the available fiee volume within

the matetid (i.e. crystalline areas do not ailow for chah mobility). Also, the accessibility of fiee

radicals to other fke radicals and interactions with other reactive species, such as oxygen,

lpremnath et al., 19961 will depend on the fke volume. Propagation occurs by converthg the

polymer entirely to monomer or by the radicals abstracting a n e i g h b o ~ g hydrogen atom so that

the radical is transferred to another chain or M e r down the same chah (Equation 2-2).

Propagation is important in fkee-radical degradation because in the physiological environment, it

is believed that there is an abundance of fiee radicals [Ali et al., 19941. Termination occurs by

the bimolecular homo or cross reaction of the radicals as shown in Equation 2-3 [Fodor et al..

19911.

Initiation Step:

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Propagation:

Termination:

Figure 2.3: Free Radical Poiymer Degradation [Ah et aL, 1994, Fodor et aL, 19911

In the presence of oxygen, Fodor et ai. (1991) presented the following mechanism for the

oxidation of polyethylene to fom carboxylic acid groups. In the initiation step (Equation 2-4),

the -CH - - radicals are formed during propagation, these radicals are oxidized to form c h a h

carrying peroxyl radicals (Equation 2-5). The reaction of the peroxyl radicals with the substrate

results in two pathways as seen in Equations 2-6 and 2-7. The first is polymer hydroperoxide

formation and the second is the formation of carboxylic groups with simultaneous chah scission.

It has been observed that 80% of the polymeric hydroperoxides are converted into end products

(Equation 2-6). The alkoxyl radicals with peroxyl radicals are the precursors of carboxylic acids

in polyethylene oxidation. Aldehydes c m aiso be active intermediate products of the process

because their oxidation reaction is rapid.

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Initiation of a fiee radical:

The fiee radicals react with oxygen to form a peroxyi radical:

The peroxyl radicals propagate the reaction or fom allcyi radicals (chah ends):

OOH -CH- ' 1

L ' OH

l OH

-c- --c- l I I

- c + CH* (2-7)

OOH 0' II O

There is a significant body of evidence that supports the hypothesis put forth by I2irnnac2 et al.

(1994) which states that "the mechanical properties and physicd properties of irradiated

polyethylene are affected by both physiological Ioading and environment and that these effects

are interactive". Not only are there complex issues regarding the oxidative degradation of

UHMWPE as a bulk material, there are compiex issues involving the stability of UHMWPE

Wear particles that have not been addressed in the literahire. In general, the effect of particles on

biocompatibility has been stuclied, but there is no literaîure that discusses the effect of

chemicdly-altered (oxidized) UHMWPE particles on biocompatibility.

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2.6 Biocompatibility , Biomaterial Interactions & Formation of Superoxides

2.6.1 Defmition of Biocompatibüity

The concept of biocompatibility has long been a subject of debate [Ratner, 1993, Boss et al.,

1995, Williams, 1986, 19871. Williams (1 986) proposed that the definition of biocompatibility is

"the state of affairs when a biomateriai exists within a physical environment, without either the

material adversely and significantiy affecting the body, or the environment of the body adversely

and signiticantly affecthg the material". Williams (1987) also proposed another definition as the

following: "the ability of a material to perform with an appropriate host response in a specific

application". Ratner proposed a dennition in terms of the expectations of the biomaterial as "the

exploitation by materials of the proteins and cells of the body to rneet a specifïc performance goal"

[Ratner, 1 9931. By the very nature of all these definitions, the term biocompatibility is elusive.

No material can be completely biocompatible, but it can be more biocompatible than another

[Boss et al., 19951. Therefore, Boss and colleagues proposed that biocompatibility is not just a

chemicai composition property of the biomaterials, but also depends on physical attributes.

2.6.2 Bioactive, Biotolerant & Bioinert

In the context of host-implant interactions, biomaterials are classified as biotolerant, bioinert, or

bioactive Furlong et al., 19911. In terms of orthopedic prostheses, implant materiais can be

considered biotolenint when there is ody an intervening fibrous layer formed at the host-implant

interface. It can be bioinert when the bone achieves direct contact as seen with titanium; or

bioactive when there is true coalescence at an atornic level. The three types of fixation are

determïned by surface characteristics that c m be termed distance osteogenesis, contact

osteogenesis and bonding osteogenesis, respectively Furlong et al., 1 99 1 1.

It is known in reconstnictive orthopaedic surgery that al1 implants cause an inflanmatory

response Poss et al., 19951 on implantation following surgical trauma Imrnediately after

implantation, hydrophobie materials acquire a layer of host protein [Tang et al., 19951. Plasma

or interstitiai fluid proteins rapidly coude with the matenai surface and bind strongly to the

sufface [Tang et al., 19951. Therefore, the implant is spontaneously coated with a random layer

of denatured and pattiaily denatured proteins. This protein layer influences M e r responses to

the implant and determines m e r biocompatibility [Tang et al., 1 9951.

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2.6.3 Bulk versus Particulates: Effect on Inflammatory Response

The effect of the geometry of a biomaterid on the host response is well documented in the

literature. Modem biomaterials in bulk form with distinctive geometry are generally well

accepted by the tisse environment [Cioodman2 et al., 19921 with an inert fibrous encapsulation

present around the bulk of the implant [~oodman' et al., 19921. UHMWPE, as a bulk material,

can be classified as biotolerant based on its chemical composition [Boss et al., 19951. It has been

shown to produce littie inflammatory response in vivo marchant et ai., 19861 compared to the

respoase seen with particles. Not only are dflerent material particles engulfed by cells, but in

general, their breakdown products cause inflammatory and grandornatous reactions [Boss et al.,

1995, Santavirta et al., 19931. An inflammatory response for particles composed of UHMWPE,

titaniurn and cobalt chrome alloys is elicited according to Howie et al., 1988 [~oodman~ et al.,

19901. However, Goodman and colleagues (1990) found that metal particles did not elicit an

inflamrnatory response. To the contrary, polyethylene and PMMA particles incited a foreign

body response similar to that seen surroundhg faiied joint arthroplasties in humans [~oodrnan~

et al., 19901. Other events at the host-implant interface are affected by the chemical,

topographical and geometric nature of the surface of the device and the amount of deposited Wear

particles [Boss et al., 19951. These factors cari induce tissue reactions, which can be followed by

prosthetic failure.

One such tissue response is the formation of a synovial-like membrane at the interface between

the loose, non-septic failed total hip replacement. This membrane had the histological and

histochernical characteristic of the synovium (îe. the membrane lining the joint containing

lubncant). The significance of this membrane is its ability to produce prostaglandin E2 and

collagenase. These biomolecules have k e n implicated in bone resorption around the implant

which leads to progressive loosening of the implants and clinical failure of the device. [Goldring

et al., 19831. Previously, loosening had been attributed ody to mechanical factors such as poorly

supported acetabular components and hadequate distribution of cernent around the femur.

The inflammatory reaction to total hip replacement Wear particles is well-documented [Tang et

ai., 1995, Schrnalzried et al., 19921. This problem has been associated with an elevated rate of

implant failure and re-operation &er 10 years (between 10% and 30%). 0- linear (diffuse)

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andl or lytic (localized) areas of periprosthetic bone loss have been identified at the sites of failed

implants [Schmaizried et al., 19921. Furthemore, the degree of bone lost has been indicative of

the local concentrations and distribution of debns [Schmalzried et ai., 1 9921.

2.6.4 Phagocytic Reaction to Particles

One estimate of the average Wear rate of UHMWPE is 0.1 mm per year which resdts in 20

million particles produced per &y or 7 biiiion particles per year [Tang et ai., 19951. ui addition

to the concern of wearing out the lining of the implant, there is a concem of the amount of Wear

debns produced of phagocytosable size (i. e. less than 10 jm, r(roronov, et ai., 19971). The size

of the particle determines in part the nature of the infiammatory response. Large Wear particles

(up to several hundred microns) induce fibrous or giant ce11 reactions [~oodman' et al., 1992,

Amstutz et al., 19921 while small particles (<MO p) are phagocytosed by macrophages [Tang

et al., 19951. Phagocytosis is initiated by binding to surface recepton of particles greater than

0.5 p in size, otherwise picocytosis (îe. absorption of small particles without the formation of a

pseudopodia or a membrane extension) occurs [shanbhaglet al., 19941. There is a range of

partich sizes found at the site of the implant. Some authors [Kobayahi et al., 19971 have found

that the particles range fkom 0.40 to 1.15 pn while others [Bosco et ul., 1994, Mahoney et al..

1 9951 have reported them in the range of 1 00 p in size.

in addition to the size, other factors such as chernical composition, concentration [shanbhag2 et

al., 19941 and geometry watlaga et al., 19761 of the particles induce different inflammatory

responses. The diEerent materials in a total hip implant al1 cause different degrees of

inflammatory response. Earlier cesearchers thought that the cernent material (methyl

methacrylate) used in cemented total hip replacement was responsible for initiating bone

destruction based on histological hdings [Goodman1 et al., 1992, Amstutz et al., 19921. It was

hypothesized that the mechanical forces at the interface led to localized cernent fractures, which

generated particdate PMMA. These particles then initiated the foreign body response which led

to bone resorption. Upon revision arthroplasty procedures, surgeons commonly found a thick

membrane at the bone-cernent interface [Goodman1 et al., 19921. Upon M e r examination, the

membrane was composed of fibrous tissue stroma with histiocytes, and giant cells surrounding

and engulfing particdate PMMA, polyethylene and metal debris [Goodman1 et al., 19921. The

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presence of PMMA particles promoted the use of cementless implants [Schrnaizried et al, 19921,

however, there has been no clinical or experirnentd evidence to suggest that the use of

cementless THR prostheses with polyethylene sockets has prevented the adverse biological host

response [Santavirta et al., 19931.

Several studies [Santavirta et al., 1993, Schmalzried et al., 1992, Davidson et al., 19931 have

shown that d l paaiculate materials fiom the implant (PMMA, UHMWPE, titanium, cobalt-

chromium, A1203 and 2k02 ) can induce a foreign body reaction to varying extents. Studies

show that cementless implants still release UHMWPE and metal particles fiom the articulahg

surfaces, and these materials may be the primas, trigger for macrophage-induced osteolysis

[Amstutz et al., 19921. Several groups have M e r suggested that polyethyiene Wear debris is a

main factor in triggering the innammatory response [Boynton et al., 199 1 , Schmalmed et al.,

19921. They found that polyethylene activates the osteolytic membrane containing macrophages

and foreign-body giant cells around implants. Boynton and colleagues have advocated a

mechanism for the activation of white blood cells and bone Iysis which follows the following

sequence of events:

Micromotion contributes to the formation of metal and polyethylene debris in

excessive amounts.

This debns activates the macrophages located within the membrane and stimulates

the production of foreign-body giant cells.

These cells attempt to destroy the polyethylene debris and simultaneously secrete

prostaglandin E2, collagenase and other pro-inflammatory indictors.

These cell processes in turn activate and accelerate local bone resorption and

perpetuate the cycle of loosening.

The particle concentration found at the implant site has been identified as another important

factor in initiating the inflammatory response. Some researchers [Davidson, 1993, Murray et al.,

1990, Boynton et al., 1991, Schmalzried et ai.., 19921 have proposed that there is a threshold

level of particdates that the body is able to tolerate and is dependent on the type, size, and

geometry of the debns. Above this level, the degree of macrophage activation results in the

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activation of the bone resorption process. Thus, minimizing the rate of Wear is needed to

improve both the long-terni stability of the prosthesis and the local bone structure.

2.6.5 Monocytes/Macrophages, Neutrophils & the Idammatory Response

Neutrophils and monocytes are the most mobile and active phagocytic leukocytes of the

idammatory response. Although the neutrophils are unable to ingest particles larger than

bacteria (1 to 3 p), monocyte-derived macrophages can enguif relatively large objects (3 to 10

p). Both types of phagocytes contain numerous lysosomes that are filled with digestive

enzymes capable of breaking down various organic molecules [Hole, 19873. Monocytes are the

precurson of tissue macrophages which are seen in intenacial membranes (bonekement or bone

/prosthesis interfaces) arouad the components of failed total joint replacements [Shanbhag et al.,

1 9951.

Mammation mediated by activated macrophages is one of several hypotheses that have been

proposed to explain the mechanism of aseptic loosening with endoprostheses [Kossovsb et al.,

19911. Dating back to the t h e of Sir John C h d e y , it was noted that "the presence of

macrophages at the interface is a tissue response that no implant surgeon can lightly dismiss"

[Amstutz et al., 19921. The evidence which irnplicated macrophages as the causative agent of

bone loss and thus failed implants was outlined by Amstutz and colleagues:

Macrophages are inevitably present in the tissue around loosened implants, usually

with an abundance of intracellular polymeric and metallic Wear debris.

Macrophages are hown to secrete products that can cause bone lysis, and they cm be

induced to produce these agents after phagocytosis.

Tiny scalloped edges are observed in the bone that correspond in size to the adjacent

macrophages and that are seen in the absence of osteoclasts.

Schrnalzried and colleagues found that the number of macrophages had a direct relationship to

the degree of bone resorption found in prosthetic replacements [SchmalPied et al., 19921.

When the idammatory response is triggered, macrophages residing in the connective tissue

become mobilized and begin to attempt phagocytosis of the foreign matter. These macrophages

appear on the surface of most implants [BelIon et al-, 19941 and are known to excrete products

such as superoxides that can cause bone lysis [Kossovsky et al., 199 1, ~oodman' et al., 19921 or

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bone resorption when they phagocytose particles [Murray, et aL, 19901. The inflamed tissue

releases cytokines and other ce11 mediators that are carried away by the blood and stiniuiate the

release of many white blood cells nom the bone marrow. Within a few hours, large numbers of

neutrophils migrate into the innamed tissues and act as phagocytes. During phagocytosis,

neutrophils produce a variety of oxidants which cause injury to the surrounding healthy tissues

~ l i s s ' et al., 199 11. As the inflammation subsides, macrophages clean up the cellular debns by

phagocytosis [Hole, 19871. Studies have shown macrophages at the implant and tissue interface

are still present 12 weeks d e r implantation peiion et d , 19941.

During phagocytosis, chemicals secreted within the ceUs and into the surrounding environment

may M e r induce degradation [Boss et al., 19951. Phagocytes release proteins such as

lysozymes, peroxidases, elastase as well as oxidants such as superoxides, hydrogen peroxide,

hypochlorous acid, and hydroxyl radicais mosen et al., 1995, Lasser, 19831 as seen in Table 2.8.

These highly reactive species are the main mediators of tissue damage during infiammation

including lipid peroxidation, DNA scission, and protein oxidation ~ossovsky et ai., 199 11.

Table 2.8: Secretory Products of Mononuclear Phagocytes passer, 19831

A. E n y m u Lysozyme

Ncutrai protcascs Plasminogcn activator Collagrnase Elastase Protcugiycan dcgrading protcase Angiotcnsin

Acid hydrolasts Protcases Estcrasts Lipases Sulfatascs Ribonucleases Phosphatases Glycosidases Caîhcpsins

B. Complement Compoaenîs C. Enzyme Inhibitors

Plasmin inhibitor u-M8~t0giobulin

D. Binding Protcin Transfmin Ferritin

Transcobalamin ï i Fibmneain

E Oxygcn Metabolites Supcroxidts Hydrogcn pcroxide Hydroxyl radical Singlct oxygcn

F. Biorctivc Lipids hostaglandins Thromboxant Ltukotritnes Platclet activating factors

G. Endogenotu Pyrogcn H. Activating Factor

Colony-stimulating factor Lymphocyte activating factor Of crythroid p~cufsors Of fibmblasts Of microvascuianirt

I. Inhibiting Factors Inttrfmns Of aunor Of IP~hocytEs Of LUteria monocytogenes

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Neutrophils are leukocytes that con& of the "fint line of defense" against infectious agents or

"nonself" substances that penetrate the body's defense [Smith, 19941. Theu role is to

phagocytose and destroy infectious agents [Smith, 19941. During phagocytosis, cytosolic

granules fuse with the invaginating plasma membrane to form a phagolyosome into which they

release their contents, thereby creating a highly toxic environment [Smith, 19941 as seen in

Figure 2.4. The highly toxic environment includes the production of three main oxidants (Table

2.8):

superoxide anion

hydrogen peroxide

hypochlorous acid

The most toxic of these oxidants has k e n identified as hypochlorous acid ~ l i s s ' et al., 199 11. 1 t

cm cause direct oxidation and inactivation of cellular proteins and mediate indirect oxidation

with transitional metals such as ~ e ~ + or cu2+ which can undergo reduction and oxidation

reactions to produce reactive hydroxyl fiee radicals ~ l i s s " et al., 199 11 which have unlimited

reactivity toward biomolecules [Rosen et al., 19951. However, some particles are too large to be

enguifed, and this leads the macrophages to undergo a state of "hstrated phagocytosis" in which

no phagosome is formed [Smith, 19941. The steps of '"fnistrated phagocytosis are as follow. The

ce11 tries to engulf a particle which is too big. This leads to ce11 death and the production of

necrotic ce11 debris and particles. This ce11 debns is enguifed by other macrophages and can lead

to ce11 death. In this case, there is an extracellular release of products which can lead to tissue

damage [Weiss, 1 9891.

The oxidative burst of neutrophils and macrophages is triggered by phagocytosis and results in

the sequential production of a variety of microbiostatic and microbicidal reactive oxygen species

as seen in Figure 2.4. The superoxide (O2? is fonned by the univalent WcCord, 19831 reduction

of molecular oxygen by single electrons from NADPH. Other more potent reactive oxygen

species formed by the superoxides are hydrogen peroxide, hypochlorous acid and the hydroxyl

radical (OH-) ~os sovsky et al., 199 11. At physiological pH, superoxides rapidly dismutate to

hydrogen peroxide [Rosen et d, 19951 with or without the presence of an enzyme ~ c ~ o r d l ,

19741. Hypochlorous acid is formed by the reaction of hydrogen peroxide with chloride ions

fiorn the extracellular fluid catalyzed with myeloperoxidase Weiss, 1989, Rosen et al., 1995,

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Kettie et al., 19891 in monocytes and neutrophils, but macrophages do not produce this enzyme

[Rosen et ai., 19951. As weil, secondary chlorinated amine compounds are generated with

reactions between HOC1 and nitrogen-containing compounds Weiss, 1989, Smith, 19941. It was

found that 30 to 70 % of the hydrogen peroxide can be converted to HOCl depending on the

experimental systern in use [Smith, 19951.

O2

lysozyme

pro teasese

azurocidin

de fensins

Degradation Product

Figure 2.4: Environment in phagolysosome [Smith, 19941 for both monocytes and

neutrophik (Rosen et aL, 19951.

The stimulation of human monocytes has been show to be a function of the composition and

concentration of the particles [Shanbhag et al., 19951. When experiments were carried to study

the effect of several orthopedic material-derived particles (less than 1 p) on their ability to

induce monocytic response, it was found that titanium-6% aluminum- 4% vanadium (TiAiV)

induced the greatest release of inflammatory mediators; pure titanium and fabncated UHMWPE

caused a moderate effect and particles of UHMWPE retrieved fiom intefiacial membranes of

failed uncemented THR were less stimulatory in short term in vih-O experiments.

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Other cellular products secreted by the macrophage are grouped into the broad category of

cytokines. They encompass colony-stimulating factors, intederom, growth factors and

interleukins. Cytokines are defined as "a soluble glycoprotein, non-immunoglobuiin in nature,

released by living cells of the host, which act non-e~lzymatically in picomolar to nanomolar

concentrations to regdate host ce11 function" [Gowen, 19941. The cytokines of interest are

interleukin-1 P, interleukin-6 and -or necrosis factor-a. In aseptic loosening of implants, these

cytokines have been implicated to help stimulate the resorption of bone [Horowitz et al., 1 9951.

ln summary, it has been shown that UHMWPE is susceptible to oxidative degradation. This

degradation, through fiee radical reactions, serves to change the mechanical properties of

UHMWPE by increased density, decreased fatigue strength, embrittlement and finally increased

the susceptibility of UHMWPE to Wear mechanisms. The Wear mechanisms produce particles of

UHMWPE dong with other metal particdates that have been shown to induce inflammatory

responses. The generated particles are by-products of oxidative degradation through increased

Wear susceptibility. Hence, the particles that interact with inflammatory cells likely exist as

pda l ly oxidized particles. There is no literature to date that has confirmed this. In addition,

investigatoa have concentrated on determining the effect of unaltered resin on the inflammatory

response. As well, there is no literature to date which addresses the combined relationship

between the effect of trace metals and üHMWPE on the inflanmatory response. However, there

is much literature which addresses the macrophage/monocyte response to UHMWPE and metal

particulates separately. Thus, it is an objective of this study to determine the effect of

chemically-altered polyethylene on the secretion of ce11 mediators (cytokines) that have been

suspected to cause bone resorption.

It has also been shown in general for other biomaterials that d e r phagocytosis of particles,

degradation products can M e r induce inflammatory responses. This has not been s h o w for

UHMWPE. The determination of oxidative and hydrolytic degradation products of UHMWPE

particles will be the main focus of this study. Future studies will determine the effect of these

degradation products on their ability to induce inflammatory responses.

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3.0 MATERIALS AND ~METHODS

3.1 Material Selection

The two types of polyethylene used in this study were ultra-hi& molecular weight polyethyiene

(UHMWPE) and hi& density polyethylene (HDPE). UHMWPE was studied as a paaiculate

form and as a film fonn. The UHMFKPE particles were obtauied fiom the Hospital for Speciai

Surgery (HSS), New York, NY and the HDPE particles were obtained fkom Shamrock

Technologies Inc., Newark, NJ. The properties of these particulates are listed in Table 3.1. Film

experiments were also conducted with ram-extnided UHMWPE bar (HSS). The bar stock HSS

was cylindrical in shape with a diameter of 7.5 cm. Its processing history and properties are

listed in Table 3.2.

Table 3.1 Material Propehes for the UIMWPE

and HDPE Particles

1 Resin Lot f N/A

Property

Resin Resin Manufacturer

Note: This is not medical grade polyetf

Shamrock* HDPE S-395 (N2 md) Sharnrock

-

HSS UHMWPE 4150 HP Hoechst Celanese

Table 33: Material Properties of UHMWPE bar stock

I HSS, PolyHi Solidur, Hoechst Celanese Reference UHMWPE

Property Resin Resin Manufacturer Processor Form

I lot # 1 337x I

RSS 4150 HP Hoechst Celanese PolyHi Solidur Rod

1 Processing 1 Ram-Extruded 1

ïhe specific gravity was performed relative to water which had a specific gravity of 1.00 at 25°C.

Meltiog Temp. Density, R/mL

135.6"C 0.93

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35

UHMWPE was selected as the primary matenal of study since this type of polyethylene is

commody used in the fabrication of aiticular cornponents in total joint replacements. Both the

particles and films were used in the in vitro biodegradation experiments. However, the ce11

studies reported in this thesis required that the particles be d l enough to allow for ce11

phagocytosis of the particles to occur. Since UHMWPE was not readily available in this size

range, this aspect of the work required an alternative. HDPE was selected for this purpose

because it could be commercially procured and was available in 4 to 10 p size distribution.

While the HDPE was not medicd grade, other studies have used this material to investigate cell-

particle interactions and have not reported any toxic behavior [ ~ o o d m a n ' ~ et al, 19961.

Furthemore, Voronov poronov et al.. 19981 found no endotoxins present and have shown that

the material had similar chemical characteristics with UHMWPE, as measured by both X-ray

photoelectron spectroscopy (XI'S) and Fourier transform h f k e d spectroscopy (FTIR) analysis.

3.2 Test Sample Preparation

3.2.1 Preparing Fiims from Bar Stock

n ie bar stock was first sectioned with a band saw into usable blocks (1.5 cm x 2 cm x 1 cm).

Films with the dimensions of 2 x i cm and a thickness of 2 0 p were sliced using a Reichert-

Jung 2050 Microtome with a tungsten-carbide steel blade. Mer films were sliced, they were

placed in a 37°C water bath to uncurl. The samples were clamped between two glass slides

overnight to flatten the sample. Al1 the film sample preparation was performed using facilities at

the Department of Pathology, Mt. Sinai Hospital, Toronto, Ontario, Canada.

3.2.2 Sterilization of Samples

Sterilization by irradiation is the most common method used to sterilize UHMWPE cornponents.

Other methods such as ethylene oxide treatment are also in use, but there has been a cal1 by the

FDA to phase out its use due to the toxic residues which remain following sterilization [Hui et

al., 19971. Samples were y-irradiated with a 2.5 Mrad cobalt-60 source in the presence of air at

the Department of Chernical Engineering, University of Toronto. Sterilization under nitrogen

atrnosphere was not available at these facilities. The selected dosage of radiation is standard for

the sterilization of al1 medical implant systems [streicher12, 19881.

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36

There have been snidies wbich suggest that storage thne after irradiation increases the

mceptibility of UHMWPE oxidation [Kurtz et al., 19941. Thus, al1 samples within a set of

experiments were irradiated together and stored at room temperature for sllnilar perïods pnor to

use in experiments.

3.2.3 Coating of Particles with Cobalt Chloride

Experiments were carried out to determine the effect of metal ions on the oxidation of

UHMWPE. Cobait ion was of pmticular interest since analytical studies of UHMWPE have

shown the presence of cobalt ions at the interface between the UHMWPE cup and the cobalt-

chromium bail in total hip replacements Prodner et al. 1997. In other studies, cobalt ions have

k e n shown to catalyze the oxidation of polymers [Zhao et al., 19951. Cobalt chioride was

selected as a source of cobalt ion for the work in this thesis.

The mass ratio of cobalt chioride to UHMWPE particles was 89100. The cobalt chloride (ASC

reagent grade, BDH Inc., Toronto, Ont.) was added to the polymer in two 50 mi, centrifuge tubes

and approximately 80 mL of HPLC grade ethanol (Sigma-Aldrich, St. Louis, MO) was used to

dissolve the cobalt chloride. The tubes were vigorously stirred using a Vortex-Genie mixer

[Scientific Industries Inc., Bohemia, NY] and the solutions were poured into twelve glass petri

plates. KimwipesB were secured to the top of the petri plates to prevent contamination of the

samples. Care was taken to ensure the Kimwipe@ was not saturated with the solution. The peûi

plates were left in the fume hood for two days until the alcohol was completely evaporated.

The powder was scraped off the petri plates into a mortar and evenly mixed using a pestle. The

powder mixture was then washed using 20 mL of HPLC-grade water and a glass rod. The water

was filtered fiom the powder in a filtration system with a 0.5 p Teflon filter, # FHüP04700

fiom MiIlipore Corporation (Bedford, MA). This was performed three times. The Hter was

used to collect the particles. The filter which supported the powder was placed in a covered petri

plate and left to completely dry in a 37°C oven overnight.

The amount of cobalt chlonde on the surface was analyzed by Scanning Electron Microscopy

(SEM), Energy Dispersive Analysis X-Ray (EDAX) combined with X-Ray Photoelectron

Spectroscopy W S ) and Fourier Transform uifirared (F'TR) Spectroscopy.

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3 3 Characterization of Test Specimens

3.3.1 Surface Morphology of Polyethylene

Estimates of the particle shape and sue range were determined by scauning electron microscopy

(SEM) using a Hitachi (mode1 2500) scanning electron microscope (Faculty of Dentistry,

University of Toronto). The instrument was operated by Mr. Robert Chemecky, Department of

Biomatenals, Faculty of Dentistry. The samples were mounted onto cylindncal sample holders

(stubs) using double-sided carbon tape and sputter-coated with a 3.0 m layer of platinum using a

POLARON SC5 15 SEM coatiag system (Polaron Instruments Inc., Doylestown, PA). Sputter-

coating was carried out in order to inhibit charging, reduce thermal damage and improve

secondary election emission.

3.3.2 Chernical Composition of Polyethylene

The chernical composition of the polyethylene samples was determined by X-ray Photoelectron

Spectroscopy (XPS), Fourier Transforrn Infrared Spectroscopy @TIR) and Energy Dispersive

Analysis X-Ray (EDAX). The FTIR analysis protocols will be discussed in section 3.4.3.1.

3.3.2.1 X-Ray Photoelectron Spectroscopy (XPS)

X-ray photoelectron spectroscopy is a common method used to determine the elemental

composition of the surface of a material. It can detect up to a depth of 10 nm depending upon the

take-off angle between the x-ray source gun and the sample surface.

Prior to analysis, the poiymer films were washed with 1,1,2 trichlorotrifluoroethane (Sigma-

Aldrich, St.Louis, MO) to remove any silicon-containhg contamination, rinsed well with double-

distilled water, covered and placed in a vacuum oven ovemight at 37OC to remove my water.

Both films and particdate samples were mounted on copper tape to hold the sample in place at

the tirne of analysis.

The XPS instrument was operated by Dr. Rana Sodhi. The instrument consisted of a Leybold

MAX 200 XPS system with an unmonochromated MgKa x-ray source (Centre for Biomaterials,

University of Toronto). Survey, low resolution and hi& resolution scans were perfonned for

carbon and oxygen as well as silicon-based contaminates. The sensitivity factors for each

compound were deterrained empincally by the maaufacturer. The scans were calibrated to the

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38

carbon-carbon bond located at 285.0 eV. Data analysis was performed in Dr. Santerre's

labonitory using the program ESCA Tools interfaced with MatLABQ for Windows, Version

4.2b.

3322 Energy Dispersive Anaiysis X-Ray (EDAX)

EDAX is used to determine the elemental metal compositions of elements with a greater

molecular weight than sodium. Hence, the presence of cobalt and chlonde on cobalt chloride

treated particle samples codd be detected. EDAX spectra were obtained by Mr. Fred Neub (Pratt

Building, University of Toronto) ushg a Hitachi Scanning Electron Microscope operating with a

15eV x-ray beam coupled with a LZ-5 Link Analytical attachrnent (S-570 Link ANI O, England).

The cobalt chloride coated particles were mounted onto steel stubs using carbon tape. Since the

particles were not flat, they were sputter-coated on three sides (Figure 3.1) with carbon using an

Edwards Coating System E306A, Britain. Triple coating was applied to obtain an even coat in

al1 directions.

Figure 3.1: Direction of carbon sputtering on the surface of the sample mounted on stud.

3.4 Oxidation of UEIMWPE

There is concern of the degradation mode by which UHMWPE occurs since it is the most

common articular components used in total joint replacements. Oxidative degradation has been

identified as the prevalent method of UHMWPE degradation &i2 et al., 19941. Many studies

have shown that the oxidation of UHMWPE in total joint replacements can promote

destabilization of the implant. The oxidation of UHMWPE arises fiom many sources. Themal

oxidation is of concem during the processing of the implant B. Wang et al., 19881 and during

normal articulation [Jahan et al., 199 11. m e r methods of oxidation include y-irradiation that

has been show to cause the production of fiee radicals in the system and help to propagate the

chah scission. Chernical oxidation is also of concern due to the presence of salts and oxidants

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39

such as hydrogen peroxide in the physiology environment. The piapose of this study was to

oxidize m E particles and to isolate and identify the degradation products produced by

both oxidative and hydrolytic methods. Film samples were initidy used to determine the

protocols. In addition, the synergistic effect of chernical oxidation and cobalt treatment of

TJHMWPE on the particles was assessed.

3.4.1 Oxidation by Thermal Treatment

Oxidation by heat-treatment was performed to determine if a relationship existed between

oxidation index and incubation time at dif5erent temperanires. Samples of UHMWPE were

placed in an air-flow oven for various t h e periods and temperatures (i.e.. 37OC, 60°C, 80°C and

10S°C). The 37OC was chosen because it is the human body temperature. The temperatures of

60°C, 80°C and 105OC were chosen because they were used in previous accelerated aging

experiments for UHMWPE [Poggie et al., 1997, McKeilop et al., 1997, Dwyer 19961. The

samples consisted of both films and particles with some samples subjected to 2.5 Mrad of

irradiation. A listing of the heat-treated samples and their nomenclature is given in Tables 3.3

and 3.4, respectively.

Table 33; Experimental Conditions for UHMWPE Particle samples* I

- Al1 samples were performed in triplicate.

Ternperahires

irradiated control

non-hdiated control

37°C

Sample Series

C2

C 1 1

100 -106

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Table 3.4: Experimental Conditions for UHMWPE Film Samples'

l Temperature I 1 Time @OUR) 1 60°C 1 80°C 1 105°C 1

1 O (irradiated) l c2 l c2 l c2 l 1 120 (5 days) 1 N/A 1 N/A 1 fWd-1, 2,3 ( 864 (36 days), irradiated

864 (36 days), non-irradiated

11440 (60 days) non-irradiated 1 f60n%-13,3 1 Bon%-1 2 ,3 1 NIA 1

f60J92,3

1

1440 (60 days) irradiated If60%-1,2,3

3.4.2 Chernical Oxidation of UHMWPE

The particles and films were subjected to two oxidants, sodium hypochlorite and hydrogen

peroxide. Studies have shown that these two chernicals are present in signincant amounts during

the inflamrnatory response at the site of the implant [Weiss, 19891. The sodium hypochlorite

concentration used was 7.6 mM, which is withùi the concentration range found at the site of

macrophages and neutrophils pliss et d, 1 99 1, Weiss, 1 989, and Sutherland et al., 19931. The

hydrogen peroxide concentration chosen was 10 w/wO/o. Miile this concentration is very high as

compared to what may be expected physiologically, it was chosen simply to obtain preliminary

data that reflected the effect of chernical oxidation. It did not necessarily reflect specific

intercellular conditions. Future work will M e r explore the importance of concentration on the

process and the model. Similar concentrations have been used by others in the study of oxidation

of UHMWPE implant components [RUnnac et al., 1994 and Pascaud et al., 19961. The

nomenclature for the samples and their treatments are given in Table 3.5.

f6OnJ,2,3

Al1 sampies were formed in triplicate. N/A experiinents were not performed

fû0-1,273

BO%-1,2,3

NIA

f80-1,2,3

N/A

N/A

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Table 3.5: Chernicd Treatment of FiIm Samples

Treatment of Film Samples

1 positive control: 5 &y heated irxadiated sample at 105°C 1 1 36 days irradiated sample in 10 w/w% H2& I

H202n 1 36 days non-irradiated sample in 10 w/w% H2@ 1

3.4.2.1 Determination of Sodium Hypochlorite Activity

A spectrophotometric assay for chlorine-containhg compounds was obtained by Dr. Rosalind

Labow (University of Ottawa, Ottawa, ON) and was adapted fiom the methods of four research

articles [Weiss et ai., 1982, Shacter et al., 199 1, Kukreja et al.. 1989 and Thomas, 19791. The

method was based on the reaction of taurine with HOCVOCI- to form a long-lived compound,

taurine N-monochIoramine (TaUNHCl), as defined below:

HOC1 + HzN-CH2CH2SOsH - CNH-CH2CH2S03H + H20 Taurine Taurine chloramine

Equation 3- 1

Taurine chloramine was able to oxidize potassium iodide to iodine. The resultant iodine reacts

with excess potassium iodide to form periodide as seen in the following reaction:

Equation 3-2

The penodide ion can be detected spectrophotometrically at 3 50 nm [Alexander, 19621.

Table 3.6: Sources for Chernicals Used in HOC1 Assay

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The chernids used in this assay and their sources are given in Table 3.6. The assay was carried

out using a spectrophotometer (LKB Biochrom, model: Ultmspec 11, No.# 4050, Cambridge,

England) with a 3 mL quartz cuvette. To 500 pL of a pH 7.4 phosphate buf5er solution (see

preparation in Appendix A), the following aliquots were added: 150 pL of 65mM taurine

solution, 250 pL of 120 mM potassium iodide solution, and 1 mL of the test sarnple containing

HOCI. The cuvette was covered with a cuvette cap and mked well. A calibration curve was

determined by varying the concentration of sodium hypochlorite present in the cuvette and

meaniring the corresponding absorbance (see Appendix C).

3-4-22 Determination of Hydrogen Peroxide Activity

Hydrogen peroxide activity was determined using a method based on the specîrophotometric

detemination of 1-3 formed when hydrogen peroxide is added to a solution of iodide (13

rneasured at a wavelength of 3 5 1 nm [Klassen et al.. 1 9941. The reaction proceeds as follows:

EIzo2+21-+2H' - Iz+2HzO Equation 3-3

and the iodideliodine species are in equilibrium:

The chemicals for this assay are located in Appendix A. Solution A was made in a 500 mL

volumetric flask and contained: 33g of potassium iodide, lg of sodium hydroxide, and O.lg of

ammonium molybdate tetrahydrate dissolved in filtered water. This solution was stirred for 10

minutes to dissolve the molybdate and poured into a foil-covered bottle to prevent photochemical

oxidation of I'.

Solution B contained 10 g of potassium hydrogen phthalate dissolved in 500 mL of water in a

volumetric flask. A calibration curve was created using equal amounts (by weight) of solutions

A and B and varying the concentration of hydrogen peroxide (see Appendix C). The absorbance

of the resultant solution was then rneasured at 35 1 nm. The chemicals and their suppliers are

given in Table 3.7.

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43

Table 3.7: Chernicals for Hydrogen Peroxide hsay

1 potassium hydrogen phthalate, 99.95%, 1 Aldrich Chernical Company, Milwaukee, W 1

Chernicd Supplier

potassium iodide, 99.99+%

sodium hydroxide, 99.99%

ammonium molybdate tetrahydrûte, ACS

reagent grade

3.433 HaifWe Study for Aypochlorous Acid and Hydrogen Peroxide

A half-life study was performed to detemine the activity of the oxidant over the incubation

period when in the presence of the polymer. The half-life value was chosen to be the time at

which the samples would be replenished.

Aldrich Chernical Company, Milwaukee, WI

Aldrich Chernical Company, Milwaukee, WI

Aldrich Chemical Company, Milwaukee, WI

hydrogen peroxide, 30 w/wO/o,

Using a Mettler-Toledo analytical balance (Greifensee, Switzerland), approxirnately 0.240 g of

UHMWPE particles was weighed, placed in a glass French bottle (VWR Scientific, #363 19-760,

Mississauga, ON), and placed on its side. The lid of the bottle was Teflon@-lined. A 15 mL

aliquot of either 4mM sodium hypochlorous acid or 10 w/w?? hydrogen peroxide solution in

phosphate bufTer (pH 7.4) was added to the polymer. The concentration of the oxidant was read

in triplicate at penodic intervals (e-g., t = 0, 2, 4, 6, 12, 24, 48 hours). For purposes of

cornparison, the half-life of hypochlorous acid was also determined using both the UHMWPE

film and a polyurethane (synthesized fiom toluene diisocyanatel polycaproIactone/ ethylene

diamine). This polyurethane was used as a positive control as it is readily oxidized by

hypochlorous acid [McCloskey, 19981. A sample containhg only hypochlorous acid was used as

a negative control.

Aldrich Chemical Company, Milwaukee, WI

3.4.3 Incubation Experimenb

The low density of polyethylene made it difficult to completely expose the particles to the

oxidation solutions. To overcome this problem, attempts were made to maximize the particle

exposure by using a high surface area container that ailowed for maximum particle/oxidant

interactions. As it was also desired that the container be inert relative to the oxidants, glass petri

plates were tried; however, it was found that the solutions had a tendency to evaporate within a

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44

few days. A wide-mouth French square giass bonle with the dimensions of 5.5 cm by 5.5 cm by

1 1.4 cm (VWR Scientific, Mississauga, ON) was used with a Tefion@-lined lid. The surface

area available at the particle-solution interface was 52.80 cm2. The m w of particles used to

form a monolayer in this surface area was 0.230 g. This includes 10% excess since it was

assumed that 10% of the particles would be lost during replenishment. The estimation was

calcdated based the particle sizes seen in the SEM measurement (see Appendix B for the

calculation) .

The polyethylene particles were weighed and placed into the bottles that were laid on their side.

For the film samples, three films were placed in the bottles in a similar manner. An aliquot of 15

mL of oxidant or buffer control solutions was carefully added to the bottle to ensure that a

monolayer was floating on the d a c e of the solution. The bottles were capped tightly and

covered with aluminum foi1 because the oxidants were light-sensitive. AI1 çamples were

incubated at 37°C for 30 days. n i e solutions of HOCl were totally replaced every day while the

solutions of hydrogen peroxide were replaced weekly (see Appendix C).

In order to avoid a significant increase in volume of hydrogen peroxide or HOCl in the

incubation samples, the solutions were completely replaced weekly or daily depending on the

oxidant. An aspirator system was used with either a 20.5 G needle or a glass pipette on the end

of a hose. The needle was carefidly placed in the corner of the bottie under the monolayer and

the bottie was tilted to the same side in order to withdraw the solution. The collected solution

was discarded. Fresh hydrogen peroxide solution or HOC1 was then added to the botîle, ensuring

that the particles remained in a monolayer.

The experiments were texminated by separating the oxidation solution from the particles. This

was done using a filtration system with a 0 . 5 ~ TeflonB membrane filter. The particles were

coilected on the fiiter, placed in a covered petri dish and left to dry in a 37°C oven for two days

or until the residual water evaporated. The incubation solutions were prepared for HPLC

analysis (see Section 3.7) and the particles were d y z e d using FTIR (see Section 3.5.1).

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45

3.5 Characterization of WBMWPE Oxidation

The degree of UHMWPE oxidation was quantifieci using FTIR and visuaily characterized using a

sulphur dioxide staining technique.

3.5.1 Fourier Transfom Infrared Spectroscopy @TIR)

Fourier tmnsform infhred spectroscopy is an analytical technique that is used to identifi the

various chernical groups present in a substance. The theoretical principal is based on the ability

of chemicai groups to absorb energy that will be used to increase the vibrational motion of the

bonds pavia, 19791. However, only chemical groups that contain a dipole moment can absorb

infirared radiation. These different groups c m absorb energy to increase the vibrational motion at

a characteristic wavelength or wavenumber. IR spectroscopy can be used to f i nge rp~ t a specific

compound and the types of vibrational motion can be used to elucidate the chemical structure of

the material.

in this study, there were two methods of FTIR applied to quanti& the amount of oxidation found

in UHMWPE: transmission FTIR and Diffuse Reflectance FTiR @RIFT) spectroscopy. In

transmission FTIR, a spectrum is generated fiom the vibrational energy that is detected when the

infkared radiation passes through a sample. However, DRIFT generates an FTIR s p e c t . by

using the reflectance of the radiation fiom the surface of the sample. Reflectance consists of

regular reflection and diffuse reflectance. D i f i e reflectance results when light enters a

substance where it is partidly absorbed and the rays emerge fkom the substance afler it has been

scatîered [Svehla, 19761. The reading obtained using the diffuse reflectance mode is Kubelka-

Munk (K-Munk). These units are linearly proportional to the sample concentration

[GRAMSI386 User's Guide] and are andogous to transmission in normai transmission FTIR. K-

Munk can be converted fkom transmission data using the following relation:

[l - tansm mission^ K - Munk = [2 x ~rammission]

The particles were d y z e d using the reflectance mode because the sample preparation was

quicker and easier, and the data tended to be more reproducible than results acquired by

transmission FTIR. The resdts obtained by transmission FTIR contained much variability in the

sample preparation. The particle samples were diluted with FTIR grade potassium bromide

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46

(Aidnch Chernical Company, Milwaukee, WI) in a 1 5 ratio (mass of particles to mass of KBr).

The samples were ground together using a marble mortar and pestle and placed in a sample

holder (1 cm diameter, 0.5 cm depth). The surface of the sample was hand-pressed and flatteneci

using a spatula The samples were scanned using a nitrogen purge to remove most of the water

and carbon dioxide present in the sample chamber. Ail film samples were carried out in

absorbance mode while the particle samples utilized the refiectance mode. The reflectmce mode

gave an indication of what hct ional groups were present within the upper 10 pn of the surface,

depending upon the ability of the materials to absorb IR radiation. If the sample is 100%

reflective, 10 pm of the surface depth wi11 been seen [communication with Dr. Xijia Gu].

ûtherwise, less of the surface is seen.

The experiments were cmied out using a Bomen Hartmann & Braum, MS-Series FT-Raman

iostniment and GRAMS/386 software at the Photonics Research of Ontario, University of

Toronto. Al1 samples were scanned in the mid-IR region (350 to 3500 cm-').

A normal FTIR spectrum of UHMWPE is seen in Figure 3.2. It contains a sharp assymetric

stretching at 2915 cm-', a sharp symmetric stretching at 2848 cm-', methylene in-plane

deformation at 1466 cm", a slight methylene umbrella deformation at 1375 cm-' and a strong in-

phase rock at 722 cm-' [James et al.. 19931. In order to assess the amount of oxidation in the

experirnents, a convenient measure of this value was needed. Various authors have chosen

different definitions of the oxidation index that involve heights and areas of various peaks petts

et aL. 1993, Silverstein et al., 1 993, A. Wang et al., 1996, Goldman et al., 19971. The oxidation

index chosen to be used in this study involved taking the ratio of the area for peaks containhg

the carbonyl groups relative to the area associated with methylene groups (see oxidized sarnple in

Figure 3.2). Reporting the ratio of areas accounts for variations in intensities due to variability in

sarnple preparation, and hence provides a means of normalizing the oxidation levels for each

measurement. The specific wavenumber range used was defined in the following equation:

area l6~Ocm" to 1850 cm" O. 1. =

area 1400cm-' ro 1550 cm-' Equation 3 6

This definition was used by Muratoglu ~ u r a t o g i u et al.. 19961. This definition was chosen

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47

because it encompassed the greatest range in the oxidative area that included aldehydes, esters

and carbxylic acids. Since extent of oxidation was not known, this definition proved to be the

most general. This method made no assumptions about the type of oxygen-associated group and

requires no peak-fitting. Unfortunately, the primary disadvantage of this approach is contained

within the definition itself (i.e. it invoived the ratio of peak areas). Upon severe oxidation, the

region between 1400 to 1550 cm" can be deconvoluted into at least six different peaks. This is a

problem because when oxidation increases, the area under the methylene group (1400 to 1550

cm") is subject to change because the baseline is no longer flat. As weli, with the addition of the

other peaks, this area camot be well resolved and may result in a decreased peak area for the

methylene peak This artificially increases the oxidation index. Other authors compared the

oxidative peaks in a narrower methylene peak area which only consisted of one peak 1450 cm-'

(Brossa et al., 1996) and 1370 cm-' (Greer et al., 1996). By narrowing the range of the

methylene peak, a more accurate measure of oxidation should be found. However, this method

entails curve-fitting the peak, which may in itself introduce errors. To overcome this problem,

other investigaton have chosen to use another CHÎ base peak altogether. Goldman et aQ1996)

have chosen the methylene peak at 20 1 0 cm-'.

3970 3470 2970 2470 1970 1470 970 470

Wavenumber (cm-')

- (hQdized Sanpk - Non-Oxïciized Sampie

Figure 3.2: Typical FïIR Spectra of Non-Oxidized and Oxidized UBMWPE. The oxidized

sample was heated in an airflow oven at 10J°C for fwe days.

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48

3.5.2 Suiphnr Dioxide Staining

Since gaseous suiphur dioxide reacts specincally with the hydroperoxy groups praent in

oxidized polyethylene [Scheirs, 19911, the degree of oxidation on the surface of the test materiai

was assessed by dphur dioxide staining. Hydroperoxides are readily converted to alcohols and

ketones Fessenden et al., 19901. However, this staining has a limited ability to assess the full

degree of UHMWPE oxi&tion because it only reflects residual hydroperoxy groups and not

other more stable groups that would have formed as a result of oxidation. The reaction of S02

with a peroxy group is s h o w in Equation 3-7. When the polymer sample is heated in the

presence of S02, the conjugated double bonds formed during the reaction, appear as darker

regions using fluorescence microscope. It has been shown that the increase in the intensity of the

darker regions increases with polymer hydroperoxide concentration [Scheirs, 199 11. As well, the

production of sulphwic acid during the heat treatment causes charring that intensifies the staining

effect.

Oxidized polyethylene samples were placed in a seaied reaction kenle. Sulphur dioxide gas

(CANOX, Toronto, Ont.) was introduced into the kettle up to a pressure of 345 kPa. The gas

flowed through the reaction vessel for 12 hours. Non-reacted S02, flowing fiom the reactor, was

directed into a double-stage sodium hydroxide trap filled with enough sodium hydroxide pellets

to react with the residual sulphur dioxide. This reaction fomed water and sodium sulphate. Any

non-reacted suiphur dioxide was M e r diluted in a water bath. The schematic of the apparatus

is given in Figure 3.3. At the completion of the treatment, nitrogen was used to purge the

reaction vessel and the samples were heated at 1 15OC in an air-flow oven for 40 minutes.

02 - CH2 -CH2 - CH2 - CH2 - + --CH2 - CH - CH -- CH2 --

A OOH OOH

Equation 3-7: Reaction of Oxidized Polymer with Sulphur Dioxide [Scbeir, 19911. The

. oxidation of the hydrocarbon produces hydroperoxide that readiiy reacts

with S02.

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49

The S a treated samples were mounted onto giass microscope slides with DPX Momtant for

Histology (Fluka Chemical Corp., Ronkonkoma, NY). This mounting agent was used because it

does not reflect nor absorb in ultraviolet radiation or excite using fluorescence. The Nikon

Eclipse E600 fluorescence microscope, with a Y-FL EPI attachent and mercury lamp was used

to andyze the stained samples at the Photonic Research of Ontario, University of Toronto.

*

b

Sulphur Double-Stage Water Bath dioxide NaOH Trap cylinder

Polyethy lene Sample

Figure 33: Schematic of Sulphur Dioxide Strining Apparatus.

3.6 Incubation of UHMWPE under Hydrolytic Conditions

Oxidized UHMWPE particle samples were incubated with hydrochlonc acid or a hydrolytic

enzyme (cholesterol esterase, CE) to determine if the oxidation process rendered the materials

susceptible to hydrolytic degradation. The innuence of enzymes on the oxidized materials would

potentially reflect a mechanism of degradation associated with partictes phagocytosed by hurnan

monocyte-derived macrophages. Specifically, CE has been s h o w to be produced by monocyte-

derived macrophages [Labow et al.. 1 9981.

The hydrochlonc acid used in the studies consisted of a 4 N solution, which was diluted fiom a

12 N HCI solution (Fisher Scientific, Nepean, Ont.) using HPLC grade water. The source of CE

used was bovine pancreas, E.C. 3.1.1.13 (Genyme Diagnostics, Cambridge, MA, # 1 O8 1). A

unit of CE activity was dehed as the production 1 nmoVmin of p-nitrophen01 fiorn the

hydrolysis of pnitrophenyl acetate in the presence of CE at pH 7.0 at 25°C. This is represented

by the following reaction:

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CE p-nittmphenyl acetate + water - pnitrophenol + acetic acid Equation 3-8

Full details of the assay are given in Appendix D. The hydrolysis experiment was initiated with a

15mL aliquot of a 40 U/mL stock solution of cholesterol esterase and was replenished daily with

200pL of a 320 U/mL solution of CE. Since the susceptibility to hydrolytic attack of the

oxidized polyethylene was unknown, the initial concentration was chosen to be the same

concentration as was determined by previous work with a polyetherurethane system pee, 19951.

The oxidized polymer sample was placed in a clean, sterile French bottie that was lying on its

side. Aliquots of either cholesterol esterase or hydrochloric acid (15 mL) were added to the

polymer. Aseptic technique was used. The reactor vessels were capped with Tenon@ -lined lids

and placed in the 37°C oven for either 15 days or 30 days at which point the experiment was

terxninated. The particles were isolated fiom the solutions using a stenle filter system (cat#

25935-200, from Coming Incorporated, Coming, NY) with a 0 . 4 5 ~ nylon, Iow extractable

grade membrane. The polymer was dried in a 37°C oven and stored at room temperature until

FTIR analysis. The incubation solutions were kept for analysis of the degradation products.

3.7 Extraction of Degradation Products

in order to prepare the incubation solution samples for high performance liquid chromatography

(HPLC), the enzymes and salts were removed fiom the solutions, the solutions were concentrated

and then dissolved into a suitable mobile phase. Al1 solutions were processed in the same

manner, regardless if enzymes were present. Triplicate solutions from the same reaction

conditions were pooled in order to increase the intensity of the HPLC and mass spectroscopy

signals. The preparation scheme for the HPLC samples is shown in Figure 3.4. Thtee extracts

f?om the incubation samples were analyzed for degradation products: samples extracted from the

particles, samples from the organic phase of chlorofomilbufTer extraction and the methanol

extract of the fieeze-dried aqueous phase fiom the choroform/bufTer extraction.

The particles were extracted with chloroform to remove any products bound to the polymer.

These samples are denoted with "X-" before the sample name (e.g, #41 X-30d CE 11). The

incubation solution was filtered using a 5,000 NWK centrifuge filter unit (Millipore, UF-CL) to

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remove any traces of enyme. This Eilter unit was appropriate for removing the enzyme since the

CE had a molecular weight of approximately 130,000 [Sonnenbom, 19821.

The solution extracts were prepared in the following marner. A 10 mL aliquot of HPLC grade

chloroform (Caledon Laboratories Ltd., Georgetown, ON) was added to the incubation solutions.

The chlorofonn/aqueous mixture was vortexed for 5 minutes and then centrifuged to separate the

two phases. The chloroform was then removed with a Pasteur pipette. The chloroform was

evaporated with a stream of highly pure, dry nitrogen (Grade 4.8, BOC Gases, Mississauga, ON)

until a residue rernained. The incubation solutions were extracted with chloroform three times

and pooled to retrieve the degradation products, which were soluble in chloroform. These

samples were labeled without any prefk (e.g.. #4 1 30d CE 1 1).

Particles &

l 1 Incubation Solution 1

dissohred in mobile phase '-E

I 1 1

Figure 3.4: Preparation of HPLC Samples

-

The aqueous portion of the incubation solution was fiozen in liquid nitrogen and fieeze-dried

(#FDX-54A, FTS Systems inc., Stone Ridge, NY). The recovered solids were extracted with 90

v / P ? methanol-water solution. The water was used to dissociate any products that were

combined with salts. The methanol solution was subsequently evaporated, using a stream of

Parüdes ' Incubation Solution

I r I

extracteci with chomfonn / îibr with 5 K filter

1 Organic Phase I chlorofon extraction

Aqueous Phase 1 freeze-d ried

I I

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52

Grade 4.8 nitrogen, to recover the product. These samples have the symbol "fd:" denoted before

the samplename (e.g.. #41 fd: 30dCE 11).

FUially, the residues nom al1 three extracts were separately dissolved with the starting HPLC

mobile phase (100 fi of methanol and 900pL of ammonium acetate buffer, pH 7.0, see section

3.8). These solutions were finally filtered using a Millipore 5,000 NWK cut-off centrifuge filter

(Millipore, UF-CL) and stored at 4°C until ready for HPLC analysis. A list of the samples and

their processing conditions is given in Table 3.8.

Table 3.8: Processing Conditions for Particle Samples:

Controls

N/A are samples which were not perfonned.

15 days with CE

30 days in b a e r

30 days with CE

3.8 High Performance Liquid Chromatography (HPLC)

High performance liquid chromatography is a comrnon technique used in analytical chemistry to

separate various compounds fiom a mixture. The separation is based upon the a£€inity of the

compound for either the stationary phase (column) or the mobile phase (solvent system). A

block diagram of the HPLC system used in this study is described in Figure 3.5.

Heated for 6

days at 1 0 5 ~ ~ '

A w a t e p HPLC system was used in the separation of biodegradation products. It was

composed of a 600E multisolvent delivery system and used methanol, ammonium acetate b d e r

(pH 7.0) and water as the solvents making up the mobile phases. The solvents were sparged with

heliurn to remove bubbles that couid interke with the function of the column. Prior to use, dl

the solvents were filtered to remove particdate contamination, and sonicated to degas the

solvents.

15d CE only

30d buf only

30d CE only

Al1 nonsontrol samples were prr-oxidized with hydrogen peroxide before incubating with a hydrolytic solution.

Heated for 1 Z

days at 1 OSOC'

CoC12 + heated for

1 1 days at 1050~'

15d CE 6

30d buff 6

30d CE 6

15dCE 11

30d buff 11

30d CE 11

N/ A

UH(Co) 30 buff

UH(Co) 30 CE

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53

A UK6 injector (watersm) delivered the sample through an in-line coiumn filter (SS, 0.22 p),

past a guardpack column filter (pbondapak, C18, watersTM) and through a ~ a t e e

pBondapakTM Cl8 steel column (4.6 by 250 mm) packed with dimethyloctodecylsilyl bonded

amorphous silica. The io-line column and guardpack filters protect the CI8 column fiom

particulates and hi& column loading. The products are eluted off the column at different

retention times and are detected using a photodiode amy detector (watersm PDA, mode1 996).

The pump/system controller (watersTM 600 controller) delivered and mixed various solvents at

specified compositions and flow rates. Miiiennium 20 10 software was used to control the system

and acquire and process the data.

mimplsystem controf Ier

b

Solvent V ! In- line Rexrvoirs - Pump - Auto-injecter + filter/guard _c/ (2 or 3) column

1

Figure 3.5: HPLC block diagram wtersTM Manual: Guide to Successful Operation of

Your LC Systeml.

The retention time and the degree of separation can be varied depending upon the solvent system

used (polar or non-polar), the type of system run (isocratic or gradient) and the type of column

used (polar or non-polar) WcMaster, 19941. In the following experiments, the stationary phase

had a lower polarity than the mobile phase. The mobile phase was a mixhire of methanol and 2

m M ammonium acetate buffer (pH 7.0).

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54

Samples that contain many products, simila. in chernical nature, are often very W c u l t to isolate

ushg a simple isocratic systern. For this study, the samples were run using two mobiie phase

gradient methods. The fïrst gradient program (Table 3.9) was run for al l samples. The second

program (Table 3.10) was nui if further separation of the more polar products in the sample was

required and was run only on samples that were collected within the first 10 minutes of "Program

One".

Table 3.9: Program One Gradient Run for HPLC

1 Time 1 Flow rate 1 Port A' (%) 1 Port B '(%) 1

"Program One" has a 10% methanol isocratic systern in the beginning to allow rnany of the polar

contamination products to be separated fiom the sample. The gradient over 50 minutes allows

for separation of the non-polar peaks found in the rest of the sample. The 100% methanol

isocratic gradient at the end of the run allows for the elution of any non-polar products that are

strongly bonded to the column.

Table 3.10: Program Two Gradient Run for HPLC

"Program Two" was run in order to isolate the products found at the beginning of "Program

One". This was only used d e r the products fiom "Program One" were collected and M e r

concentrated. It consisted of a slow gradient fiom 100% b a e r to 10% methanol after which an

isocratic run occurred at 100% methanol to remove any products still bound to the column.

- -- - -----

t Port A consisted of 100% methanol. Port B coosisted of 2 m M ammonium acetate buffer at pH 7.0.

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AN HPLC chromatograms were displayed at 210 nm because at this absorbance, the products of

interest were clearly differentiated. The W absorbance spectnim allowed for the determination

of the purity of each peak by rnatching the spectra to various sections of that peak. The peaks of

interest were collected and prepared for mass spectrum analysis, attenuated total reflectance

FTIR and NMR

3.9 Characterization of Isolated Biodegradation Products

3.9.1 Mass Spectroscopy

Mass spectroscopy is a technique used to determine the molecular weight of a pure sample. Ion

spray mass spectroscopy bombards a sample with a high energy bearn of electrons to resuit in

hgments of positive ions which are produced fiom molecules by the removal of an electron

Favia, 19791. The ions are accelerated in an electnc field and separated according to their mass-

to-charge ratios. Finally, ions with a particular mass-to-charge ratio are detected. The mass

spectnun is recorded as a measurement of relative intensity versus mass-to-charge ratio (m./@,

where the relative intensity is compared to the nurnber of counts of the most intense peak, which

is labeled as the rnolecular ion (m. The hgmentation pattern is characteristic for each

compound. Multiple peaks can be associated with the same molecular ion when combined with

different salts, which are present in the mobile phase or the sample (e.g. MN^', MK', MN&).

By piecing together the fÎagments, a general structure of the compound can be elucidated.

Further fkgmentation of selected mass hgments can occur using tandem mass spectroscopy

(MS-MS). This provides a mass spectrum with minimal contamination.

Figure 3.6: Quadrupole Arrangement for a M a s Spectroscope pavia, 1979)

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56

Mass spectrometry was canied out on a . API-III triple quadrupole mass spectrometer (MS-MS)

(Perkin-Eher/Sciex, Concord, ON) at the Laborittory of the Carbohydrate Research Centre,

University of Toronto. A quadrupole consists of four solid rods arranged in pardel to the

direction of the ion beam (Figure 3.6). A direct-current and radiofkquency are applied to the

rods. An oscillating electrostatic field is genenited between the rods, which r e d t s in oscillating

ions. Ions with the "correct" fiequency pass through the rods to the detector while ions having

the incorrect fiequency hit the rods and are undetected. This method selects the range which the

mass-to-charge ratio can be focused. The nrst quadrupole detects the initial molecular ions

[Pavia, 19791. The second quadrupole is the reaction region for the ionic collisions of a selected

molecular or parent ion by the first quadrupole in MS-MS. The third quadrupole is used as a

molecular weight analyzer of fragments fiom both MS and MS-MS. Ions fragmented fiom the

parent ion are named daughter ions. The pressure of collision gas (argon) in the second

quadruple cm Vary the degree of Wenta t ion . The arrangement of the triple quztdrupole mass

spectrometer is seen in Figure 3.7.

The samples collected from HPLC were fiozen in liquid nitrogen and fieeze-dried using a

vacuum purnp. The samples were dissolved in 40pL of HPLC grade methaool (Mallinckrodt

Baker Inc., Paris, KY) and 20 pL of the sample was injected though a 7125 injector (Rheodyne).

The methanol mobile phase had a flowrate of 0.02 mL/min. A 5.00 kV voltage was applied to

the tip of the ion spray needle while 80 V was applied to the entrance of the spectrometer. Mass

to charge ratios from 100 to 2000 a.m.u typically have a standard deviation of i 0.5 a.m.u.

Figure 3.7: Schematic of Triple Quadrupole Mass Spectrometer

&

3.9.2 Attenuated Total Retlectance FïIR (ATR-FlrIR)

ATR-FTIR is a method based upon FTIR (see section 2.5.1). The attenuated total refiectance

apparatus gives a more sensitive rneasurement of the chernical cornponents dissolved within a

~-{Thirdb["....i Quadruple Second @adnipole ' First

Quadmpole Ionization Chamber

Electric Field --*

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57

solvent. Light passes through a high refiactive index crystal and reaches the interface between

the sample and prism. The radiation penetrates a few microns into the sample and then is totaily

reflected back into the prism [Svehla, 19791 as seen in Figure 3.8.

Angle of / Incidence

Figure 3.8: ATR-F"MR Light Path

For the chemicai characterization of the biodegradation products, several HPLC passes were

required to obtain enough products. The samples were fiozen in liquid nitrogen and the

methanol in the sample was evaporated with a vacuum pump. The remaining aqueous sample

underwent a liquid-liquid extraction using dichloromethane.

The ATR-FTIR (Graseby Specac Ltd, ûrpington, Kent, UK) apparatus was located at the

Photonics Research of Ontario, University of Toronto. It consisted of a zirconium selicade

crystal with a solvent trough located at the top surface. A pure dichloromethane sample was

analyzed as well as the sample dissolved in the solvent. One hundred scans were taken of the

sample in order to get a strong enough signal to distinguish the sample nom noise.

3.9.3 Nuclear Mapetic Resonance Spectroscopy (NMR)

Nuclear magnetic resonance provides information about the type of hydrogen present in each

molecule. It is based upon the absorption of radio waves by certain nuclei when they are in a

strong magnetic field Fessenden, 19901. The nuclei of compounds either have paired (do not

have a spin) or unpaired electrons (has a spin). When a nucleus has a spin, a s m d magnetic field

results and cm be detected. Hydrogen and carbon-13 among other atoms exhibit this

characteristic. The immediate electmnic environment surrounding it affects each hydrogen atom.

The position of a proton depends on the net strength of the applied magnetic field and the

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58

induced moleçular field around the proton. If the induced field around a proton is strong, it

opposes the applied field more strongly and thus a greater applied field is needed to resonate the

proton. This phenornenon is caiied shielding and the si& will be seen upfield in the spectra

The reference for the chernical shifts was the solvent peak. This gives an accuracy of 0.1 ppm.

The benzene solvent peak is placed at 7.15 ppm and the shifts for al1 protons are reported relative

to this reference. The difference between these &equencies is caiied a chernical shift. Chernical

shifts are reported in 6 values, which are expressed as ppm of the applied radiofkquency. At a

fiequency of 500 MHz, 1 .O ppm has a fkquency of 500 mHz.

NMR samples were run in the Nuclear Magnetic Resonance Laboratory at the Lash Miller

Chemistry Building, University of Toronto by Dr. Timothy Burrow. A Unity 500 MHz

Spectrometer (Varian Association, Bello Alto, CA) with a 3 mm direct probe was used. The

collection of sample for NMR was identical to those described previously for ATR-FTIR.,

however the samples were dissolved in deuterated benzene (Cambridge Isotope Laboratories,

Andover, MA) instead of dichloromethane. Benzene was chosen because it contained a very

clean spectrum that would prevent overlapping with the peaks detected in the sample.

3.10 In Vitro Studies of HDPE Particles with Human Monocytes

A preliminary study of the interaction of monocytes with treated polyethylene particles may lend

insight to the mechanism of polyethylene particle-induced bone los. The cytokines IL-IP, IL-6

and TNFa have been linked to bone loss in particle-induced inflammation [Horowitz et al.,

19951. Based on time limitations, only the particles listed in Table 3.1 1 were assessed. These

particles were phagocytosed by human monocyte-derived macrophages (HMDM) and the amount

of cytokine production of IL4 P, IL-6 and TNF-a was assessed using an in vitro model. Al1 the

ce11 culture work descnbed in this section was carried out by Mr. Stuart Rae at the Centre for

Biomaterials. These experirnents were based on protocols develo ped by Mrs. Irina Voronov

[Voronov et al., 1997 and were adapted for human monocytes.

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Table 3.11: Particle Treatments for Particle-Monocyte Experiments

1 HDPE ody 1 HDPE

3.10.1 Preparation of Particles

HDPE-Co

HDPE-Co-Hz&

CollagedDMSO only

The particles were mixed in a collagen solution in order to allow them to adhere to coverslips.

This procedure effectively overcame the problem of particles, having a lower density than water,

to interact with the HMDM [Voronov et al., 19971. Bnefly, one gram of particles was initially

suspended in 0.5 mL of dimethyl sulphoxide (BDH Laboratories, Toronto, ON) and then mixed

with 14.5 mL of 0.01% collagen type 1 monomer solution nom calf-skin (C-8919, Sigma, St.

Louis, MO). The final concentration of particles was adjusted to IO' particles/ml. The solution

was coated on sterile coverslips. The collagen matrix was crosslinked upon dryuig at room

temperature. In this rnanner, the particles were trapped within a collagen matrix and adhered to

the coverslip. The coverslips were placed in six-well tissue culture plates (Falcon, Fisher

Scientific, Whitby, Ont.) and UV-sterilized in a laminar flow hood for one hou before use.

1 1 day heated HDPE coated with CoCh

11 day heated HDPE + CoCh + 30 day hydrogen peroxide treated

no HDPE: coliagen + DMSO

3.10.2 Preparation of Cell Culture

Human whole blood was collected (120 mL) in vacutainers (Becton Dickenson, Franklin Lakes,

NJ) fkom healthy volunteers. Four parts whole blood were layered on three parts stenle Ficoll-

Paque Research Grade Solution (Pharmacia Biotech, Baie D'Urfe, PQ) in a 50 mL centrifuge

tube. The mixture was centrifbged at 1 750 rpm for 40 minutes at 18OC poronov et al., 19981.

Ficoll-Paque medium is a practical means of isolathg monocytes fiom other cellular components

in the mixture. The resultant gradient containhg the S e m , buffy coat, and red blood cells, is

illustrated in Figure 3.9. n i e buffy coat layer that contained monocytes and lymphocytes was

collected, washed with PBS buEer (without calcium or magnesium), and resuspended in the

media, RPMI-1640 (Sigma, S t Louis, MO) with 10% heated and activated fetal calf serum

(Gibco BRL, Burlington, ON), 1% penicillin-streptomycin (Gibco BRL, Burlington, ON) and 2

rnL of L-glutamine (Gibo BRL, Burlington, ON).

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- Buffy Coat (monocytes & lymphocytes) H'

Figure 3.9: SeparPtion Gradient of Whole Blood

The cells were plated on the collagen/particles treated coverslips at a concentration of 1 x 1 o6 ceiIs

in 2 mL of media per well. Samples were incubated at 37OC in a 5% COz, 100% humidity

atmosphere for two hours after which the non-adherent cells were removed. A 2 mL aliquot of

fiesh media was added to the cells and the Cels were incubated for 24 and 48 hour intervals.

Twenty-four hours pnor to the termination of the experiment, the media was replaced with 2 mL

of fiesh media to determine the cytokine production produced in the final 24 hours. At the end of

each incubation time period, the adherent cells were washed with PBS, lysed with a solution of

Triton-X and EDTA and analyzed for the amount of DNA present. Floating cells were

centrifuged and resuspended in PBS and checked for ceIl viability. The media was collected for

the analysis of the following cytokines: interleukin- 1 (IL4 B), interleukin-6 (IL-6) and tumor

necrosis factor a (TNF-a).

3.10.3 Analysis of DNA, Cell Viability and Cytokines

DNA analysis was performed to determine the number of adhered cells present in the sample

using a spectrofluorometric method. The method is outlined by Labow et al.. (1998) and was

perfomed by Mr. Stuart Rae in Dr. J. Callahan's laboratory at the Hospital for Sick Children,

Toronto. Briefly, it entailed the lysing of the cells using a 0.4% Triton -X/lOmM EDTAfand

phosphate b a e r saline solution (without calcium or magnesium). A standard caiibration curve

using a fluorometric method was determined The calibration curve was performed using known

amounts of DNA (calf thymus) and obtaining the correspondhg fluorescence values (Appendix

G)*

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6 1

The viability of the monocytes was determined ushg a standard m a n blue exclusion test

Freshney, 19941. Equal volumes of the suspended cells and 0.4% trypan blue stain (GIBCO

BRL, Grand Island, NY) were ssdded to a 32-weii plate. The mOaure was placed on a

hemocytometer and under a Iight microscope to determine the number of cells which took up the

blue stain compared to those who did not. Dead cells stained blue because the breakdown of the

ceil membrane allowed the uptake of the dye Freshney, 19941.

ELISA kits were used to quanti@ the amount of IL- 1 P, IL-6 and T N F a cytokines. The kits

were as foUows: Cytoscreenw Irnmunoassay Kit (KHC0012) for human IL-If! (Biosource

Intemational, Camariiio, CA), Human IL-6 Duoset (80-3548-00) and Human TNF-a Duoset (80-

3933-00) nom Genyme Diagnostics (Cambridge, MA). The quantity of cytokines was

normaiized by the DNA values in order to account for potential ciifferences in the ceU numbers.

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4.0 RESULTS

4.1 Characterization of Polyethylene Samples

The characterization of test specimens, prior to chemicai and thermal treatment, included the

examination of the surface morphology and determination of the chernical composition of the

specimens.

4.1.1 Surface Morphology

The surface rnorphology was studied using SEM. Figures 4.1 and 4.2 show the range of sizes

and shapes for UHMTKPE and HDPE particle samples, respectively. The average size of the

WHMWPE as compared to the HDPE particles was 250 pu vernis 5 p. The UHMWPE shows

a cauliflower arrmgement which is composed of fuie particle bundles held together with fibril

strands. The HDPE appears as one solid mass throughout its siructure.

A. B.

Figure 4.1: Scanning Electron Micrographs of UHMWPE Resin Particles at a magnincation of

A. lOOx and B. 5,000~

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Figure 4.2: Scanning Electron Micrographs of HDPE Resin Particles at a magnincation of A.

1,500~ and B. 6,000~.

4.1.2 Chernical Composition of Polyethylene

The chemical composition of the virgin m E was determined using XPS and FTIR while

the d y s i s of HDPE was previously reported by Voronov and colleagues [Voronov et al.,

19981.

The XPS elemental chemical composition for UHWMPE film and particle is given in Table 4.1.

Traces of silicon were associated with silicone contaminates (-SiO(CH&). In the final

presentation of results for elemental characterization, carbon, oxygen and silicon that were

associated with the silicone were subtracted fiom the original data. Silicon levels were less than

6% for the nIm samples and less than 1% for the particle samples. n ie film samples were

analyzed at take-off angles of 90° and 1 5 which pro bed the sarnples at approximate depths of 1 0

nrn and 3 nrn, respectively. It should be noted that it was not possible to obtain measurements at

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64

XPS angles less than 90° for particle samples since the specimen shape did not provide a large

enough flat surface area to match the spatial resolution of the instrument As well, it should be

noted that no standard deviation was reported for the irradiated particle samples in Table 4.1

because the adys i s was oniy performed on samples nom one batch of irradiated treated

particles.

Table 4.1 : XPS Results of Elementd Composition of UHMWPE Films and Particles

1 l S O Take-off Angle 1 90" Take-off Angle

Sample Cls 0 1 s Sap Cls

film: îrradiated 95.76 & 3.17 2 1.06 + 92.40 + 1.31 1 .O3 0.35 1.68

film: non-irradiated 97.22 2 2.50 + 0.27 + 94.42 + 0.93 0.71 0.2 1 0.39

particles: irradiated N/A N/A 97.9

particles: non- N/A N/A 98.61 2

irradiated 0.88

Note: Data are reported in tems o f mean + standard deviation.

NIA is not applicable; Units of samples are relative atomic percentage,

n=3 for al1 samples except for the particles: irradiated samples (n= I )

Al1 UHMWPE materials contained some oxygen at a depth of 10 nm, aithough the filrn samples

appear to contain slightly more (1%) oxygen than the non-irradiated particle samples. However,

including the errors, the amount of oxygen seen for filrn and particle samples are essentially the

sarne at about 2 atornic percent. As well, there was no statistical difference @<O.OS) between the

non-irradiated and irradiated fiim samples in terms of the amount of oxygen present at either the

3 or 10 nm depth.

FTIR was found to be more sensitive to different oxidation leveis than XPS. The oxidation index

was defined as the ratio of the area under the carbonyl groups (1650cm-' to 1850 cm") to the

methylene group (1400 cm-' to 1550 cm-'). The oxidation indices for irradiated and non-

irradiated UHMWPE resin and films are given in Table 4.2. There was no signincant ciifference

@ < 0.05) between the irradiated and non-irradiated film samples. However, between the

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65

irnidiated and non-llradiated particle samples, there is a significant ciiffierence (p < 0.05).

Furthemore, there was a signincant difference between the film and particles samples.

Table 4.2: Oxidation Indices of UHMWPE Films and Resin, n=3

1 Sample 1 Oxidation Indes 1

1 film: non-irradiated 1 0.099 + 0.005 1 film: irradiated

1 particles: inadiated 1 0.05 1 + 0.008 I

mean + standard deviation O. 104 + 0.023

1 particles: non- inadiated 1 0.034+ 0.007 1

4.2 Thermal Oxidation of Particle Samples

UHMWPE particles were heated in an air-fiow oven for vaqkng time periods at one of the

following temperatures: 37, 60, 80 and 105OC. The particle samples were analyzed using FTIR

and the oxidation index was determined. A plot of oxidation index vernis t h e for the various

temperatures is shown in Figure 4.3.

- -

O 5 0 100 1 5 0

T ime (hours)

+ 3 7 O C - 6 0 O C - 8 0 O C - 105 O C

Figure 4.3: Oxidation of UEIMWPE Particles Post y-Irradiation. Heat oxidation was

performed at 37OC, 60°C, 80°C and 105OC. (Error bars are the standard

deviation of the samples and n=3)

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66

In generai, the oxidation index did not show any signincant ciifference between any of the

samples for the fïrst 100 hours of incubation (Figure 4.3). Foliowing this period, the samples

treated at 105°C underwent a signifîcant increase in oxidation. This increase was carried out to

170 hours. However. samples treated at 37.60 and 80°C showed no significant ciifferences in the

oxidation values between each other throughout the 170 hour oxidation period.

It was originally expected that changes in oxidation indices would be observed for several

temperatures and that sirnplified mode1 could be used to predict time/temperahue relationships.

However, due to the obvious lack of differences in oxidation indices, at temperatures other than

105°C. this was not further pursued.

4.2.1 Sulphur Dioxide Staining

Sulphur dioxide staining was used to provide a pictonal representation of the oxidized

UHMWPE samples. No quantification was performed using this analysis since the method did

not reflect al1 the chernical groups generated by oxidation (see Section 3.5.2). Film and particle

samples were heated for 6 and 1 1 days at 105OC and stained with sulphur dioxide.

Figure 4.4 shows the result of heat oxidized films d e r 6 days of heating at 105OC. The top

panels show the oxidized films while the bottom panels exhibit the non-oxidized films. The

oxidized films clearly show the grain boundaries as seen by the solid dark green lines. This is

where the greatest amount of oxidation is found. These boundaries were also previously

observed by Dwyer [Dwyer, 19961. It was noted that there were no distinguishing grain

boundaries present in the non-oxidized films. However, a few regions of dark green were

present, which indicate some oxidation.

Figure 4.5 shows the sulphur dioxide staining for particle samples. A clear picture was difficult

to obtain because the three-dimensional nature of the particles prevented a clear field of view in

the microscope. The 250 pm mean size of the particles make it difficult to focus on the entire

particle. Both the 11 day heated and the irradiated control particle samples exhibited signs of

fluorescence while neither the non-irradiated control and the non-stained sample (Figures 4.5 A

and B) showed any fluorescence. This indicated that oxidation by irradiation is readily seen by

this staining technique.

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Figure 4.4: Fluorescence Micrograms of Sulphur Dioxïde Treated Films. A. 10x oxidized

nIm (6 day heat treatment at 105OC), B. 20x oridized f h , C. 10x control

film (non-heated and non-irradiated), and D. 20x control film.

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Figure 4.5: Wuorescence Micrograms of Sulphar Dioxide Treated UHMWPE Particles. AU

samples were observed at a magnification of 20s A. Non-irradiated and not

heated, B. Irradinted, but not stained, C. Oxidized for 11 days at 10S°C, and D.

Irradiation Only,

4.2.2 Cobalt Treatment of Thermaiiy Oxidized UHMWPE and HDPE

The chemical composition of particles that were treated with cobalt ion samples was studied by

X P S , FT'U& SEM and EDAX. In general, the amount of cobalt contained in the particles was

difficult to quanti@ since data nom the three methods used ta analyze the presence of CoC12

were conflicting. The XPS resuits are given in Table 4.3. Since the proportion of cobait to

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69

chloride should be 1:2, it was expected that this ratio should be seen at the surface of the

particles. However, this was aot observed since the ratio of Co to Cl was 9:l for HDPE and 25

for UHMWPE as shown in Table 4.3,

Table 43: XPS Results (Atornic Percentages) for Cobalt-Coated Samples of hdiated

UHMWPE and HDPE Resin Particles Using a 90° Take-Off Angle.

The FTIR results (Figure 4.6) showed that there was no ciifference between the UHMWPE

samples treated or not treated with cobalt chlonde. However, both samples showed the presence

of oxidation peaks a s a result of their thermal treatment at 105OC for 11 days. This test was

perfomed to veri@ that both materials had similar oxidation post-treatment in order to test the

synergistic effect of CoClz in the presence of chernical oxidants, thus reflecting the in vivo

accumulation of metal ions.

Figure

-- 3

- - 2 . 5

-- 2

3500 3000 2500 2000 1500 1 O00 500

W a v e n u r n b e r ( c m - ' )

4.6: FTIR Results for Cobalt Chloride Treated UaMWPE Particles. A. Therrnally

Oxidized and Cobalt Chloride Treated Sample. B. Thermal Oxidized ControI.

Only a qualitative description of the cobalt codd be determined using EDAX. Since the energy

of the x-rays is higher in EDAX than that of XPS, there is a deeper penetration of the rays into

the sample. Hence, the method is much less sensitive for surface atiaIysis. The EDAX results

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70

(see Figure 4.7) also showed the presence of both cobalt and chloride on the both the UHMWPE

and HDPE samples. Since the CoC12 was only introduced as a trace metal to the d a c e , it was

observed that the EDAX signals for Co and Cl were very weak relative to the background signal

(Figure 4.7).

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Y&9? KrO 10-0 > FS= IK ch 2 F b 98 cts met1 : UHP)IPE-C

Y.897 KtV tO.0 > F tK c h - 106 cts lqEw2t eimcieer

Figure 4.7: EDAX Results for Cobalt Chloride Coated UHMWPE and ADPE. A.

UHMWPE not coated with cobalt chloride. B. UHMWPE coated with cobalt

chloride. C. HDPE not coated with cobalt chloride, and D. HDPE coated with

cobalt chloride

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4.3 Chernical Oxidation of UEMWPE

4.3.1 Assessrnent of HOCl Indnced OQdation

A prelirninary investigation of the chernical-induced oxidation of UHMWPE was carried out

using hypochlorous acid. The amount of hypochlorous acid consumed by the polymer substrate

was used as an indicator of the matenal's oxidation (see Figure 4.8) because it has been shown

that HOCl changes the colour of the polymer upon incubation. Both irradiated UHMWPE fiIm

and particles were studied in addition to controls consisting of non-irradiated UHMWPE film

and a polyesternethane (TDY PCUED) which has been shown to readily consume HOCl

WcCloskey, 19981. The initial concentration of HOCl used was 7.6 mM. Al1 samples were

perfomed in triplicate. A cdibration curve of HOC1 concentration and absorbance (Appendix

C) was used to determine the HOC1 concentration.

O 5 10 15 20 25 30 35

Time (hours)

+PEU (positive control) -I)-Non-lrradiated films -1rradiated films lrradiated particles +HOCI only -

Figure 4.8: : Consumption of HOC1 with Dinerent Substrates: PEU is a polyesternethane

(positive control) sample, irradiated and non-irradiated UHMWPE films and

irradiated UHMWPE particles. The error bars are the standard deviations with n=3.

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73

M e r 30 hours of incubation at 37OC, the polyurethane positive control sample showed the

greatest consumption of HOCI. This confirms that degradation occurs. In the presence of this

material, there was approximately 8% of the original HOCl activity remaining d e r the test

period. The least amount of hypochlorous acid degradation was exhibited by the pure HOCl (no

substrate) sample and the non-irradiated UHMWPE nIms. There was a slight increase in the

degradation of the oxidant when the UHMWPE films were irradiated. The irradiated UHMWPE

particles showed the same degree of HoCl collsumption as the i d a t e d UHMWPE films. Both

of the i d a t e d üKMWPE samples showed a statistical difference using a snident t-test

@<O.OS) when compared to the HOCl control sample. However, there was no statistical

difference between the non-irradiated UHM7KPE samples and the HOCl alone sample.

4.3.2 Assessrnent of Hydrogen Peroxide Induced Oxidation

Film samples were subjected to a 10 w/w% hydrogen peroxide solution and compared with heat

and buffer treatments. Oxidation indices for the film samples were determined from

transmission FTIR spectca in the mid-infmred region. These oxidation indices were used as a

relative measure of the amount of oxygen incorporated into the chemistry of the polyethylene.

The data are reported for treated UHMWPE films in Figure 4.9.

The non-irradiatedhon-treated film sample had a baseline oxidation index of slightly under 0.1.

The non-irradiatedlbuffer-treated sarnple also had a similar oxidation index. The greatest effect

of oxidation was seen with the irradiated and heated sampie, even though it was only subjected to

the treatment for 5 days as compared to 30 days for the chernical treated samples. The films that

were thermally treated were more brittle than the other treated films. The irradiated and non-

irradiated hydrogen peroxide samples also exhibited increases in the oxidation index as

compared to the baseline control, with the irradiated sample showing a higher level of oxidation.

The oxidation index was dso determined for particle samples using DRIFT, as detailed in section

3.5.1. A cornparison of the effect of various treatments for the films and particles is given in

Figure 4.10. The base-line oxidation indices for non-irradiated films and particles are 0.10 and

0.02, respectively. When these two samples were heated for six days at 10S°C, there was a

significant increase of the oxidation index for the film sample, but not for the particles. The

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74

effect of thermal uiduced degradation on polyethylene is well documented wawkins et al., 1971,

Winslow, et al., 19961.

It was interesting to note that while the irradiation of the particles resulted in a direct increase of

the oxidation index, the same was not observed for the film samples. However when both

irradiated particle and film sarnpies were treated with chernical or thermal oxidation conditions,

an increase in the oxidation index was observed relative to non-irradiated, non-treated with

chernicals and non-heated samples.

Non-lrrad Non-lrrad lrrad Heat lrrad H202 Non-lrrad Control Buffer HZ02

Treatment of Film Samples

Figure 4.9: Various Treatments of UHMWPE Film Samples. The Control sample is the

virgin UHMWPE film sample. 'Won-Irrad" denotes a sarnple that was not

irradiated, while the "Irrad" refers to a sample irradiated with 2.5 Mrad of y-

radiation. "Heat" treated samples were heated for 5 days at 10S°C. "BufTer" and

"K202" samples were incubated at 37OC with either phosphate buffer (pH 7.4) or

10 w/w% hydrogen peroxide for 30 days. The error bars were the standard

deviations and n=3

The variability in oxidation values was highest for the hydrogen peroxide treated samples. This

Iarger error is believed to be associated with the dinicuky in exposing the particles to the

hydrogen peroxide solution throughout the experiment. The low density and the hydrophobic

character of the particles tended to drive particles to coalesce at the surface of the solution and

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thus rninimirre the exposure of the UHM\KPE samples. In order to minimize the effects of

density, the nIm samples were flipped over every &y; however, the control of this problem was

more difficult to manage with the particle samples. The cumbined effect of heat and irradiation

proved to be the most potent combination in terms of oxidative degradation for the UHMWPE

films while both thermal and peroxide treatments with irradiation showed the strongest effect on

the particles.

FILMS PARTICLES Figure 4.10: Cornparison of the Oxidation Indices of UAMWPE Films and Particles with

various combinations of heat, irradiation, chernical treatments.

The effect of prolonghg the thermal oxidation penod for the UHMWPE particles is shown

Figure 4.1 1. Increasing the oxidation period fiom 6 days to 1 1 days caused a great increase in the

oxidation index. When 6 day heated sampies were placed in a phosphate b e e r solution, there

was an increase in the oxidative degradation. This was consistent witb the literature petts et al.,

19941 which showed that salts increase the oxidative susceptibility of polyethylene. When the

pre-heated samples were placed in a solution of hydrogen peroxide and phosphate buffer, there

was yet a M e r increase in the oxidation index value over that of samples that were treated in

phosphate b d e r alone. The samples incubated in the hydrogen peroxide solution were s h o w to

yield the greatest oxidation index values.

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The magnitude of increase in oxidative degradation is almost eight-fold when increasing the

incubation t h e fkorn 6 days to 11 days. Another observation was that the difference in the

oxidation index values for hydrogen peroxide vernis buffier-trwited samples was greater at 6 days

versus 11 days. This suggest a saturation state for the oxidation process, where no more oxygen

can react with the available fiee radicals, is king approached. This will be fûrther discussed in

the next section.

CONTROL 30 DAYS BUFFER

30 DAYS H202

5 6 days heated 0 11 days heated

Figure 4.11: Effect of Incubation of Pre-Heated UHMWPE Particles in Phosphate Buffer

@A 7.4) and 10 w/w% Hydrogen Peroxide at 37OC. The UHMWPE particles

were pre-treated by heating them in an air-flow oven at 105°C for 6 days and 11

days. There was an n-value of 3 and the error bars represented the standard

deviations.

The FTIR spectni for the different chernical treatments of UHMWPE particles are given in

Figure 4.12. The spectra clearly show that with increased oxidation, the presence of oxygen-

containing fiinctional groups appear in the regions of 1650 to 1850 cm-' and 1000 to 1300 cm-'.

While the carbonyl peaks (1650 to 1850 cm-') are well resolved, the region between 1000 to

1300 cm-' (associated with C-O stretch [Pavia et al.. 19791) consists of many unresolved peaks.

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The oxidation index data for the buffet alone and the peroxide solution treatments with cobalt

chloride coated particles are presented in Table 4.4. AU the UHMWPE samples were pre-heated

for 11 days at 10S°C before incubating in either hydrogen peroxide or buffer. There was no

statisticd difference between ai l three samples at a 95% confidence Ievel. The presence of cobalt

chloride did not enhance the degree of oxidation beyond the oxidation index value of

4000 3500 3000 2500 2000 1500 1 O00 500

Wavenumber (cm-')

Figure 4.12: FllR Results of Various Chemical Treatments of Irradiated Particles. A.

Combined 6 day thermal treatment with 30 &y incubation in 10 w/w% Hz02, B.

Combined 6 day thermal treatment with 30 day incubation in phosphate buffer

@H 7.4), C. 6 day themal treatment, D. Control (no heating or incubation).

Table 4.4: Oxidation Indices of Cobalt Chloride Treated UEIMWPE Samples, n=3

1 Sample 1 Oxidation Index 1

CoClz-Peroxide

Control (no CoC12)

1.80 5 0.08

1.72 + 0.02

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4.4 Hydrolytic Degradation of Oxidized UHMWPE

In this thesis, it is postulated that the oxidation process will genemte a certain number of

hydrolysable groups at the surface of the UHMWPE materiai. Hence, it should be possible to

vaiidate this hypothesis by investigating the hydrolytic stabiiity of the particles. Hydrolytic

degradation studies of the UHMWPE particle samples were performed on the

thermally/chemically oxidized UHMWPE samples. Ail the hydrolytic samples were pre-

oxidized under the foiiowing conditions: heated for either 6 or 11 days at 10S°C, and incubated

for 30 days with either phosphate bufZer (pH 7.4) or 10 w/w% hydrogen peroxide unless

otherwise inàicated.

4.4.1 Characterization of Acid-Treated UEMWPE Particles

Hydrolytic degradation midies were performed with incubation solutions of either 4N

hydrochlonc acid or cholesterol esterase, a hydrolytic enzyme. The samples treated with

hydrochloric acid were qualitatively analyzed by FTIR in order to determine if there were any

changes in fiinctional groups found in the materiai. These spectra are s h o w in Figure 4.12 and

oxidation indices are given below in Table 4.5. Direct FTIR analysis of the samples treated with

the enzyme was not carried out since the presence of adsorbed enzymes would interfere with the

ability to effectively analyze differences in the intensity of the carbonyl peaks for the materials.

Table 4.5: Oxidation Indices of Hydrolytically Treated ~ a m ~ l e s '

Sample Oxidation Index

A. HCI, heated, irradiated 1.80

B. HCI, not-heated, irradiated O. 12

C. HCl, not heated, not irradiated

( E. Heated, irradiated (oxidized control) 1 0.32 I

0.02

D. BufTer, heated, irradiated

Al1 samples in Table 4.5 and Figure 4.12, except for those that did not undergo thermal treatment

of irradiation, showed signs of elevated oxidation. Both the carboxyl peak seen between 1650 to

1850 cm-' and the C-O peaks are visible in these samples. The spectrograms of the heat heated

1.73

' These samples were not performed in aiplicate.

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samples (Figure 4.13 A and D) also showed a broadening of peaks fiom 925 to 1400 cm-' which

represents the C-O region for the dcohols, ethers, esters, and carboxylic acids [Pavia, 19791.

These d t s indicated thaî the acidic conditions on their own (sample C) do not produce a

measurable chernical change in the UHMWPE material. Furthemore, it is not clear if the HC1

has enhanced the hydrolytic nature of the b a e r solution itself since there is only a small

difference in the oxidation index values for the two samples (A and D). There was an increase in

magnitude of the oxygen-related peaks (i.e. carbonyl group) when an oxidized sample was

treated with both the hydrochloric acid and the buffer. This was evident when comparing the

oxidation indices for dl the samples as seen in Table 4.7. Both the hydrochloric acid and buEer

samples increased the oxidation index five-fold over the control condition E.

3950 3450 2950 2450 1950 1450 950 450 Wavenumber (cm-')

Figure 4.13: FTIR Result for Hydrochloric Acid Treated ZlAMWPE Samples. A.

Irradiated, heated for 5 days at 105°C and treated for 7 days with 4 N HCl; B.

Irradiated and treated with HCl (not heated); C. Treated with HCI (not heated

nor irradiated); D. Irradiated, heated and treated with phosphate bufTer (pH 7.4);

and E. hdiated and heated.

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4.4.2 HPLC Analysis of Hydrochlonc Acid incubation Solutioas

The HPLC results for the incubation solutions are given in F i w s 4.14 to Figures 4.1 9. Figure

4.14 shows the effect of hydrochloric acid on different combinations of irradiation and heat-

treated UHMWPE samples. The purpose of this experiment was to detennine if pre-oxidation

made a Merence for the production of hydrolytic products of UHMWPE.

O I O 20 30 40 50 60 Time (min.)

Figure 4.14: APLC Results on the Effect of Hydrochloric Acid on UHMWPE. A. irradiated

UHMWPE heated for 5 days at 105OC and incubated with 4 N HCl for 7 days at

37°C; B. Irradiated UHMWPE incubated with HCI with no heating; C. non-

irradiated non-heated UHMWPE, incubated with HCl; D. hdia ted UHMWPE

heated for 6 days at 10S°C and incubated in bder, and E. HCl only.

Chromatograms A and D in Figure 4.14 show that pre-oxidation of the polymer produced

different degradation products such as those found at 7,43, 48 and 50 minutes compared to non-

oxidized samples (Chrornatograms B, C and E). However, Chromatograms A and D differed

within the region between O to 10 minutes. Chromatogram A has several new peaks in this

region which are believed to be specifically associated with the hydrolytic environment produced

by the acid. Chromatograph B shows some changes which Iikely reflect the synergistic action of

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81

irradiation and the acidic environment. It is interesthg to note that there is a peak associated

with the hydrochloric acid control (E), which appears in all HCl treated samples with the

exception of the polymer that underwent thermal oxidation. The disappearance of the peaks fiom

the latter suggests an interaction between the material and the acid solution.

4.43 HPLC Analysis of Cholesterol Esterase Incubation Solutions

Al1 the chromatograms presented in this section were produced by the freeze-dried method of

sample preparation (refer to Section 3.7). Al1 other samples produced by the choroform

extractions did not produce any peaks and are not reported in the thesis. Figure 4.15 shows the

eEect of incubating UHMWPE particle samples with cholesterol esterase (CE) and phosphate

b d e r (pH 7.4) for 15 days. The chromatopms for the enyme treated oxidized UHMWPE and

the enzyme ody solution are labeled as A and B, respectively. It was noted from the control that

despite the filtering step that was carried out to remove protein residue, there remained several

enzyme-associated products in the HPLC sample. The enzyme control had a dominant peak at 15

minutes that was not found in chrornatogram A. Chromatogram A shows the presence of a peak

located at 7 minutes (designated as Peak 4). This peak is not found in any of the control samples

and was suspected to be associated with the enzymatic degradation of UHMWPE. Upon M e r

HPLC analysis, it was detemiined that Peak 4 was able to be resolved into one peak with a

shoulder using "Program One" of the HPLC gradient method (refer to Table 3.9 in Section 3.8).

These two peaks were collected separately and labeled 4A for the peak collected from 6.57 to

7.27 minutes and 4B for the peak collected from 7.27 to 8.07 minutes. Upon using "Program

Two" gradient method (Table 3.10, Section 3.8), the 4A and 4B peaks were separated into

several distinct peaks (see Figure 4.16). The peaks labeled with an asterisk were M e r analyzed

by mass spectroscopy since these peaks gave the strongest UV signals. Time limitations

prevented M e r characterization of the other products.

Chromatogram D in Figure 4.15 shows the isolated products of the bufEer ody sample. The peak

at 50 minutes is labeled as an unknown impurity peak and is associated with al1 chromatognims

seen in Figures 4.1 5,4.17 and 4.1 8. Chromatogram C in Figure 4.1 5 shows the chromatognun of

the buf5er treated UHMWPE following oxidative treatment. T'here are three peaks found here

that are specifically related to the oxidativd bufEer treatment process. They are located at 33,40,

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82

and 45 minutes and were designateci as Peaks 1,2, and 3, respectivefy. AU t h peaks were also

found in chromatogram A which was treated with cholesterol esterase. These peaks were M e r

coiiected and analyzed by mass spectmscopy. However, due to thne restraints, ody Peak 3 was

further anaiyzed using ATR-FTIR and NMR in order to attempt product identification. This

peak was chosen because no enzyme contaminates appeared to be present and it appeared to be

quite pure according to its absorbance spectnim. The other peaks were not M e r andyzed due

tirne constraints.

1 O 20 30 40 50 60 70 Time (min.)

Figure 4.15: HPLC Results for the Incubation of UfIMWPE Particles (11 day thermal

treatment) with Cholesterol Esterase and Buffer. A. UHMWPE incubated

with CE for 15 days; B. 15 days incubation with CE only; C. UHMWPE

incubated with buffet for 15 days; and D. 15 days incubation with buf5er ody.

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O 5 10 15 20 25 30 Time (min.)

Figure 4.16: HPLC Spectrum of Resoived Peak 4 Using 'Program Two" Gradient Method.

4A and 4B. Peaks denoted with au asterisk were collected for mass spectroscopy.

O 10 20 30 40 50 60 70

Time (min.)

Figure 4.17: Effect of Thermal Oxidation on UaMWPE Particles in Buffer. A. Thexmdly

treated for 1 1 days and then incubated in buffer for 15 days; B. Thermally treated

for 6 days and then incubated in b a e r for 15 days; C. Thermally treated for 6 days

and then incubated in buffer for 30 days.

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Figure 4.17 shows the effect of thermal oxidation and buffier incubation time on the release of

products 1,2 and 3. Chromatograms A and B in Figure 4.17 were thermally treated at 1 Os0C for

11 days and 6 days, respectively, and then incubated for 15 days in buffer solutions. Comparing

the two chrornatograms shows that heating the UHMWPE for longer periods increases the

number of detectable products. The only common product to both the A and B chromatograms

was the compound isolated under Peak 2.

Chromatograms B and C in Figure 4.17 show the effect of iacreasing the bufEer incubation tune

fiom 15 days to 30 days on pre-oxidized UHMWPE particles (6 days at 10S°C). Peaks 1,2 and 3

are found in the 30 day incubation samples. Hence, it would appear that the potential for saline

buffers to enhance oxidation as a hc t ion of time is similar to that of thermal treatments.

Figure 4.18 shows the effect of thermal oxidation period on the subsequent enzymatic

degradation of UHMWPE particles. Chromatograms A and B were incubated with 40 U/mL of

cholesterol esterase for 15 days, while chromatogram C was incubated for 30 days. These

chromatograms m e r in the pre-oxidation period. It was noted that the amount of product

associated with Peak 4 shows an increase for the sample which had undergone a longer pre-

oxidation period or a longer incubation period with enzyme.

O 10 20 30 4 0 5 0 6 0 7 0 Tim e (rn in,)

Figure 4.18: Effect of Heat Oxidation on Enzyme-Treated UHMWPE Particles. A.

Thermally treated for 1 1 days and incubated for 15 days with CE; B. Thermally

treated for 6 days and incubated for 15 days CE; and C. Thermaiiy treated for

1 1 days and incubated for 30 days with CE.

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4.4.4 Mass Specîroscopy Analysis

Products were isoiated h m the HPLC samples of either: 30 &y CE 11 for Peak 4 or 30 day

buffer 1 1 for Peaks 1,2 and 3 (see Figure 4.19). The products were chosen fiom these satnples

because they contained the greatest amount of product. The notation for Peak 4 corresponds

either to "A" or " B" depending whether it was obtained fiom the first parent peak (6.57 to 7.27

minutes) or the second shouider peak (7.27 to 8.07 minutes) fiom the HPLC "Program One".

The numbers correspond to the order the peaks came off the column in the HPLC "Program

Two". Only the peaks with the strongest signals were anaiyzed using m a s spectroscopy.

However, the samples from "Program Two" were found to contain many trace amounts of

contaminants, which made finding the molecular ion impossible.

Tim e (m in .)

Figure 4.19: HPLC Peaks Further Anaiyzed with Mass Spectroscopy. A. UHMWPE

heated at 105OC for 11 days and incubated for 30 days with CE. B. WHMWPE

heated at 105°C for 1 1 days and incubated with b&er for 30 days.

The mass spectnim for Peak 3 is given in Figure 4.20. This mass spectnun contains two

dominant parent molecular ions. The molecular ions are 340.6 and 679.8, respectively. The

cluster of peaks near the protonated mass ions included the respective sodium analogs (Le. 362.6

and 701.6). The peaks at 242 and 35 1 are unknown compounds, which have been labeled as

con taminants since they do not contain the paired sodium analog which results nom exposure to

the incubation buBen. An MS-MS was performed on both of the molecular ions suspected to be

related to UHMWPE in order to M e r elucidate the chernical make-up of the products by

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identiwg their respective molecdar fragments (Figures 4.2 1 and 4.22). Figure 4.2 1 shows the

fhgmentation pattern for the 340.6 molecular ion. The highest mass to charge ratio on this

spectrum was 343. The proximity of peaks on the original parent spectra made it difscdt to

specincaiiy target the mdcharge ratio of 340.6 and hence the mass to charge range analyzed for

MS-MS was fiom 340 to 343. Therefore, the fkagmentation pattern seen in Figure 4.2 1 is a

mixture of ions associated with between the 340.6 and 343 parent peaks. Due to this problem,

there are mass ions in this spectnim which are not associated with the dominant product.

Figure 4.20: Mass Spectrogram of the HPLC Product, Peak 3.

Figure 4.21: MS-MS of Parent Peak mlz = 340.6 from Peak 3.

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Figure 4.22 shows the fragmentation pattern for the 679.4 molecular ion. The mass to charge

ratio of this ion was noted to be roughly double that of the 340.6 ion. As weli, a cornparison of

Figure 4.2 1 and Figure 4.22 revealed a similar hgmentation pattern which may suggest that the

two ions are closely related in structure.

ml2

Figure 4.22: MS-MS Result for Parent Peak, mlz = 679.4 from Peak 3.

Figures 4.23 to 4.25 show the MS-MS resdts for peaks 1,2 and 4A-10, respectively. Figure 4.2.

shows the molecular ion is 371.4. The molecular weight differences between the of hgments

45.0, 89.0, 133.2 and 177.2 suggest the presence of polyethylene glycol segments (Le. [-

CH2CH20-] with a molecular weight of 44). Peak 2 (Figure 4.24) has a similar hgmentation

pattern to the products in Peak 3 and is suspected to be similar in chernical nature. Many

products fiom Peak 4 contain low molecular fragments that are suspected to be arnino acids. The

mass spectra of the other Peak 4 products are given in Appendix E

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O 50 1 O0 150 200 250 300 350 400

mlz

Figure 4.23: MS-MS of Peak 1, Parent peak m/z=371.4

Figure 4.24: MS-MS of Peak 2, Parent peak d453.2

Figure 4m25: MS-MS of Peak 4A-10, Parent peak m/z=172.8.

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A listing of selected isolated products and rnolecular weights (when possible) is given in Table

4.6. Some of the products could not be analyzed for the molecular ion because they contained

too many con taminants. Table 4.6 shows that the degradation products identified to date have

relatively high molecular weights whether they are enzyme associated or buffet associated.

Table 4.6 Molecular Weights of the Isolated HPLC Products

1 1 40 minutes 1 Program 1 1 453.2

I 1 44 minutes 1 Program 1 1 340.6 ( 679.4

1 4A-11 1 20 minutes 1 Program 2 1 Multiple species

4A- 10 18 minutes

4A- 13

4B-3

4B-5

4B-10

Program 2

23 minutes

8 minutes

20 minutes

25 minutes

1

172.8 1 684.6 1 758.4

Program 2

Program 2

Program 2

Program 2

Multiple species

388.2 437.0

Multiple species

Multiple species

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4.4.5 Cbemical Characterization of the EiPLC Prodncts

The mass spectnim resuits alone couid not provide definite structures for the d o m products

and hence, M e r chemical analysis was required. ATR-FTIR spectroscopy of the samples was

performed in order to obtain iaformation on the nature of chemical groups found in the unknown

compounds. Due to Limitations in t h e , this work focused specifically on Peak 3 which

contained two molecular ions (340.6 and 679.4) of which the highest molecular weight species

dominated the sample.

The ATR-FTIR spectrum for products fiom Peak 3 is shown in Figure 4.26. The sarnple was

scanned at a resoiution of 4 cm-' using 250 scans and the analysis solution was prepared using

dichloromethane as the solvent. The double peaks seen at about 2300 cm-' are associated with

the carbon dioxide peaks from the ambient air. Since the FTIR spectrogram is compared to a

background scan, the amount of carbon dioxide in the ambient air varied between the time of

collection for the background scan and the test specimen. Therefore, a negative peak was

obtained for the solvent control upon subtraction of the background spectrograrn. A reference

spectrum fiom the Merck FTIR Atlas (GR Pachler Klaus, 1992) of dichioromethane was also

compared with the sample, and is shown in Figure 4.27. Peaks associated with the degradation

product are found at 1000 cm-', 2850 cm-', and 2950 cm-'. As well, there appears to be a

shoulder on the 1450 cm-' solvent peaks which appears at approximately 1475 cm-'.

3300 2800 2300 1800 1300 800

Wavenumber (cm-1)

Figure 4.26: ATR-FTIR Result of HPLC Isolate et 44 Minutes. A. Coliected Sample fiom

Peak 3 B. Dichloromethaae

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Figure 4.27: FIlR Standard of Dichlommethane. Peaks are found at 3055,2988,2686, 2306, 1422 1265,896,747, and 706 cm-' werck FT-IR Atlas, 19921.

Proton NMR was also used to try to deduce the chernical structure of the products in Peak 3 (see

Figure 4.28). The peak located near 7.15 pprn represented the benzene carrier solvent. Ail other

peaks were shifted with respect to this peak. The shift at 0.4 pprn has been assigned to be

protons related to silicon grease contaminants [Gottieb et al.. 1997. The groups located between

0.8 to 1.6 pprn are not well resolved. As indicated by the high integration ratio (1 IO), these

peaks make-up the buik of the sample. It is suspected that the polyrneric nature of the molecule

is responsible for this observation. A similar occurrence for peaks located at 1.6 to 2.2 was

observed. A small contribution by triplet peaks located at 2.3 and 2.6 (totaled 1.46 integration

ratio) was noted. A triplet is caused by a proton having two neighbouring protons such as two

methylene groups adjacent to each other. This would suggest that the chah is heterogeneous and

substantiates the presence of hydroxyl groups which was indicated fiom the IR spectnun (Figure

4.26). The peaks located at 4.0 to 4.3 pprn indicate a triplet followed by two singlets and is

characteristic of double bonds. Once again, there is a small contribution of this structure to the

overail bulk sample.

Carbon-13 NMR was performed to determine the structural components of these peaks (Figure

4.29). The large peak Iocated at 128 pprn is the carrier solvent benzene. The other major peaks

present are located in the 25 to 30 pprn region which is indicative of the alkane groups. Further

analysis was not performed due to the extreme noise found in the sample which was caused by

too little sample.

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Figure 428: Proton NMR of Peak 3. A. Wboie spectrogram from O to 11 ppm. B.

Sïice of spectrogram from O to 2.8 ppm. C. Slice of spectrogram from

3.6 to 5.8

Figure 4.29: Carbon-13 NMR of Peak 3.

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4.5 In Vitro Study of HDPE Particles with Hamao Monocytes

4.5.1 Viabiiity Study Results

The viability results for the monocyte samples containing collagenlDMS0, non-treated HDPE,

cobalt-treated HDPE in a collagen ma&, and cobalt-treated and peroxide treated HDPE in a

collagen matrix are shown in Figure 4.30. It should be noted that ail cobalt treated samples ( ie. ,

HDPE-Co, and HDPE-Co-H202 ) were first heated at 105°C for 1 1 days, then coated with cobalt

sdt and then incubated for 30 days in 10 w/w?% peroxide solution. Significant numbers of

floating cells were observed in the monocyte cultures. Floating cells fiom two donors were

coilected, pooled and stained with trypan blue. The percentage of trypan blue positive cells was

interpreted to be the percentage of necrotic or dead floating cells found after 24 and 48 hours.

The cells for both 24 and 48 hours were pooled fiom two different donors. The cells treated with

cobalt and cobalt/peroxide were more irreguiarly shaped and smaller compared to the control

sample containing only the collagen/DMSO maeix (see SEM micrographs in Figure 4.31).

There was a difference in the cells treated with cobalt compared to those treated with cobalt and

hydrogen peroxide. However, there was no SEM of the monocytes with non-treated HDPE.

100 - collagenlDMS0 only

'- . . HDPE only

24 hours 48 hours

Incubation Period

Figure 430: Necrosis of Non-Adherent Human Monocytes, n=2 for PU simples but 1

Co-H202, where n=l. (The error bars represented the standard deviation of

the samples.)

The sample treated with cobalt chloride and hydrogen peroxide does not have error bars because only one study

(single donor) was performed with this treatment.

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95

M e r 24 hours, there was a slight increase in the number of necrotic ceUs between the control

and the other samples as weil as between the HDPE and the cobalt and the cobalt/peroxide

treated samples (14% to 19% to 24% to 26%). However, d e r 48 hom, the treatments by HDPE

ody, cobalt and cobaWperoxide induced a significantly higher level (p<0.05) of necrosis by

increasing the percentage of dead cells to 45%, 58% and 79%, respectively. The amount of

necrosis for the control sample at 48 hours increased slightly nom the 24 hour control sample.

Figure 4.31: SEM Micrographs of Euman Monocytes and Treated HDPE. A.

CollagenDMSO without Particles. B. Cobalt-Treated Particles. C. Cobalt-

Treated Particles hcubated in Hydrogen Peroxide.

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96

4.53 Cytokine Resuits

The amount of DNA in the adherent cells was detennined fiom a calibration curve that related

fluorescence to the concentration of DNA (ng/mL) (given in Appendix G). Subsequent cytokine

results (1 L-1 P, 1 L-6 and W u ) were normdized based on the concentration of DNA as seen in

Figures 4.32 to 4.34. The amount of cytokine produced represents the amount generated within a

24 hour period.

I collagenlDM SO - I HDPE only

24 hours 48 hours

lncu bation Period

Figure 4.32: IL-lp Release from Human Monocytes. Collagen/DMSO was the control sample

which contained a collagedDMS0 matrix, HDPE only was the polyethyiene

control which contained HDPE particles embedded in a collagen/DMSO rnatrix,

HDPE-Co had cobalt chionde coated HDPE (thennaily oxidized) in the same

matrix. HDPE-Co-H202 had cobalt chloride treated HDPE (thennally oxidized)

samples which were oxidized in 10 w/w% hydrogen peroxide for 30 days. Al1

samples were done twice in two culture wells (n=4). nie error bars were the

standard deviations of the samples.

The amount of IL-1 P released in the adherent monocyte culture decreased slightly compared to

the control sample after the first 24 hours when the particles were treated with the cobalt salt,

with and without hydrogen peroxide (see Figure 4.32). The samples which contained

DMSO/collagen matrix produced the most IL-1P (about 900 p g / d per pg of DNA sample),

followed by the non-treated HDPE particles (about 600 pglmL per pg of DNA). At 48 hours,

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97

there was a decrease in the amount of IL-le cytokine produced nom all sample preparations

w0.05). There was no statistical difference w0.05) between the control and cobalt-treated

samples. However, data for the peroxide treated sample showed that the amount of IL-IP was

reduced by almost half of compared to all other samples after 48 hours.

The amount of IL6 released in the adherent monocyte culture was similar for al1 four samples

after 24 hours (see Figure 4.33). Once again, after 48 hours, there was a significant decrease in

the amount of measured cytokines. The level of IL-6 cytokine decreased fiom 1000 pg/mUpg

DNA to roughly 300 p g l d p g DNA for the cobalt chlonde treated sample. This sample after 48

hours produced the greatest amount of IL-6 but showed a very high variability.

1400 HDPE only 2 1200

-r

O HDPE-CO - O HDPE-CO-MO2

V

24 hours 48 hours

Incubation Period

Figure 4.33: IL4 Relerse from Human Monocytes. ( n 4 and the eror bars are the

standard deviations.)

Figure 4.34 shows the release of TNF-a fiom the human monocyte culture after 24 and 48 hours.

In general, there is very little of this cytokine released as compared to IL-1 f3 and IL-6. As well,

the error bars were greater for this cytokine than the other cytokines. M e r 48 hours, there was

little TNF-a found in the supernatant.

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24 hours 48 hours

lncu bation Period

350

Figure 4.34: TNFa Release from Human Monocyte Supernatant (CI=&, the error bars are

the standard deviations of the samples.)

300 - collagenIDMS0

-7 I HDPE only

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99

5.0 DISCUSSION The piirpose of this thesis was two-fold. The fïrst objective was to oxidize and hydrolyze

UHM\KPE particles under conditions that could simulate degradation events associated within

the phagolysosomes of inflammatory ceiis, which are found in vivo near failed total joint

replacements. The second objective was to probe the hypothesis that degraded UHMWPE

particles combined with metallic ions and their associated degradation products play an

important role in inducing specific cytokine responses fkom human monocytes. To accomplish

the second objective, it was desired to first isolate and identiS, the nature of the

oxidativehydrolytic degradation products.

The need for this study &ses fiom the problem of polyethylene Wear particulates at the site of

failed total joint replacements [Campbell et al.. 19931 and their suspected role in the induction of

bone resorption at the interfaces of the failed implants. To date, the scientific literature has

focused on three areas of study concerning the importance of Wear particles. Many studies have

characterized the size and shape of UHMWPE Wear particles fiom retrieved implants [Bade et

al.. 1996, Kobayashi, et al., 1997, Matlaga et al.. 1976, shanbhagl et al.. 1994, Campbell et al..

19961. They have also attempted to assess the level of cellular response of macrophages in the

presence of polyethylene particles [S hanbhag et al., 1 995, Horowitz et al.. 1 9971 and the effect of

cobalt, chrornium and the cornbined effect of cobdt-chromium on cells [Allen et al., 1997 and

Lacy et al.. 19961. Other studies have injected polyethylene particles at the site of the

articulating surfaces in order to elicit an inflammatory response [Howie et al.. 1988 and

~oodmanl'*~ et al., 19961. However, to date, there have been no -dies that have critically

assessed the importance of the polyethylene particulates' surface chemistry on the initial response

of human monocytes. This study will be used to attempt to mode1 changes in particdate sinface

chemistry in a rnanner that reflects the idluence of elements from the implant environment.

5.1 Chernical Characterization of Test Specimens

5.1.1 Irradiation

"A material's treatment prior to implant may predispose it to stable or unstable end-use

behaviour" [Ratner et al., 19961. This has been true for the irradiation of UHMWPE implants

and has been validated again in this thesis. Before the samples were subjected to chernical

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100

oxidation, they were irradiated with 30 Mrad of 60~obalt y-irradiation in accordance with

industry standards [~treicher ", 1 9881. If particle sample were not irradiated prior to incubation

or thermal experiments, there was no detectable oxidation present after these processes. This

result is very similar to many studies which showed secondary effects of irradiation such as

changes in mechanical properties. Specifically, the oxidative effect of y-irradiation on

UHMWPE has been well established and has been docurnented to cause chab scission, changes

in the density, fatigue strength and other mechanical properties phambri et al.. 1997, Brossa et

al.. 1 996, Choudhury et al.. 1996, Collier et al.. 1 996, Pascaud et al.. 19971.

XPS and FTIR r e d t s (Tables 4.1 and 4.2 and Figure 4.10) for the UHMWPE resin and film

samples show that there was no significant ciifference between the irradiated and non-irradiated

film samples. However, there was a significant ciifference in the amount of oxygen and the

degree of oxidation for analogous particle samples @<0.05). A possible explanation for these

resdts is that in order for the oxidation to be detected, fke radicals must be able to react with

oxygen species to produce oxygen-containhg groups. The processing of the film samples

consolidates the resin and aligns them in a particular direction pankston et al., 1995, Rentfiow

et al.. 19961. This removes some of the amorphous regions and limits the propagation of the

oxygen species through the bulk of the polyrner. This e x p l d o n is supported fkom studies by

Poggie et al. (1997) which have shown that more consoiidated UHMWPE specimens exhibited

less oxidation, even after treatment by y-irradiation and aging at elevated temperatures (60°C and

70°C). Since the particles have not been processed, the arnorphous regions remain intact and

easily allow for the diffusion of oxygen throughout amorphous regions. Future work could use

electron spin resonance (ESR) to determine the amount of free radicals remaining in the particles

versus the films. It would be anticipated that the particles would have fewer Eee radicals since

the diffusion of oxygen throughout the matenal would eliminate the fiee radicals following the

oxidation reaction. This technique has been previously used to determine the fiee radical

distribution in UHMWPE articulating sufaces [Jahan et al.. 199 11.

Whiie irradiation is an important factor in increasing the polymer's susceptibility to oxidaîion, it

is not the only factor. The effect of processing the resin samples into bar stock plays a role in

rendering the m E susceptible to oxidation. This is seen in Figure 4.10 which shows the

amount of initial oxidation in the non-irradiated fih samples was greater than the non-irradiated

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101

resin samples. ûther studies have shown that processing the UHMWPE not only makes it more

susceptible to oxidation, but that ram-extrusion makes UHMWPE more susceptible to oxidation

than compression molded implants [Deng et al., 19971. This was attributed to the incomplete

consolidation of the resin particles and hence, there is more void volume to allow for the

diffusion of oxygen.

5.1.2 Cobalt-Treated Samples

Cobalt-chromium metal is comrnoniy used for the stem portion of total joint replacements. As

such, traces of cobalt ions have been found in retrieved implants bound with the particdate wear

debris weldnim et ai., 19931. Cobalt metal ions were also found at the site of uiflammatory

tissues arouud loosened implants weldnun et ai., 19931. It was s h o w that cobalt can accelerate

the oxidation of UHMWPE by acting as a catalyst in oxidation reactions [Zhao et al., 19951.

More specifically, cobalt chlonde in the presence of hydrogen peroxide creates hydroxyl radicals

(OH), molecular oxygen (O2) and superoxides (-O-*) which simulate oxidative products

generated in the in vivo environment.

A study by Brodner et al. (1997) has show that the concentration of cobalt found in the s e m of

patients with metal on metal cobalt implants was found to be 1.1 ppb while patients with

ceramic-on polyethylene implants had cobalt levels below the detection limit of 0.3 ppb.

Another study fiom retrieved polyethylene cups of Co-Cr-UHMWPE systems, found that after 12

years of articulation, 64 + 2 1 ppb of cobalt was found to be associated with the UHMWPE

articulating surface peldnim et al., 19931.

In the curent study, the treatment of UHMWPE with cobalt ions was used as a mode1 for cobalt-

containing particles present at the site of aseptic loosened implants. XPS characterization of the

particles (see Table 4.3) showed that less thao 0.10 atomic % of cobalt ions was found within the

top 10 nm of the surface. Since this represents the Iimit of detection for WS, it was very

difficult to quant@ the amount of cobalt present at the surface. It was observed that the particles

had a rough topography, and it could be possible that most of the cobalt chloride resided in the

crevices of the sample (as seen by the SEM micrograph, Figure 5.1). Therefore, surface

quantification by XPS would be M e r hindered. As well, investigations using EDAX analysis

also showed trace amounts of cobalt present (Figure 4.7).

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Figure 5.1: SEM Micrograph of Cobalt Treated UHMWPE and Non-Treated UEMWPE.

A. Cobalt Treated Sample, B. Non-Treated Sample

The presence of trace amounts of the cobalt was also visible to the eye since the treated samples

retained a pink stain following the coating and washing procedure. To overcome the limitations

of quantification in the above techniques, it would be recommended that future characterization

of these particles be canied out using atomic absorption spectrophotometry or secondary ion

mass spectroscopy (SIMS) [Ratner et al.. 1 9961. Absorption spectrophotometry has a detection

limit of 0.3 pg/L or 0.3 ppb @Meldrum et al.. 19931 while SIMS can detect the presence of ions at

the outermost 1 m of the surface. Both of these techniques should be employed to determine

the total concentration of cobalt ions present at the surface of the sample.

It has been reported that cobalt ions in elevated concentrations (i. e., 10 to 40 ppm) are toxic to

human gingival fibroblast cells [Lacy et al., 19961. Other studies have shown that cobalt in

concentrations of O to 1.0 mg/mL proved toxic to human osteoblast-like cell iines and inhibited

the production of collagen type-1, osteocalcin and alkaline phosphatase. When cobalt chromium

and chromium alone were incubated with this cell line, there was little effect [Allen et al., 19971.

Therefore, it is important to consider the type of cobalt used in these experiments. The LD50-

LC50 (oral rat) was 766 mglkg or 766 ppm according to MSDS documents [J.T. Baker

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103

Company]. Considering the amount of cobalt present in our samples was below the detection

limits for both methods used in this study, it was assumed that the levels of cobalt are probably

under the toxic level; however, a more quantitative analysis of the amount of cobalt will be

required in fbture work.

5.2 Thermal and Chemical Oxidation of UHMWPE Samples

5.2.1 Thermal Oxidation

Preliminary experiments showed that it was very difficult to oxidize UHMWPE particles at

temperatures below 80°C. In order to achieve measurable Merences in the oxidation index

values within a reasonable time h e , the temperature was increased to 105°C. Sulphur dioxide

staining (Figures 4.5) showed that at this temperature, oxidation was visible. This temperature

was chosen so that oxidation of the particles could be achieved without melting the UHMWPE

(melting temperature is about 136°C fiom MSDS). Thermal oxidation studies (see Figure 4.3)

showed that it took 1 00 hours at 1 Os0C in order to induce a substantial increase in the oxidation

index. At this tirne and temperature, the change in the oxidation index value was exponential in

nature. This suggested that a threshold condition had been achieved which allowed for an

accelerated oxidation reaction. This condition could be attributed to the sample attalliing a

critical number of fkee radicals which initiated the oxidation reaction throughout the materiai.

This oxidation reaction could be andogous to free radical polymerization reactions where the

reaction rate is known to be exponentiai in nature woung et al., 1 9951.

When comparing the differences in oxidation index for films and resin particles with different

treatments, it was evident that the film samples were more susceptible to thermal oxidation

(Figure 4.10). This was observed despite the efforts made to normalize the surface area for the

two samples. The elevated oxidation value baseline for the film samples indicated that pnor to

thermal treatment, these specimens had a greater number of reaction sites (i-e., oxygen-

containhg sites) compared to the particle sample. The presence of reactive oxygen species in

these regions (Le. carboxyl, carbonyl, and hydroxyl groups) will aiiow for oxidation to propagate

throughout the sample when M e r exposed to 6ee radicals [Ali et aï., 1994, Bigger et al.,

19921. Other studies have found that different methods of processing affect the susceptibility of

UHMWPE degradation mindau et al., 19961. Hence, in the same manner that irradiation has

pre-sensitized the UHhlTKPE to oxidation, so does the processing history.

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104

5.2.2 Chemical Oxidation

Many investigators have found it difficuit to work with UHMWPE in biological systems because

its low density and hydrophobicity make it incompatible with aqueous media Hence,

consideration was given to this issue when optiminng an experimental apparatus for exposing

the particles to oxidizing and enzymatic solutions. To ensure that a maximum contact between

polyethylene with the various media was achieved, a closed, large dace-area container was

used as the reactor vessel. The system had to be closed in order to prevent the evaporation of

incubation solutions. A concem that arose with the use of this systern was the discoloration of

the Teflono-lined caps for the botties used. Some discoloration of the lining occumd after long

incubation periods, both in the presence and absence of oxidants. However, since there was

minimal contact of the incubation solutions with the cap liners, the discoloration is believed to be

the resdt of ambient gases generated by the incubation medium. To ensure that this does not

e t the composition of the degradation products found in the system, hture work should

consider testing the discolored lids for the presence of leachable components.

Preliminary experiments with film samples incubated with a relatively stmng oxidant,

hypochlorous acid, to determine the ability of the chemical oxidant to degrade the UHMWPE

substrate. Samples of UHMWPE were placed in solutions of 7.6 mM sodium hypochlonte for

24 hours. In the absence of irradiation, the HOCI activity for the films was similar to the non-

treated control samples. Again, this provided M e r evidence of the difficulty in oxidizing

UHMWPE. However when the UHMWPE was exposed to y-irradiation, the UHMWPE became

more susceptible to chemical oxidation by sodium hypochlonte (see Figure 4.8). This

observation suggests that sterilization by irradiation is not the ideal method to sterilize the

polyethylene implant materials because it renden the polymer susceptible to oxidative attack by

chemical oxidants.

Even though some oxidation of the UHMWPE occurred with HOCI, the levels were significantly

less than the observed values for the polyurethane control (Figure 4.9). It has been reported that

HOC1 can easily oxidize and cleave substituted nitrogen-containing groups such as amides, ureas

and urethanes which are present in polyurethmes mtner et al., 1 9961. Since vitgin polyethylene

does not contain any of these groups, it was difficult to oxidize. However, the irradiated film and

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105

particdate samples contain a number of oxygen groups and fke radicals [Jahan et al., 19911

which can react with the oxidants.

The importance of irradiation versus non-irradiation and their eEect on chemical oxidation was

mer supported with the FTR data presented in Figures 4.9, 4.10 and 4.1 1 for hydrogen

peroxide treatment of films and particles. When both the particle and film samples were

incubated in hydrogen peroxide, an interesting result was obsewed (Figure 4.10). While there

was a signincant increase in oxidative degradation, there was no signifïcant clifference @ < 0.05,

n=3) between the two types of UHMWPE samples. However, in compathg the magnitude of

change of an irradiated sample to an irradiated and chemically treated sample, the effect of

chemical oxidation on the particle sample was pa te r because the baseline value of the particles

was smdler compared to the film's baseline value. It should be noted that the amount of

particles and film had been adjusted to yield similar surface areas.

Three possible expianations couid be considered in order to explain these results. First, the

chemical oxidation of UHMWPE may not be dependent upon the amount of oxidation initially

present in the material and hence it occurs by a diEerent mechanism as compared to thermal

oxidation and oxidation by y-irradiation. However, this is not Likely because it has been show

that in order to chemically oxidize W E , the material must be pre-sensitized with either

thermal oxidation or irradiation. Therefore, 6ee radicals and susceptible oxygen-groups are

needed in order for signincant oxidation to occur with chemical oxidants. The second

explanation entails that chemical oxidation of UHh4WPE has reached a plateau level for an

oxidation index value of 0.35. Unfortunately, Figure 4.1 1 refutes th is because an oxidation index

of 1.5 was achieved for samples that had undenvent thermal and chemical oxidation. The final

explanation assumes that chernical oxidation is diffusion limited. The susceptible fiee radicals

are present within the bulk of the sample which is floating on top of the chemical oxidant. If

oxidant is not able to enter the arnorphous regions of the polymer, then oxidation would be

delayed. For the particle sample, it would be expected tbat the clumping of the polymer resin

wouid decrease the ability of the oxidant to react with the fkee radicals. However, it is believed

that the open structure of the particles (seen in Figure 5.2A) offsets the effect of clumping and

allows the oxidant to diffuse throughout the sample. In the case of the film sample, the SEM

(Figure 5.2B) shows a smooth surface. This indicates close packing of the polymer chains and

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1 O6

wouid r e d t in Limited diffiision of oxidant into the bulk of the sample where the fke radicals

exist,

Figure 5.2: SEM Micrograph of A. m E particle sample, and B. UHMWPE film

sample.

In general, there were large error bars associated with chernical oxidation treatment of particles

(Figure 4.10). This was beiieved to be associated with the n o n - d o m nature of the particle

sample. The crevices present in the particle samples appeared random (Figure 5.2A) and would

account for an uneven distribution of oxidant throughout the sample. Further experiments are

needed in order to increase the number of samples beyond the triplkate performed in this

experiment .

It was noted that if a sample underwent extended thermal oxidation, the oxidation index was not

sensitive to the presence of chernical oxidants (Figure 4.1 1). Two explanations exist. First, it is

possible that the amount of oxidation may reach a saturation point where the oxidation reaction

has reached the termination step of the fiee radical reaction. If this was the case, there would be

no fiee radicals to react with the susceptible groups and no more oxidation could occur. Another

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1 O7

explanation is that limitations in the definition of the oxidation index (as discussed in Chapter 2)

could have prevented the detection of oxidation associated with the chemical reaction beyond a

certain oxidation index value. Therefore, it would be of interest to f.urther compare the oxidation

indices and choose a more suitable dekition (see discussion on defuitions in 3 S. 1).

When the heated film samples were placed in a phosphate bufEer solution, there was an increase

in the oxidative degradation as seen in Figure 4.1 1. This result is consistent with the literature

[Betts et al., 1994, Henry et al.. 19901 which has shown that salts can increase the polyethylene's

susceptibility to oxidation by acting as a catalyst for the oxidation reaction. It would be expected

that a simila. reaction should be present in the physiological environment because of al1 the saits

present in body fiuids.

When increasing the heating tune of the samples incubated in solutions (Figure 4.1 l), there was a

dramatic increase in the observed oxidation index for al1 samples. This included the control

films which were not exposed to the buf5er or the oxidant. Since the oxidation index values

appear to have reached a plateau value, it may be suggested that d e r 11 days of heating, the

sarnples have al1 approached a saturation point in oxidation. Despite this, there remains a small

but significant difference between the control and buffer treated groups, with the peroxide treated

samples (at a 95% confidence level), but not between the control and bufTer treated samples.

These data highlight the role of processing on the oxidation process and are relevant to the

physiological environment since pre-oxidized particles from Wear debris at inflammatory sites

will be engulfed by phagocytic cells which contain a harsh oxidative and hydrolytic environment

[Smith, 19941. One of the key oxidative agents present in the ce11 and secreted into the

inflammatory environment is hydrogen peroxide. If the particdate is able to be M e r oxidized

by hydrogen peroxide, after it is engulfed by the cell, then degradation products couid be

generated that may stimulate the secretion of biological agents that could play a role in the

degradation of the implant.

5.3 Hydrolysis of Oxidized UHMWPE

To date, there are no studies that have reported on the nature of biodegradation products

associated with UHMWPE particles, whether derived fkom physiologicaily relevant oxidants or

hydrolytic agents. Products generated fkom in vitro studies of this nature may be relevant to ce11

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108

responses observed foilowing the phagocytosis of UHMWPE particles at sites of 6 c i d joint

implants. One of the objectives of this thesis was to isolate and identiQ some of these

degradation products.

It should be considered that hydrolysis may be hindered by high crystallinity and hydrophobicity

[Ramer et ai., 19961. While UHMWPE is known to contain some crystallinity, it is reported to

contain amorphous regions [A. Wang, 19971. Ln addition, hydrophobicity is decreased with the

introduction of oxygen-containing groups through thermal and chemical oxidation. Susceptible

hydrolytic chemical groups are fiinctional groups which have carbonyls bonded to heterochain

elements of oxygen, nitrogen or sulphur [Coury et ai., 19961. Thus, ody samples that showed

signs of oxidation (i.e., containhg carbonyl and carboxyl groups) were hydrolyzed with

hydrochloric acid cholesterol esterase enzyme or buffer. By hydrolyzing oxidized samples, it

was anticipated that hydrolysis would be more likely to cleave iow molecuiar weight oligomers

of the polyethylene.

The isolation of products associated with UHMWPE, after it had been chernically and themially

oxidized and hydrolyzed, was successfully carried out by HPLC analysis. Interestingly enough,

there were three products that were associated with bufTer-rnediated degradation, afler thermal

and chemical oxidation took place (see Figure 4.15C). This result suggested that hydrolysis of

the samples had taken place in the presence of the buffer solution or that these products were

leached fiom the oxidized matenal. The analysis of HPLC results for enymatic degradation

products was shown in Figures 4.1 5 and 4.16. Although Figure 4.16 showed that many products

were generated through this hydrolytic degradation, it was suspected that some of these products

were achiaily associated with protein contaminants fiom the enzyme or with hydrolytic

degradation products complexed with some of these contaminants. Studies in our laboratory

have show that the cholesterol esterase enyme contains 90% of non-active protein

contaminants (communication with Mrs. Yi-wen Tang). These con tambants were of low

molecular weight since a 5000 molecuiar weight cut-off filter was used in the preparation of al1

HPLC samples. In order to confirm whether these peaks are related to con taminants or actual

hydrolytic products associated with the polyethylene, purified enzyme should be used in fuhue

studies.

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1 O9

The breakdown m e n t a t i o n pattemu from the mass spectroscopy redts for Peaks 1, 2, 3

(Figures 4.20,4.23,4.24) and 4A-10 (Figure 4.25) showed interesthg cbcteristics. From the

MS-MS of Peak 1 (Figure 4.23), it was proposed that the product was a polyethylene glycol

derivative and contained at least four repeat ethylene oxide uni& as seen in Table 5.1. It had a

molecular weight of 370. Oxidation should be a random process that cleaves the backbone of the

polyethylene. The probability that a product was genenited in which every second methylene

group contained an oxygen inserted into the backbone is too coincidental. Ethylene glycol

denved compounds are common laboratory contaminants and are usually found in lubricating

grease [Gottieb et al., 19971. It was not clear why this product was only found in the oxidized

samples; however, at this tirne this product is assurned to be a contamination product and no

m e r analysis was d e d out.

Table 5.1: Chemicai Structure of Fragmented Ions Related to Peak 1 (Derived from Figure

4.23)

m/z A m/z Ion Chemical Structure

Other peaks analyzed by mass spectroscopy were listed Table 4.6. It was found that the isolated

products fiom the b e e r treated samples had relatively hi& molecdar weights. For example, the

products associated with Peak 3 had molecular weights of 340 and 678. This indicates that the

oxidation and hydrolysis of UHMWPE occurs quite infrequently dong the methylene backbone.

Due to thne constraints, Peak 2 was analyzed with ATR-FTIR (see Appendix J) and Peak 3 (see

Figure 4.20) was further analyzed using both NMR and ATR-FTIR. Peak 3 was chosen because

is was simpler to analyze than peaks which contained enyme products (Peaks 4A and 4B senes)

and it was seen to have a similar mass spectrum fragmentation pattern to Product 2. Some

common hgrnented ions to the three MSMS spectra (Figures 4.21, 4.22 and 4.24) were

m/~55 ,70 , 83, 100, 1 1 1, 128, 182,2 10,226,326,43 5, and 453. If the structure of the products

in peak 3 could be elucidated, those in peak 2 codd also be easily defineci, since its molecdar

weight is less than 678, the value associated with the dominant product under peak 3.

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110

A concem considered during the d y s i s of the degradation products was that there may be

additives incorporated during the manufacturing process of UHMWPE PI], such as calcium

stearate, which could be identified as a degradation product. Mass spectroscopy was perfonned

on a sarnple of stearic acid (see Appendix G) and the hgmentation pattern was compared to the

degradation products found in this study. There was no matching product found for stearic acid.

A cornparison of the W absorbance of Peak 2 and 3 (Figure 5.3) shows both UV spectra have

the inflection point at slightly more than 200 nrn. The difference between the wo spectra lies in

small increases of absorbance between 250 and 300 nm, where there is absorbance for Peak 3 but

not for Peak 2. This result M e r suggests that the two products associated with Peaks 2 and 3

are similar in nature.

Peak 2 Peak 3

hluiura

Figure 5.3: Cornparison of the W Absorbance Spectra of Peaks 2 and 3. A. W Spectra

for Peak 2, and B. UV Spectra for Peak 3.

A pur@ test was performed on Peak 3 (Figure 5.4). Absorbance was detemiiaed at several

points dong the peak. The same absorbance spectra were not found throughout the sarnple.

Figures 5.4A and 5.4B showed very sirnilar UV spectra with the iaflection found slightly under

200 m. However, Figure 5.4C showed a shifi in the inflection point about 205 m as well as

some small absorbance signals in the higher W region 260 nm and 295 nm. Absorbance

between 200 to 400 nm is indicative of double bond sequences or aromatic groups mssenden,

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11 1

19901. It is highly doubtful that ammatics are present in our samp1e since none of the oxidation

pathways (see Section 2.55) reported in the literature have suggested such a product except under

extreme combustion conditions [Pacakova et al.. 19911. This was confirmed by mass

spectroscopy anaiysis which found that Peak 3 contained two molecular ions with a mass-to-

charge ratio of 341 and 679. Since the two products had the same retention t h e , the structures

must be relatively similar. It is suspected that one product may be a fragment of the other. Since

there was some difficulty in isolating the MW 341 sarnple for the MS-MS analysis and the 678

MW product seemed to be present in larger quantities (see MS intensity for parent ions in Figure

4.20), fiirther analysis of the structure was only pursued with respect to the higher molecdar

weight product-

A L O U . U O

MLuioa

Figure 5.4: W Absorbance of the Product Associated with Peak 3 to Determine Purity of

Sample. A, B, C, D, and E are different points on the curve and correspond to

different absorbance spectni.

For purposes of illustration, if the dominant peak contained a molecular weight of 678 MW, and

assuming only CH2 groups were present, then approximately 48 CH2 repeat units wouid make up

the molecde. Of course, this scenario is not possible, shce oxygen groups and some double

bonds are thought to be present based on the ATR-FTIR spectrum (Figure 4.26). There was a

hgment found in the MS-MS data of the high molecular weight product in Peak 3 (Figure 4.22).

The MS analysis showed that the last three fragments were very similar. The differences fiom

679.8 to 661.6 to 643.0 is approximately 18 which is water. This could be made up of an "OH"

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fiagrnent nom an alcohol and an "H" fiagrnent from the same compound or fiom the

environment. Free protons are very cornmon during MS-MS process and it would be quite easy

to pick up extra protons. The ciifference of 1 8 is also found between 435.2 to 452.0. As well,

another cornmon fragment was 17 found between pairs of ions (Le., 309 to 326). This could be

the "OH" fragment nom an alcohol group.

Other patterns shown by the MS analysis is the difference of 100 between pairs of fragments (i.e..

452.0 to 552.2 and 435.2 to 534.6). The MS analysis showed that a Merence of 226 was

commonly repeated between several pairs of ions (569.6 to 343.2, 552.2 to 326.4, and 534.6 to

309.4). in general there were large fragments of 100 and 226 removed fiorn the molecular ion

and rnany water molecules which were attributed to the cleavage of hydroxyl groups.

The ATR-FTIR analysis (Figure 4.26) showed that there were no aromatics present in this

product. This is difTerent fkom other thermal oxidation studies of polyethylene that showed the

presence of aromatics when low density polyethylene was placed in a combustion chamber

pacakova et al.. 19911. However, the latter study also showed the presence of 1-alkenes and

aikanes. The presence of these groups is suspected to be present based on the ATR-FTIR and

NMR shifts (Figures 4.26 and 4.28) in our study. Furthemore, their presence was suggested by

m a s spectroscopy and W absorbance results. However, the weak W, IR and NMR signals

suggest that the double bond contribution is very srnail as compared to the other functional

groups present in the product. If a double bond was present, it would be located near 1640 cm"

or 3000 to 3 100 cm-'. None was detected in the 1640 cm-', but a weak shouider peak is found in

the 3000 to 3 100 cm-' (Figure 4.26). Upon subtraction of the two spectra in Figure 4.26, it was

possible to see the presence of the IR signal in the 30 10 cm'' region which indicates the presence

of a double bonds (Figure 5.5). However, due to extremely low amount of sample used in this

study, the peak is very weak. Future work should consider repeating the measurement with a

greater concentration of sample.

M e r fiinctional groups confïrmed by the ATR-FTIR spectrogram (Figure 5.5) include the

presence of a large concentration of methylene groups (CH2) located around 1450 cm'' and

alkane stretches in the 3000 to 2820 cm" range. At 1000 cm-', there is a strong peak which has

been assigned to a hydroxyl group. At 1275 cm-' there was the presence of a very strong peak

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1 I3

that was associated with the solvent (see Figure 4.27). Upon subtraction, this peak was not able

to be removed h m the spectra. As weli, Appendix H shows the ATR-FTIR subtraction of Peak

2. It contained identicai IR peaks to those found in Peak 3. This M e r supports the hypothesis

that the products associated with Peak 3 are similar to the product associated with Peak 2.

m e r oxidation studies have investigated the degradation of polyethylene films in the presence

of bacterial and liver homogenates masserbauer et al., IWO]. The homogenate was a source of

both oxidative and hydrolytic agents and hence it mirrored the existing system studied in this

thesis. In the studies by Wasserbauer et al-(1990), there were several chemical groups identified

which included temiinal hydroxyl groups (1 020- 1 030 cm-'), other hydroxyl groups ( 1 040- 1 1 70

cm-'), and double bonds (1640 cm-'). Therefore, the presence of these groups provides support

for the nature of chemical groups proposed for the biodegradation product associated with Peak

3. Unfortunately, the presence of proteins was not assessed in the study by Wasserbauer (1990)

and hence protein contaminants in the spectra could not be d e d out.

3300 2800 2300 1800 1300 800

Wavenumber (cm")

Figure 5.5: ATR-FTIR Resultant of a Subtrnction of Peak 3 and DichIoromethane (Figure

4.26). The region between 2200 to 2400 cm-' was removed. This area represented

the carbon dioxide peak.

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I I 4

The NMR analysis did not show conclusive results on its own (see Figures 4.28 and 4.29) for the

structure of the product; however, it supported the presence of methylene, methyl and vinyl

groups. The specific assignment for hydroxyl protons could not be made since it is believed to

be masked by the large number of methylene groups located in the 1 to 1.5 ppm region. The

carbon-13 NMR (Figure 4.29) could only confirm the presence of alkanes at the 25 to 30 ppm

shift. It was suspected that there was a chernical shift that corresponded to an hydroxyl group,

but the majority of the sample was indeterminable in the diphatic region. Again, the amount of

sample available to be analyzed was very small (pg) and too much noise was present in a carbon-

13 spectrum. In the future, more product must be produced by changing the experimental

apparatus to increase the d a c e area of the reaction.

In summary, the structure could not be elucidated at this t h e . However, the product associated

with Peak 3 contains a majority of methylene groups, some methyl and CH groups with some

double bonds but there are fewer of these than hydroxyl groups. There are no other groups

present in this structure. It also has a large molecular weight of 680 which can determine that

about 45 carbon atoms, 96 hydrogen atoms and about at least four oxygen atoms are present in

the sample. Based on the mass spectra results, there are many very stable long chain hgments

with mass to charge ratios of 100 and 226. These may be straight hydrocarbon chah that were

cleaved in close proximity to double bonds or may contain double bonds themselves. Based on

the loss of many hgments with a m/z of 17 or 18, there were many hydroxyl groups present that

may have been pendant groups in a long hydrocarbon chain. Based on this information, M e r

work will concentrate on fùlly elucidating this structure.

The hydrolytic process resulted in many degradation products of interest. Future work will focus

on M e r isolating and determining the chernical nature of these products. However, to achieve

this objective, more degradation sample must be produced to obtain cleaner results. Other fiiture

work will use these degradation products or similar derivatives to study their influence on human

monocytes. Of specific interest is to determine whether they cm stimulate human monocytes to

produce inflammatory mediators that have been implicated in bone resorption around an implant.

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115

5.4 In Wro Study of HDPE Particles with Human Monocytes

The morphology and the relative sizes for Wgin UHMWPE and HDPE particle test specirnens as

seen using SEM were described in Figures 4.1 and 4.2. The HDPE was used as a substitute

material for the cell studies due to its smaller size which permitted the monocytdmacrophage to

engulf the particles as explained in Section 3.1. The eff& of changing this material is not

known. The ciifference between the two materials lies essentidy in the increased crystallinity of

the HDPE as compared to the UHMWPE, since the chernical composition itself has k e n shown

to be similar for both materials woronov, 19971. The amorphous regions of the UHMWPE has

been shown to allow for the diffusion of k e radicals throughout the bulk of the system WI]

and hence is suspected to be a contributory factor in the oxidation of the whole material. Since

HDPE does not have a dominant amorphous structure, the degree of oxidation will not be

appropriately simulated with the HDPE particles. Table 5.2 clearly shows that there is little

oxidation present in these HDPE particles, with both the irradiated control samples and the

thermally treated samples at 10S°C for 11 days. Thus, the effect of chernically-altered

polyethylene on the stimulation of monocytic release of cytokines codd be different for both the

HDPE and UHMWPE samples. Interestingly, it has been docurnented that the oxidation of

UHMWPE generates shorter chah lengths and that the material can take on the characteristics of

HDPE [Li2 et al., 19941. Most studies interchange the two materials in investigations that

examine the effect of polyethylene Wear particles in animal models [Goodman et al.. "1 995,

12-'1996, Howie et al., 19881 and thus the use of HDPE is not out of line with current studies.

However, in light of the lack of oxidation of the HDPE particles, it may be considered for friture

work to use either UHMWPE particles or another polyethylene which is stnichirally more similar

to UHMWPE in terms of its dominant amorphous content, such as a highly branched low density

polyethylene.

Table 5.2: Oxidation Indices of Thermaiiy Oxidïzed HDPE at 105OC for 11 days.

Both samples were irradiated and had n=3

HDPE (control)

mean + standard deviation

HDPE (heated)

mean + standard deviation

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116

The celi incubation experiments of this thesis were carried out as an initial assessrnent of the

eEect of modified HDPE particles on human monocytes since the premise of the thesis was

based on the hypothesis that chernicd changes in the polyethylene particies and its associated

products can influence ce11 fiinction. The investigation included viability studies, time-dependant

cytokine secretion studies and cornparisons between SEM rnicrographs of the cells using

different treatments of the particles. Due to limitations in resources, only 24 and 48 hour time

points were investigated.

In this time interval, it has been noted that most of the monocytes have not yet differentiated into

macrophages [Boynton, 199q and that differentiation would not occur until after 72 hours. The

SEM micrographs of the cells and particles (Figure 4.3 1) showed that both the human monocytes

and the particles are approximately 4 pin in size. While these ceus barely had enough cytoplasm

to cover the particles, the SEM micrographs (Figures 4.3 1) showed that the monocytes were able

to engulf the HDPE particles. The cells incubated with HDPE particles that were treated with

cobalt chloride were sickly in appeanuice (Figure 4.31 B ). The cytoplasm in these cells was

stretched thinly over the particles and much ce11 debris was present. When treated with the

hydrogen peroxide, the cells appeared more hgrnented (Figure 4.31 C). While there could be

concem that residuai hydrogen peroxide may be responsible for this result, precautions were

taken to avoid excess hydrogen peroxide. The particles treated with hydrogen peroxide were

rinsed several times with distilled water and dried in a 37OC oven for two &ys until use. This

procedure removed any residual hydrogen peroxide werck Index], therefore residual hydrogen

peroxide could not have contributed to cell death. Hence, it is believed that the modified surface

chemistry rnay have played a role in the death of the monocytes. These observations were also

supported by high level of ce11 death (approximately 80%) seen in samples treated with cobalt

and incubated with hydrogen peroxide (Figures 4.30) in the floating cells. The cobalt itself was

not responsible for necrosis because both samples of cobalt-treated HDPE and HDPE alone only

had 50% necrotic cells after 48 hours (Figure 4.30). Thus, the surface chemistry must be the

factor which caused ce11 death. The mechanism for this observation is unlaiown at this tirne.

A concem associated with the reported amount of cytokine is that there couid be an unknown

contribution fiom dead ceils that have adhered to the coverslip, as seen in the SEM micrographs

(Figure 4.3 1). These cells would also have DNA that would be used to normalize the amount of

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117

cytokine release and thus reduce the amount of cytokine reported. As well, some of the floating

ceUs are viable and secrete cytokines. These cells would not be included in the DNA count and

may amficially increase the reported amount of cytokine release per amount of DNA. To

overcome this difficulty, a live-dead stain must be done on both the adherent and floating ceils to

determine the contribution of the cells on the amomt of DNA and the cytokine release.

Nonetheless, the cytokine data do refiect some changes relative to the different particle

treatments, but clearly this aspect of the work needs M e r study before any conclusions can be

made.

The cytokines investigated were IL-1 i3, DL-6 and T N F a and are shown in Figures 4.32 to 4.34.

In general, al1 cytokines were detected afler 24 hours; however, the levels were very low d e r 48

hours. The IL4 P production was inhibited the most by the cobaltmydrogen peroxide sample and

the least with the HDPE particles relative to the control. For the IL-6, the amounts of cytokine

secreted were similar for al1 particle treatments. However, for the TNF-a, the peroxide treated

samples and the collagen/DMSO sample showed the greatest secretion of this cytokine after 24

hom. Other particle/human monocyte studies showed this phenomenon of decreased cytokine

release with titanium particles plaine et al., 19961. They found that there was an initial burst of

cytokine release in the fbst 16 hours and after 24 hours, there was a decrease in the cytokine

release of IL-6 and TNF-a. This pattern may be sirnilar to the cytokine release found in this

study. Shanbhag et al.. 1995 reported the release of cytokines fiom human monocytes after a 24

hour incubation period with polyethylene particles. Longer experiments were not carried out.

They determined the e ffect of retrieved polyethy lene particles and fabricated pol yethy lene

particles on their ability to stimulate ce11 mediators fkom human monocytes. The fabricated

particles showed a greater release of cytokines compared to the retrieved particles. I f the

hypothesis in our study holds me, then based on the IL-1P data, the retrieved polyethylene

particles would be analogous to the oxidized particles in our study.

The production of al1 the cytokines decreased d e r 48 hours. An explanation for this resdt is

based on the fact that the monocytes had not difkrentiated into macrophages, and hence, the

macrophages can not be activated to produce more cytokines. It is well docurnented that

activated macrophages produce a greater amount of cytokines than monocytes [Johnston, 19881.

It is possible to stimulate monocytes to produce increased cytokine levels, as shown by Shanbhag

et al. (1995), who used the stimulant, phorbol 12-myristate acetate. As weU, studies in our

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118

laboratory poynton et al., 19971 have shown in vivo that Tceiis c m ampli@ the inflammatory

response to polyethylene particles. It has dso been noted by the same authors that once the T-

ceiis are gone, the ce11 stimulus is no longer present Labow et al. (1998) found that they needed

to initiaüy activate human monocyte-derived macrophages by plating them on polystyrene cell

culture dishes before incubating them with polyurethane that underwent ceii-induced

biodegradation. In this thesis, there was no deliberate stimulation of the cells, and hence, Little

production of cytokines was observed in the period following 24 hours. Thus, to see an increase

in the production of cytokines, stimulation of the monocytes is needed.

Another important consideration is that the periprosthetic tissue response to particles is more

complicated than what has been modeled in in vitro experiments [Blaine et al., 19961. However,

most studies ody moael the effect of particdates on a particular cell population nich as

monocytes [Shanbhag et al., 1995, Rogers et al., 19971, osteoblasts [Men et al., 1997,

macrophages [Glant et al., 19931 to the particles. It has been shown that cells are able to

communicate with other cells to elicit a response. Studies [Horowitz et al., 19971 showed that

macrophage and osteoblasts interact with each other and that the interaction of macrophages with

polyethylene particles generates the release of W u and prostaglandin Ez. in addition, CO-

cultures of macrophages and osteoblasts that were incubated with polyethylene particles showed

increased levels of prostaglandin Ez and the production of IL-6. As weli, it has k e n shown that

the production of T N F s by macrophages stimulates the release of iL-6 by osteoblasts in the

presence of polymethylmethacrylate particles. While these results were shown with a mouse

ceIl-line rather than human cells, they emphasize the importance of introducing other factors to

make the experimental model more complete. To Mly model the clinical environment, a greater

understandhg of how cells signal other cells is needed. Thus, a more complex ce11 mode1 than

the one introduced in this study is needed to understand the relationship between different ceils,

polyethylene particles and their involvement in bone resorption.

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6.0 SWMMARY AND CONCLUSIONS

1. Oxidation

In general, UHMWPE was relative raistant to both chemical and thermal oxidation.

Oxidation of UHM7KPE by chemical means was only observed if it was pre-

sensitized with thermal andor y-irradiation treatments. The effkct of thermal

treatments could be inherent within the materials as a r e d t of processing, although

they would not be as severe as those generated with the conditions shown in this

thesis (i.e.. 11 days at 1OS0C)

The effect of cobalt chloride on the oxidation of UHMWPE is not clear because the

amount of oxidation generated by pre-sensitizing the material with thermal treatments

produced a sanirated oxidation level.

2. Hydrolysis

Hydrolysis of UHMWPE was only observed with oxidized UHMWPE materials.

Degradation products were found with the hydrolysis of oxidized UHMWPE particles

following incubation in buffer solution, 4N hydrochlonc acid or 40 U/mL of

cholesterol esteme.

fncreasing the thermal oxidation time and incubating the sample in buffer or

hcreasing the hydrolytic incubation periods resulted in production of many

degradation products with similar HPLC retention times.

Hydrolytic degradation with 4 N hydrochloric acid or 40 U/mL cholesterol esterase

solution resulted in the production of degradation products that had similar retention

times.

The UHMWPE-derived degradation products consisted of high molecular weight

oligomers (ranging from 340 to 680). Due to the small amounts of products and

Iimited time, isolation and identification of al1 products were not possible.

The structure of the dominant product associated with Peak 3 was not able to be NIy

identified. However, it is proposed that it contains many alkane groups, with a few

hydroxyl groups and possibly some double bonds. Its molecdar weight is 679 5

a.m.u.

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CelV HDPE particle studies were carried out using human monocytes and the

particles were iatroduced into the cells using methods adapted nom a mouse

macrophage cell-line model.

Increased chernical treatment on the particles (i.e. HDPE only > t h e d l y oxidized

HDPE coated with cobalt > thermally oxidized HDPE coated with cobalt and

incubated with 10 w/wO/o hydrogen peroxide), increased the amount of necrosis of the

cells.

il-le and Il-6 cytokines were detectable in the incubation medium of human

monocytes d e r 24 hours and 48 hours for al1 three treated particles: 1. HDPE; 2.

themially treated and cobalt treated HDPE, and 3. themially treated, cobalt treated and

incubated in 10 w/w% hydrogen peroxide. However, T N F a was detectable after 24

hours, but not after the 48 hour incubation period.

M e r 24 hours, there was no statistical difference among the three particle

preparations on the secretion of IL-IP. However, der 48 hours, there was a

significant decrease for the HDPE treated incubated with hydrogen peroxide

compared to the other sample preparations.

M e r 24 hours of incubations, the IL-6 samples showed no difference in the cytokine

release. However, after 48 hours, the amount of IL-6 released fiom the cells

containing HDPE treated with cobalt was significantiy higher than the other sample

preparations.

The TNF-a samples showed that the greatest release of this cytokine occurred for

cells treated with cobalt and hydrogen peroxide after 24 hours. Mer 48 hours, no

cytokines was detected.

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1. This thesis used very harsb oxidation conditions to illustrate the effect of irradiation, thermal

and chemical treatments on UHMWPE. Thexmal treatments for up to 11 days at 105OC and

chemicai treatments with 7.6 mM HOC1 and 10 w/w?h hydrogen peroxide were used. Even

the hydrolytic conditions were very harsh using 4 N hydrochloric acid or 40 U/mL of

cholesterol esterase as hydrolytic agents. These conditions need to be changed to determine

the effect of these factors on UHMWPE in a physiologically relevant environment. This may

be accomplished by using cobalt chloride to lower the temperature of the thermai treatments

and the concentrations of oxidants and hydrolytic agents, since metal ions are known to be

found in Wear debris and can act as a catalyst for oxidation reactions.

Other methods such as secondary ion mass spectrometry (SIMS) or atomic absorption

spectroscopy ( U S ) are needed to determine the exact concentration of cobalt on the surface

of the material. AAS has a detection limit of 0.3 ppb, which is far supenor to the capabilities

of the SEM-EDAX system used in this study. SiMS has a spatial resolution of 50 nm, can

observe the outemost 1 to 2 nm of the surface, and provides depth profiling s u e s up to

1 p into the sample [Cooke et al., 19961.

It was odd that no low molecular weight products were found in this study. It is possible that

lower molecular weight products were not detected in the incubation solution but were

associated with the particles. Chioroform extraction was used to assess this hypothesis,

however, no products were found. Using an acetone extraction with the particles, it may be

possible to detemine their presence because many low molecular weight hydrocarbons are

more soluble in acetone than chioroform.

A better experimental design is needed to oxidize UHMWPE particles in order to generate

more product. The lirnit of detection of many of the analfical techniques is in the

microgram level. The existing protocol yields products in the nanogram or microgram level.

There were several degradation products found under the HPLC peaks that are believed to be

associated with the enzyme. Many of these products may have been complexed with the

UHMWPE degradation products. By using purified cholesterol esterase, these protein

contaminants could be eliminated and would thus make the isolation of the products easier.

It is of interest to refhe the HPLC method to decrease the run the . More effort should be

charmeled towards this concern.

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122

To date, ody one product peak has been identified which contains hydroxyl groups. The

Literature review has proposed that some of the degradation products would contain some

carboxylic acid groups (see Section 2.5.5 of the literature review) since it was anticipated that

the hydrolytic conditions were cleaving ester-type linkages. To date, no carboxylic or

carbonyl groups have been identified with the isolated degradation products. Molecules with

carboxylic acid groups would be more hydrophilic than those without these groups and wodd

have been eluded faster fiom the HPLC column. There were many products that had low

retention times and they may contain some acid groups. Thus, M e r isolation and

identification of these products are required.

A new macrophage mode1 should be used which would include other celis present in the

innamrnatory environment of bone implants such as osteoblasts and neutrophils. Many of

these cells are needed to communicate with each other in order to stimulate the release of

cytokines.

The use of a "pruning" factor for the human monocytes may be needed to stimulate the cells

before detemilliing the actual secretion patterns of the cytokines.

10. The ceIl culture should be nin for longer time periods to determine the chronic effect of the

particles on macrophage ceIis rather than monocytes.

1 1. An experiment that should be done to compare the effect of thennaily oxidized HDPE and

non-oxidized HDPE on ce11 viability. This control sample was needed to determine the effect

of thermal oxidation on the viability and cytokine release since both the cobalt treated HDPE

samples were thexmally oxidized before they were incubated in the various solutions.

12. The particles used in ce11 -dies should be UHMWPE instead of HDPE since the latter does

not oxidize under the same conditions as UHiMWPE. To date, the only available UHMWPE

in the micron range was produced by a cryogenic milhg process [Shanbhag et al., 19961.

They produced a yield of lg for every 250g of starting resin. Other work should be carried

out to increase the yield. As well, other polyethylene grades with more amorphous structure

than HDPE may be considered as a potentid substitute for UHMWPE if availability of

UHMWPE particles in the micron range remains an issue.

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Bufier Used in HOC1 Assav

Buffer: 40 m M NaH2P04 (Mallinckrodt), FW Na&P04- HzO = 137.99 274 rnM NaCl (Sigma), FW= 58.44 2 mM MgCl2 (Aldrich), F W = 95.22 10 mM KCl (Malhcicrodt), FW= 74.55 adjust to pH 7.4

Taurine solution 65 rnM in ddH20 (Aldrich), FW= 125.15 Potassium iodide 120 mM in dd&û (Matheson Coleman & Beii), FW= 166.0 1 NaOCl solution (Aldrich), p= 1.097 g/rnL, FW= 74.44 (4.5g of chlorine per l OOg of solution)

Chemicais Needed For Hvdropen Peroxide Assay

Ammonium molybdate tetrahydrate (ACS reagent)

Potassium iodide, KI (99.99+%)

Sodium hydroxide, NaOH (99.99%)

Potassium hydrogen phthalate, KHP (99.95%)

Hydrogen peroxide (30%), stabilizer-fke

Water (double-distiiled and filtered though a 0 . 2 2 ~ filter)

AIcanox

Preparation:

Clean d gassware in an ultrasonic cleaner using a solution of Alcanox in hot water. Clean

cuvettes using concentrated s u h i c acid or chromic acid cleaning solution and rime very well with

distilled water before using.

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APPENDIX B:

CALCULAT~~ON OF AMOUNT OF m E NEEDED.

Amomt of UHMWPE needed for experiment

Surface area of bottle: 52.8 cm2

Particle diameter for UHMWPE: range h m 100400 p. Choose 250 p (fiom SEM micrograph, Figure 4.1) as the mean diameter.

Surface area for one particle = 4 il R~ -7 2 = 1.963 x 10 m

No. of particles needed for a monolayer: Surface area of boale Surface area of a particle

= 0.00528 m2 -7 2 1.963 x 10 m

= 26897.6 particles needed to form a monolayer

Volume of one particle: 4/3 rI R~ 12 3 =8.818x 10 rn Iparticle

Mass of particles needed = (volume of particle) x (number of particles) x ( density of one particle) = 0.2090 g

Therefore 0.2090g is need to form a monolayer in the reaction bottle. Because particles are lost during the replenishment process, 10% excess particles are used. Thus, 0.230g of particles are used for each reaction vessel.

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APPENDIX C:

CALIBRATION CURVES FOR HOCL AND EYDROGEN PEROXIDE ACTMTY

Calibration Curve for Sodium Hypochlorite for Active Chlorine

Concentration (m M)

Calibration Cuwe for Hydrogen Peroxide (KI, 99% pure)

0.02 0.04 0.06 0.08 O. 1

Concentration of H20, (nmol/mL)

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CHOLESTEROL ESTERASE ACITVTTY ( WIUTIEN BY DR. FRAM( G.B. WANG)

De£inition of CE Activity: CE cataiysis

pnitrophenyl acetate @ M A ) + FI20 - pnitrophenol (ye11ow) + acetic acid

A unit of CE activity was defined as the production 1 nmoVmin of pnitmphenol from the hydrolysis ofpnitrophenyl acetate in the presence of CE at pH 7.0 at 25OC.

Details: Amount ofpnitrophenol formed is monitored by the increase in UV absorbane at 4 1 O nm. The molar extinction coefficient ofpnitrophenol (E) at pH 7.0 is 16,000 UmoVcm. The thickness of sample ceil (l) is u d y 1 cm. The reasonable range of UV absorbance increase (A) is 0.01 O.DJmin. based on previous experiments. C is the concentration ofpniaolphenol (moVL). Using Beer's Law (A=&), C- 625 moVUmin, If you are using a 1.5 mL cuvette, pnitrophenol amount = C x 1.5 x 1 o-~L= 0.93 75 nmol 1 nrnoVrnin. Ifyou are using a 3.0 mL cuvette, pnitrophenol amount = Cx 3 . 0 ~ 1 o J ~ = 0.9375 nmol = 2nnioVmin.

k Subatrate Preparation: 1. p-Nitrophenyl Acetate @NPA) Preparation

Weigh 22.0 mg ofpNPA Dissolve in t mL of methanol.

U. Preparation of 100 mi, of Sodium Acetate (0.1 M) Weigh 0.8g of sodium acetate (0.82g is using anhydrous sodium acetate) Dissolve in distiiied water. Adjust to pH 5.0 using HCI. Adjust volume to 100 mL.

m. Addition of 1 + II Add 99.0 mL of solution II to solution 1. The solution is light-sensitive; cover container with foil Heat gently and stir solution for 0.5 to 3 hours until solute is completely dissolved.

B. Phosphate BPner Preparation (not PBS) 0.5 M Sodium Phosphate Buffer, pH 7.0 Add 0.0 195 moles of Na&P04 Add 0.0305 moles of Na2HPO4 Adjust to pH 7.0 with either HCI or NaOH

C. Cholesterol Esterase Preparntion Prepare 100 mL of 2 unit/mL solution based on activity supplied by manufacturer. Fiiter the solution ushg a Miilex GV filter (0.22 pn). **Use this solution within 10 to 15 minutes because it is heat sensitive, else store in the fndge.

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T m on spectrophotometer 20 minutes before use. Adjust to 410 nm wavelength. Deuterium is OFF and Tungsten is ON.

3.0 mL Cuvette Blank: - Test: 1 .O mL ofpNPA 1 .O mL ofpNPA 2.0 mL of phosphate buffer 2.0 mL of phosphate b& O. 10 pL phostphate buffefl 0.10 pL of CE

Before adding the enzyme to the test group, zero the spectrophotorneter. Add enzyme and measure absorbance. Take absorbance measurement every 30 seconds for 5 minutes When the dope of the graph is 0.01 O.Dfminute, the activity of 0.1 mL of the CE solution is 2 mits (20 units/mL). The value is acceptable if the dope varies between 0.008 < slop4.0012. This refers to the activity between 8 and 12 U12its/mL, respectively. If a higher value was obtained, then the relationship between the slope and the activity is not linear. Thus the solution must be diluted. This process is repeated until the slope falls between the specified range.

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APPENDIX E:

Mass Spectra of Peak 4 Products: ( Peaks 4A-11,4A-12 and 4A-13)

A'.1 1

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Mnss SpeetrP of Peaks 4B-3,4B-9 and 4B14

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APPENDIX F:

Mass Spectra of Stearic Acid

Stearic Acid (BDH #50943)

Stearic Acid, MW 284 fiom BDH Chemicds, Toronto. Cat # 50943

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A P P ~ I X G: Caiibrition Ciuves for Cytolone AnaIysis

Standard Cumes for DNA analysis: y= 0.7222~ + 26.501, where y= fluorescence and x =ng/mL DNA RL 0.9874

IL- 1 B Standard Curve for Elisa: y= 0.066~ + 0.035, where y= absorbance at 450 nm and x- pg/mL of IL-1 /3

IL-6 Standard Curve for Elisa : y= 0.0015~ + 0.0025, where y= absorbance at 450 mn and x= pg/rnL of IL4 R' = 0.9996

W-a Standard Curve for Elisa: y= 0.0026~ + 0.0664, where y = absorbance at 450 nm and x = pg/mL of RIFa R~ = 0.9833

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APPENDIx W: ATR-FTIR Data for Peak 2

ATR-FTIR Substraded Spectrum of Peak 2

I m

Wavenumber (cm-')

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