siloranes – perfectly suited for use in the posterior€¦ · be explained by highly hydrophobic...

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Siloranes – perfectly suited for use in the posterior Dr. Gabriel Krastl, Department of Periodontology, Endontology and Cariology, Basel University Dental Hospital Prof. Karl-Heinz Kunzelmann, Restorative Dentistry and Periodontology, University of Munich Apart from esthetic and functional aspects, the main goal of a restoration is to achieve a bacteria-proof seal of the cavity to prevent an infection of the endodontic system. However, it is difficult to fulfill this requirement using methacrylate-based filling materials. The reduction of intermolecular monomer interspaces in the context of a polymerization reaction results in volumetric shrinkage of the composites and leads to the development of marginal gaps, marginal discolorations and in unfavorable cases even to secondary caries. Different strategies are possible to avoid these problems. Polym- erization shrinkage can be compensated e.g. by a high percent- age of fillers in the composite, by employing certain layering techniques, and by a good adhesion to the tooth. In the past dec- ades, improvements were mainly based on the filler technology. While highly esthetic composites enable dentists to produce restorations in previously unmatched quality, the problem of shrinkage is still a topic of concern. On closer inspection, how- ever, it becomes clear that groundbreaking changes on the basis of the current chemistry are unlikely – whereas the development of new low-shrink monomers might be the key to the problem. At present, there is only one product available which is based on an approach of reducing polymerization shrinkage by introducing a new matrix chemistry: Filtek Silorane (3M ESPE ). It is com- posed of the monomers siloxane and oxirane which combine hydrophobic properties and biocompatibility with mechanical stability and low shrinkage. The material is based on a ring- opening chemistry and cationic polymerization. This means that siloranes shrink during polymerization, but the ring-opening step in the polymerization compensates to a great extent for the shrinkage that occurs in the process [12]. Additionally, the chem- istry of the filler surfaces had to be changed and a new adhesive system had to be developed for the “silorane chemistry“ [6]. Indications for siloranes At present, siloranes are suitable for posterior restorations and are indicated for class I and II cavities. The mechanical proper- ties of Filtek Silorane are similar to those of clinically proven methacrylate-based composites [7]. Generally, direct fillings are not indicated in cases where chewing forces have to be borne exclusively by the filling material and a supportive function of the tooth is missing. As soon as the load of chewing is borne in part by the enamel as well, composites should be well suited as fill- ing materials. The use of rubber dam is highly advisable for silorane fillings, since a contamination with blood, saliva or sulcus fluid during the application could have negative consequences. This fact can be explained by highly hydrophobic material characteristics and therefore low moisture tolerance – the recommendation of using rubber dam, however, applies to other composites as well. Filtek Silorane comes in four shades (A2, A3, B2, C2). These are sufficient for the posterior region particularly in the case of pure- ly intracoronal defects even in demanding esthetic situations. Preparation of the hard tooth structure Cavity preparation follows the general rules of an adhesive bonding technique. The healthy tooth substance should be preserved as much as possible. Due to lower shrinkage, a thin enamel wall which hardly supports the dentine can be left. The finish of the enamel margins follows with a fine-grained diamond to bevel the preparation margin. This increases the probability of cutting the enamel prisms perpendicular to the lon- gitudinal axis. Moreover, enamel prisms which are „loosened“ during the preparation are removed. Otherwise, these might lead to cohesive cracks in the enamel after placement of the filling material. As an alternative to the diamonds, elastic polishers can also be used to remove loose enamel prisms. Siloranes have been shown to have very good biocompatibility characteristics. Cytotoxicity, mutagenicity and allergenic poten- tial are similar or better than for conventional composites [3],[10]. However, the dentist has to bear in mind that the adhe- sive system used for Filtek Silorane contains methacrylate chemistry, i.e. the Filtek Silorane System cannot be employed as an alternative to methacrylates in cases of intolerance. The Silorane Adhesive System Due to a highly different chemistry compared to methacrylate- based composites, an appropriate adhesive system has to be used – the Silorane System Adhesive. This two-step self-etch- system does not (as might be expected) contain ring-opening monomers, but it includes conventional methacrylate-based monomers such as HEMA, TEGDMA and BisGMA. The develop- ment of a self-etch adhesive system on silorane basis is difficult from a chemical point of view because acidic components initiate the opening of the epoxide rings. The Silorane System Adhesive Primer is in its composition com- parable to conventional products. The Silorane System Adhesive Bond is providing the compatibility to the highly hydrophobic silorane matrix. The phosphate group of the acidic methacrylates in the bond interacts with the oxirane groups in the silorane and enables a chemical bond between the adhesive layer and the composite. Etching with phosphoric acid is not required according to the manufacturer (except for unprepared enamel). Espertise

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Page 1: Siloranes – perfectly suited for use in the posterior€¦ · be explained by highly hydrophobic material characteristics and ... bottle is not shaken before use for a temporary

Siloranes – perfectly suited for use in the posteriorDr. Gabriel Krastl, Department of Periodontology, Endontology and Cariology, Basel University Dental Hospital Prof. Karl-Heinz Kunzelmann, Restorative Dentistry and Periodontology, University of Munich

Apart from esthetic and functional aspects, the main goal of a restoration is to achieve a bacteria-proof seal of the cavity to prevent an infection of the endodontic system. However, it is diffi cult to fulfi ll this requirement using methacrylate-based fi lling materials. The reduction of intermolecular monomer interspaces in the context of a polymerization reaction results in volumetric shrinkage of the composites and leads to the development of marginal gaps, marginal discolorations and in unfavorable cases even to secondary caries.

Different strategies are possible to avoid these problems. Polym-erization shrinkage can be compensated e.g. by a high percent-age of fi llers in the composite, by employing certain layering techniques, and by a good adhesion to the tooth. In the past dec-ades, improvements were mainly based on the fi ller technology.

While highly esthetic composites enable dentists to produce restorations in previously unmatched quality, the problem of shrinkage is still a topic of concern. On closer inspection, how-ever, it becomes clear that groundbreaking changes on the basis of the current chemistry are unlikely – whereas the development of new low-shrink monomers might be the key to the problem. At present, there is only one product available which is based on an approach of reducing polymerization shrinkage by introducing a new matrix chemistry: Filtek™ Silorane (3M™ ESPE™). It is com-posed of the monomers siloxane and oxirane which combine hydrophobic properties and biocompatibility with mechanical stability and low shrinkage. The material is based on a ring-opening chemistry and cationic polymerization. This means that siloranes shrink during polymerization, but the ring-opening step in the polymerization compensates to a great extent for the shrinkage that occurs in the process [12]. Additionally, the chem-istry of the fi ller surfaces had to be changed and a new adhesive system had to be developed for the “silorane chemistry“ [6].

Indications for siloranesAt present, siloranes are suitable for posterior restorations and are indicated for class I and II cavities. The mechanical proper-ties of Filtek Silorane are similar to those of clinically proven methacrylate-based composites [7]. Generally, direct fi llings are not indicated in cases where chewing forces have to be borne exclusively by the fi lling material and a supportive function of the tooth is missing. As soon as the load of chewing is borne in part by the enamel as well, composites should be well suited as fi ll-ing materials.

The use of rubber dam is highly advisable for silorane fi llings, since a contamination with blood, saliva or sulcus fl uid during the application could have negative consequences. This fact can

be explained by highly hydrophobic material characteristics and therefore low moisture tolerance – the recommendation of using rubber dam, however, applies to other composites as well.

Filtek Silorane comes in four shades (A2, A3, B2, C2). These are suffi cient for the posterior region particularly in the case of pure-ly intracoronal defects even in demanding esthetic situations.

Preparation of the hard tooth structureCavity preparation follows the general rules of an adhesive bonding technique. The healthy tooth substance should be preserved as much as possible. Due to lower shrinkage, a thin enamel wall which hardly supports the dentine can be left. The fi nish of the enamel margins follows with a fi ne-grained diamond to bevel the preparation margin. This increases the probability of cutting the enamel prisms perpendicular to the lon-gitudinal axis. Moreover, enamel prisms which are „loosened“ during the preparation are removed. Otherwise, these might lead to cohesive cracks in the enamel after placement of the fi lling material. As an alternative to the diamonds, elastic polishers can also be used to remove loose enamel prisms.

Siloranes have been shown to have very good biocompatibility characteristics. Cytotoxicity, mutagenicity and allergenic poten-tial are similar or better than for conventional composites [3],[10]. However, the dentist has to bear in mind that the adhe-sive system used for Filtek Silorane contains methacrylate chemistry, i.e. the Filtek Silorane System cannot be employed as an alternative to methacrylates in cases of intolerance.

The Silorane Adhesive SystemDue to a highly different chemistry compared to methacrylate-based composites, an appropriate adhesive system has to be used – the Silorane System Adhesive. This two-step self-etch-system does not (as might be expected) contain ring-opening monomers, but it includes conventional methacrylate-based monomers such as HEMA, TEGDMA and BisGMA. The develop-ment of a self-etch adhesive system on silorane basis is diffi cult from a chemical point of view because acidic components initiate the opening of the epoxide rings.

The Silorane System Adhesive Primer is in its composition com-parable to conventional products. The Silorane System Adhesive Bond is providing the compatibility to the highly hydrophobic silorane matrix. The phosphate group of the acidic methacrylates in the bond interacts with the oxirane groups in the silorane and enables a chemical bond between the adhesive layer and the composite. Etching with phosphoric acid is not required according to the manufacturer (except for unprepared enamel).

Espertise™

Page 2: Siloranes – perfectly suited for use in the posterior€¦ · be explained by highly hydrophobic material characteristics and ... bottle is not shaken before use for a temporary

Previously unpublished data, however, indicate that an additional etching step (exclusively on enamel) improves the marginal qual-ity – it is therefore recommended by the authors.

The self-conditioning Silorane System Adhesive Primer has an oily consistency. According to manufacturers’ instructions, it is rubbed in for 15 seconds, gently dried with air and light polymer-ized for ten seconds. This step is essential to avoid an intermixture with the second hydrophobic component, the Silorane System Adhesive Bond. In contrast to the Silorane System Adhesive Primer, the bond has a much higher, honey-like viscosity. If the bottle is not shaken before use for a temporary reduction of the viscosity, it may be diffi cult to dispense it. An application with a Microbrush applicator (Microbrush international) leaves a visible layer at the cavity walls and in the area of the cavity margin. Against the background of a low abrasion resistance of the com-paratively low-fi lled bonding, a thick bonding layer should be avoided in the marginal areas. For thinning out the layer in these areas, a combination of air-drying and brushing out of the cavity turned out to be a suitable strategy. Hereby, it is almost unavoid-able that the material also comes into contact with the unpre-pared tooth surface. This fact has to be borne in mind for the fi nishing step. After having light-cured the bond for ten seconds, the cavity is ready to be treated with the silorane material.

Application and layering techniqueWhen using materials with signifi cantly reduced polymerization shrinkage, the question arises if layering is still necessary. For Filtek Silorane, it clearly is. The reason is a depth of curing of maximally 2.5 mm of the material which makes layering essential in cases of deep cavities. Out of a number of different layering techniques, the oblique technique turned out to be most success-ful. The fi rst layer is applied horizontally at the cavity fl oor, while further layers are obliquely positioned taking into account the c-factor and a maximal layer thickness of 2.5 mm per increment. The last two layers build the contour of the occlusal surface.

Class II cavities have to be treated with an adequate matrix tech-nique which seals the defect in the cervical area and at the same time optimally simulates the approximal contour of the tooth. For most cases, contoured partial matrices work best. By now, ana-tomically formed matrices are available for the classical matrix retainer.

Before employing the layering technique described above, the marginal ridge can be built up to the optimal height with a thin composite layer in the fi rst step. This layering technique trans-forms the class II cavity into a class I. Afterwards, the matrix can be removed to simplify the subsequent layering steps. When using the material for the fi rst time, one will notice that its vis-cosity is high. Due to its thixotropic properties it can be adapted easily to the cavity fl oor if suffi cient pressure is used. Even large areas of the occlusal surfaces and cusps can be built up without problems of slumping because of its high stability.

The modelation of the different layers is possible without pres-sure of time, because Filtek Silorane exhibits a low sensitivity to light. The polymerization time recommended by the manufac-turer is at least 40 seconds for all halogen lamps and 20 sec-onds for LEDs with an intensity greater than 1000 mW/cm2. The minimum intensity for both has to be 500 mW/cm2.

Finish and polishingDue to an adequate anatomical layering, the fi nishing and pol-ishing steps can be reduced to a minimum. Particular attention should be paid to the removal of excessive silorane bond on the tooth surface. This is often diffi cult because the enamel surface is conditioned by the self-etching primer and the largely trans-parent bond is barely visible. To remove the material, the use of a sickle scaler or a scalpel (# 12) turned out to be valuable.

With a fi ller size between 0.1 and 2 µm (mean fi ller size 0.47 µm), the conditions for polishing are similar to traditional micro hy-brid composites. With conventional instruments, highly satisfy-ing polishing results can be achieved.

Finishing and polishing with discs (Sof-Lex, 3M ESPE) leads to microscopically excellent results, however, this method is not applicable for occlusal surfaces because of numerous concave or for dimensional reasons inaccessible areas. The use of sili-cone polishing points (Jiffy Polisher Points medium, Ultradent) results in a smooth and silk-matte surface. The surface is pol-ished quickly to a high gloss with polishing brushes which are doped with silicium carbide (Occlubrush, Kerr Hawe). The gloss retention is subject to limitations due to the fi ller technology. A few months later, the fi lling seems to be a bit duller, an effect which becomes particularly visible after air-drying. However, this is not an esthetic constraint in the posterior region. Adhe-sion of oral microorganisms seems to be reduced compared to conventional methacrylate-based composites with similar sur-face roughness. This is explained by the hydrophobic properties of the material [2].

Radiopacity While it is diffi cult to answer the question of what is the optimal level of radiopacity, the radiopacity of Filtek Silorane is certainly moderate compared to many other materials and could be opti-mized. In general, dentine adhesives are not radiopaque. When the coat of dentine adhesive is slightly thicker than usual, it be-comes more diffi cult to interpret the radiograph with respect to the differential diagnosis. Today, it is unlikely that an intact fi lling will be restored because of a high translucency below that fi ll-ing. Moreover, modern excavation methods tend to leave den-tine in the cavity which can remineralize. All these aspects have to be taken into account and currently lead to a lively discussion on radiopacity.

ConclusionAbandoning the methacrylate chemistry seems a big step in the improvement of composites. Due to favorable mechanical, bio-logical and optical properties, siloranes are perfectly suited for use in the posterior tooth area. Their most important positive potential is their unequalled low polymerization shrinkage of < 1 %. For the evaluation of siloranes, it has to be considered that their optimization has just begun while conventional com-posites have been subject to optimization for 50 years. While the potential to optimize methacrylate-based composites is almost exhausted, it is now the task of the silorane-developers to show and use the potential of siloranes.

Page 3: Siloranes – perfectly suited for use in the posterior€¦ · be explained by highly hydrophobic material characteristics and ... bottle is not shaken before use for a temporary

Fig. 6 Situation after cautious air-drying and light-curing of the primer.

Fig. 7 Application of the bonding material. Fig. 8 After polymerization, particularly in the area of the mesiopalatal cusp (at the cavity mar-gin), a bonding layer becomes visible which was accidentally not thinned out suffi ciently.

Fig. 9 Application of material into the cavity for the fi rst layer on the cavity fl oor. Fig. 10 Oblique layer to achieve an anatomically correct build-up of the buccal load-bearing surfaces up to the central fi ssure.

Fig. 1 Amalgam fi lling with a defective margin at the distal side and suspected secondary caries.

Fig. 2 Situation after complete excavation of caries and preparation of the restoration margins with a slight bevel.

Fig. 3 Selective enamel etch with phosphoric acid for 20 sec. Fig. 4 After rinsing-off the phosphoric acid and cautious drying of the cavity (do not overdry!), the etching pattern is just visible.

Fig. 5 Application of the primer.

The case shows the procedure of a filling treatment of a single occlusal cavity with Filtek™ Silorane.

Page 4: Siloranes – perfectly suited for use in the posterior€¦ · be explained by highly hydrophobic material characteristics and ... bottle is not shaken before use for a temporary

Shortened reprint from Ästhetische Zahnmedizin 2008

Correspondency address:OA Dr. Gabriel KrastlKlinik für Parodontologie, Endodontologie und KariologieUniversitätskliniken für ZahnmedizinHebelstr. 34056 Basel · SWITZERLANDE-Mail: [email protected]

Literature

1) Bouillaguet S, Gamba J, Forchelet J, Krejci I, Wataha JC. Dynamics of composite polymerization mediates the development of cuspal strain. Dent Mater. 2006; 22:896-902.

2) Buergers R, Schneider-Brachert W, Hahnel S, Rosentritt M, Handel G. Streptococcal adhesion to novel low-shrink silorane-based restorative. Dent Mater. 2008 (E-pub ahead of print)

3) Eick JD; Smith RE, Pinzino CS, Kostoryz EL Stability of silorane dental monomers in aqueous sys-tems. J Dent. 2006; 34:405-410

4) Ernst CP, Meyer GR, Klöcker K, Willershausen B. Determination of polymerization shrinkage stress by means of a photoelastic investigation. Dent Mater. 2004; 20:313-321

5) Furuse AY, Gordon K, Rodrigues FP, Silikas N, Watts DC. Colour-stability and gloss-retention of si-lorane and dimethacrylate composites with accelerated aging. J Dent. 2008; 36:945-52

6) Guggenberger R, Weinmann W. Exploring beyond methacrylates. Am J. Dent. 2000; 13:82D-84D

7) Ilie N, Hickel R. Silorane-based dental composite: behaviour and abilities. Dent Mater J. 2006; 25:445-454

8) Palin WM, Fleming GJ, Burke FJ, Marquis PM, Randall RC The infl uence of short and medium-term water immersion on the hydrolytic stability of novel low-shrink dental composites. Dent Mater. 2005; 21: 852-863

9) Sauro S, Pashley DH, Mannocci F, Tay FR, Pilecki P, Sherriff M, Watson TF. Micropermeability of current self-etching and etch-and-rinse adhesives bonded to deep dentine: a comparison study using a double-staining/confocal microscopy technique. Eur J Oral Sci 2008; 116:184-193

10) Schweikl H, Schmalz G, Weinmann W. The induction of gene mutations and micronuclei by oxiranes and siloranes in mammalian cells. J Dent Res. 2004; 83: 17-21

11) Taschner M, Krämer N, Frankenberger R. Ein neues siloranbasiertes Komposit im Handling-Test. ZWR 2007; 116 : 618-619

12) Weinmann W, Thalacker C, Guggenberger R. Siloranes in dental composites. Dent Mater. 2005; 21:68-74

Fig. 16 Situation after fi nishing of the marginal areas with 3M ESPE Sof-Lex™ disk.

3M, ESPE, Espertise, Filtek and Sof-Lex are trademarks of 3M or 3M ESPE AG.

© 3M 2009. All rights reserved.

3M ESPE AGESPE Platz82229 Seefeld · GermanyE-Mail: [email protected]: www.3mespe.com

Fig. 11 The second oblique layer is placed palatally in the area of the occlusal cavity and builds up the mesial part of the palatal extension as well.

Fig. 12 Completion of the restoration with a last oblique layer in the area of the distopalatal cusp.

Fig. 15 Four months after the treatment, the margin becomes visible after curing and with the aid of magnifi cation tools, particularly the area of the palatal cusp where the bonding layer was not thinned out suffi ciently (see Fig. 8). The imperfection of the margin might have been caused by a stronger abrasion of the lower fi lled bonding.

Fig. 13 Situation after fi nishing and polishing. Fig. 14 Removal of the rubber dam.