microwave synthesis of cationic fatty imidazolines and their characterization
TRANSCRIPT
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ORIGINAL ARTICLE
Microwave Synthesis of Cationic Fatty Imidazolinesand their Characterization
Divya Bajpai Æ V. K. Tyagi
Received: 24 May 2007 / Accepted: 28 November 2007 / Published online: 15 January 2008
� AOCS 2008
Abstract This paper describes an efficient method for the
synthesis of long chain dialkyldiamido imidazolines by the
reaction of diethylenetriamine and several fatty acids under
non-solvent microwave irradiation using calcium oxide as
support This synthesis required much less time in com-
parison to conventional thermal condensation and is carried
out in an open vessel and the products obtained by this
method were found to be in good yields and of high purity.
Fatty imidazolines were then quaternized by using dime-
thyl sulfate as a quaternizing agent and isopropanol as a
solvent, to produce cationic imidazolinium salts which
were evaluated for yield and cationic content. The instru-
mental techniques, viz. FT-IR and 1H NMR verified the
formation of imidazolines and its subsequent quaterniza-
tion. This method produced imidazolines in the very low
time of 5–10 min and gave a yield of 89–91% as compared
to a very long time of 8–10 h and a lower yield of 75–80%
by the conventional thermal condensation method.
Keywords Microwave � Imidazolines �Non-solvent synthesis � Cyclization
Introduction
Long chain substituted imidazolines and their quaternized
products are of great importance because of their numerous
and varied industrial applications. Fatty imidazolines and
quaternized imidazolinium salts are frequently used as
fabric softeners [1], dispersants [2], anti-static agents [3],
bleach activators [4], and emulsifiers [5] not only because
of their good performance but also for their mildness to
eyes, skin and clothes [6] and their biodegradability [7]. In
addition, imidazolines compounds are gaining importance
in the paint and lubricant industries because of their cor-
rosion inhibition properties [8].
The 2-substituted imidazolines and their derivatives
exhibit a wide variety of biological activities including
anti-percholesterolemic, anti-inflammatory, anti-diabetic
and anti-hypertensive properties [9]. Imidazolines are also
used as insecticidal agents and disinfectants [10] in agri-
cultural sprays. These compounds are also used as
intermediates and catalysts [9] in synthetic chemistry.
Several methods for the synthesis of 2-imidazolines
from fatty acids, esters, nitriles, orthoesters, hydroximoyl
chlorides, hydroxyl amides and mono- or disubstituted
chlorodicyano vinyl benzene have been reported previ-
ously. General methods of preparation of imidazolines
involve dehydration between fatty acids and polyamines
under vacuum (Scheme 1). The fatty acids generally used
are stearic acid, palmitic acid, lauric acid, oleic acid and
some oils such as corn oil and rice bran oil. Polyamines
used are ethylenediamine (EDA), diethylenetriamine
(DETA), ethylene triamine tetra acetic acid (EDTA),
aminoethyl ethanolamine. This conventional thermal
method suffers from disadvantages such as long times, low
yield of the products and tedious work up [10, 11].
Nowadays, use of microwave irradiation in organic
synthesis is gaining special attention due to the generally
low reaction time, better yield and high purity of products
[12]. Especially dry reactions coupled with microwave
have received considerable interest as they minimize safety
problems.
D. Bajpai (&) � V. K. Tyagi
Department of Oil and Paint Technology,
Harcourt Butler Technological Institute,
Kanpur 208002, India
e-mail: [email protected]; [email protected]
123
J Surfact Deterg (2008) 11:79–87
DOI 10.1007/s11743-007-1057-z
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This paper describes the microwave synthesis of 2-
heptadecyl-1-[2-(octadecanoylamino)ethyl]-2-imidazoline,
2-pentadecyl-1-[2-(hexadecanoylamino)ethyl]-2-imidazoline,
2-propdecyl-1-[2-(tetradecanoylamino)ethyl]-2-imidazoline
and 2-methdecyl-1-[2-(dodecanoylamino)ethyl]-2-imidazo-
line by the condensation of diethylenetriamine and fatty
acids (stearic acid, palmitic acid, myristic acid and lauric
acid) in solvent free conditions, using calcium oxide as the
substrate and their quaternization (Scheme 2) by using
dimethyl sulfate as the quaternizing agent.
Materials and Methods
Materials for synthesis of imidazolines: Chemicals used for
the synthesis of imidazolines and their quaternized salts
were of analytical grade obtained from M/s Qualigens and
E. Merck, Mumbai.
Experimental
Characterization of Raw Materials
The acid values (AV) and saponification values (SV) of
experimental fatty acids were determined according to the
BIS method (Table 1). Refractive index of diethylene tri-
amine (DETA)gD was 1.4826
Preparation of Imidazolines
In an open Pyrex vessel (500 mL) 2.06 g (20 mmol) of
diethylenetriamine, 40 mmol of the corresponding fatty
acid (stearic, palmitic, myristic or lauric, acid) and 20 g of
calcium oxide were carefully mixed. The reaction mixture
was irradiated using a power of 850 W in a microwave
oven for the required time (as given in Table 2) and the
final temperature was noted. The reaction mixture was
allowed to reach room temperature. Ethyl acetate was
added (80 mL) and the mixture was heated until boiling
and filtered off while hot, and the filtrate was concentrated
under vacuum to dryness, yielding the corresponding
product as a white to yellowish brown, solid to semisolid
substance (Table 2).
Preparation of Quaternary Imidazolinium Salts
Imidazoline (3.6 g) in 120 g of isopropanol was used and
1.5 mol of dimethyl sulfate was added to the solution and
the reaction mixture was refluxed at 80 �C with constant
H2NNH NH2 +
RO
OH
O
R NH
NH
NH
O
R
N NNH
O
RR
Diethylenetriamine Fatty acid
Fatty imidazolines
Diamido amine
Scheme 1 Synthesis of fatty imidazolines
NNH
O
RR
+ (CH3)2 SO4
Fatty imidazolines Dimethyl sulfate
CH3SO4-
Quaternized fatty imidazolines
R
N
N
N
O
R
+
N
Scheme 2 Quaternization of fatty imidazolines
Table 1 Characterization of raw materials
Fatty acids Acid value Saponification value
Stearic acid 196.3 196.0
Palmitic acid 218.5 218.4
Myristic acid 244.7 244.4
Lauric acid 279.5 279.2
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stirring for 4 h, and then cooled to room temperature and
dried to recover the imidazolinium salts (Table 3).
Determination of Surface Active Properties of
Synthesized Quaternary Imidazolinium Salts (Table 9)
Materials and Methods
• 1% aqueous solutions of synthesized imidazolinium
surfactants based on C12–C18 saturated fatty acids.
Solubility
• Imidazolinium salts of saturated fatty acids of C14 and
C12 are soluble in polar solvents and their polarity
increases with a decrease in the carbon length of the
hydrophobic chain.
• Imidazolinium salts based on C16 and C18 saturated
fatty acids are less soluble in water and 10% alcohol v/v
was added to make their aqueous solutions.
Surface Tension and CMC (Critical Micelle
Concentration)
Surface tension and CMC of surfactants solutions were
determined at 25 �C with the help of a DCAT tensiometer.
Dispersing Power
To measure the dispersing power, carbon black and TiO2
were added separately to 1% surfactant solutions and the
mixtures were shaken and allowed to stand. Evaluations
were carried out by looking at the height and cloudiness of
each solution and noting the score.
Emulsion Stability
Emulsion stability was determined using 10 mL of
20 mmol aqueous solution of surfactants and 5 mL of tol-
uene at 40 �C. The emulsion stability was determined as the
time of separation of water (9 mL) from the emulsion layer.
Analysis
Procedure for Determination Total Amine Value [13]
The sample, if it is not already liquid, was melted in a
water bath, mixed thoroughly, and accurately 1–4 g
weighed into a 250-mL flask. Fifty millilitres of alcohol
was added and boiled for 1 min to drive off any free
ammonia that may have been present. This was then cooled
to room temperature. Five drops of bromophenol blue
indicator were added and it was then titrated, while
swirling, with 0.2 N HCI to the yellow end point (Table 4).
Table 2 Synthesis of fatty imidazolines using different fatty acids under microwave conditions
S. No. Fatty acid (g) Polyamine (g) Molar ratio of
fatty acid and
polyamine
Power of
microwave
oven used (W)
Reaction time
(min)
Final temperature
(�C) approx.
Yield (%)
1 Stearic acid (11.4) Diethylene-triamine (2.06) 2:1 850 8.0 215 91.7
2 Palmitic acid (10.2) Diethylenetriamine (2.06) 2:1 850 7.0 200 90.8
3 Myristic acid (9.1) Diethylenetriamine (2.06) 2:1 850 7.0 200 90.2
4 Lauric acid (8.0) Diethylenetriamine (2.06) 2:1 850 6.0 191 89.8
Table 3 Preparation of quaternary imidazolinium salts
S. No. Imidazoline type Weight of
imidazoline
(g)
Dimethyl
sulphate
(g)
Iso-propa-
nol
(g)
Time
(h)
Temperature
(�C)
Yield
(%)
1 2-heptadecyl-1-[2-(octadecanoylamino)ethyl]-2-
imidazoline
3.6 1.5 120 4 80.0 80.9
2 2-pentadecyl-1-[2-(hexadecanoylamino)ethyl]-2-
imidazoline
3.4 1.5 120 4 80.0 81.2
3 2-prop decyl-1-[2-(tetradecanoylamino)ethyl]-2-
imidazoline
3.1 1.5 120 4 80.0 81.4
4 2-meth decyl-1-[2-(dodecanoylamino) ethyl]-2-imidazoline 2.7 1.5 120 4 80.0 82.2
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Calculation
The total amine value was calculated as follows
Total amine value meq=gð Þ ¼ V � N
S
where V = HCI required for titration of the specimen;
N = Normality of the HCI solution; S = Specimen weight
of sample.
Determination of Cationic Matter [14]
Reagents
(i) Chloroform
(ii) Standard sodium lauryl sulfate solution (0.004 M)
(iii) Standard benzethonium chloride solution (Hyamine
solution) (0.004 M)
(iii) Methylene blue solution (0.005%)
(iv) Solution of Imidazolinium salt (0.004 M)
Procedure
Standardization of sodium lauryl sulfate solution: Stan-
dardization of sodium lauryl sulfate solution was done by
using 0.004 M solution of benzethonium chloride solution
and calculated as follows:
Molarity of SLS T2ð Þ ¼10 T1
V1
where T1 = molarity of hyamine solution; V1 = volume of
SLS solution added.
Determination of cationic content (Table 5): An amount
of 10 mL of standard sodium lauryl sulfate solution was
pipetted into a 100-mL graduated cylinder provided with a
glass stopper. Then 15 mL of chloroform and 25 mL of
methylene blue solution were added to the cylinder and
shaken well. From a burette imidazoline solution was
added slowly, initially in portions of 0.2 mL. After each
addition, the cylinder was stoppered and shaken well to
allow the phase to separate. The reading at which the color
intensity in both the phases is the same when viewed under
standard conditions of light was noted.
Molarity of imidazoline; T3 ¼ 10 T2=V2
where T2 = molarity of SLS; V2 = volume of imidazoline
solution.
Cationic matter %
¼ T3 �molecular weight of imidazoline � 100
Weight of sample present in 250 ml� 4
Characterization of fatty imidazolines and their salts:
Acid values of the product were found to be less than 5,
which showed the maximum conversion of fatty acid
into the product. Quaternary imidazolinium salts were
characterized by their cationic content. Structural
confirmation of products was done by using 1H-NMR
and IR spectroscopy (Table 6). FT-IR spectra of
imidazolines and quaternary imidazolines were obtained
by using an FT-IR spectrometer. KBr pellets of the sample
were subjected to analysis at 20 scans. 1H NMR of the
same imidazoline and quaternary imidazolines were carried
out by an FT-NMR system of A Lambda JEOL JNM-
LA400. Chemical shifts are reported as (ppm) relative to
tetramethyl silane.
Results and Discussion
Effect of the Molar Ratio of Fatty Acid
and Diethylenetriamine on the Synthesis
of Imidazolines (Table 7)
In the present research work, syntheses of imidazolines
were carried out at different molar ratios of 2:0.5, 2:0.75,
Table 5 Cationic content of imidazolinium salts
Name of quaternary imidazoline Cationic
content
(%)
2-heptadecyl-1-[2-(octadecanoylamino)ethyl]-2-
imidazolinium methyl sulphate
57.4
2-pentadecyl-1-[2-(hexadecanoylamino)ethyl]-2-
imidazolinium methyl sulphate
59.8
2-propdecyl-1-[2-(tetradecanoylamino)ethyl]-2-
imidazolinium methyl sulphate
62.8
2-methdecyl-1-[2-(dodecanoylamino)ethyl]-2-
imidazolinium methyl sulphate
67.4
Table 4 Total amine value of different imidazolines
Name of imidazoline Amine
content
(meq/g)
2-heptadecyl-1-[2-(octadecanoylamino)ethyl]-2-
imidazoline
0.9
2-pentadecyl-1-[2-(hexadecanoylamino)ethyl]-2-
imidazoline
0.9
2-propdecyl-1-[2-(tetradecanoylamino)ethyl]-2-
imidazoline
1.1
2-methyldecyl-1-[2-(dodecanoylamino)ethyl]-2-
imidazoline
1.0
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2:1 and 2:1.5 of fatty acids and amines at constant power
(850 W) for constant reaction times and the percentage
yields were calculated. In the case of stearic acid, a
2:0.5 M ratio of reactants gave a yield of 46.6% at 850 W
power and an 8-min reaction time. By increasing the ratio
of DETA from 2:0.5 to 2:1, a remarkable increase in the
percentage yield from 46.6% to 91.7% was noticed. Further
increasing the ratio of stearic acid and DETA from 2:1 to
2:1.5 showed a negligible change in the percentage yield of
the product. An almost identical pattern was observed in
the case of all other fatty acids under question; viz., pal-
mitic acid, myristic acid and lauric acid (Table 2).
A molar ratio of 2:1 resulted in maximum yield of im-
idazolines which also supports the stoichiometry of
reaction (i.e. 2 mol of fatty acid react with 1 mol of DETA
to produce 1 mol of imidazoline). The percentage yield of
the molar ratio 2:0.5 again supported the same fact, in
which 0.5 mol of DETA only reacted with 1 mol of fatty
acid, hence gave a percentage yield approximately half that
of the percentage yield at the molar ratio of 2:1. An
increase in the molar ratio from 2:1 to 2:1.5 resulted in
approximately the same yield as at the molar ratio of 2:1,
indicating that 1 mol of DETA is sufficient for the
consumption of 2 mol of fatty acid. Hence 2:1 M ratio of
fatty acid and DETA was found to be optimum for the
synthesis of imidazolines.
Table 6 Spectral analysis of synthesized fatty imidazolines and their salts
Compound FT-IR (KBr) 1H-NMR (d values) 1C-NMR (d values)
2-heptadecyl-1-[2-
(octadecanoylamino)ethyl]-2-
imidazoline
CH3 C–H stretching
2,951 cm-1,
(CH2)16 skeletal
719 cm-1,
N–H stretching
(secondary amine)
3,435 cm-1,
–C=O stretching
(amide) 1,734 cm-1,
C=N stretching
1,655 cm-1
(imidazoline ring)
CH3 (0.86 ppm, 0.87 ppm, 0.89 ppm),
(CH2)n (1.25 ppm),
CH2 attached to nitrogen of imidazoline
ring (2.66 ppm, 2.75 ppm, 2.80 ppm),
CH2 attached to carbon of imidazoline
ring (2.36 ppm, 2.37 ppm, 2.39 ppm),
CH2 attached to carbon of amide group
1.5 ppm, 1.6 ppm, 1.7 ppm),
CH2 attached to nitrogen of amide
group 2.1 ppm,
–CONH– 6.1 ppm,
equivalent ring methylene group
(3.34 ppm, 3.64 ppm).
C2 of imidazoline ring 118.8 ppm,
Equivalent ring of methylene
carbon
49.4 ppm,
Equivalent methylene carbon
33.1 ppm,
NHCOR 127.32 ppm, (CH2)
29.5 ppm.
2-heptadecyl-1-[2-
(octadecanoylamino)ethyl]-2-
imidazolinium methyl sulphate
CH3 C–H stretching
2,918 cm-1,
(CH2)16 skeletal
731 cm-1,
N–H stretching
(secondary amine)
3,441 cm-1,
–C=O stretching
(amide) 1,734 cm-1,
C=N stretching
1,655 cm-1
(imidazoline ring),
S=O stretching
1,460 cm-1 (CH3SO4).
CH3 (0.86 ppm, 0.87 ppm, 0.89 ppm),
(CH2)n (1.25 ppm),
CH2 attached to nitrogen of imidazoline
ring (2.66 ppm, 2.75 ppm, 2.80 ppm),
CH2 attached to carbon of imidazoline
ring (2.36 ppm, 2.37 ppm, 2.39 ppm),
CH2 attached to carbon of amide group
1.5 ppm, 1.6 ppm, 1.7 ppm),
CH2 attached to nitrogen of amide
group 2.1 ppm,
–CONH– 6.1 ppm,
Equivalent ring methylene group
(3.34 ppm, 3.64 ppm),
CH3SO4 (7.25 ppm).
C2 of imidazoline ring 125 ppm,
Equivalent ring of methylene
carbon
45.13,
Equivalent methylene carbon 32.6
ppm,
NHCOR 131.2 ppm, (CH2) 29.48,
CH3SO4- methylene carbon 48.2.
Table 7 Effect of the molar ratio of fatty acid and DETA on the
synthesis of imidazolines at constant power and constant molar ratio
S. No. Fatty acid Time (min) Molar ratio
Fatty acid:DETA
% Yield
1 Stearic acid 8 2:0.5 46.6
2:1 91.7
2:1.5 91.5
2 Palmitic acid 7 2:0.5 44.7
2:1 90.8
2:1.5 90.6
3 Myristic acid 7 2:0.5 43.9
2:1 90.2
2:1.5 90.3
4 Lauric acid 6 2:0.5 43.2
2:1 89.8
2:1.5 89.6
Power = 850 W
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Effect of Time on the Synthesis of Imidazolines
at Constant Molar Ratio and Power
The effect of time was studied at a constant molar ratio
(2:1) and constant power (850 W). In the case of stearic
acid, the reaction was carried out at a constant molar ratio
of 2:1 and a constant power of 850 for different reaction
times, viz.; 7, 8 and 9 min and the results are depicted in
Table 8. For a 7-min reaction time, the final temperature
recorded was 200 �C which resulted in very much lower
yield of imidazolines. For 8 min, the final temperature was
210 �C and the percentage yield of imidazolines was
91.7%. A further increase in reaction time from 8 to 9 min
resulted in a decrease in the yield of imidazolines due to
charring of some of the reactants at the high temperature of
228 �C. These results show that the reaction time of 7 min
was insufficient to attain the temperature of 210 �C
required for complete conversion of reactants to imidazo-
lines. A reaction time of 8 min resulted in the formation of
imidazolines in good yield indicating that in this reaction
time, the reaction mixture reached a temperature of 210 �C,
which is required for cyclization. A further increase in time
up to 9 min increased the temperature of the microwave
oven up to 228 �C resulting in overheating of some of the
reactants.
For palmitic acid and myristic acid, reactions were
carried out at 6, 7 and 8 min, respectively, and the final
temperatures recorded were 191, 200 and 210 �C. A
reaction time of 6 min showed very low yield of imidaz-
olines formed, as 191 �C was not sufficient for complete
conversion of the reactants to the product. An increase in
the reaction time to 7 min gave a good yield of products
and a further increase in time to 8 min caused charring of
some of the reaction mixture. For lauric acid, reaction time
of 5 min gave a good yield of the product. Further
increases in reaction time caused charring of some of the
reactants and a decrease in reaction time also resulted in a
low yield.
These results showed that, for constant molar ratio and
constant power, 8 min of reaction time was optimal for
stearic acid, 7 min was optimal for palmitic acid and
myristic acid and 6 min reaction time was optimal in the
case of lauric acid. Cyclization of diamidoamine of stearic
acid required a longer reaction time than any other fatty
acid because the stearyl group has a chain length longer
than any other fatty alkyl group used in the present research
work. Similarly, lauric acid has the lowest number of
carbon atoms in the alkyl chain hence required a lower
reaction time. The greater the length of the alkyl chain, the
higher the temperature required, hence a longer reaction
time.
Spectral Analysis (Figs. 1–4)
Imidazoline and quaternary imidazoline were characterized
by FT-IR and 1H NMR. Our interpretation was confirmed by
nuclear magnetic resonance (NMR). The instrumental
analysis of imidazoline and quaternary imidazoline con-
firmed the proposed chemical structure of imidazoline and
quaternary imidazoline. The formation of imidazoline was
confirmed by the FT-IR results indicating CH3, CH- str. at
2951.35 cm-1; (CH2)n skeletal at 719.51 cm-1; NH2, N–H
stretching at 3427 cm-1 ; N–H deformation at 1458.32 cm-1;
stretching C–N at 1238.41 cm-1 (amide group); stretching
C=O (amide group) at 1655.07 cm-1; –S=O– stretching at
1091 cm-1.
In 1H-NMR spectra of compounds, peaks at 3.0–
3.6 ppm showed the formation of an imidazoline ring. The
presence of an amide group was confirmed by the presence
of peaks at 6.0–7.0 ppm. Quaternization was confirmed by
the presence of peaks at 7.2 ppm.
Surface Tension
In the case of C12–C18 saturated fatty alkyl lipophilic
groups, the surface tension of a 1% aqueous solution of
imidazolinium salts decreases with the decrease in the
chain length of the lipophilic group. The oleic acid deriv-
ative showed a lower surface tension than its saturated
homologue due to the presence of a double bond while a
palm fatty acid based surfactant solution and a non-ionic
surfactant showed almost similar surface tension.
Table 8 The effect of time on the synthesis of imidazolines at con-
stant power and constant molar ratio
S. No. Fatty acid Time (min) % Yield
1 Stearic acid 7 56.8
8 91.7
9 90.2
2 Palmitic acid 6 41.8
7 90.8
8 89.8
3 Myristic acid 6 40.9
7 90.2
8 88.2
4 Lauric acid 5 40.9
6 89.8
7 86.4
Molar ratio = Fatty acid:DETA = 2:1; Power = 850 W
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Dispersing Power
Cationic surfactant solutions showed good dispersing
power. Increases in the chain length of the lipophilic
group gradually increases the dispersing power of
imidazolinium surfactants. A stearic acid-based imidazo-
linium surfactant showed the best dispersing power due to
the longest hydrophobic chain among four while the im-
idazolinium salt of lauric acid showed the worst
dispersing power.
Emulsion Stability
Cationic imidazolinium surfactants showed good emulsion
stability in comparison of non-ionics and anionics. In im-
idazolinium surfactants, an increase in the chain length of
the lipophilic group gradually increases the emulsion sta-
bility, following the order:
Stearic acid based imidazolinium salts
[ Palmitic acid based imidazolinium salts
[ Myristic acid based imidazolinium salts
[ Lauric acid based imidazolinium salts
Experimental results showed that the synthesis of fatty
imidazoline through microwave irradiation gives a better
yield in a few minutes which is very much shorter reaction
time in comparison to conventional methods. Classical
methods of imidazoline synthesis involve long reaction
times (8–10 h) and comparatively lower yields (85–87%).
Fig. 1 A 1H-NMR spectrum of
dialkyl amido imidazoline based
on stearic acid
Fig. 2 An FT-IR spectrum of dialkyl amido imidazoline based on
stearic acid
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Microwave synthesis is an excellent methodology for the
synthesis of long chain dialkylamidoethyl imidazolines.
The procedure avoids the use of reduced pressures and long
reaction times as it is carried out in an open vessel and only
takes a few minutes for the synthesis of alkyl imidazolines,
which on quaternization give quaternary imidazolines.
Quaternary imidazolines are reported to be good fabric
softeners and anti-static agents and also show good
rewettability, dispersability and are useful for laundry
detergents as cationic–non-ionic detergent compositions
(Table 9).
References
1. Yamamura M, Inokoshi J (1991) Softening agents for impaiting
improved softness and resiliency to laundered cotton and syn-
thetic fabrics. Japan Pat 04 333 668
2. Kolomeits BS, Palei GP, Devidov VO, Kobesheva NI, Kalinina
TI, Arsirii OI, Smirnova EN, Zhukova VA (1992) Method of
preparing foaming and/or dispersing agent for synthetic deter-
gents. USSR Pat 1 712 354
3. Lambert PM, Joseph GM, Marcel GA, Enrique PBE, Eugene
WH, Pauline BG (1990) (Hydroxyethyl) imidazoline derivatives
as antistatic agents in laundry detergents. Eur Pat 351 769
Fig. 3 A 1H-NMR spectrum of
dialkyl amido imidazoline quat
based on stearic acid
Fig. 4 An FT-IR spectrum of dialkyl amido imidazoline quat based
on stearic acid
Table 9 Surface active properties of synthesized imidazolinium salts
Properties S P M L
Surface tension dyne/cm2 at 28 �C 35.7 31.4 24.1 29.2
CMC 9 103 mol/L 0.22 0.24 0.26 0.27
Dispersing power (vol. in mL) 10 9 7 6
Emulsion stability (h) 3.45 3.20 3.00 2.50
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Author Biographies
Divya Bajpai is currently a Research Scholar at the Department of
Oil and Paint Technology of the Harcourt Butler Technology Institute
(HBTI) Kanpur (INDIA). Ms. Bajpai obtained her B.Sc. degree in
Chemistry in 2000 from PPN Post Graduate College, Kanpur
(C.S.J.M. University, Kanpur). She obtained her M.Sc. degree in
Organic Chemistry in 2002 from DAV Degree College, Kanpur
(C.S.J.M University, Kanpur).
V. K. Tyagi received his B.Tech. in Chemical Technology (Oil
Technology) in 1984, M.Tech. (Oil Technology) in 1986 and Ph.D.
(Oil Technology) in 1992 from HBTI, Kanpur (India). He has more
than 18 years experience in teaching UG & PG level & Research at
HBTI, Kanpur (India). Presently he is working as Professor (Paint
Technology) at HBTI, Kanpur. He has published more than 34 papers
in national and international journals, and presented 18 papers in
national and international seminars/conferences.
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