Polyoxyethylene alkyl ester fatty acid amide modified organopolysiloxane composition

A polyoxyethylene alkyl ether fatty acid amide modified organopolysiloxane composition is superior in terms of its feel in use, and in its surface-protecting characteristics, surface lubricating characteristics, and anti-static properties. The composition shows no degeneration over long periods of time. It is superior in terms of its mixing stability in cosmetic based agents, and in lustering agents, lubricating agents, defoaming agents, fiber treatment agents, and paint additives, and has a superior effect in improving their surface characteristics. The composition is a polyoxyethylene alkyl ether fatty acid amide modified organopolysiloxane composition containing an amidopolyether-modified organopolysiloxane and a polyoxyethylene alkyl ether fatty acid.

FIELD OF THE INVENTION 
This invention is directed to a polyoxyethylene alkyl ether fatty acid 
amide modified organopolysiloxane composition. More particularly, it 
concerns a polyoxyethylene alkyl ether fatty acid amide modified 
organopolysiloxane composition which is superior in terms of mixing 
stability in cosmetic based agents, lustering agents, lubricating agents, 
defoaming agents, fiber treatment agents, or paint additives. The 
composition also makes it possible to obtain a favorable feel in use, 
favorable surface-protecting characteristics, surface lubricating 
characteristics, transparent mixing characteristics, and anti-static 
characteristics. 
BACKGROUND OF THE INVENTION 
Dimethylpolysiloxanes are common organopolysiloxanes. In addition, 
methylphenylpolysiloxanes, methylhydridopolysiloxanes, 
octamethylcyclotetrasiloxane, dimethylpolysiloxane-polyethylene glycol 
copolymers, and dimethylpolysiloxane-polypropylene glycol copolymers, are 
also known. Furthermore, various types of modified polysiloxanes such as 
methylstyrene-modified, olefin-modified, polyether-modified, 
alcohol-modified, fluorine-modified, amino-modified, mercapto-modified, 
epoxy-modified, carboxy-modified, and higher fatty acid-modified 
polysiloxanes, are available and are used in numerous fields. 
For example, cosmetics have conventionally contained oil components for the 
purpose of preventing drying of the skin, and for the purpose of 
protecting the surfaces of hairs, since a light feel in use has been 
desired. In such cases and in recent years, dimethylpolysiloxanes have 
been widely used. 
However, since dimethylpolysiloxanes are generally insufficiently 
compatible with water and other oily agents, problems have been 
encountered such as the fact that mixing them with cosmetics is difficult, 
and such mixtures tend to loose their stability. Furthermore, 
dimethylpolysiloxanes have a characteristic oily feeling, and therefore 
suffer from problems in terms of their feel in use. That is, such 
compounds lack a wet feel and have a strong "squeaky" feel. In addition, 
the compounds suffer from a drawback in that they are easily washed from 
the surfaces of the skin and hair. 
Accordingly, a hair conditioner composition containing a polyoxyalkylene 
group containing polysiloxane (Japanese Patent Application Kokai No. 
55-136214), and a hair conditioner composition containing an aminoalkyl 
methylpolysiloxane (Japanese Patent Application Kokai No. 56-45406) are 
known. However, the former composition suffers from poor retention, and 
the latter composition has a sticky feel so that its feel in use is 
unsatisfactory. 
In addition, a method is known in which a composition is formed by 
dissolving an amino group containing organopolysiloxane and a 
polyoxyethylene fatty acid in toluene, and the composition is used as a 
fiber treatment agent (Japanese Patent Application Kokai No. 1-306682/U.S. 
Pat. No. 4,973,620)). 
A method is also known in which an emulsion consisting of a fatty acid 
amide modified organopolysiloxane, a surfactant, and water, is used as a 
cleaning agent for clothing. However, fatty acid amide modified 
polysiloxanes have a high degree of hydrophobicity and are inferior in 
terms of storage stability, with changes such as separation and 
aggregation occurring in the case of long term storage. 
Accordingly, methods using fatty acid amide modified organopolysiloxanes as 
surface modifying agents have not been practical, and are believed to be 
unknown in the art. 
BRIEF SUMMARY OF THE INVENTION 
The object of this invention is to provide a polyoxyethylene alkyl ether 
fatty acid amide modified organopolysiloxane composition which is superior 
in terms of its feel in use, and in its surface-protecting 
characteristics, surface lubricating characteristics, and storage 
stability, so that the composition shows no degeneration even over long 
periods of time. 
Another object of this invention is to provide such a composition which is 
superior in terms of its mixing stability in cosmetic based agents, and in 
lustering agents, lubricating agents, defoaming agents, fiber treatment 
agents, and paint additives, which makes it possible to obtain a favorable 
feel in use, and favorable transparent mixing characteristics, 
surface-protecting characteristics, surface lubricating characteristics, 
and anti-static characteristics. 
These and other objects of the invention will become apparent from a 
consideration of the detailed description. 
DETAILED DESCRIPTION OF THE INVENTION 
In this invention, the above objects are achieved by the provision herein 
of a polyoxyethylene alkyl ether fatty acid amide modified 
organopolysiloxane composition containing 
(A) an amidopolyether-modified organopolysiloxane having the formula (1) 
EQU R.sup.1.sub.a R.sup.2.sub.b Q.sup.1.sub.c Q.sup.2.sub.d SiO(4-a-b-c-d)/2 
wherein a and d are 0 or a positive number, b and c are positive numbers 
with the proviso that a+b+c+d is 1.9 to 2.2 inclusive, R.sup.1 is a 
hydrogen atom, a hydroxy group, or an unsubstituted or substituted 
monovalent hydrocarbon group with 1 to 6 carbon atoms, R.sup.2 is a 
monovalent hydrocarbon group with 1 to 6 carbon atoms, 
Q.sup.1 is a group having the formula (2) 
##STR1## 
or having the formula (3) 
##STR2## 
wherein R.sup.3 and R.sup.5 are divalent hydrocarbon groups with 2 to 18 
carbon atoms, R.sup.4 and R.sup.6 are hydrogen atoms or monovalent 
hydrocarbon groups with 1 to 6 carbon atoms, 
X is a group having the formula (4) 
EQU --R.sup.7.sub.e O.sub.f --(C.sub.2 H.sub.4 O).sub.g --(R.sup.8 O).sub.h --Y 
wherein e and f are respectively 0 or 1, g and h are 0 or positive integers 
equal to or greater than 1, R.sup.7 is a divalent hydrocarbon group with 2 
to 18 carbon atoms, R.sup.8 is a divalent hydrocarbon group with 3 to 10 
carbon atoms, Y is a hydrogen atom, a monovalent hydrocarbon group with 1 
to 18 carbon atoms, an acyl group, or an isocyano group, 
Q.sup.2 is a group having the formula (5) 
EQU --R.sup.9.sub.i O.sub.j --(C.sub.2 H.sub.4 O).sub.k --(R.sup.10 O).sub.m 
--Z, 
wherein i and j are respectively 0 or 1, k is a positive integer equal to 
or greater than 1, m is 0 or a positive integer equal to or greater than 
1, R.sup.9 is a divalent hydrocarbon group with 2 to 18 carbons atoms, 
R.sup.10 is a divalent hydrocarbon group with 3 to 10 carbon atoms, and Z 
is a hydrogen atom, a monovalent hydrocarbon group with 1 to 18 carbon 
atoms, an acyl group or an isocyano group; with the proviso that d and g 
are not simultaneously equal to zero; and 
(B) a polyoxyethylene alkyl ether fatty acid; 
the content of component (B) being in the range of 0.001 to 20 percent by 
weight. 
The organopolysiloxane component (A) used in this invention is an 
organopolysiloxane which has amido groups and polyoxyethylene groups as 
indicated by formula (1). 
In formula (1), R.sup.1 is a hydrogen atom, a hydroxy group, or a 
monovalent hydrocarbon group with 1 to 6 carbon atoms. Some examples of 
monovalent hydrocarbon groups include alkyl groups such as methyl, ethyl, 
propyl, butyl, pentyl, or hexyl; aryl groups such as phenyl, tolyl, or 
xylyl; aralkyl groups such as benzyl or phenethyl; and halo-substituted 
alkyl groups such as 3-chloropropyl or 3,3,3-trifluoropropyl. 
R.sup.2 in formula (1) is a monovalent hydrocarbon group with 1 to 6 carbon 
atoms such as methyl groups, ethyl groups, propyl groups, butyl groups, 
pentyl groups, hexyl groups, vinyl groups and phenyl groups. 
Q.sup.1 in formula (1) is an amide-group-containing divalent organic group 
expressed by formulas (2) or (3). 
R.sup.3 and R.sup.5 in these formulas are divalent hydrocarbon groups with 
2 to 18 carbon atoms such as ethylene groups, propylene groups, butylene 
groups, isobutylene groups, pentamethylene groups, octamethylene groups, 
decamethylene groups, dodecamethylene groups, and cyclohexyl groups. 
R.sup.4 and R.sup.6 in these formulae are hydrogen atoms or monovalent 
hydrocarbon groups. Examples of such monovalent hydrocarbon groups include 
alkyl groups such as methyl groups, ethyl groups, propyl groups, butyl 
groups, pentyl groups or hexyl groups; aryl groups such as phenyl groups, 
tolyl groups, or xylyl groups; aralkyl groups such as benzyl groups or 
phenethyl groups; and halo-substituted alkyl groups such as 3-chloropropyl 
groups or 3,3,3-trifluoropropyl groups. 
X in formulas (2) and (3) is a monovalent organic group having formula (4). 
R.sup.7 is a divalent hydrocarbon group with 2 to 18 carbon atoms. Examples 
of such divalent hydrocarbon groups include ethylene groups, propylene 
groups, butylene groups, isobutylene groups, pentamethylene groups, 
octamethylene groups, decamethylene groups, dodecamethylene groups, and 
cyclohexyl groups. 
R.sup.8 is a divalent hydrocarbon group with 3 to 10 carbon atoms such as 
propylene, isopropylene, butylene, and isobutylene. 
Y is a group selected from hydrogen atoms, alkyl groups, acyl groups, and 
isocyano groups. Examples of such groups include methyl groups, ethyl 
groups, propyl groups, acetyl groups, and propionyl groups. 
Q.sup.2 in formula (1) is a polyoxyalkylene-group-containing monovalent 
organic group with formula (5). 
In formula (5), R.sup.9 is a divalent hydrocarbon group with 2 to 18 carbon 
atoms such as an ethylene group, propylene group, butylene group, 
isobutylene group, pentamethylene group, octamethylene group, 
decamethylene group, dodecamethylene group, and cyclohexyl group. 
R.sup.10 is a divalent hydrocarbon group with 3 to 10 carbon atoms such as 
a propylene group, isopropylene group, butylene group, and isobutylene 
group. 
Z is a group selected from hydrogen atoms, alkyl groups, acyl groups, and 
isocyano groups. Examples of such groups include methyl groups, ethyl 
groups, propyl groups, acetyl groups, and 5 propionyl groups. 
In compounds of formula (1), it is desirable that c be in the range of 
0.001 to 1. If c is less than 0.001, retention on the skin and hair is 
poor. If c exceeds 1, sufficient smoothness and softness cannot be 
obtained. 
It is also desirable that g or k be 2 to 20. If these values are less than 
2, sufficient anti-static properties and mixing stability, and 
satisfactory feel in use when wet, cannot be obtained. If these values 
exceed 20, the water solubility is increased so that retention drops. 
The hydrophilicity of the composition of this invention can be varied by 
adjusting the content of polyethylene oxide groups, so that mixing 
stability with various types of final compositions can be optimized. In 
addition, the solubility/deposition characteristics in systems can be 
controlled in accordance with variations in the ambient surfactant 
concentration under various conditions of use. 
The molecular structure of component (A) is not limited to a linear 
structure, but it may also be branched, cyclic or have a network-form. 
Compounds shown below represent suitable of such polysiloxanes containing 
amido groups and polyoxyethylene groups. 
##STR3## 
In the above formula, R.sup.11 is --(CH.sub.2).sub.3 NHCO(CH.sub.2).sub.q 
O(CH.sub.2 CH.sub.2 O).sub.r (CH.sub.2).sub.s H; n is 10 to 1,000, p is 1 
to 100, q is 1 to 100, r is 2 to 20, and s is 0 to 20. 
##STR4## 
In the above formula, R.sup.12 is --(CH.sub.2).sub.3 NH(CH.sub.2).sub.2 
NHCO(CH.sub.2).sub.w H, R.sup.13 is --(CH.sub.2).sub.3 (CH.sub.2 CH.sub.2 
O).sub.x (CH.sub.2 CHCH.sub.3 O).sub.y (CH.sub.2).sub.z H; t is 10, 1,000, 
u is 1 to 100, v is 1 to 100, w is 1 to 20, x is 2 to 20, y is 0 to 20 and 
z is 0 to 20. 
The compounds shown below are specific examples. 
##STR5## 
In the above formula, G.sup.1 is --(CH.sub.2).sub.3 NHCOCH.sub.2 
O(CH.sub.2 CH.sub.2 O).sub.4 C.sub.12 H.sub.25). 
##STR6## 
In the above formula, G.sup.2 is --(CH.sub.2).sub.3 NH(CH.sub.2).sub.2 
NHCO(CH.sub.2).sub.3 O(CH.sub.2 CH.sub.2 O).sub.10 C.sub.12 H.sub.25). 
##STR7## 
In the above formula, G.sup.3 is --(CH.sub.2).sub.3 O(CH.sub.2 CH.sub.2 
O).sub.10 (CH.sub.2 CHCH.sub.3 O).sub.10 H, and G.sup.4 is 
--(CH.sub.2).sub.3 NHCO(CH.sub.2).sub.3 O(CH.sub.2 CH.sub.2 O).sub.6 
C.sub.10 H.sub.21). 
##STR8## 
In the above formula, G.sup.5 is --(CH.sub.2).sub.3 O(CH.sub.2 CH.sub.2 
O).sub.10 COCH.sub.3, and G.sup.6 is --(CH.sub.2).sub.3 NH(CH.sub.2).sub.2 
NHCOC.sub.16 H.sub.33) 
Polyoxyethylene alkyl ether fatty acids which can be used as component (B) 
in this invention include compounds expressed by the formula 
HOOC(CH.sub.2).alpha.--O--(CH.sub.2 CH.sub.2 O).beta.--(CH.sub.2).gamma.H 
wherein alpha is 1 to 20, beta is 2 to 20, and gamma is 0 to 20. 
Examples of such compounds include polyoxyethylene lauryl ether acetic 
acids, polyoxyethylene stearyl ether acetic acids, polyoxyethylene oleyl 
ether acetic acids, polyoxyethylene cetyl ether acetic acids, 
polyoxyethylene tridecyl ether acetic acids, polyoxyethylene 
polyoxypropylene lauryl ether acetic acids, polyoxyethylene lauryl ether 
lauric acids, and polyoxyethylene lauryl ether stearic acids. The content 
of component (b) is in the range of 0.001 to 20 percent by weight. 
The composition of this invention can be manufactured by using an amount of 
component (B) equal to the reaction equivalent or greater in an 
amidization reaction, or by adding an optimal amount of (B) following 
synthesis of component (A). 
Component (B) shows surfactant performance and acts to reinforce 
anti-static properties. In addition, it improves the mixing 
characteristics where mixing with the composition is indicated in the 
examples of application of the composition of this invention. 
In addition to components (A) and (B), there can be used other 
surface-modifying agent additives such as dimethylpolysiloxanes, 
octamethylcyclotetrasiloxane, vaseline, or liquid paraffins. Such optional 
additives may be mixed with the composition of this invention provided 
they have no deleterious effect on the composition. 
When the surface-modifying agent composition of this invention is used in 
cosmetics, lubricating agents, lustering agents, defoaming agents, fiber 
treatment agents, and paints, and when it is manufactured by adding other 
additives to it; or when the surface-modifying agent of this invention is 
added to cosmetics, lubricating agents, lustering agents, defoaming 
agents, fiber treatment agents, or paints, to improve their 
surface-modifying characteristics; it is desirable that the content of the 
surface-modifying agent composition of this invention be present in the 
range of 0.1 to 99.9 percent by weight, preferably 1 to 99 percent by 
weight. 
The composition of this invention is superior in terms of its anti-static 
properties, surface feel, surface protective characteristics, surface 
lubricating properties, and storage stability, and it shows no 
degeneration even over long periods of time. 
Furthermore, the composition shows good mixing stability with cosmetics, 
lubricating agents, lustering agents, defoaming agents, fiber treatment 
agents, and paints, and it can therefore greatly improve the 
surface-modifying characteristics of such products by being mixed with 
such products. 
Accordingly, the composition of this invention is useful as a 
surface-modifying additive for improving the surface-modifying 
characteristics of cosmetics, lubricating agents, lustering agents, 
defoaming agents, fiber treatment agents, and paints.

EXAMPLES 
The invention will be described in detail below by means of practical 
examples of application and reference examples. In addition, the raw 
materials and evaluation methods used herein are explained below. 
Raw Materials 
An amino-modified polysiloxane having the formula 
##STR9## 
where G was (CH.sub.2).sub.3 NH.sub.2. A dimethylpolysiloxane having the 
formula 
##STR10## 
Evaluation Methods Storage Stability Test 
50 cc of the prepared surface-modifying agent composition was placed in a 
transparent glass bottle, and was allowed to stand quietly for one day at 
a temperature of 50.degree. C. Afterward, the condition of the composition 
was observed by visual inspection. Evaluation criteria were: 
A: uniform; showed no change. 
B: showed a slight separation of oily matter. 
C: oily matter separated. 
D: oil droplets generated and separated. 
Test of Anti-Static Properties 
15 g of hair with a length of 15 cm was formed into a bundle, and was 
coated overall with the prepared surface-modifying agent. The sample was 
rinsed with running water for 30 seconds, after which the moisture was 
wiped away with a towel. The hair sample was dried with a drier, and then 
rubbed 100 times with a polyvinyl chloride resin plate. The condition of 
the hair sample was evaluated using the following evaluation criteria: 
A: hair sample did not show any spreading. 
B: hair sample showed slight spreading. 
C: hair sample was spread. 
D: hair sample stood up in opposite directions. 
Test of Feel in the Case of Skin Cosmetic Use 
The inside surface of the forearms of 10 panel members were uniformly 
coated with the surface-modifying agent prepared, and the softness of the 
skin, smoothness, and feel of oiliness, were subjectively evaluated using 
the following evaluation criteria: 
A: extremely good. 
B: somewhat good. 
C: somewhat poor. 
D: extremely poor. 
Test of Feel in the Case of Hair Cosmetic Use 
15 g of hair with a length of 15 cm was formed into a bundle, and was 
coated overall with the prepared surface-modifying agent. The sample was 
rinsed with running water for 30 seconds, after which the moisture was 
wiped away with a towel. The hair sample in a wet state was combed with a 
comb, and the feel of "squeakiness" was subjectively evaluated using the 
evaluation criteria shown below. Subsequently, the moisture was wiped away 
with a towel, and the hair sample was dried with a drier, after which the 
softness, smoothness, and oily feel, of the hair were subjectively 
evaluated using the following evaluation criteria: 
A: extremely good. 
B: somewhat good. 
C: somewhat poor. 
D: extremely poor. 
Reference Example 1 
300 g (0.0093 mol) of an amino-modified organopolysiloxane having a 
viscosity of about 1000 cs and having the formula the formula 
##STR11## 
where G was (CH.sub.2).sub.3 NH.sub.2, and 100 g (0.238 mol) of 
polyoxyethylene (4) lauryl ether acetic acid, were placed in a 1-liter 
four-necked flask equipped with an agitator, a thermometer, a nitrogen gas 
blowing tube, and a water separator. The mixture was reacted for 2 hours 
at 150.degree. C. The reaction product obtained was a mixture containing a 
polyoxyethylene alkyl ether fatty acid amide modified organopolysiloxane 
expressed by the formula (5): 
##STR12## 
where G was --(CH.sub.2).sub.3 NHCOCH.sub.2 O(CH.sub.2 CH.sub.2 O).sub.4 
C.sub.12 H.sub.25, and polyoxyethylene (4) lauryl ether acetic acid. The 
content of polyoxyethylene (4) lauryl ether acetic acid was 5.4 percent by 
weight. 
Practical Example 1 
10 parts by weight of the composition obtained in Reference Example 1, 10 
parts by weight of lanolin, 40 parts by weight of 
octamethylcyclotetrasiloxane, and 40 parts by weight of liquid paraffin, 
were uniformly mixed to produce a composition. The composition was 
subjected to a storage stability test, a test of its anti-static 
properties, and a test of the feel of the composition in its use as a skin 
cosmetic. Measured results are shown in Table 1 below. 
Comparative Example 1 
A composition was prepared in the same manner as in Practical Example 1, 
except that an amino-modified polysiloxane was added, instead of the 
composition of Reference Example 1 used in Practical Example 1. The 
characteristics of the composition were evaluated in the same manner as in 
Practical Example 1. Measured results are shown in Table 1 below. 
Comparative Example 2 
A composition was prepared in the same manner as in Practical Example 1, 
except that a dimethylpolysiloxane was added, instead of the composition 
of Reference Example 1 used in Practical Example 1. The characteristics of 
the composition were evaluated in the same manner as in Practical Example 
1. Measured results are shown in Table 1 below. 
Comparative Example 3 
A composition was prepared in the same manner as in Practical Example 1, 
except that vaseline was added, instead of the composition of Reference 
Example 1 used in Practical Example 1. The characteristics of the 
composition were evaluated in the same manner as in Practical Example 1. 
Measured results are shown in Table 1 below. 
TABLE 1 
______________________________________ 
Practical 
Example 
Comparative Example 
Items 1 1 2 3 
______________________________________ 
Composition 
Composition of Reference 
10 
Example 1 
Amino-modified polysiloxane 
10 
Dimethylpolysiloxane 10 
Vaseline 10 
Lanolin 10 10 10 10 
Octamethylcyclotetrasiloxane 
40 40 40 40 
Liquid paraffin 40 40 40 40 
Evaluation results 
Storage stability 
A A A D 
Anti-static properties 
A C C D 
Softness A A B D 
Smoothness A B C D 
Oily feeling A C C D 
______________________________________ 
Practical Example 2 
10 parts by weight of the composition of Reference Example 1, 0.5 parts by 
weight of stearic acid, 1.5 parts by weight of cetanol, 3 parts by weight 
of vaseline, 2 parts by weight of lanolin alcohol, 2 parts by weight of a 
polyoxyethylene (10) monooleate, 3 parts by weight of propylene glycol, 1 
part by weight of triethanolamine, and 75 parts by weight of water, were 
uniformly mixed to produce a composition. The composition was subjected to 
a storage stability test, a test of its anti-static properties, and a test 
of its feel in use as a skin cosmetic. Measured results are shown in Table 
2 below. 
Comparative Example 4 
A composition was prepared in the same manner as in Practical Example 2, 
except that an amino-modified polysiloxane was added, instead of the 
composition of Reference Example 1 used in Practical Example 2. The 
characteristics of the composition were evaluated in the same manner as in 
Practical Example 2. Measured results are shown in Table 2 below. 
Comparative Example 5 
A composition was prepared in the same manner as in Practical Example 2, 
except that a dimethylpolysiloxane was added, instead of the composition 
of Reference Example 1 used in Practical Example 2. The characteristics of 
the composition were evaluated in the same manner as in Practical Example 
2. Measured results are shown in Table 2 below. 
TABLE 2 
______________________________________ 
Comparative 
Practical 
Examples 
Item Example 2 4 5 
______________________________________ 
Composition 
Emulsion composition of 
10 
Reference Example 1 
Amino-modified polysiloxane 10 
Dimethylpolysiloxane 10 
Stearic acid 0.5 0.5 0.5 
Cetanol 1.5 1.5 1.5 
Vaseline 3 3 3 
Lanolin alcohol 2 2 2 
Polyoxyethylene (10) 
2 2 2 
monooleate 
Propylene glycol 3 3 3 
Triethanolamine 1 1 1 
Water 75 75 75 
Evaluation results 
Storage stability 
A D C 
Anti-static properties 
A B C 
Softness A C B 
Smoothness A C B 
Oily feeling A C B 
______________________________________ 
Practical Example 3 
4 parts by weight of the composition of Reference Example 1, 4 parts by 
weight of stearyltrimethylammonium chloride, 3 parts by weight of cetanol, 
5 parts by weight of propylene glycol, and 84 parts by weight of water, 
were uniformly mixed to produce a composition. The composition was 
subjected to a storage stability test, a test of its anti-static 
properties, and a test of the feel of the composition in its use as a hair 
cosmetic. Measured results are shown in Table 3 below. 
Comparative Example 6 
A composition was prepared in the same manner as in Practical Example 3, 
except that an amino-modified polysiloxane was added, instead of the 
composition of Reference Example 1 used in Practical Example 3. The 
characteristics of the composition were evaluated in the same manner as in 
Practical Example 3. Measured results are shown in Table 3 below. 
Comparative Example 7 
A composition was prepared in the same manner as in Practical Example 3, 
except that a dimethylpolysiloxane was added, instead of the composition 
of Reference Example 1 used in Practical Example 3. The characteristics of 
the composition were evaluated in the same manner as in Practical Example 
3. Measured results are shown in Table 3 below. 
TABLE 3 
______________________________________ 
Comparative 
Practical 
Examples 
Item Example 3 6 7 
______________________________________ 
Composition 
Emulsion composition of 
4 
Reference Example 1 
Amino-modified polysiloxane 4 
Dimethylpolysiloxane 4 
Stearyltrimethylammonium 
4 4 4 
chloride 
Cetanol 3 3 3 
Propylene glycol 5 5 5 
Water 84 84 84 
Evaluation results 
Storage stability 
A A B 
Anti-static properties 
A B C 
"Squeaky" feel when wet 
A* D* C* 
Softness A C B 
Smoothness A B C 
Oily feeling A B C 
______________________________________ 
In Table 3, A* indicates no "squeaky" feel, D* indicates a strong "squeaky" 
feel, and C* indicates some "squeaky" feel. 
Thus, the composition of this invention can be seen to be superior in terms 
of its surface feel, and its surface protective characteristics, surface 
lubricating properties, and anti-static properties. It shows no 
degeneration even over long periods of time. Furthermore, the composition 
shows good mixing stability with cosmetics, lubricating agents, lustering 
agents, defoaming agents, fiber treatment agents, and paints, and has a 
superior effect in improving their surface characteristics. 
Other variations may be made in compounds, compositions, and methods 
described herein without departing from the essential features of the 
invention. The embodiments of the invention specifically illustrated 
herein are exemplary only and not intended as limitations on their scope 
except as defined in the appended claims.