The invention relates to a series of novel silicone compounds which contain fatty alkyl groups. This class of compounds provides unique solubility in many organic softeners, and increases the effectiveness of the softening of fatty quats. These materials are applied to fibers including textile fibers and hair and skin. The compounds of the present invention contain which contain a fatty substituted quaternary group, a silicone group and a reactive silanol groups. The presence of the positive charge on the nitrogen results in substantivity to many substrates, the presence of a silicone portion results in compatability in silicone fluids and the presence of the fatty tail on the molecule results in fatty solubility. The resulting material is surface active and will allow for the incorporation of silicone into a fatty system or of a fatty quat in a silicone system.

BACKGROUND OF THE INVENTION 
1. Field of the Invention 
The invention relates to a series of novel silicone reactive compounds 
which contain fatty alkyl groups. This class of compounds provides unique 
solubility in many organic softeners, and increases the effectiveness of 
the softening of fatty quats. These materials are applied to fibers 
including textile fibers and hair and skin. The compounds of the present 
invention contain which contain a fatty substituted quaternary group, a 
silicone group and a reactive silanol groups. The presence of the positive 
charge on the nitrogen results in substantivity to many substrates, the 
presence of a silicone portion results in comparability in silicone fluids 
and the presence of the fatty tail on the molecule results in fatty 
solubility. The resulting material is surface active and will allow for 
the incorporation of silicone into a fatty system or of a fatty quat in a 
silicone system. 
2. Arts and Practices 
Silicone compounds have been known to be active at the surface of 
cellulosic and synthetic fibers as well as paper. They are good nondurable 
lubricants and are very stable to oxidation, however, their high cost and 
lack of efficiency at low concentrations as well as low durability have 
made their acceptance in commercial products quite low. Silicone compounds 
give good lubrication to the fiber and a slick softening effect. 
Fatty cationic materials have been used as softeners for many years. They 
are not soluble in silicone fluids. These softeners are more greasy in 
their hand and do not provide the desired fiber lubrication. Many attempts 
have been made to prepare blends of silicone fluids and fatty quats to 
provide the best properties of both materials. Alas, silicone oil and 
fatty quats are not soluble. The result of admixing silicone fluids with 
fatty quats is a thick milky mixture, which separates rapidly. 
There is therefore a desire to provide a material which allows for the 
incorporation of silicone oil into fatty quats. 
3. Object of the Invention 
It is the object of the present invention to provide a series of novel 
silicone compounds which contain a fatty substituted quaternary group, a 
silicone group and a reactive silanol groups. The incorporation of the 
fatty cationic and silicone group into a molecule results in a product 
which having both a silicone portion and a silicone portion will allow for 
the solubilization of the two heretofore incompatible materials into a 
system which is truly multifunctional. 
Still other objectives will become clear as the teachings of the invention 
are read. 
SUMMARY OF THE INVENTION 
The invention relates to a series of novel silicone compounds which contain 
in one molecule a fatty substituted quaternary group, a silicone group and 
a reactive silanol groups. 
As will become clear from the disclosure, the compounds of the present 
invention not only require all of the functional components described 
above but need them in the correct ration and in the correct three 
dimensional structure to be effective. 
The compounds of the invention are prepared by the following reaction: 
(a) a cationic alkoxy silane is reacted with a silanol to produce a 
cationic alkoxy polymer. The reactants are: 
##STR1## 
R.sup.1 is methyl or ethyl; R.sup.2 is alkyl having from 6 to 20 carbon 
atoms; 
R.sup.3 and R.sup.4 are each independently selected from the group 
consisting of alkyl having from 1 to 20 carbon atoms and 
EQU --(CH.sub.2 CH.sub.2 O)x--(CH.sub.2 CH(CH.sub.3)O)y--(CH.sub.2 CH.sub.2 
O)z--H 
x, y and z are each independently integers ranging from 0 to 20, with the 
proviso that x+y+z is greater than 1. 
(b) a silanol conforming to the following structure: 
##STR2## 
a is an integer from 10 to 2000; Me is methyl. 
The simplest form of the reaction involves the reaction of the silanol with 
the methoxy to give the following structure: 
##STR3## 
Since there remains a terminal silanol and two methoxy (OMe) groups still 
to react a polymer is generated which has three dimensionality. This is 
due to the reaction of the silanol hydroxyl groups with the methoxy 
groups, and the generation of methanol. 
The three dimensionality of this type of reaction is discussed in U.S. Pat. 
No. 5,378,787 incorporated herein by reference. The reaction of the antino 
silane and the silanol described in U.S. Pat. No. 5,378,787 occurs without 
catalyst. The substitution of the alkyl quat for the trimethoxy in the 
technology of U.S. Pat. No. 5,378,787 will not result in a reaction. We 
have discovered that there needs to be included in the reaction mixture a 
catalytic amount of a fatty amine catalyst. Such amine catalysts are 
selected from momoethanolamine, diethanolamine, triethanolamine, alkyl 
amine conforming to the following structure: 
EQU CH.sub.3 --(CH.sub.2)b--NH.sub.2 
b is an integer ranging from 0 to 19; and cyclohexylamine. 
The compound of the present invention requires that the ratio of silanol 
hydroxyl equivalents to silane alkoxy group be less than 1:1. This will 
result in residual alkoxy groups which will lead to durability. The 
functional ratio of silanol groups to alkoxy group ranges from 1 silanol 
to 2-3 alkoxy. 
The preferred reactants therefore are; 
(a) a cationic alkoxy siloxane conforming to the following structure: 
##STR4## 
wherein: R.sup.1 is methyl or ethyl; 
R.sup.2 is alkyl having from 6 to 20 carbon atoms; 
R.sup.3 and R.sup.4 are each independently selected from the group 
consisting of alkyl having from 1 to 20 carbon atoms and 
EQU --(CH.sub.2 CH.sub.2 O)x--(CH.sub.2 CH(CH.sub.3)O)y--(CH.sub.2 CH.sub.2 
O)z--H 
x, y and z are each independently integers ranging from 0 to 20, with the 
proviso that x+y+z is greater than 1. 
(b) a silanol conforming to the following structure: 
##STR5## 
a is an integer from 10 to 2000; Me is methyl; and 
(c) an amine catalysts are selected from the group consisting of 
monoethanolamine, diethanolamine, triethanolamine, alkyl amine conforming 
to the following structure: 
EQU CH.sub.3 --(CH.sub.2)b--NH.sub.2 
b is an integer ranging from 0 to 19; and cyclohexylamine. 
RAW MATERIAL EXAMPLES 
(A) Silanol Compounds 
Silanol compounds are well known and are marketed in the trade under many 
names. The compounds conform to the following generic structure; 
##STR6## 
Compounds of the following structure are available from Siltech Inc. 
Norcross Ga and are marketed under the Siltech S series tradename shown; 
______________________________________ 
Example Name Molecular Weight 
x 
______________________________________ 
1 Siltech S 701 1,000 11 
2 Siltech S 706 6,000 80 
3 Siltech S 710 10,000 133 
4 Siltech S 750 50,000 673 
5 Siltech S 790 86,000 1160 
______________________________________ 
(B) Cationic Silane 
Cationic silane compounds are available from several manufacturers. 
##STR7## 
R.sup.1 is methyl or ethyl; R.sup.2 is alkyl having from 6 to 20 carbon 
atoms; 
R.sup.3 and R.sup.4 are each independently selected from the group 
consisting of alkyl having from 1 to 20 carbon atoms and 
EQU --(CH.sub.2 CH.sub.2 O)x--(CH.sub.2 CH(CH.sub.3)O)y--(CH.sub.2 CH.sub.2 
O)z--H 
x, y and z are each independently integers ranging from 0 to 20, with the 
proviso that x+y+z is greater than 1. 
______________________________________ 
Example R.sup.1 R.sup.2 R.sup.3 R.sup.4 
______________________________________ 
6 Methyl C.sub.6 H.sub.13 
CH.sub.3 
CH.sub.3 
7 Ethyl C.sub.12 H.sub.25 
C.sub.6 H.sub.13 
CH.sub.3 
8 Methyl C.sub.18 H.sub.37 
C.sub.18 H.sub.37 
CH.sub.3 
9 Ethyl C.sub.20 H.sub.41 
CH.sub.3 
CH.sub.3 
10 Methyl C.sub.18 H.sub.37 
C.sub.20 H.sub.41 
CH.sub.3 
______________________________________ 
Examples 10-16 
R.sup.3 and R.sup.4 are each: 
EQU --(CH.sub.2 CH.sub.2 O)x--(CH.sub.2 CH(CH.sub.3)O)y--(CH.sub.2 CH.sub.2 
O)z--H 
______________________________________ 
R.sup.3 R.sup.4 
Example R.sup.1 R.sup.2 x y z x y z 
______________________________________ 
6 Methyl C.sub.6 H.sub.13 
0 5 2 0 5 2 
7 Ethyl C.sub.12 H.sub.25 
5 5 5 5 5 5 
8 Methyl C.sub.18 H.sub.37 
10 10 2 10 10 2 
9 Ethyl C.sub.20 H.sub.41 
20 20 20 20 20 20 
10 Methyl C.sub.18 H.sub.37 
2 2 2 2 2 2 
______________________________________

EXAMPLES 
General Conditions 
The reaction is conducted using the following general procedure; 
To a suitable reaction vessel equipped with mechanical agitation, 
thermometer, and dean stark trap is added the specified amount of the 
specified silanol. The agitation is started. Next the specified amount of 
water is added, along with 0.5% by weight catalyst. Next the specified 
amount of the specified silane. The reaction mass is heated to 80-85 C. 
The reaction mass is held at this temperature for 3-5 hours. During that 
time the reaction mass becomes clear and homogeneous. The product is 
converted into the final product as shown below. 
Solvents like ethanol, methanol or other solvents can be added to lower the 
viscosity if desired. 
______________________________________ 
Silanol Silane Water 
Example 
Example Grams Example Grams Grams 
______________________________________ 
24 1 500.0 6 133.0 54.0 
25 2 3000.0 7 242.0 54.0 
26 3 5000.0 8 372.0 54.0 
27 4 25000.0 9 188.0 54.0 
28 5 43000.0 10 254.0 54.0 
29 5 43000.0 11 326.0 54.0 
30 4 25000.0 12 575.0 54.0 
31 3 5000.0 13 813.0 54.0 
32 2 3000.0 15 2045.0 
54.0 
33 1 500.0 16 267.0 54.0 
______________________________________ 
Applications Examples 
To show the solubilities of the compounds of the present invention, two 
materials were chosen as solvents, (a) 350 visc. silicone fluid, which is 
an item of commerce from Siltech Inc. of Norcross Ga., and (b) Stearyl 
trimethyl ammonium chloride. 
Polydimethylsiloxane (PDMS) conforms to the following structure; 
##STR8## 
Stearyl trimethyl ammonium chloride (STAC) conforms to the following 
structure: 
##STR9## 
The number of grams of each component were blended in a beaker and heated 
to 80 C. The agitation was stopped and the clarity observed. 
______________________________________ 
A B C D 
______________________________________ 
Example 24 -- 50 -- -- 
Example 29 -- -- 50 -- 
Example 33 -- -- -- 33 
STAC 50 50 -- 33 
PDMS 50 -- 50 33 
Comments Split Clear Clear Clear 
______________________________________ 
The above data not only shows the different solubilities achievable using 
the technology of the present invention, but also shows that the compounds 
of the present invention can be used to couple the two components which 
are by themselves not miscible. (Those two components are 
polydimethylsiloxane and Stearyl trimethyl ammonium chloride).