US4609750A
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Siloxanes with betaine groups, their synthesis and use in hair care products
Assignee: Evonik Operations GmbH
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Filing: 1985-06-13
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Granted: 1986-09-02
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Expires: 2005-06-13
Abstract
Abstract Organopolysiloxanes that have betaine groups and the following general formula ##STR1## in which R 1 can represent the same or different groups in the molecule and may be an alkyl radical with 1 to 18 carbon atoms, an aryl radical or a polyoxyalkylene radical with the proviso that at least 70% of the R 1 radicals are methyl radicals, R 2 may be the same as R 1 , with the proviso that at least one R 2 radical represents ##STR2## in which R 3 is a divalent alkylene radical with 2 to 12 carbon atoms, R 4 is a divalent alkylene radical with 2 to 6 carbon atoms, R 5 and R 6 are the same or different and represent an alkyl radical with 1 to 4 carbon atoms or a benzyl radical, and n=1, 2, or 3, x has a value of 0 to 200, and y has a value of 1 to 50, as well as processes for their synthesis and their use in cosmetic preparations, especially in hair care products.
Inventors
- 👤 Hans-Joachim Kollmeier
- 👤 Rolf-Dieter Langenhagen
- 👤 Klaus Hoffmann
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-29 18:34
CPC Classifications
A; A61; A61K; A61K8/00; A61K8/18; A61K8/72; A61K8/84; A61K8/89; A61K8/896; A61K8/898; A61Q; A61Q5/00; A61Q5/02; A61Q5/12; C; C08; C08G; C08G77/00; C08G77/04; C08G77/38; C08G77/382; C08G77/388
Claims Analysis
Total Claims: 23
Claim 1
Independent Claim
150 words
Compounds having the formula ##STR26## in which R 1 can represent the same or different groups in the molecule and may be an alkyl radical with 1 to 18 carbon atoms, an aryl radical or a polyoxyalkylene radical with the proviso that at least 70% of the R 1 radicals are methyl radicals, R 2 may be the same as R 1 , with the proviso that at least one R 2 radical represents ##STR27## in which R 3 is a divalent alkylene radical with 2 to 12 carbon atoms, R 4 is a divalent alkylene radical with 2 to 6 carbon atoms, R 5 and R 6 are the same or different and represent an alkyl radical with 1 to 4 carbon atoms or a benzyl radical, and n=1, 2, or 3, x has a value of 0 to 200, and y has a value of 1 to 50.
Claim 2
Dependent Claim
150 words
Compounds having the formula ##STR26## in which R 1 can represent the same or different groups in the molecule and may be an alkyl radical with 1 to 18 carbon atoms, an aryl radical or a polyoxyalkylene radical with the proviso that at least 70% of the R 1 radicals are methyl radicals, R 2 may be the same as R 1 , with the proviso that at least one R 2 radical represents ##STR27## in which R 3 is a divalent alkylene radical with 2 to 12 carbon atoms, R 4 is a divalent alkylene radical with 2 to 6 carbon atoms, R 5 and R 6 are the same or different and represent an alkyl radical with 1 to 4 carbon atoms or a benzyl radical, and n=1, 2, or 3, x has a value of 0 to 200, and y has a value of 1 to 50.
Claim 3
Dependent Claim
23 words
The compound of claim 1 wherein up to 30% of the R 1 radicals are alkyl and have 2 or more carbon atoms.
Claim 4
Dependent Claim
24 words
The compound of claim 1 wherein up to 30% of the R 1 radicals are alkyl and have from 12 to 18 carbon atoms.
Claim 5
Dependent Claim
35 words
The compound of claim 1 wherein up to 30% of the R 1 radicals are alkyl and are selected from the group consisting of ethyl, propyl, isopropyl, butyl, hexyl, isooctyl, decyl, dodecyl hexadecyl and stearyl.
Claim 6
Dependent Claim
16 words
The compound of claim 1 wherein up to 30% of the R 1 radicals are phenyl.
Claim 7
Dependent Claim
76 words
The compound of claim 1 wherein up to 30% of the R 1 radicals are polyoxyalkylene radicals having the formula --(CH.sub.2).sub.3 O(C.sub.m H.sub.2m O).sub.p Q in which the --(C m H 2m O) p group is built up from ethylene oxide and propylene oxide and m has an average value of 2.0 to 2.6, p has a value of 1 to 25, and Q is a hydrogen or alkyl radical with 1 to 4 carbon atoms.
Claim 8
Dependent Claim
17 words
The compound of claim 6 wherein from 3 to 10% of the R 1 radicals are polyoxyalkylene.
Claim 9
Dependent Claim
24 words
The compound of claim 1 wherein R 3 contains from 2 to 10 carbon atoms and R 4 contains 2 to 4 carbon atoms.
Claim 10
Dependent Claim
24 words
The compound of claim 1 wherein R 5 and R 6 are selected from the group consisting of methyl, ethyl, propyl, butyl and benzyl.
Claim 11
Dependent Claim
24 words
The compound of claim 8 wherein R 5 and R 6 are selected from the group consisting of methyl, ethyl, propyl, butyl and benzyl.
Claim 12
Dependent Claim
17 words
The compound of claim 1 wherein x is 2 to 100 and y is 1 to 25.
Claim 13
Dependent Claim
17 words
The compound of claim 11 wherein x is 5 to 50 and y is 2 to 10.
Claim 14
Dependent Claim
9 words
A compound selected from the group consisting of ##STR28##
Claim 15
Dependent Claim
9 words
A compound selected from the group consisting of ##STR28##
Claim 16
Dependent Claim
165 words
a process for the synthesis of the compounds of claim 1 comprising reacting, in a known manner, compounds having the formula ##STR29## in which R 7 may be the same as R 1 with the proviso that at least one of the R 7 radicals is the hydrogen radical, with equimolar amounts in respect to the SiH groups, with compounds having the formula: ##STR30## in which R 8 is an alkylene radical with a terminal double bond and 2 to 12 carbon atoms, or a cycloalkylene radical with 6 to 12 carbon atoms, and R 9 is a hydrogen or alkyl radical with 1 to 4 carbon atoms, in the presence of platinum or palladium catalysts; and reacting the product obtained in a known manner, with compounds having the formula: ##STR31## and quaternizing the product obtained in a known manner with equimolar amounts of compounds having the formula: X--(CH.sub.2).sub.n COOY in which X is a chlorine or bromine radical, and Y is an alkali radical.
Claim 17
Dependent Claim
16 words
The process of claim 14 wherein the catalyst is H 2 PtCl 6 .6H 2 O.
Claim 18
Dependent Claim
26 words
The process of claim 14 wherein the catalyst is used in an amount from 10 -2 to 10 -8 moles of SiH groups in the siloxane.
Claim 19
Dependent Claim
24 words
The process of claim 14 wherein the reaction of compounds II and III is carried out at a temperature from 40° to 160° C.
Claim 20
Dependent Claim
24 words
The process of claim 14 wherein the reaction of compounds II and III is carried out at a temperature from 50° to 120° C.
Claim 21
Dependent Claim
33 words
The process of claim 14 wherein the reaction of compounds II and III is carried out in an inert solvent at a temperature from 40° C. to the boiling point of the solvent.
Claim 22
Dependent Claim
19 words
The process of claim 14 wherein the solvent for the final quaternizing reaction is an alcohol, glycol or water.
Claim 23
Dependent Claim
31 words
A cosmetic preparation containing a cosmentic effective amount of the compound of claim 1, said cosmetic preparation being selected from the group consisting of soaps, shampoos, hair conditioners, and skin conditioners.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1989-09-01 | 1990-03-03 | 1990-09-02 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1993-09-01 | 1994-03-03 | 1994-09-02 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1997-09-01 | 1998-03-03 | 1998-09-02 | $7700.00 | Window Closed / Lapsed |