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Siloxanes with betaine groups, their synthesis and use in cosmetic preparations

Assignee: Evonik Operations GmbH
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Filing: 1985-05-07
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Granted: 1987-03-31
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Expires: 2005-05-07
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Abstract

Abstract Organopolysiloxanes that have betaine groups and are of the 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 the ##STR2## in which R 3 and R 4 are different, one radical representing a hydroxyl group, and the other the ##STR3## in which 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.

Inventors

  • 👤 Hans-Joachim Kollmeier
  • 👤 Rolf-Dieter Langenhagen
  • 👤 Klaus Hoffmann

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-09 09:57
CPC Classifications
A; A61; A61K; A61K8/00; A61K8/18; A61K8/72; A61K8/84; A61K8/89; A61K8/891; A61K8/894; A61Q; A61Q5/00; A61Q5/02; A61Q5/12; C; C08; C08G; C08G77/00; C08G77/04; C08G77/38; C08G77/382; C08G77/388

Claims Analysis

Total Claims: 20
Claim 1
Independent Claim 156 words
Compounds having the formula ##STR27## in which R 1 is identical or different groups in the molecule and is 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 is the same as R 1 , or an ether group having the formula ##STR28## in which R 3 and R 4 are different, one of the R 3 or R 4 being a hydroxyl group, and the other the ##STR29## in which 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, with the proviso that at least one R 2 radical is said ether group, x has a value of 0 to 200, and y has a value of 1 to 50.
Claim 2
Dependent Claim 156 words
Compounds having the formula ##STR27## in which R 1 is identical or different groups in the molecule and is 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 is the same as R 1 , or an ether group having the formula ##STR28## in which R 3 and R 4 are different, one of the R 3 or R 4 being a hydroxyl group, and the other the ##STR29## in which 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, with the proviso that at least one R 2 radical is said ether group, x has a value of 0 to 200, and y has a value of 1 to 50.
Claim 3
Dependent Claim 14 words
The compound of claim 1 wherein all of the R 1 radicals are methyl.
Claim 4
Dependent Claim 27 words
The compound of claim 1 wherein up to 30% of the R 1 radicals are alkyl groups having from 12 to 18 carbon atoms, or aryl radicals.
Claim 5
Dependent Claim 26 words
The compound of claim 3 wherein the alkyl radical is selected from the group consisting of ethyl, propyl, isopropyl, butyl, hexyl, isooctyl, decyl, dodecyl and stearyl.
Claim 6
Dependent Claim 11 words
The compound of claim 3 wherein the aryl radical is phenyl.
Claim 7
Dependent Claim 57 words
The compounds 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 wherein 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 3 to 10% of the R 1 radicals are polyoxyalkylene radicals.
Claim 9
Dependent Claim 14 words
The compound of claim 1 wherein R 5 and R 6 are methyl radicals.
Claim 10
Dependent Claim 23 words
The compound of claim 1 wherein R 5 and R 6 are selected from the group consisting of ethyl, propyl, isopropyl, and butyl.
Claim 11
Dependent Claim 18 words
The compound of claim 1, 2, 3, 4, 5, 6, 7, 8, or 9 wherein n is 1.
Claim 12
Dependent Claim 26 words
The compound of claim 1, 2, 3, 4, 5, 6, 7, 8, or 9 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 57 words
A process for the synthesis of compounds of claim 1 comprising reacting compounds having the formula ##STR30## 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 ##STR31## with equimolar amounts of compounds having the formula ##STR32## based on the ##STR33##
Claim 15
Dependent Claim 96 words
A process for the synthesis of compounds of claim 1 comprising reacting compounds having the formula ##STR34## in which R 8 is the same as R 1 , with the proviso that at least one of the R 8 radicals is the ##STR35## group, in which R 3 and R 9 are different, one being a hydroxyl radical and the other the ##STR36## with equimolar amounts of compounds having the formula X--(CH 2 ) n --COOY, in which X is a chlorine or bromine radical and Y is an alkali radical, based on the ##STR37## group.
Claim 16
Dependent Claim 32 words
The process of claim 13 or 14 wherein the reaction is carried out in a solvent at a temperature of 40° C. or up to the boiling point of the solvent used.
Claim 17
Dependent Claim 15 words
The process of claim 15 wherein the temperature is from 40° C. to 160° C.
Claim 18
Dependent Claim 28 words
A cosmetic preparation for the care of the hair containing an effective amount of the compound of claim 1, 2, 3, 4, 5, 6, 7, 8 or 9.
Claim 19
Dependent Claim 21 words
A shampoo containing an effective amount of the compound of claim 1, 2, 3, 4, 5, 6, 7, 8 or 9.
Claim 20
Dependent Claim 22 words
A hair conditioner containing an effective amount of the compound of claim 1, 2, 3, 4, 5, 6, 7, 8 or 9.

References Cited (Backward Citations)

US4185087A Cited
US4490356A Cited
US4283191A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1990-03-30 1990-09-29 1991-03-31 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1994-03-30 1994-09-29 1995-03-31 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1998-03-30 1998-09-29 1999-03-31 $7700.00 Window Closed / Lapsed

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