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US4419344A
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Quaternary, copolymeric, high molecular weight ammonium salts based on acrylic compounds, their preparation, and their use in cosmetics
Assignee: Novartis Corp
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Filing: 1981-07-27
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Granted: 1983-12-06
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Expires: 2001-07-27
Abstract
Abstract Novel copolymeric ammonium salts which are soluble or form microemulsions in aqueous surfactant systems and which can be obtained by water-in-oil emulsion polymerization or solution polymerization of a quaternary ammonium salt of the acrylic acid series and at least one other acrylic comonomer and reaction with an anionic optionally zwitterionic surfactant, ion exchange taking place, and has a molecular weight distribution of 104 to 109, the molecular weight of at least 5 percent by weight of the copolymer being 107 to 109, can be used as cosmetics, in particular as hair cosmetics, hair treated according to the invention having excellent ease of dry combing and, in particular, ease of wet combing.
Inventors
- 👤 Dieter Strasilla
- 👤 Hubert Meindl
- 👤 Laszlo Moldovanyi
- 👤 Charles Fearnley
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-29 22:27
CPC Classifications
A; A61; A61K; A61K8/00; A61K8/18; A61K8/72; A61K8/81; A61K8/8141; A61K8/8158; A61Q; A61Q5/00; A61Q5/12; C; C08; C08F; C08F220/00; C08F220/02; C08F220/52; C08F220/54; C08F220/56; A61K2800/00; A61K2800/40; A61K2800/54; A61K2800/542; A61K2800/5426
Claims Analysis
Total Claims: 16
Claim 1
Independent Claim
135 words
A copolymeric, quaternary ammonium salt which is soluble or forms a microemulsion in an aqueous surfactant system, which has a molecular weight distribution of 10 4 to 10 9 , the molecular weight of at least 5 percent by weight of the copolymer being 10 7 to 10 9 , and comprises, in any order, recurring structural elements of the formulae ##STR44## in which A 1 and A 2 are each hydrogen or methyl, D 1 is oxygen or --NH--, E 1 is alkylene having 1 to 4 carbon atoms unsubstituted or substituted by hydroxyl, R 1 and R 2 are each methyl or ethyl, Q is alkyl or hydroxyalkyl having 1 to 4 carbon atoms or benzyl and X.sup.⊖ is the radical of at least one anionic sulfate ether surfactant, which may be zwitterionic.
Claim 2
Dependent Claim
135 words
A copolymeric, quaternary ammonium salt which is soluble or forms a microemulsion in an aqueous surfactant system, which has a molecular weight distribution of 10 4 to 10 9 , the molecular weight of at least 5 percent by weight of the copolymer being 10 7 to 10 9 , and comprises, in any order, recurring structural elements of the formulae ##STR44## in which A 1 and A 2 are each hydrogen or methyl, D 1 is oxygen or --NH--, E 1 is alkylene having 1 to 4 carbon atoms unsubstituted or substituted by hydroxyl, R 1 and R 2 are each methyl or ethyl, Q is alkyl or hydroxyalkyl having 1 to 4 carbon atoms or benzyl and X.sup.⊖ is the radical of at least one anionic sulfate ether surfactant, which may be zwitterionic.
Claim 3
Dependent Claim
53 words
An ammonium salt according to claim 1, which is obtained by water-in-oil emulsion polymerisation or a solution polymerisation of a quaternary ammonium salt of the acrylic acid series and at least one other acrylic comonomer, isolation of the copolymer and reaction thereof with an anionic and optionally zwitterionic surfactant, ion exchange taking place.
Claim 4
Dependent Claim
66 words
An ammonium salt according to claim 1, which contains on average 5 to 80 mol % of structural elements of the formula ##STR45## on average 10 to 95 mol % of structural elements of the formula ##STR46## in which A 1 , A 2 , D 1 , E 1 , R 1 , R 2 , Q and X.sup.⊖ are as defined in claim 1.
Claim 5
Dependent Claim
29 words
An ammonium salt according to claim 1, in which the molecular weight of 5 to 60 percent by weight of the copolymer is 10 7 to 10 9 .
Claim 6
Dependent Claim
67 words
An ammonium salt according to claim 1, in which X.sup.⊖ is a sulfur-ether radical of the formulae ##STR47## in which T 1 is alkyl or alkenyl having 7 to 21 carbon atoms, T 2 is alkyl having 6 to 14 carbon atoms, p is an integer from 1 to 50, q is an integer from 6 to 12 and r is an integer from 2 to 6.
Claim 7
Dependent Claim
230 words
A copolymeric, quaternary ammonium salt of claim 1 which is soluble or forms a microemulsion in an aqueous surfactant system, which has a molecular weight distribution of 10 4 to 10 9 , the molecular weight of at least 5 percent by weight of the copolymer being 10 7 to 10 9 , and which is obtained by water-in-oil emulsion polymerisation, in the presence of a water-in-oil emulsifier and, optionally, an emulsion stabiliser, or by solution polymerisation, in each case in the presence of a polymerisation initiator, of comonomers of the formulae ##STR48## in which A 1 , A 2 , D 1 , E 1 , Q, R 1 and R 2 are as defined in claim 1 and Y.sup.⊖ is a halide anion or an alkyl-sulfate or alkyl-phosphonate anion having 1 to 4 carbon atoms in the alkyl radical, subsequent precipitation of the copolymer with a water-soluble solvent, drying of the copolymer and reaction thereof with at least one surfactant of the formula X.sup.⊖ Z.sup.⊕ in which Z.sup.⊕ is an alkali metal cation or an ammonium cation which is unsubstituted or substituted by alkyl or alkanol radicals having 1 to 4 carbon atoms and X.sup.⊖ is as defined in claim 1, in an aqueous medium at 10° to 60° C. and at a pH value of 5 to 9, the anion Y.sup.⊖ being replaced by the anion X.sup.⊖.
Claim 8
Dependent Claim
14 words
A cosmetic, which contains at least one polymeric ammonium salt according to claim 1.
Claim 9
Dependent Claim
36 words
A cosmetic according to claim 7, which contains an excess of at least one of the anionic and optionally zwitterionic surfactants, of the formula according to claim 16 used in the preparation of the ammonium salt.
Claim 10
Dependent Claim
11 words
A cosmetic according to claim 7 which is a hair cosmetic.
Claim 11
Dependent Claim
73 words
A hair cosmetic according to claim 9, which contains 0.05 to 1.5 parts by weight, calculated as effective substance, of at least one polymeric ammonium salt according to any one of claims 1 to 5, 5 to 20 parts by weight, calculated as effective substance, of at least one anionic and optionally zwitterionic surfactant, and, optionally, a cosmetic assistant and is diluted with demineralized water to a total of 100 parts by weight.
Claim 12
Dependent Claim
28 words
A hair cosmetic according to claim 10, which is adjusted to a pH value of 7.0 to 7.5 with an aqueous solution of sodium hydroxide or citric acid.
Claim 13
Independent Claim
160 words
A method of hair treatment to give ease of wet and dry combing which comprises the step of applying a cosmetic which contains at least one copolymeric, quaternary ammonium salt which is soluble or forms a microemulsion in an aqueous surfactant system, which has a molecular weight distribution of 10 4 to 10 9 , the molecular weight of at least 5 percent by weight of the copolymer being 10 7 and 10 9 , and comprises, in any order, recurring structural elements of the formulae ##STR49## in which A 1 and A 2 are each hydrogen or methyl, D 1 is oxygen or --NH--, E 1 is alkylene having 1 to 4 carbon atoms unsubstituted or substituted by hydroxyl, R 1 and R 2 are each methyl or ethyl, Q is alkyl or hydroxyalkyl having 1 to 4 carbon atoms or benzyl and X.sup.⊖ is the radical of at least one anionic sulfate ether surfactant, which may be zwitterionic.
Claim 14
Independent Claim
160 words
A method of hair treatment to give ease of wet and dry combing which comprises the step of applying a cosmetic which contains at least one copolymeric, quaternary ammonium salt which is soluble or forms a microemulsion in an aqueous surfactant system, which has a molecular weight distribution of 10 4 to 10 9 , the molecular weight of at least 5 percent by weight of the copolymer being 10 7 and 10 9 , and comprises, in any order, recurring structural elements of the formulae ##STR49## in which A 1 and A 2 are each hydrogen or methyl, D 1 is oxygen or --NH--, E 1 is alkylene having 1 to 4 carbon atoms unsubstituted or substituted by hydroxyl, R 1 and R 2 are each methyl or ethyl, Q is alkyl or hydroxyalkyl having 1 to 4 carbon atoms or benzyl and X.sup.⊖ is the radical of at least one anionic sulfate ether surfactant, which may be zwitterionic.
Claim 15
Dependent Claim
57 words
The method of claim 12 wherein the cosmetic contains 0.05 to 1.5 parts by weight, calculated as effective substance, of the polymeric ammonium salt, 5 to 20 parts by weight, calculated as effective substance, of at least one anionic and optionally zwitterionic surfactant, and is diluted with demineralized water to a total of 100 parts by weight.
Claim 16
Dependent Claim
28 words
The method of claim 13 wherein the cosmetic is adjusted to a pH value of 7.0 to 7.5 with an aqueous solution of sodium hydroxide or citric acid.
References Cited (Backward Citations)
US3759982A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1986-12-05 | 1987-06-06 | 1987-12-06 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1990-12-05 | 1991-06-06 | 1991-12-06 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1994-12-05 | 1995-06-06 | 1995-12-06 | $7700.00 | Window Closed / Lapsed |