US4845204A
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Cosmetic compositions on the basis of alkyl-hydroxypropyl-substituted chitosan derivatives, new chitosan derivatives and processes for the production thereof
Assignee: Procter and Gamble Deutschland GmbH
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Filing: 1985-01-30
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Granted: 1989-07-04
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Expires: 2005-01-30
Abstract
Abstract New alkyl-hydroxypropyl-chitosans of the formula I HO[C.sub.6 H.sub.11-m-q NO.sub.4 (R.sup.1).sub.m (R.sup.2).sub.n (R 3 ) q ] p H (I) (m=0-0.6; n=0.5-10; q=0.5-4; p=50-5000; R 1 =acetyl; ##STR1## R 3 =C 1 -C 6 -alkyl) and their salts with organic or inorganic acids. The invention is directed, in addition, to a process for producing the chitosan derivatives of the formula I, as well as cosmetic compositions for the treatment of hair or skin, particularly compositions for strengthening hair, comprising a content of these chitosan derivatives. The described alkyl-hydroxypropyl-chitosans are distinguished by their favorable solubility in organic solvents. Therefore, they can also be used, for example, in anhydrous hairsprays.
Inventors
- 👤 Gunther Lang
- 👤 Gerhard Maresch
- 👤 Hans-Rudi Lenz
- 👤 Eugen Konrad
- 👤 Lothar Breuer
- 👤 Dietrich Hoch
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-03 22:10
CPC Classifications
A; A61; A61K; A61K8/00; A61K8/18; A61K8/72; A61K8/73; A61K8/736; A61Q; A61Q5/00; A61Q5/06; C; C08; C08B; C08B37/00; C08B37/0006; C08B37/0024; C08B37/0027; C08B37/003; Y; Y10; Y10S; Y10S424/00; Y10S424/01; Y10S424/02
Claims Analysis
Total Claims: 16
Claim 1
Independent Claim
114 words
Cosmetic composition for the treatment of hair or skin, characterized in that it contains in a suitable cosmetic base a macromolecular, polymeric compound, derived from chitosan, of the general formula (I) HO[C.sub.6 H.sub.11-m-q NO.sub.4 (R.sup.1).sub.m (R.sup.2).sub.n (R.sup.3).sub.q ].sub.p H (I), wherein m denotes a numerical value from 0 to 0.6, n denotes a numerical value from 0.5 to 10, q is a numerical value from 0.5 to 4, p denotes an integer from 50 to 5000, R 1 is an acetyl group, R 2 is a bivalent group ##STR9## and R 3 denotes a straight-chain or branched alkyl group with 1 to 6 carbon atoms, or its salt with an organic or inorganic acid.
Claim 2
Dependent Claim
114 words
Cosmetic composition for the treatment of hair or skin, characterized in that it contains in a suitable cosmetic base a macromolecular, polymeric compound, derived from chitosan, of the general formula (I) HO[C.sub.6 H.sub.11-m-q NO.sub.4 (R.sup.1).sub.m (R.sup.2).sub.n (R.sup.3).sub.q ].sub.p H (I), wherein m denotes a numerical value from 0 to 0.6, n denotes a numerical value from 0.5 to 10, q is a numerical value from 0.5 to 4, p denotes an integer from 50 to 5000, R 1 is an acetyl group, R 2 is a bivalent group ##STR9## and R 3 denotes a straight-chain or branched alkyl group with 1 to 6 carbon atoms, or its salt with an organic or inorganic acid.
Claim 3
Dependent Claim
20 words
Composition according to claim 1, characterized in that n in formula (I) denotes a numerical value from 1 to 3.
Claim 4
Dependent Claim
20 words
Composition according to claim 1, characterized in that q in formula (I) denotes a numerical value from 1 to 3.6.
Claim 5
Dependent Claim
20 words
Composition according to claim 2, characterized in that q in formula (I) denotes a numerical value from 1 to 3.6.
Claim 6
Dependent Claim
26 words
Composition according to claim 1, characterized in that it contains said polymeric compound of formula (I) in a quantity of 0.05 to 10 percent by weight.
Claim 7
Dependent Claim
25 words
Composition according to claim 1, characterized in that said cosmetic base is an aqueous, alcoholic or aqueous-alcoholic solution, a cream, a gel or an emulsion.
Claim 8
Dependent Claim
38 words
Composition according to claim 1, characterized in that it comprises, as cosmetic base, an alcoholic or aqueous-alcoholic solution of ethanol or isopropanol, has a pH value between 6 and 8 and is a composition for strengthening the hair.
Claim 9
Dependent Claim
43 words
Composition according to claim 1, characterized in that said cosmetic base is an alcoholic or aqueous-alcoholic solution which is mixed with a propellant gas, which is liquified under pressure, bottled in a pressure vessel and is in the form of an aerosol hairspray.
Claim 10
Dependent Claim
19 words
Composition according to claim 1, characterized in that it contains, in addition, a film-forming synthetic or natural cosmetic polymer.
Claim 11
Dependent Claim
41 words
Composition according to claim 1, characterized in that said cosmetic base is an aqueous, alcoholic or aqueous-alcoholic solution, a gel or an emulsion which contains, in addition, a dye and is in the form of a color fixer or shading fixer.
Claim 12
Dependent Claim
97 words
Macromolecular polymeric compound which is derived from chitosan and has the general formula (I) HO[C.sub.6 H.sub.11-m-q NO.sub.4 (R.sup.1).sub.m (R.sup.2).sub.n (R.sup.3).sub.q ].sub.p H (I), wherein m denotes a numerical value from 0 to 0.6, n denotes a numerical value from 0.5 to 10, q is a numerical value from 0.5 to 4, p denotes an integer from 50 to 5000, R 1 is an acetyl group, R 2 is a bivalent group ##STR10## and R 3 denotes a straight-chain or branched alkyl group with 1 to 6 carbon atoms, or its salt with an organic or inorganic acid.
Claim 13
Dependent Claim
97 words
Macromolecular polymeric compound which is derived from chitosan and has the general formula (I) HO[C.sub.6 H.sub.11-m-q NO.sub.4 (R.sup.1).sub.m (R.sup.2).sub.n (R.sup.3).sub.q ].sub.p H (I), wherein m denotes a numerical value from 0 to 0.6, n denotes a numerical value from 0.5 to 10, q is a numerical value from 0.5 to 4, p denotes an integer from 50 to 5000, R 1 is an acetyl group, R 2 is a bivalent group ##STR10## and R 3 denotes a straight-chain or branched alkyl group with 1 to 6 carbon atoms, or its salt with an organic or inorganic acid.
Claim 14
Dependent Claim
43 words
Compound according to claim 11, characterized in that in said formula (I) n denotes a numerical value from 1 to 3, q is a numerical value from 1 to 3.6 and the limiting viscosity number has a value from 14 to 44 mL/g.
Claim 15
Dependent Claim
95 words
Compound according to claim 11, constructed from 4 to 50 mole % units of the general formula ##STR11## 40to 96 mole % units of the general formula ##STR12## 0to 10 mole % units of the general formula ##STR13## in random distribution, wherein R a denotes H or C 1 -C 6 -alkyl, R b is H or ##STR14## with x being equal to an integer from 1 to 5, and R c denotes ##STR15## assuming that at least one of the substituents R a in formula A or B denotes C 1 -C 6 -alkyl.
Claim 16
Dependent Claim
79 words
Process for producing the compounds according to claim 11, characterized in that a chitosan, consisting of 50 to 90% deacetylated chitin, is reacted in a first reaction step in the presence of an organic dispersing agent at a temperature of 20° C. to 120° C. with propylene oxide, and the obtained N-hydroxypropyl-chitosan is made to react in a second reaction step with an alkyl halide in an alkaline medium at a reaction temperature of 40° C. to 120° C.
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) | 1992-07-03 | 1993-01-02 | 1993-07-04 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1996-07-03 | 1997-01-02 | 1997-07-04 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2000-07-03 | 2001-01-02 | 2001-07-04 | $7700.00 | Window Closed / Lapsed |