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US4772689A
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Quaternary hydroxy-propyl-substituted chitosan derivatives, cosmetic compositions based thereon and processes for the production thereof
Assignee: Procter and Gamble Deutschland GmbH
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Filing: 1986-01-14
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Granted: 1988-09-20
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Expires: 2006-01-14
Abstract
Abstract Cosmetic compositions are disclosed for the treatment of hair or skin, characterized by a content of new quaternary chitosan derivatives of the formula HO[C.sub.6 H.sub.11-m NO.sub.4 (R.sup.1).sub.m (R.sub.2).sub.n (R 3 ) q ] p H (1) (m=0-0.5; n=0.01-6; q=0.005-3; p=10-50,000 ##STR1## Also disclosed are the new quaternary chitosan derivatives per se as well as processes for their preparation. The chitosan derivatives have a good substantivity, particularly to hair keratin, and prove to have hair strengthening and hair conditioning characteristics.
Inventors
- 👤 Gunther Lang
- 👤 Harald Wendel
- 👤 Eugen Konrad
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-01 23:13
CPC Classifications
A; A61; A61Q; A61Q5/00; A61Q5/06; A61Q5/065; A61K; A61K8/00; A61K8/18; A61K8/72; A61K8/73; A61K8/736; A61Q1/00; A61Q1/02; A61Q19/00; A61Q5/02; 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: 29
Claim 1
Independent Claim
116 words
Cosmetic composition for the treatment of hair or skin, comprising in a suitable cosmetic foundation, a quaternary macromolecular polymeric compound derived from chitosan of the general formula I HO[C.sub.6 H.sub.11-m NO.sub.4 (R.sup.1).sub.m (R.sup.2).sub.n (R.sup.3).sub.q ].sub.p H (I) wherein m is a numerical value between 0 and 0.5, n is a numerical value between 0.01 and 6, q is a numerical value between 0.005 and 3.0, p is a whole number between 10 and 50,000, R 1 is an acetyl group, R 2 is a divalent group ##STR7## and R 3 is a divalent group ##STR8## wherein R 4 is C 1 -C 4 -alkyl and X is Cl, Br, I or CH 3 SO 4 .
Claim 2
Dependent Claim
116 words
Cosmetic composition for the treatment of hair or skin, comprising in a suitable cosmetic foundation, a quaternary macromolecular polymeric compound derived from chitosan of the general formula I HO[C.sub.6 H.sub.11-m NO.sub.4 (R.sup.1).sub.m (R.sup.2).sub.n (R.sup.3).sub.q ].sub.p H (I) wherein m is a numerical value between 0 and 0.5, n is a numerical value between 0.01 and 6, q is a numerical value between 0.005 and 3.0, p is a whole number between 10 and 50,000, R 1 is an acetyl group, R 2 is a divalent group ##STR7## and R 3 is a divalent group ##STR8## wherein R 4 is C 1 -C 4 -alkyl and X is Cl, Br, I or CH 3 SO 4 .
Claim 3
Dependent Claim
16 words
The composition according to claim 1, wherein n is a numerical value from 0.72 to 1.52.
Claim 4
Dependent Claim
16 words
The composition according to claim 1, wherein q is a numerical value from 0.28 to 1.16.
Claim 5
Dependent Claim
25 words
The composition according to claim 1, wherein said polymeric compound of formula I is contained in an amount between 0.05 and 10.0 percent by weight.
Claim 6
Dependent Claim
23 words
The composition according to claim 1, containing as cosmetic foundation an aqueous, alcoholic or aqueous-alcoholic solution, a cream, a gel or an emulsion.
Claim 7
Dependent Claim
27 words
The composition according to claim 1, containing as cosmetic foundation, an aqueous or aqueous-alcoholic solution of a lower-molecular alcohol, and having a pH-value between 6 and 8.
Claim 8
Dependent Claim
14 words
The composition according to claim 6, wherein said lower-molecular alcohol is ethanol or isopropanol.
Claim 9
Dependent Claim
24 words
The composition according to claim 1, further comprising a cationic, non-ionic, amphoteric or anionic tenside, and provided in the form of a hair-washing composition.
Claim 10
Dependent Claim
15 words
The composition according to claim 8, wherein said anionic tenside is an alkyl ether sulfate.
Claim 11
Dependent Claim
27 words
The composition according to claim 8, containing said tenside in a concentration between 3 and 25 percent by weight, and having a pH-value between 4 and 7.
Claim 12
Dependent Claim
42 words
The composition according to claim 1, containing as cosmetic foundation an alcoholic or aqueous-alcoholic solution which is mixed with a propellant gas liquified under pressure, the mixture being filled into a pressure container and provided in the form of an aerosol hairspray.
Claim 13
Dependent Claim
51 words
The composition according to claim 1, wherein said cosmetic foundation is an aqueous, alcoholic or aqueous-alcoholic solution, a cream, a gel or an emulsion, containing said chitosan derivative of formula I in a concentration between 0.1 and 10 percent by weight, and provided in the form of a skin treatment composition.
Claim 14
Dependent Claim
15 words
The composition according to claim 1, further comprising a film-forming synthetic or natural cosmetic polymer.
Claim 15
Dependent Claim
34 words
The composition according to claim 1, wherein said cosmetic foundation is an aqueous, alcoholic or aqueous-alcoholic solution or an emulsion, further comprising a dye and provided in the form of a colored hairsetting composition.
Claim 16
Dependent Claim
99 words
Quaternary macromolecular polymeric compound derived from chitosan of the formula I HO[C.sub.6 H.sub.11-m NO.sub.4 (R.sup.1).sub.m (R.sup.2).sub.n (R.sup.3).sub.q ].sub.p H (I) wherein m is a numerical value between 0 and 0.5, n is a numerical value between 0.01 and 6, q is a numerical value between 0.005 and 3.0, p is a whole number between 10 and 50,000, R 1 is an acetyl group, R 2 is a divalent group ##STR9## and R 3 is a divalent group ##STR10## wherein R 4 is C 1 -C 4 -alkyl and X is Cl, Br, I or CH 3 SO 4 .
Claim 17
Dependent Claim
99 words
Quaternary macromolecular polymeric compound derived from chitosan of the formula I HO[C.sub.6 H.sub.11-m NO.sub.4 (R.sup.1).sub.m (R.sup.2).sub.n (R.sup.3).sub.q ].sub.p H (I) wherein m is a numerical value between 0 and 0.5, n is a numerical value between 0.01 and 6, q is a numerical value between 0.005 and 3.0, p is a whole number between 10 and 50,000, R 1 is an acetyl group, R 2 is a divalent group ##STR9## and R 3 is a divalent group ##STR10## wherein R 4 is C 1 -C 4 -alkyl and X is Cl, Br, I or CH 3 SO 4 .
Claim 18
Dependent Claim
36 words
The compound according to claim 15, wherein n is a numerical value between 0.72 and 1.52, q is a numerical value between 0.28 and 1.16, and having a limit viscosity number between 35 and 610 ml/g.
Claim 19
Dependent Claim
10 words
The compound according to claim 15, wherein n=1.14 and q=0.51.
Claim 20
Dependent Claim
16 words
The compound according to claim 15, wherein R 4 is CH 3 and X is Cl.
Claim 21
Dependent Claim
37 words
The process for the production of the compound according to claim 15, comprising reacting a chitosan composed of 50-100% deacetylated chitin, with a glycidyl trialkyl ammonium halogenide as well as additionally, with propylene oxide in suitable ratio.
Claim 22
Dependent Claim
12 words
The process according to claim 19, wherein said reactants are reacted simultaneously.
Claim 23
Dependent Claim
12 words
The process according to claim 19, wherein said reactants are reacted non-simultaneously.
Claim 24
Dependent Claim
48 words
The process according to claim 19, wherein one mixes said chitosan in the presence of a solvent with said. glycidyl trialkyl ammonium halogenide and said propylene oxide, followed by further mixing or stirring said mixture for 2 to 100 hours at a temperature between 10° and 100° C.
Claim 25
Dependent Claim
20 words
The process according to claim 19, wherein said reacting is performed in the presence of an organic or inorganic base.
Claim 26
Dependent Claim
20 words
The process according to claim 19, wherein said reacting is performed in the presence of an organic or inorganic acid.
Claim 27
Dependent Claim
17 words
The process according to claim 19, employing glycidyl trimethyl ammonium chloride as said glycidyl trialkyl ammonium halogenide.
Claim 28
Dependent Claim
20 words
The process according to claim 19, employing as starting material a chitosan structurally modified by means of reprecipitating and deep-freezing.
Claim 29
Dependent Claim
16 words
The process according to claim 19, wherein said reacting is performed in the presence of water.
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