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US5849041A Expired / Lapsed US ⏱️ 0.0 years remaining

Oxidation hair dye composition and method of dyeing hair using same

Assignee: Procter and Gamble Deutschland GmbH
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Filing: 1997-03-05
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Granted: 1998-12-15
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Expires: 2017-03-05
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Abstract

Abstract The composition for oxidative dyeing of keratin fibers has a pH of from 6 to 9.5 and contains a developer/coupler combination, an oxygen-oxidoreductase/substrate system and a peroxidase. The coupler substance includes a substituted m-phenylenediamine of formula I <IMAGE> (I) wherein R1 is a C1- to C6-alkoxy group, an unsubstituted alkyl group having from one to six carbon atoms, a C1- to C6-alkyl group substituted with a hydroxy group, a halogen atom or a C1- to C6-alkoxy group; and R2, R3 are each, independently of each other, a hydrogen atom, another unsubstituted C1- to C6-alkyl group, an unsubstituted C1- to C6-ether group having at most two oxygen atoms, another C1- to C6-alkyl group substituted with a hydroxy group, a halogen atom or a C1- to C6-alkoxy group substituent or an ether group substituted with a hydroxy group, a halogen atom or a C1- to C6-alkoxy group, and S represents a hydrogen atom or a further alkyl group having from one to six carbon atoms, or a physiologically compatible salt of the m-phenylenediamine of the formula (I).

Inventors

  • 👤 Manuela Kunz
  • 👤 Dominique Le Cruer

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-06 17:55
CPC Classifications
A; A61; A61K; A61K8/00; A61K8/18; A61K8/30; A61K8/64; A61K8/66; A61K8/40; A61K8/41; A61K8/411; A61Q; A61Q5/00; A61Q5/10

Claims Analysis

Total Claims: 17
Claim 1
Independent Claim 199 words
A composition for oxidative dyeing of keratin fibers having a pH of from 6 to 9.5 and containing a combination of developer substance and coupler substance, an oxygen-oxido-reductase/substrate system and a peroxidase; wherein the coupler substance comprises a substituted m-phenylenediamine of formula I, ##STR3## wherein R 1 is selected from the group consisting of alkoxy groups having from one to six carbon atoms, unsubstituted alkyl groups having from one to six carbon atoms and substituted alkyl groups having from one to six carbon atoms and at least one substituent, wherein said at least one substituent is selected from the group consisting of a hydroxy group, halogen atoms and C 1 - to C 6 -alkoxy groups, R 2 , R 3 represent, independently of each other, hydrogen, another unsubstituted alkyl group having from one to six carbon atoms or another substituted alkyl group having from one to six carbon atoms and one or more hydroxy group, halogen atom or C 1 - to C 6 -alkoxy group substituents, and S represents a hydrogen atom or a further unsubstituted alkyl group having from one to six carbon atoms; or a physiologically compatible salt of the m-phenylenediamine of the formula (I).
Claim 2
Dependent Claim 199 words
A composition for oxidative dyeing of keratin fibers having a pH of from 6 to 9.5 and containing a combination of developer substance and coupler substance, an oxygen-oxido-reductase/substrate system and a peroxidase; wherein the coupler substance comprises a substituted m-phenylenediamine of formula I, ##STR3## wherein R 1 is selected from the group consisting of alkoxy groups having from one to six carbon atoms, unsubstituted alkyl groups having from one to six carbon atoms and substituted alkyl groups having from one to six carbon atoms and at least one substituent, wherein said at least one substituent is selected from the group consisting of a hydroxy group, halogen atoms and C 1 - to C 6 -alkoxy groups, R 2 , R 3 represent, independently of each other, hydrogen, another unsubstituted alkyl group having from one to six carbon atoms or another substituted alkyl group having from one to six carbon atoms and one or more hydroxy group, halogen atom or C 1 - to C 6 -alkoxy group substituents, and S represents a hydrogen atom or a further unsubstituted alkyl group having from one to six carbon atoms; or a physiologically compatible salt of the m-phenylenediamine of the formula (I).
Claim 3
Dependent Claim 67 words
A composition for oxidative dyeing of keratin fibers, said composition having a pH of from 6 to 9.5 and containing a combination of developer substance and coupler substance, an oxygen-oxido-reductase/substrate system and a peroxidase; wherein the coupler substance comprises at least one substituted m-phenylenediamine selected from the group consisting of 4-(2'-hydroxyethyl)-1,3-diaminobenzene dihydrochloride, 4-propyl-1,3-diaminobenzene dihydrochloride, 4-(2',2',2'-trifluoroethoxy)-1,3-diaminobenzene, 4-(2'-hydroxyethoxy)-1,3-diaminobenzene dihydrochloride, 2-amino-4-methoxyethylaminoanisole, 2-amino-4-hydroxypropylaminoanisole dihydrochloride, 2-amino-4-(2',2',2'-trifluoroethyl)aminoanisole, 4-amino-2-ethylaminoanisole dihydrochloride, 4-amino-2-(2',2',2'-trifluoroethyl)aminoanisole and 2-amino-4-(2'-hydroxyethyl)aminoanisole sulfate.
Claim 4
Dependent Claim 67 words
A composition for oxidative dyeing of keratin fibers, said composition having a pH of from 6 to 9.5 and containing a combination of developer substance and coupler substance, an oxygen-oxido-reductase/substrate system and a peroxidase; wherein the coupler substance comprises at least one substituted m-phenylenediamine selected from the group consisting of 4-(2'-hydroxyethyl)-1,3-diaminobenzene dihydrochloride, 4-propyl-1,3-diaminobenzene dihydrochloride, 4-(2',2',2'-trifluoroethoxy)-1,3-diaminobenzene, 4-(2'-hydroxyethoxy)-1,3-diaminobenzene dihydrochloride, 2-amino-4-methoxyethylaminoanisole, 2-amino-4-hydroxypropylaminoanisole dihydrochloride, 2-amino-4-(2',2',2'-trifluoroethyl)aminoanisole, 4-amino-2-ethylaminoanisole dihydrochloride, 4-amino-2-(2',2',2'-trifluoroethyl)aminoanisole and 2-amino-4-(2'-hydroxyethyl)aminoanisole sulfate.
Claim 5
Dependent Claim 30 words
The composition for oxidative dyeing of keratin fibers as defined in claim 1, wherein the developer substance is selected from the group consisting of 1,4-diaminobenzene, 2,5-diaminotoluene, 2,5-diaminophenylethanol, o-aminophenol and 4-amino-m-cresol.
Claim 6
Dependent Claim 38 words
The composition for oxidative dyeing of keratin fibers as defined in claim 1, wherein a total amount of the combination of the developer substance and the coupler substance present is from about 0.1 to 8 percent by weight.
Claim 7
Dependent Claim 43 words
The composition for oxidative dyeing of keratin fibers as defined in claim 1, wherein said oxygen-oxidoreductase/substrate system is selected from the group consisting of glucose-oxidase(EC 1.1.3.4)/D-glucose, alcohol-oxidase (EC 1.1.3.13)/ethanol, pyruvate-oxidase(EC 1.2.3.3)/pyruvate, oxalate-oxidase(EC 1.2.3.4)/oxalate, cholesterol-oxidase(EC 1.1.3.6)/cholesterol, uricase(EC 1.7.3.3)/urea, lactate-oxidase/lactic acid and xanthine-oxidase (EC 1.1.3.22)/xanthine.
Claim 8
Dependent Claim 46 words
The composition for oxidative dyeing of keratin fibers as defined in claim 1, wherein said oxygen-oxidoreductase/substrate system comprises an oxygen-oxidoreductase and an substrate and said oxygen-oxidoreductase and said peroxidase each is present in an amount of from 50 to 20,000 units per 100 g dye composition.
Claim 9
Dependent Claim 23 words
The composition for oxidative dyeing of keratin fibers as defined in claim 6, containing from 0.5 to 25% by weight of said substrate.
Claim 10
Dependent Claim 34 words
The composition for oxidative dyeing of keratin fibers as defined in claim 1, further comprising at least one direct-dyeing hair dye compound selected from the group consisting of 4-amino-3-nitrophenol, 2-amino-6-chloro-4-nitrophenol, 1-hydroxy-2-(2'-hydroxyethyl)amino-4,6-dinitrobenezene, 1-amino-2-nitro-4-(2'-hydroxyethyl)amino-5-chlorobenzene and 4-(3'-hydroxypropyl)amino-3-nitrophenol.
Claim 11
Dependent Claim 59 words
The composition for oxidative dyeing of keratin fibers as defined in claim 1, further comprising from 0.1 to 10 percent by weight of a fatty alcohol polyglycol ether of formula II R--O(CH.sub.2 --CH.sub.2 --O).sub.n --H (II), wherein R represents an alkyl group having from 1 to 20 carbon atoms and n represents a whole number from 2 to 20.
Claim 12
Dependent Claim 33 words
The composition for oxidative dyeing of keratin fibers as defined in claim 1, further comprising a buffer selected from the group consisting of a citrate buffer, a phosphate buffer and a borate buffer.
Claim 13
Dependent Claim 37 words
The composition for oxidative dyeing of keratin fibers as defined in claim 1, in the form of an aqueous solution, an aqueous-alcoholic solution, a cream, a gel, an emulsion, an aerosol foam, a powder or a granulate.
Claim 14
Dependent Claim 20 words
The composition for oxidative dyeing of keratin fibers as defined in claim 1, in the form of a multicomponent preparation.
Claim 15
Independent Claim 264 words
A method for the oxidative dyeing of hair, said method comprising the steps of: a) providing a hair dye composition having a pH of from 6 to 9.5 and containing a combination of developer substance and coupler substance, an oxygen-oxidoreductase/substrate system and a peroxidase; wherein the coupler substance comprises a substituted m-phenylenediamine of formula I, ##STR4## wherein R 1 is selected from the group consisting of alkoxy groups having from one to six carbon atoms, unsubstituted alkyl groups having from one to six carbon atoms and substituted alkyl groups having from one to six carbon atoms and at least one substituent, wherein said at least one substituent is a hydroxy group, a halogen atom or a C 1 - to C 6 -alkoxy group, R 2 , R 3 represent, independently of each other, hydrogen, another unsubstituted alkyl group having from one to six carbon atoms or another substituted alkyl group having from one to six carbon atoms and one or more hydroxy group, halogen atom or C 1 - to C 6 -alkoxy group substituents and S represents a hydrogen atom or a further alkyl group having from one to six carbon atoms, or a physiologically compatible salt of the m-phenylenediamine of the formula (I); b) applying from 60 to 200 g of the hair dye composition provided in step a) to the hair; c) allowing the hair dye composition applied to the hair in step b) to act on the hair for 15 to 60 minutes at 15° to 50° C.; and d) rinsing the hair with water and drying the hair.
Claim 16
Independent Claim 264 words
A method for the oxidative dyeing of hair, said method comprising the steps of: a) providing a hair dye composition having a pH of from 6 to 9.5 and containing a combination of developer substance and coupler substance, an oxygen-oxidoreductase/substrate system and a peroxidase; wherein the coupler substance comprises a substituted m-phenylenediamine of formula I, ##STR4## wherein R 1 is selected from the group consisting of alkoxy groups having from one to six carbon atoms, unsubstituted alkyl groups having from one to six carbon atoms and substituted alkyl groups having from one to six carbon atoms and at least one substituent, wherein said at least one substituent is a hydroxy group, a halogen atom or a C 1 - to C 6 -alkoxy group, R 2 , R 3 represent, independently of each other, hydrogen, another unsubstituted alkyl group having from one to six carbon atoms or another substituted alkyl group having from one to six carbon atoms and one or more hydroxy group, halogen atom or C 1 - to C 6 -alkoxy group substituents and S represents a hydrogen atom or a further alkyl group having from one to six carbon atoms, or a physiologically compatible salt of the m-phenylenediamine of the formula (I); b) applying from 60 to 200 g of the hair dye composition provided in step a) to the hair; c) allowing the hair dye composition applied to the hair in step b) to act on the hair for 15 to 60 minutes at 15° to 50° C.; and d) rinsing the hair with water and drying the hair.
Claim 17
Dependent Claim 32 words
The method for the oxidative dyeing of hair as defined in claim 13, said method further comprising preparing the hair dye composition by mixing a hair dye powder or granulate with water.

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