US5628799A
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US
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Hair dying methods and kits which contain a dopa species, reactive direct dye, and a ferricyanide oxidant
Assignee: P&G Hair Care Holding Inc
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Filing: 1995-06-07
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Granted: 1997-05-13
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Expires: 2015-06-07
Abstract
Abstract A process for dyeing hair by preparing and applying to the hair an aqueous reaction medium comprising a dopa species, a reactive direct dye and an oxidant, said aqueous reaction medium optionally containing at least one hair dyeing agent selected from the group consisting of primary intermediates and couplers and also containing a buffer to maintain the pH in the range from 6 to 10 during the reaction, and removing said aqueous reaction medium from the hair within about one hour following its preparation.
Inventors
- 👤 Gottfried Wenke
- 👤 Giuseppe Prota
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-06 19:41
CPC Classifications
A; A61; A61K; A61K8/00; A61K8/18; A61K8/30; A61K8/40; A61K8/44; A61Q; A61Q5/00; A61Q5/10
Claims Analysis
Total Claims: 27
Claim 1
Independent Claim
238 words
A method of permanently dyeing hair with a melanin precursor comprising the steps of: (a) forming an aqueous reaction medium containing a dopa species selected from the group consisting of dopa, alpha alkyl dopa having 1 to 4 carbon atoms in the alkyl group, epinephrine and dopa alkyl esters having 1 to 6 carbon atoms in the alkyl group, a reactive direct dye that is a nitrobenzene direct dye substituted with at least one nucleophilic amino group and an oxidant selected from the group consisting of soluble ammonium, alkali metal or alkaline earth metal ferricyanide salts, each of the dopa species, reactive direct dye and oxidant being present in an amount effective to produce a reaction between the dopa species, the oxidant, and the reactive direct dye, and to produce a coloring concentration of a melanin precursor in the aqueous reaction medium, wherein a stoichiometric equivalent ratio of the dopa species to the ferricyanide oxidant is from about 0.95:1 to about 2:1, said aqueous reaction medium further containing a buffering agent in an amount sufficient to maintain the pH of aqueous reaction medium between about 6 to about 10, (b) contacting the hair with the aqueous reaction medium and allowing the melanin precursor to diffuse into the hair in an amount sufficient to generate a hair coloring amount of melanin, and (c) permanently coloring the hair by allowing the melanin precursors present in the hair to form melanin.
Claim 2
Independent Claim
238 words
A method of permanently dyeing hair with a melanin precursor comprising the steps of: (a) forming an aqueous reaction medium containing a dopa species selected from the group consisting of dopa, alpha alkyl dopa having 1 to 4 carbon atoms in the alkyl group, epinephrine and dopa alkyl esters having 1 to 6 carbon atoms in the alkyl group, a reactive direct dye that is a nitrobenzene direct dye substituted with at least one nucleophilic amino group and an oxidant selected from the group consisting of soluble ammonium, alkali metal or alkaline earth metal ferricyanide salts, each of the dopa species, reactive direct dye and oxidant being present in an amount effective to produce a reaction between the dopa species, the oxidant, and the reactive direct dye, and to produce a coloring concentration of a melanin precursor in the aqueous reaction medium, wherein a stoichiometric equivalent ratio of the dopa species to the ferricyanide oxidant is from about 0.95:1 to about 2:1, said aqueous reaction medium further containing a buffering agent in an amount sufficient to maintain the pH of aqueous reaction medium between about 6 to about 10, (b) contacting the hair with the aqueous reaction medium and allowing the melanin precursor to diffuse into the hair in an amount sufficient to generate a hair coloring amount of melanin, and (c) permanently coloring the hair by allowing the melanin precursors present in the hair to form melanin.
Claim 3
Dependent Claim
25 words
The method of claim 1 wherein the aqueous reaction medium additionally contains a hair dye primary intermediate, a hair dye coupler or a mixture thereof.
Claim 4
Dependent Claim
18 words
The method of claim 1 wherein the dopa species is dopa or an acid or basic salt thereof.
Claim 5
Dependent Claim
25 words
The method of claim 1 wherein the dopa species is an alkyl ester of dopa wherein the alkyl group contains 1 to 6 carbon atoms.
Claim 6
Dependent Claim
39 words
The method of claim 1 wherein the buffering agent is selected from the group consisting of ammonium, sodium and potassium salts of phosphates, carbonates, bicarbonates and borates and aminic buffers, and wherein the oxidant is sodium or potassium ferricyanide.
Claim 7
Dependent Claim
42 words
The method of claim 2 wherein the primary intermediate is selected from the group consisting of p-phenylenediamine, p-aminophenol, o-aminophenol N,N-bis(2-hydroxyethyl)-p-phenylenediamine, 2,5-diaminopyridine and p-toluenediamine and the coupler is selected from the group consisting of resorcinol, m-aminophenol, 1-naphthol, 5-amino-o-cresol, 2-methylresorcinol, N-acetyldopa, 4,6-di(hydroxyethoxy)-m-phenylenediamine and m-phenylenediamine.
Claim 8
Dependent Claim
28 words
The method of claim 1, 2, 3, 4, 5 or 6 wherein the reactive direct dye is selected from the group consisting of 2-nitro-p-phenylenediamine, 4-amino-3-nitrophenol, 4-N-hydroxy-ethylamino-3-nitroaniline and 2-N-hydroxy-ethylamino-5-nitroaniline.
Claim 9
Dependent Claim
231 words
A hair dyeing kit for permanently dyeing hair with melanin formed from a melanin precursor which includes in a single package a plurality of containers, the kit comprising (a) a first container containing a dopa species selected from the group consisting of dopa, alpha alkyl dopa having 1 to 4 carbon atoms in the alkyl group, epinephrine and dopa alkyl esters having 1 to 6 carbon atoms in the alkyl group and a reactive direct dye that is a nitrobenzene direct dye substituted with at least one nucleophilic amino group; (b) a second container containing as an oxidant component a water-soluble ammonium, alkali metal or alkaline earth metal ferricyanide salt, and in one of said containers or a separate container a buffering agent selected from the group consisting of aminic buffers and ammonium and alkali metal salts of phosphates, carbonates, bicarbonates and borates, the amount of buffering agent contained in the kit being sufficient to provide a pH of from about 6 to about 10 when the contents of the container are mixed, the dopa species and oxidant component in the kit being present in a stoichiometric equivalent ratio of from about 0.95:1 to about 2:1 dopa to oxidant, and wherein each of the dopa species, reactive direct dye and oxidant are present in amounts effective to produce a reaction between the dopa species, the oxidant, and the reactive direct dye.
Claim 10
Dependent Claim
231 words
A hair dyeing kit for permanently dyeing hair with melanin formed from a melanin precursor which includes in a single package a plurality of containers, the kit comprising (a) a first container containing a dopa species selected from the group consisting of dopa, alpha alkyl dopa having 1 to 4 carbon atoms in the alkyl group, epinephrine and dopa alkyl esters having 1 to 6 carbon atoms in the alkyl group and a reactive direct dye that is a nitrobenzene direct dye substituted with at least one nucleophilic amino group; (b) a second container containing as an oxidant component a water-soluble ammonium, alkali metal or alkaline earth metal ferricyanide salt, and in one of said containers or a separate container a buffering agent selected from the group consisting of aminic buffers and ammonium and alkali metal salts of phosphates, carbonates, bicarbonates and borates, the amount of buffering agent contained in the kit being sufficient to provide a pH of from about 6 to about 10 when the contents of the container are mixed, the dopa species and oxidant component in the kit being present in a stoichiometric equivalent ratio of from about 0.95:1 to about 2:1 dopa to oxidant, and wherein each of the dopa species, reactive direct dye and oxidant are present in amounts effective to produce a reaction between the dopa species, the oxidant, and the reactive direct dye.
Claim 11
Dependent Claim
31 words
The kit of claim 8 wherein the kit additionally contains a hair dye primary intermediate, a hair dye coupler or a mixture thereof in the first container or a separate container.
Claim 12
Dependent Claim
18 words
The kit of claim 8 wherein the dopa species is dopa or an acid or basic salt thereof.
Claim 13
Dependent Claim
25 words
The kit of claim 8 wherein the dopa species is an alkyl ester of dopa wherein the alkyl group contains 1 to 6 carbon atoms.
Claim 14
Dependent Claim
38 words
The kit of claim 8 wherein the buffering agent is selected from the group consisting of ammonium, sodium and potassium salts of phosphates, carbonates, bicarbonates, borates and aminic buffers, and wherein the oxidant is sodium or potassium ferricyanide.
Claim 15
Dependent Claim
42 words
The kit of claim 9 wherein the primary intermediate is selected from the group consisting of p-phenylenediamine, p-aminophenol, o-aminophenol N,N-bis(2-hydroxyethyl)-p-phenylenediamine, 2,5-diaminopyridine and p-toluenediamine and the coupler is selected from the group consisting of resorcinol, m-aminophenol, 1-naphthol, 5-amino-o-cresol, 2-methylresorcinol, N-acetyldopa, 4,6-di(hydroxyethyoxy)-m-phenylenediamine and m-phenylenediamine.
Claim 16
Dependent Claim
28 words
The kit of claim 8, 9, 10, 11, 12 or 13 wherein the reactive direct dye is selected from the group consisting of 2-nitro-p-phenylenediamine, 4-amino-3-nitrophenol, 4-N-hydroxy-ethylamino-3-nitroaniline and 2-N-hydroxy-ethylamino-5-nitroaniline.
Claim 17
Dependent Claim
24 words
The method of claim 1 further comprising the step of applying to the hair an effective amount of an agent to promote melanin formation.
Claim 18
Dependent Claim
34 words
The method of claim 15 wherein the agent is from about 0.001 to about 1% solution of metal salt selected from the group consisting of copper, zinc, nickel and iron salts and mixtures thereof.
Claim 19
Dependent Claim
29 words
The method of claim 15 wherein the agent is an iodide salt solution, said solution being applied to the hair in advance of treatment with a hydrogen peroxide solution.
Claim 20
Dependent Claim
14 words
The method of claim 16 wherein the metal salt is a copper II salt.
Claim 21
Dependent Claim
19 words
The method of claim 15 wherein the agent is an oxidizing solution applied to the hair as a post-treatment.
Claim 22
Dependent Claim
18 words
The hair dyeing kit of claim 8 wherein the kit further contains an agent to promote melanin formation.
Claim 23
Dependent Claim
39 words
The hair dyeing kit of claim 20 wherein the agent is a solution containing from about 0.001 to about 1% of a metal salt selected from the group consisting of copper, zinc, nickel and iron salts and mixtures thereof.
Claim 24
Dependent Claim
31 words
The hair dyeing kit of claim 20 wherein the agent is an iodide salt solution, said solution being applied to the hair in advance of treatment with a hydrogen peroxide solution.
Claim 25
Dependent Claim
16 words
The hair dyeing kit of claim 21 wherein the metal salt is a copper II salt.
Claim 26
Dependent Claim
246 words
The method of claim 1 wherein the reactive direct dye has the following chemical structure: ##STR6## wherein: R 1 is H, C 1 to C 6 alkyl, C 1 to C 6 hydroxyalkyl and phenyl; R 2 , R 3 and R 4 , which may be the same or different, are electron donor or acceptor substituents selected from the groups consisting of H, C 1 to C 6 alkyl, OH, OR, COR, NHCOR, CN, COOH, halogen, NO 2 , CF 3 , SO 3 H, and NR 5 R 6 ; R is C 1 to C 6 alkyl and C 1 to C 6 hydroxyalkyl; R 5 and R 6 , which may be the same or different, are H, C 1 to C 6 alkyl and substituted C 1 to C 6 alkyls in which the substituent may be OH, OR, NHCOR 7 , NHSO 2 R 7 , NHCONH 2 , NHCO 2 R 7 , NHCSNH 2 , CN, COOH, SO 3 H, SO 2 NR 7 , SO 2 R 7 and COOR 7 , and R 7 is C 1 to C 6 alkyl, C 1 to C 6 hydroxyalkyl, phenyl linked to the nitrogen by an alkylene chain, phenyl and phenyl substituted with substituents defined as R 2 , with the proviso that only one of R 2 , R 3 or R 4 can be CN, COOH, halogen, NO 2 , CF 3 and SO 3 H.
Claim 27
Dependent Claim
245 words
The kit of claim 8 wherein the reactive direct dye has the following chemical structure: ##STR7## wherein: R 1 is H, C 1 to C 6 alkyl, C 1 to C 6 hydroxyalkyl and phenyl; R 2 , R 3 and R 4 , which may be the same or different, are electron donor or acceptor substituents selected from the groups consisting of H, C 1 to C 6 alkyl, OH, OR, COOR, NHCOR, CN, COOH, halogen, NO 2 , CF 3 , SO 3 H, and NR 5 R 6 ; R is C 1 to C 6 alkyl and C 1 to C 6 hydroxyalkyl; R 5 and R 6 , which may be the same or different, are H, C 1 to C 6 alkyl and substituted C 1 to C 6 alkyls in which the substituent may be OH, OR, NHCOR 7 , NHSO 2 R 7 , NHCONH 2 , NHCO 2 R 7 , NHCSNH 2 , CN, COOH, SO 3 H, SO 2 NR 7 , SO 2 R 7 and COOR 7 ; R 7 is C 1 to C 6 alkyl, C 1 to C 6 hydroxyalkyl, phenyl linked to the nitrogen by an alkylene chain, phenyl and phenyl substituted with substituents defined as R 2 , with the proviso that only one of R 2 , R 3 or R 4 can be CN, COOH, halogen, NO 2 , CF 3 and SO 3 H.
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