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US4797130A
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Oxidative hair dye composition based on 4-amino-2-aminomethyl-phenols
Assignee: Procter and Gamble Deutschland GmbH
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Filing: 1986-11-22
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Granted: 1989-01-10
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Expires: 2006-11-22
Abstract
Abstract Oxidative hair dye composition based on 4-amino-2-aminomethyl-phenols of the general formula (I) ##STR1## or its salts as developer substances, wherein R 1 and R 2 represent independently of one another hydrogen, alkyl, hydroxyalkyl, aminoalkyl, mono- or dialkylaminoalkyl, acylaminoalkyl, aryl- or alkylsulfonylaminoalkyl, carbamindoalkyl, acyl, aryl- or alkylsulfonyl or carbomoyl--wherein the alkyl radical has 1 to 4 carbon atoms in each case--or a heterocyclic, non-aromatic five- or six-membered ring is formed by means of R 1 and R 2 which can have an oxo group in addition. The subject matter of the application is also the new developer substances of the general formula (XII) ##STR2## wherein R a equals hydrogen, alkyl, hydroxyalkyl, aminoalky, mono- or dialkylaminoalky, acylaminoalkyl, aryl- or alkylsulfonylaminoalkyl, carbamoyl, carbamido-alkyl, acyl, aryl- or alkylsulfonyl--wherein the alkyl radicals have 1 to 4 carbon atoms in each instance--and R b equals aminoalkyl, mono- or dialkylaminoalkyl, acylaminoalkyl, aryl- or alkylsulfonylaminoalkyl, carbamoyl, carbamidoalkyl, acyl, aryl- or alkylsulfonyl--wherein the alkyl radicals have 1 to 4 carbon atoms in each instance. The developer substances of the formula (I), while having equally good dyeing behavior, have properties which are better physiologically than the p-aminophenol chiefly used previously for colorings in the red area.
Inventors
- 👤 Thomas Clausen
- 👤 Eugen Konrad
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-01 19:49
CPC Classifications
A; A61; A61K; A61K8/00; A61K8/18; A61K8/30; A61K8/40; A61K8/41; A61K8/415; A61Q; A61Q5/00; A61Q5/10; C; C07; C07D; C07D263/00; C07D263/02; C07D263/08; C07D263/16; C07D263/18; C07D263/20; C07D263/22
Claims Analysis
Total Claims: 16
Claim 1
Independent Claim
130 words
A hair dyeing composition comprising a combination of (A) at least one organic coupler substance customary in hair coloring with the coupler containing a moiety from the group consisting of hydroxy, ether, amino and mixtures thereof; and (B) a developer substance selected from the group consisting of 4-amino-2-amino-2-aminomethyl-phenol of the formula (I) ##STR15## and its physiologically compatible salts with inorganic or organic acids, wherein R 1 and R 2 independently of one another represent hydrogen, alkyl, hydroxyalkyl, aminoalkyl, mono- or dialkylaminoalkyl, acylaminoalkyl, aryl- or alkylsulfonylaminoalkyl, carbamidoalkyl, alkylsulfonyl, the alkyl radical in each case having 1 to 4 carbon atoms, arylsulfonyl, acyl or carbamoyl, or a heterocyclic, non-aromatic five-membered or six-membered ring, which can have an oxo group in addition, is formed by means of R 1 and R 2 .
Claim 2
Dependent Claim
130 words
A hair dyeing composition comprising a combination of (A) at least one organic coupler substance customary in hair coloring with the coupler containing a moiety from the group consisting of hydroxy, ether, amino and mixtures thereof; and (B) a developer substance selected from the group consisting of 4-amino-2-amino-2-aminomethyl-phenol of the formula (I) ##STR15## and its physiologically compatible salts with inorganic or organic acids, wherein R 1 and R 2 independently of one another represent hydrogen, alkyl, hydroxyalkyl, aminoalkyl, mono- or dialkylaminoalkyl, acylaminoalkyl, aryl- or alkylsulfonylaminoalkyl, carbamidoalkyl, alkylsulfonyl, the alkyl radical in each case having 1 to 4 carbon atoms, arylsulfonyl, acyl or carbamoyl, or a heterocyclic, non-aromatic five-membered or six-membered ring, which can have an oxo group in addition, is formed by means of R 1 and R 2 .
Claim 3
Dependent Claim
26 words
Composition according to claim 1, characterized in that the developer substance of the formula (I) is selected from the group consisting of 4-amino-2-aminomethyl-phenol, 4-amino-2-[(2'-hydroxyethyl)-aminomethyl]-phenol and 4-amino-2-dimethylaminomethyl-phenol.
Claim 4
Dependent Claim
44 words
Composition according to claim 1, characterized in that the coupler substance is selected from the group consisting of 1-naphthol, resorcinol, 4-chloro-resorcinol, 4,6-dichloro-resorcinol, 2-methyl-resorcinol, 2-amino-4-[(2'-hydroxyethyl)-amino]-anisol, 5-amino-2-methyl-phenol, 2,4-diamino-phenoxy-ethanol, 4-amino-2-hydroxy-phenoxy-ethanol, m-aminophenol, 3-amino-2-methyl-phenol, 4-hydroxy-1,2-methylenedioxy-benzene, 4-amino-1,2-methylenedioxy-benzene, 4-[(2'-hydroxyethylamino)]-1,2-methylenedioxy-benzene, 2,4-diamino-anisol, 2,4-diamino-phenetole, 2,4-diamino-benzyl alcohol, m-phenylene-diamine, m-toluylenediamine, 2,4-diamino-phenylethyl alcohol, 4-hydroxy-indole, 3-amino-5-hydroxy-2,6-dimethoxy-pyridine and 3,5-diamino-2,6-dimethoxy-pyridine.
Claim 5
Dependent Claim
27 words
Composition according to claim 1, characterized in that the developer subtance of the formula (I) is contained in a quantity of 0.01 to 3.0 percent by weight.
Claim 6
Dependent Claim
25 words
Composition according to claim 1, characterized in that the total quantity of the developer substance-coupler substance combination amounts to 0.1 to 5.0 percent by weight.
Claim 7
Dependent Claim
49 words
Composition according to claim 1, characterized in that it contains a dye component which is selected from the group consisting of 6-amino-2-methyl-phenol, 2-amino-5-methyl-phenol, Diamond Fuchsine (C.I. 42 510), Leather Ruby HF (C.I. 42 520), 2-nitro-1,4-diamino-benzene, 2-amino-4-nitro-phenol, 2-amino-5-nitro-phenol, 2-amino-4,6-dinitro-phenol, 2-amino-5-[(2'-hydroxyethyl)-amino]-nitrobenzene, 2-methylamino-5-[bis-(2'-hydroxyethyl)-amino]-nitrobenzene, Acid Brown 4 (C.I. 14 805), 1,4-diamino-anthraquinone and 1,4,5,8-tetraaminoanthraquinone.
Claim 8
Dependent Claim
19 words
Composition according to claim 1, characterized in that it contains ascorbic acid, thioglycolic acid or sodium sulfite as antioxidants.
Claim 9
Dependent Claim
17 words
Composition according to claim 1, characterized in that it has a pH value between 8.0 and 11.5.
Claim 10
Dependent Claim
69 words
4-amino-2-aminomethyl-phenol of the general formula (XII) ##STR16## wherein R a equals hydrogen, alkyl, hydroxyalkyl, aminoalkyl, mono- or dialkylaminoalkyl, acylaminoalkyl, aryl- or alkylsulfonylaminoalkyl, carbamoyl, carbamidoalkyl, acyl, aryl- or alkylsulfonyl--wherein the alkyl radicals have 1 to 4 carbon atoms in each case--and R b equals aminoalkyl, mono- or dialkylaminoalkyl, acylaminoalkyl, aryl- or alkylsulfonylaminoalkyl, carbamoyl, carbamidoalkyl, acyl, aryl- or alkylsulfonyl--wherein the alkyl radicals have 1 to 4 carbon atoms in each case.
Claim 11
Dependent Claim
69 words
4-amino-2-aminomethyl-phenol of the general formula (XII) ##STR16## wherein R a equals hydrogen, alkyl, hydroxyalkyl, aminoalkyl, mono- or dialkylaminoalkyl, acylaminoalkyl, aryl- or alkylsulfonylaminoalkyl, carbamoyl, carbamidoalkyl, acyl, aryl- or alkylsulfonyl--wherein the alkyl radicals have 1 to 4 carbon atoms in each case--and R b equals aminoalkyl, mono- or dialkylaminoalkyl, acylaminoalkyl, aryl- or alkylsulfonylaminoalkyl, carbamoyl, carbamidoalkyl, acyl, aryl- or alkylsulfonyl--wherein the alkyl radicals have 1 to 4 carbon atoms in each case.
Claim 12
Dependent Claim
1 words
2-acetamidomethyl-4-amino-phenol.
Claim 13
Dependent Claim
1 words
2-acetamidomethyl-4-amino-phenol.
Claim 14
Dependent Claim
1 words
N-(5-amino-2-hydroxy-benzene)-N',N'-diethyl-ethylenediamine.
Claim 15
Dependent Claim
1 words
N-(5-amino-2-hydroxy-benzene)-N',N'-diethyl-ethylenediamine.
Claim 16
Dependent Claim
44 words
Composition according to claim 2, characterized in that the coupler substance is selected from the group consisting of 1-naphthol, resorcinol, 4-chloro-resorcinol, 4,6-dichloro-resorcinol, 2-methyl-resorcinol, 2-amino-4-[(2'-hydroxyethyl)-amino]-anisol, 5-amino-2-methyl-phenol, 2,4-diamino-phenoxyethanol, 4-amino-2-hydroxy-phenoxy-ethanol, m-aminophenol, 3-amino-2-methyl-phenol, 4-hydroxy-1,2-methylenedioxy-benzene, 4-amino-1,2-methylenedioxy-benzene, 4-[(2'-hydroxyethyl-amino)]-1,2-methylenedioxy-benzene, 2,4-diamino-anisol, 2,4-diamino-phenetole, 2,4-diamino-benzyl alcohol, m-phenylenediamine, m-toluylenediamine, 2,4-diamino-phenylethyl alcohol, 4-hydroxy-indole, 3-amino-5-hydroxy-2,6-dimethoxy-pyridine and 3,5-diamino-2,6-dimethoxy-pyridine.
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| 3.5 Years (Year 4) | 1992-01-10 | 1992-07-11 | 1993-01-10 | $2000.00 | Window Closed / Lapsed |
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