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US4323360A Expired / Lapsed US ⏱️ 0.0 years remaining

Dyeing compositions for hair which contain 2,4-diamino-butoxybenzene and/or a salt thereof as the coupling agent

Assignee: L'Oréal SA
•
Filing: 1980-06-16
•
Granted: 1982-04-06
•
Expires: 2000-06-16
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Abstract

Abstract An oxidation hair dye composition is provided which comprises, as coupling agent, 2,4-diamino-butoxybenzene or a salt thereof.

Inventors

  • 👤 Andree Bugaut
  • 👤 Alex Junino

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-02 06:47
CPC Classifications
A; A61; A61Q; A61Q5/00; A61Q5/10; A61K; A61K8/00; A61K8/18; A61K8/30; A61K8/40; A61K8/41; A61K8/411

Claims Analysis

Total Claims: 38
Claim 1
Independent Claim 50 words
A composition suitable for dyeing human hair in the presence of an oxidizing agent selected from the group consisting of hydrogen peroxide, urea peroxide, alkaline persulfate and alkaline perborate, said composition containing at least one oxidation base and a coupling agent having the formula (I): ##STR2## or a salt thereof.
Claim 2
Dependent Claim 50 words
A composition suitable for dyeing human hair in the presence of an oxidizing agent selected from the group consisting of hydrogen peroxide, urea peroxide, alkaline persulfate and alkaline perborate, said composition containing at least one oxidation base and a coupling agent having the formula (I): ##STR2## or a salt thereof.
Claim 3
Dependent Claim 27 words
A composition according to claim 1, which contains from 0.005% to 2.5% by weight, relative to the total weight of the composition, of compound of formula (I).
Claim 4
Dependent Claim 14 words
A composition according to claim 1 which has a pH from 8 to 11.5.
Claim 5
Dependent Claim 30 words
A composition according to claim 1 which also contains at least one additional coupling agent selected from the group consisting of a meta-phenylenediamine, metaaminophenol, meta-diphenol, 6-hydroxy-benzomorpholine, α-naphthol, 1-phenyl-3-methylpyrazol-5-one and 6-aminobenzomorpholine.
Claim 6
Dependent Claim 63 words
A composition according to claim 4, in which the meta-phenylenediamine is selected from the group consisting of 2,4-diamino-phenoxyethanol, 2,4-diamino-phenyl β-mesylaminoethyl ether, (2-N-carbamylmethylamino-4-amino-phenoxy)-ethanol, 2-N-β-hydroxyethylamino-4-amino-phenyl β-methoxyethyl ether, (2-N-β-hydroxyethylamino-4-amino-phenoxy)-ethanol, 2-N-β-hydroxyethylamino-4-amino-phenyl β-mesylaminoethyl ether and 2,4-diamino-phenyl β-aminoethyl ether, the meta-aminophenol is selected from the group consisting of meta-aminophenol, 2-methyl-5-amino-phenol, 2-methyl-5-N-β-hydroxyethylamino-phenol, 2-methyl-5-N-β-mesylaminoethylamino-phenol, 2-methyl-5-N-carbamylmethylamino-phenol, 3-N-carbamylmethylamino-phenol and 2,6-dimethyl-3-acetylamino-phenol, and the metadiphenol is selected from the group consisting of resorcinol and 2-methyl-resorcinol.
Claim 7
Dependent Claim 23 words
A composition according to claim 1 wherein said oxidation base is selected from the group consisting of a para-phenylenediamine, a paraaminophenol and 2,5-diaminopyridine.
Claim 8
Dependent Claim 43 words
A composition according to claim 6, in which the para-phenylenediamine is selected from the group consisting of para-phenylenediamine, 2,6-dimethyl-para-phenylenediamine, 2,3-dimethyl-para-phenylenediamine, 2,6-dimethyl-3-methoxy-para-phenylenediamine, N-β-methoxyethyl-para-phenylenediamine, N,N-di-β-hydroxyethyl-para-phenylenediamine, N-ethyl-N-β-hydroxyethyl-para-phenylenediamine, N-ethyl-N-carbamylmethyl-para-phenylenediamine, N-ethyl-N-mesylaminoethyl-paraphenylenediamine and N-β-hydroxyethyl-N-mesylaminoethyl-para-phenylenediamine, and the para-amino phenol is selected from the group consisting of para-aminophenol, 2-methyl-para-aminophenol and 3-methyl-para-aminophenol.
Claim 9
Dependent Claim 15 words
A composition according to claim 1 which contains one or both of ortho-aminophenol and pyrocatechol.
Claim 10
Dependent Claim 11 words
A composition according to claim 1 which contains 1,2,4-trihydroxy-benzene or 2,4,5-trihydroxytoluene.
Claim 11
Dependent Claim 34 words
A composition according to claim 1, which also contains at least one direct dye selected from the group consisting of ortho-nitroaniline, 2-amino-3-nitro-isopropylbenzene, 3-nitro-4-aminophenol, 3-nitro-4-N-β-hydroxyethylamino-phenol, 2-methyl-4-amino-5-nitro-phenol, 2-nitro-4-methyl-6-amino-phenol, 3-nitro-6-N-β-hydroxyethylamino-anisole, 2-amino-3-nitro-phenol, (3-N-methylamino-4-nitro-phenoxy)-ethanol, (2-N-β-hydroxyethylamino-5-nitro-phenoxy)-ethanol, 3-nitro-4-N'-methylamino-N,N-di-β-hydroxyethyl-aniline, 3-nitro-4-N'-β-hydroxyethylamino-N,N-di-β-hydroxyethylaniline and 3-nitro-4-N'-methylamino-N-methyl-N-β-hydroxyethyl-aniline.
Claim 12
Dependent Claim 40 words
A composition according to claim 1, which also contains at least one alkalizing agent which is selected from the group consisting of ammonia, an alkylamine, an alkanolamine, an alkylalkanolamine, sodium hydroxide, potassium hydroxide, sodium carbonate, potassium carbonate and ammonium carbonate.
Claim 13
Dependent Claim 31 words
A composition according to claim 1, which also contains at least one acidifying agent which is selected from the group consisting of lactic acid, acetic acid, tartaric acid and phosphoric acid.
Claim 14
Dependent Claim 51 words
A composition according to claim 1, which contains from 1 to 40% by weight, relative to the total weight of the composition, of at least one organic solvent selected from the group consisting of ethanol, isopropanol, glycerol, 2-butoxy-ethanol, ethylene glycol, propylene glycol, diethylene glycol monoethyl ether and diethylene glycol monomethyl ether.
Claim 15
Dependent Claim 43 words
A composition according to claim 1, which contains from 0.05 to 1.5% by weight, relative to the total weight of the composition, of at least one antioxidant selected from the group consisting of sodium sulphite, thioglycolic acid, sodium bisulphite, ascorbic acid and hydroquinone.
Claim 16
Dependent Claim 16 words
A composition according to claim 1 to which at least one oxidizing agent has been added.
Claim 17
Dependent Claim 31 words
Process for dyeing human hair, which comprises applying thereto an effective amount of a composition as defined in claim 15 for 5 to 45 minutes, rinsing the hair, and drying it.
Claim 18
Dependent Claim 89 words
A composition suitable for dyeing human hair in the presence of at least one oxidizing agent selected from the group consisting of hydrogen peroxide and urea peroxide, comprising an aqueous solution of an effective amount of an oxidation base selected from the group consisting of (a) a paraphenylenediamine, (b) 2,5-diaminopyridine, and (c) a para-aminophenol and 0.005 to 2.5 percent by weight based on the total weight of the composition of, as a coupling agent, 2,4-diamino-butoxybenzene or a salt thereof, said composition having a pH ranging from 8 to 11.5.
Claim 19
Dependent Claim 89 words
A composition suitable for dyeing human hair in the presence of at least one oxidizing agent selected from the group consisting of hydrogen peroxide and urea peroxide, comprising an aqueous solution of an effective amount of an oxidation base selected from the group consisting of (a) a paraphenylenediamine, (b) 2,5-diaminopyridine, and (c) a para-aminophenol and 0.005 to 2.5 percent by weight based on the total weight of the composition of, as a coupling agent, 2,4-diamino-butoxybenzene or a salt thereof, said composition having a pH ranging from 8 to 11.5.
Claim 20
Dependent Claim 41 words
The composition of claim 17 which also includes an effective amount of another coupling agent selected from the group consisting of (a) a meta-phenylenediamine, (b) a meta-aminophenol, (c) a meta-diphenol, and (d) one or more of 6-hydroxy-benzomorpholine, α-naphthol, 1-phenyl-3-methylpyrazol-5-one and 6-amino-benzomorpholine.
Claim 21
Dependent Claim 29 words
The composition of claim 18 wherein said another coupling agent is (a) a meta-phenylenediamine selected from the group consisting of 2,4-diaminophenoxyethanol, (2-N-carbamylmethyl-amino-4-aminophenoxy)ethanol, 2-N-β-hydroxyethylamino-4-aminophenyl β-methoxyethylether, (2-N-β-hydroxyethylamino-4-amino-phenoxy)ethanol and 2-N-β-hydroxyethylamino-4-amino-phenyl β-mesylaminoethyl ether.
Claim 22
Dependent Claim 27 words
The composition of claim 18 wherein said another coupling agent is (b) a meta-aminophenol selected from the group consisting of meta-aminophenol, 2-methyl-5-amino phenyl, 2-methyl-5-N-β-hydroxyethylaminophenol, 2-methyl-5-N-carbamylmethylaminophenyl and 3-N-carbamylmethylaminophenol.
Claim 23
Dependent Claim 23 words
The composition of claim 18 wherein said another coupling agent is (c) a meta-diphenol selected from the group consisting of resorcinol and 2-methyl-resorcinol.
Claim 24
Dependent Claim 12 words
The composition of claim 18 wherein said another coupling agent is 6-hydroxybenzomorpholine.
Claim 25
Dependent Claim 13 words
The composition of claim 18 wherein said another coupling agent is 1-phenyl-3-methyl pyrazol-5-one.
Claim 26
Dependent Claim 30 words
The composition of claim 17 which also contains a direct dye present in an amount of 0.002 to 2.5 percent by weight based on the total weight of said composition.
Claim 27
Dependent Claim 27 words
The composition of claim 24 wherein said direct dye is selected from the group consisting of 3-nitro-4-aminophenol, 3-nitro-4-N-β-hydroxyethyl-aminophenol, 2-nitro-4-methyl-6-aminophenol, 3-nitro-6-N-β-hydroxyethylamino anisole, 2-amino-3-nitrophenol, 2 nitro-3-aminophenol and 2-nitro-3-N-β-hydroxyethylamino phenol.
Claim 28
Dependent Claim 28 words
The composition of claim 17 which also contains from 0.5 to 50 percent by weight of a water-soluble surface-active agent based on the total weight of said composition.
Claim 29
Dependent Claim 24 words
The composition of claim 26 wherein said surface-active agent is present in an amount of 4 to 40 percent by weight of said composition.
Claim 30
Dependent Claim 49 words
The composition of claim 17 which also includes 1-40 percent by weight of an organic solvent to assist in solubilizing the components of said composition, said organic solvent being ethanol, isopropanol, glycerol, ethylene glycol monobutyl ether, ethylene glycol, propylene glycol, diethylene glycol monoethyl ether or diethylene glycol monomethyl ether.
Claim 31
Dependent Claim 24 words
The composition of claim 28 wherein said organic solvent is present in an amount of 5 to 30 percent by weight of said composition.
Claim 32
Dependent Claim 27 words
The composition of claim 17 which also includes from 0.5 to 5 percent by weight of a thickening agent based on the total weight of said composition.
Claim 33
Dependent Claim 24 words
The composition of claim 30 wherein said thickening agent is present in an amount of 0.5 to 3 percent by weight of said composition.
Claim 34
Dependent Claim 18 words
The composition of claim 17 which also contains from 0.05 to 1.5 percent by weight of an antioxidant.
Claim 35
Dependent Claim 37 words
The composition of claim 17 wherein said oxidation base is (a) a paraphenylene diamine selected from the group consisting of paraphenylenediamine, 2,6-dimethyl paraphenylenediamine, 2,6-dimethyl-3-methoxy paraphenylene diamine, N-β-methoxyethyl paraphenylenediamine, N,N-di-β-hydroxyethyl paraphenylenediamine, N-ethyl-N-β-hydroxyethyl paraphenylenediamine, N-ethyl-N-carbamylmethyl paraphenylenediamine and N-ethyl-N-β-mesylaminoethyl paraphenylenediamine.
Claim 36
Dependent Claim 14 words
The composition of claim 17 wherein said oxidation base is paraaminophenol or N-methyl paraaminophenol.
Claim 37
Dependent Claim 43 words
In a composition for dyeing human hair in the presence of an oxidizing agent wherein said composition contains an oxidation base and a coupling agent, the improvement comprising said coupling agent having the formula ##STR3## or the hydrochloride, sulfate, citrate or lactate thereof.
Claim 38
Dependent Claim 43 words
In a composition for dyeing human hair in the presence of an oxidizing agent wherein said composition contains an oxidation base and a coupling agent, the improvement comprising said coupling agent having the formula ##STR3## or the hydrochloride, sulfate, citrate or lactate thereof.

References Cited (Backward Citations)

US1144325A Cited
US4171203A Cited
US4125367A Cited
US4226595A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1985-04-05 1985-10-05 1986-04-06 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1989-04-05 1989-10-05 1990-04-06 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1993-04-05 1993-10-05 1994-04-06 $7700.00 Window Closed / Lapsed

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