US4867751A — Use of benzoquinones for the direct dyeing of ker…

Claim 1

Independent Claim 233 words

A process for dyeing human hair, which comprises the steps of applying to said hair a composition which comprises, in a cosmetically acceptable medium, an amount of about 0.05 to 3% by weight of a benzoquinone derivative of the formula: ##STR4## in which R 1 and R 3 independently denote a hydrogen atom, a hydroxyl group, an alkyl group, an alkoxy group, or a hydroxylated alkyl group, and R 2 and R 4 independently denote a hydrogen atom, a hydroxyl, alkoxy, alkyl or phenyl group, or an alkoxy, alkyl or phenyl group substituted by OH, such that at most two of R 1 , R 2 , and R 3 , and R 4 denote alkyl or alkoxy groups; if one of the radicals R 1 , R 2 , R 3 or R 4 denote a methyl, hydroxyl or methoxy group, at least one of the others is other than hydrogen and if two of the radicals R 1 , R 2 , R 4 are identical and located in the para-position relative to one another, and denote methoxy or hydroxyl at least one of the other two is other than hydrogen, the alkyl and alkoxy groups having 1 to 3 carbon atoms, said composition being applied in an effective amount for dyeing said hair; leaving said composition on the hair for 5 to 60 minutes; and rinsing and drying said hair.

Claim 2

Dependent Claim 233 words

A process for dyeing human hair, which comprises the steps of applying to said hair a composition which comprises, in a cosmetically acceptable medium, an amount of about 0.05 to 3% by weight of a benzoquinone derivative of the formula: ##STR4## in which R 1 and R 3 independently denote a hydrogen atom, a hydroxyl group, an alkyl group, an alkoxy group, or a hydroxylated alkyl group, and R 2 and R 4 independently denote a hydrogen atom, a hydroxyl, alkoxy, alkyl or phenyl group, or an alkoxy, alkyl or phenyl group substituted by OH, such that at most two of R 1 , R 2 , and R 3 , and R 4 denote alkyl or alkoxy groups; if one of the radicals R 1 , R 2 , R 3 or R 4 denote a methyl, hydroxyl or methoxy group, at least one of the others is other than hydrogen and if two of the radicals R 1 , R 2 , R 4 are identical and located in the para-position relative to one another, and denote methoxy or hydroxyl at least one of the other two is other than hydrogen, the alkyl and alkoxy groups having 1 to 3 carbon atoms, said composition being applied in an effective amount for dyeing said hair; leaving said composition on the hair for 5 to 60 minutes; and rinsing and drying said hair.

Claim 3

Dependent Claim 24 words

Process according to claim 1, wherein the composition is in a form selected from the group consisting of liquids, creams, gels, oils, and powders.

Claim 4

Dependent Claim 68 words

Process according to claim 1 in which the cosmetically acceptable medium is a solid medium selected from the group consisting of silicas, clays, plants powdered after solvent extraction of the active principle in said plants, a flour, a starchy substance and a mucilagenous substance, said composition being diluted with a liquid at the time of use to form a mixture having a viscosity from 300 to 5000 centipoises.

Claim 5

Dependent Claim 46 words

Process according to claim 1 in which the composition further comprises an amount of about 0.01 to 5% by weight of another dyestuff selected from the group consisting of anthraquinone dyes, azo dyes, nitro dyestuffs of the benzene series, indophenols, indamines, indoanilines, and hydroxylated benzaldehyde derivatives.

Claim 6

Dependent Claim 86 words

A process according to claim 1 wherein said benzoquinone derivative is in the form of a powder which is stable during storage; and wherein said composition further comprises a solid medium selected from the group consisting of silicas, clays, plants powdered after solvent extraction of the active principle in said plants, a flour, a starchy substance and a mucilagenous substance, said composition being diluted at the time of use with a liquid selected from the group consisting of water, an alcohol, a glycol, and an oil.

Claim 7

Dependent Claim 49 words

A composition suitable for dyeing human hair which comprises, in a cosmetically acceptable medium, an amount of about 0.1 to 5% by weight of a benzoquinone derivative selected from the group consisting of: 2,3,5,6-tetrahydroxy-1,4-benzoquinone, 2,hydroxy-3-methyl-6-methoxy-1,4-benzoquinone, 2,5-dihydroxy-3-methyl-6-methoxy-1,4-benzoquinone, 2,5-dihydroxy-3,6-dimethoxy-1,4-benzoquinone, 2-hydroxy-3-methyl-5,6-dimethoxy-1,4-benzoquinone, 2,5-dihydroxy-3-methyl-1,4-benzoquinone, 2-hydroxy-3-methoxy-5,6-dimethyl-1,4-benzoquinone, 2-hydroxy-6-methyl-1,4-benzoquinone, 2-hydroxy-3-methoxy-6-methyl-1,4-benzoquinone, 2,3-dihydroxy-5-methyl-1,4-benzoquinone, 2,3-dihydroxy-5,6-dimethyl-1,4-benzoquinone, 2,6-dimethyl-1,4-benzoquinone, 2-methyl-5-isopropyl-1,4-benzoquinone, 2,5-dihydroxy-3,6-diphenyl-1,4-benzoquinone and 2,5-dihydroxy-3,6-di-(4'-hydroxyphenyl)-1,4-benzoquinone.

Claim 8

Dependent Claim 49 words

A composition suitable for dyeing human hair which comprises, in a cosmetically acceptable medium, an amount of about 0.1 to 5% by weight of a benzoquinone derivative selected from the group consisting of: 2,3,5,6-tetrahydroxy-1,4-benzoquinone, 2,hydroxy-3-methyl-6-methoxy-1,4-benzoquinone, 2,5-dihydroxy-3-methyl-6-methoxy-1,4-benzoquinone, 2,5-dihydroxy-3,6-dimethoxy-1,4-benzoquinone, 2-hydroxy-3-methyl-5,6-dimethoxy-1,4-benzoquinone, 2,5-dihydroxy-3-methyl-1,4-benzoquinone, 2-hydroxy-3-methoxy-5,6-dimethyl-1,4-benzoquinone, 2-hydroxy-6-methyl-1,4-benzoquinone, 2-hydroxy-3-methoxy-6-methyl-1,4-benzoquinone, 2,3-dihydroxy-5-methyl-1,4-benzoquinone, 2,3-dihydroxy-5,6-dimethyl-1,4-benzoquinone, 2,6-dimethyl-1,4-benzoquinone, 2-methyl-5-isopropyl-1,4-benzoquinone, 2,5-dihydroxy-3,6-diphenyl-1,4-benzoquinone and 2,5-dihydroxy-3,6-di-(4'-hydroxyphenyl)-1,4-benzoquinone.

Claim 9

Dependent Claim 59 words

A composition according to claim 6, which further comprises an amount of about 0.01 to 5% by weight of another direct dyestuff in addition to the benzoquinone derivative of formula (I), said another direct dyestuff being selected from the group consisting of anthraquinone dyestuffs, azo dyestuffs, nitro dyestuffs of the benzene series, indophenols, indamines, indoanilines and hydroxylated benzaldehyde derivatives.

Claim 10

Dependent Claim 72 words

A composition according to claim 6, wherein said cosmetically acceptable medium is a solid medium selected from the group consisting of a powder, a flour, a starchy substance and a mucilagenous substance, said composition being diluted with a liquid at the time of use to form a mixture having a viscosity from 300 to 5000 centipoises, said liquid being selected from the group consisting of water, an alcohol, glycol, and an oil.

Claim 11

Dependent Claim 24 words

A composition according to claim 8, wherein said powder is selected from the group consisting of silicas, clays, and plants powdered after solvent extraction.

Claim 12

Dependent Claim 48 words

A composition suitable for dyeing human hair which comprises, in an aqueous medium, an amount of about 0.05 to 3% by weight of a benzoquinone derivative selected from the group consisting of: 2,3,5,6-tetrahydroxy-1,4-benzoquinone, 2,hydroxy-3-methyl-6-methoxy-1,4-benzoquinone, 2,5-dihydroxy-3-methyl-6-methoxy-1,4-benzoquinone, 2,5-dihydroxy-3,6-dimethoxy-1,4-benzoquinone, 2-hydroxy-3-methyl-5,6-dimethoxy-1,4-benzoquinone, 2,5-dihydroxy-3-methyl-1,4-benzoquinone, 2-hydroxy-3-methoxy-5,6-dimethyl-1,4-benzoquinone, 2-hydroxy-6-methyl-1,4-benzoquinone, 2-hydroxy-3-methoxy-6-methyl-1,4-benzoquinone, 2,3-dihydroxy-5-methyl-1,4-benzoquinone, 2,3-dihydroxy-5,6-dimethyl-1,4-benzoquinone, 2,6-dimethyl-1,4-benzoquinone, 2-methyl-5-isopropyl-1,4-benzoquinone, 2,5-dihydroxy-3,6-diphenyl-1,4-benzoquinone and 2,5-dihydroxy-3,6-di-(4'-hydroxyphenyl)-1,4-benzoquinone.

Claim 13

Dependent Claim 48 words

A composition suitable for dyeing human hair which comprises, in an aqueous medium, an amount of about 0.05 to 3% by weight of a benzoquinone derivative selected from the group consisting of: 2,3,5,6-tetrahydroxy-1,4-benzoquinone, 2,hydroxy-3-methyl-6-methoxy-1,4-benzoquinone, 2,5-dihydroxy-3-methyl-6-methoxy-1,4-benzoquinone, 2,5-dihydroxy-3,6-dimethoxy-1,4-benzoquinone, 2-hydroxy-3-methyl-5,6-dimethoxy-1,4-benzoquinone, 2,5-dihydroxy-3-methyl-1,4-benzoquinone, 2-hydroxy-3-methoxy-5,6-dimethyl-1,4-benzoquinone, 2-hydroxy-6-methyl-1,4-benzoquinone, 2-hydroxy-3-methoxy-6-methyl-1,4-benzoquinone, 2,3-dihydroxy-5-methyl-1,4-benzoquinone, 2,3-dihydroxy-5,6-dimethyl-1,4-benzoquinone, 2,6-dimethyl-1,4-benzoquinone, 2-methyl-5-isopropyl-1,4-benzoquinone, 2,5-dihydroxy-3,6-diphenyl-1,4-benzoquinone and 2,5-dihydroxy-3,6-di-(4'-hydroxyphenyl)-1,4-benzoquinone.

Claim 14

Dependent Claim 35 words

A composition according to claim 10 which further comprises an adjuvant selected from the group consisting of anionic, cationic, non-ionic or amphoteric surface-active agents, solvents, polymers, thickeners, penetrating agents, sequestering agents, buffers, perfumes, and antioxidants.

Claim 15

Dependent Claim 234 words

A process for dyeing human hair, which comprises the steps of applying to said hair a composition which comprises, in an aqueous medium, an amount of about 0.05 to 3% by weight of a benzoquinone derivative of the formula: ##STR5## in which R 1 and R 3 independently denote a hydrogen atom, a hydroxyl group, an alkyl group, an alkoxy group, or a hydroxylated alkyl group, and R 2 and R 4 independently denote a hydrogen atom, a hydroxyl, alkoxy, alkyl or phenyl group, or an alkoxy, alkyl or phenyl group substituted by OH, such that at most two of R 1 , R 2 , R 3 , and R 4 denote alkyl or alkoxy groups; if one of the radicals R 1 , R 2 , R 3 or R 4 denote a methyl, hydroxyl or methoxy group, at least one of the others is other than hydrogen and if two of the radicals R 1 , R 2 , R 3 or R 4 are identical and located in the para-position relative to one another, and denote methoxy or hydroxyl at least one of the other two is other than hydrogen, the alkyl and alkoxy groups having 1 to 3 carbon atoms, said composition being applied in an effective amount for dyeing said hair; leaving said composition on the hair for 5 to 60 minutes; and rinsing and drying said hair.

Claim 16

Dependent Claim 234 words

A process for dyeing human hair, which comprises the steps of applying to said hair a composition which comprises, in an aqueous medium, an amount of about 0.05 to 3% by weight of a benzoquinone derivative of the formula: ##STR5## in which R 1 and R 3 independently denote a hydrogen atom, a hydroxyl group, an alkyl group, an alkoxy group, or a hydroxylated alkyl group, and R 2 and R 4 independently denote a hydrogen atom, a hydroxyl, alkoxy, alkyl or phenyl group, or an alkoxy, alkyl or phenyl group substituted by OH, such that at most two of R 1 , R 2 , R 3 , and R 4 denote alkyl or alkoxy groups; if one of the radicals R 1 , R 2 , R 3 or R 4 denote a methyl, hydroxyl or methoxy group, at least one of the others is other than hydrogen and if two of the radicals R 1 , R 2 , R 3 or R 4 are identical and located in the para-position relative to one another, and denote methoxy or hydroxyl at least one of the other two is other than hydrogen, the alkyl and alkoxy groups having 1 to 3 carbon atoms, said composition being applied in an effective amount for dyeing said hair; leaving said composition on the hair for 5 to 60 minutes; and rinsing and drying said hair.

Claim 17

Dependent Claim 92 words

A process for dyeing human hair which comprises the steps of applying to said hair a composition which comprises an aqueous medium and an amount of about 0.5 to 3% by weight of a benzoquinone derivative; leaving said composition on the hair for 5 to 60 minutes; and rinsing and drying said hair, said composition being applied in an effective amount for dyeing said hair and said benzoquinone derivative being selected from the group consisting of: 2,3,5,6-tetrahydroxy-1,4-benzoquinone, 2,hydroxy-3-methyl-6-methoxy-1,4-benzoquinone, 2,5-dihydroxy-3-methyl-6-methoxy-1,4-benzoquinone, 2,5-dihydroxy-3,6-dimethoxy-1,4-benzoquinone, 2-hydroxy-3-methyl-5,6-dimethoxy-1,4-benzoquinone, 2,5-dihydroxy-3-methyl-1,4-benzoquinone, 2-hydroxy-3-methoxy-5,6-dimethyl-1,4-benzoquinone, 2-hydroxy-6-methyl-1,4-benzoquinone, 2-hydroxy-3-methoxy-6-methyl-1,4-benzoquinone, 2,3-dihydroxy-5-methyl-1,4-benzoquinone, 2,3-dihydroxy-5,6-dimethyl-1,4-benzoquinone, 2,6-dimethyl-1,4-benzoquinone, 2-methyl-5-isopropyl-1,4-benzoquinone, 2,5-dihydroxy-3,6-diphenyl-1,4-benzoquinone and 2,5-dihydroxy-3,6-di-(4'-hydroxyphenyl)-1,4-benzoquinone.

Claim 18

Dependent Claim 92 words

A process for dyeing human hair which comprises the steps of applying to said hair a composition which comprises an aqueous medium and an amount of about 0.5 to 3% by weight of a benzoquinone derivative; leaving said composition on the hair for 5 to 60 minutes; and rinsing and drying said hair, said composition being applied in an effective amount for dyeing said hair and said benzoquinone derivative being selected from the group consisting of: 2,3,5,6-tetrahydroxy-1,4-benzoquinone, 2,hydroxy-3-methyl-6-methoxy-1,4-benzoquinone, 2,5-dihydroxy-3-methyl-6-methoxy-1,4-benzoquinone, 2,5-dihydroxy-3,6-dimethoxy-1,4-benzoquinone, 2-hydroxy-3-methyl-5,6-dimethoxy-1,4-benzoquinone, 2,5-dihydroxy-3-methyl-1,4-benzoquinone, 2-hydroxy-3-methoxy-5,6-dimethyl-1,4-benzoquinone, 2-hydroxy-6-methyl-1,4-benzoquinone, 2-hydroxy-3-methoxy-6-methyl-1,4-benzoquinone, 2,3-dihydroxy-5-methyl-1,4-benzoquinone, 2,3-dihydroxy-5,6-dimethyl-1,4-benzoquinone, 2,6-dimethyl-1,4-benzoquinone, 2-methyl-5-isopropyl-1,4-benzoquinone, 2,5-dihydroxy-3,6-diphenyl-1,4-benzoquinone and 2,5-dihydroxy-3,6-di-(4'-hydroxyphenyl)-1,4-benzoquinone.

Claim 19

Dependent Claim 116 words

A process for dyeing human hair, which comprises the steps of applying to said hair a composition comprising an aqueous medium, an amount of about 0.5 to 3% by weight of benzoquinone derivative, and an adjuvant selected from the group consisting of anionic, cationic, non-ionic, or amphoteric surface-active agents, solvents, polymers, thickeners, penetrating agents, sequestering agents, buffers, perfumes, and antioxidants; leaving said composition on the hair for 5 to 60 minutes; and rinsing and drying said hair, said composition being applied in an effective amount for dyeing said hair, and said benzoquinone derivative being selected from the group consisting of: 2,3,5,6-tetrahydroxy-1,4-benzoquinone, 2-hydroxy-3-methyl-6-methoxy-1,4-benzoquinone, 2,5-dihydroxy-3-methyl-6-methoxy-1,4-benzoquinone, 2,5-dihydroxy-3,6-dimethoxy-1,4-benzoquinone, 2-hydroxy-3-methyl-5,6-dimethoxy-1,4-benzoquinone, 2,5-dihydroxy-3-methyl-1,4-benzoquinone, 2-hydroxy-3-methoxy-5,6-dimethyl-1,4-benzoquinone, 2-hydroxy-6-methyl-1,4-benzoquinone, 2-hydroxy-3-methoxy-6-methyl-1,4-benzoquinone, 2,3-dihydroxy-5-methyl-1,4-benzoquinone, 2,3-dihydroxy-5,6-dimethyl-1,4-benzoquinone, 2,6-dimethyl-1,4-benzoquinone, 2-methyl-5-isopropyl-1,4-benzoquinone, 2,5-dihydroxy-3,6-diphenyl-1,4-benzoquinone and 2,5-dihydroxy-3,6-di-(4'-hydroxyphenyl)-1,4-benzoquinone.

Claim 20

Dependent Claim 116 words

A process for dyeing human hair, which comprises the steps of applying to said hair a composition comprising an aqueous medium, an amount of about 0.5 to 3% by weight of benzoquinone derivative, and an adjuvant selected from the group consisting of anionic, cationic, non-ionic, or amphoteric surface-active agents, solvents, polymers, thickeners, penetrating agents, sequestering agents, buffers, perfumes, and antioxidants; leaving said composition on the hair for 5 to 60 minutes; and rinsing and drying said hair, said composition being applied in an effective amount for dyeing said hair, and said benzoquinone derivative being selected from the group consisting of: 2,3,5,6-tetrahydroxy-1,4-benzoquinone, 2-hydroxy-3-methyl-6-methoxy-1,4-benzoquinone, 2,5-dihydroxy-3-methyl-6-methoxy-1,4-benzoquinone, 2,5-dihydroxy-3,6-dimethoxy-1,4-benzoquinone, 2-hydroxy-3-methyl-5,6-dimethoxy-1,4-benzoquinone, 2,5-dihydroxy-3-methyl-1,4-benzoquinone, 2-hydroxy-3-methoxy-5,6-dimethyl-1,4-benzoquinone, 2-hydroxy-6-methyl-1,4-benzoquinone, 2-hydroxy-3-methoxy-6-methyl-1,4-benzoquinone, 2,3-dihydroxy-5-methyl-1,4-benzoquinone, 2,3-dihydroxy-5,6-dimethyl-1,4-benzoquinone, 2,6-dimethyl-1,4-benzoquinone, 2-methyl-5-isopropyl-1,4-benzoquinone, 2,5-dihydroxy-3,6-diphenyl-1,4-benzoquinone and 2,5-dihydroxy-3,6-di-(4'-hydroxyphenyl)-1,4-benzoquinone.

Annuity Stage	Window Opens	Payment Deadline	Surcharge Period Until	Estimated Fee	Status
3.5 Years (Year 4)	1992-09-18	1993-03-20	1993-09-19	$2000.00	Window Closed / Lapsed
7.5 Years (Year 8)	1996-09-18	1997-03-20	1997-09-19	$3760.00	Window Closed / Lapsed
11.5 Years (Year 12)	2000-09-18	2001-03-20	2001-09-19	$7700.00	Window Closed / Lapsed

Use of benzoquinones for the direct dyeing of keratin fibres

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