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US4065255A Expired / Lapsed US ⏱️ 0.0 years remaining

2-Methyl-5-N-hydroxyalkylaminophenol in an oxidation dye composition and method of using the same

Assignee: L'Oréal SA
•
Filing: 1976-06-23
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Granted: 1977-12-27
•
Expires: 1996-06-23
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Abstract

Abstract A dye composition for keratinic fibers comprises in an aqueous or hydroalcoholic solution at least one coupler of the formula <IMAGE> wherein R is hydroxyalkyl containing 1-4 carbon atoms, and at least one oxidation base.

Inventors

  • 👤 Patrick Andrillon
  • 👤 Andree Bugaut

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-31 21:47
CPC Classifications
A; A61; A61Q; A61Q5/00; A61Q5/10; A61K; A61K8/00; A61K8/18; A61K8/30; A61K8/40; A61K8/41; A61K8/415; C; C07; C07D; C07D263/00; C07D263/02; C07D263/08; C07D263/16; C07D263/18; C07D263/20; C07D263/22

Claims Analysis

Total Claims: 31
Claim 1
Independent Claim 94 words
A dye composition for keratinic fibers containing an aqueous or hydroalcoholic carrier, at least one coupler of the formula ##STR7## wherein R represents hydroxyalkyl having 1-4 carbon atoms and at least one oxidation base selected from the group consisting of a paraphenylene diamine, an orthophenylene diamine, a paraamino phenol, an ortho amino phenol and a heterocyclic oxidation base, said coupler being present in an amount of 0.01 to 2.5 weight percent and said oxidation base being present in an amount of 0.01 to 3.5 weight percent, based on the total weight of said composition.
Claim 2
Dependent Claim 94 words
A dye composition for keratinic fibers containing an aqueous or hydroalcoholic carrier, at least one coupler of the formula ##STR7## wherein R represents hydroxyalkyl having 1-4 carbon atoms and at least one oxidation base selected from the group consisting of a paraphenylene diamine, an orthophenylene diamine, a paraamino phenol, an ortho amino phenol and a heterocyclic oxidation base, said coupler being present in an amount of 0.01 to 2.5 weight percent and said oxidation base being present in an amount of 0.01 to 3.5 weight percent, based on the total weight of said composition.
Claim 3
Dependent Claim 217 words
A dye composition for human hair containing an aqueous or hydroalcoholic carrier, at least one coupler of the formula ##STR8## wherein R represents hydroxyalkyl having 1-4 carbon atoms and at least one oxidation base selected from the group consisting of an oxidation base having the formula ##STR9## wherein R 1 , R 2 , R 3 and R 4 each independently are selected from the group consisting of hydrogen, alkyl having 1-4 carbon atoms, halogen and alkoxy having 1-4 carbon atoms; Y represent OH or ##STR10## wherein R 5 and R 6 each independently represent a member selected from the group consisting of hydrogen, alkyl, hydroxyalkyl, carbamylalkyl, mesylaminoalkyl, aminoalkyl, acylaminoalkyl, sulfoalkyl, morpholinoalkyl, piperidinoalkyl, monoalkylaminoalkyl, dialkylaminoalkyl, arylsulfonamidoalkyl and carboxylalkyl wherein each of the alkyl moieties contains from 1-4 carbon atoms, and an oxidation base having a heterocyclic nucleus carrying in para position either two amino groups or an amino group and a hydroxyl group, said oxidation base being in the free base form or in the form of an acid addition salt selected from the group consisting of hydrochloride, hydrobromide and sulfate, said coupler being present in an amount of 0.01 to 2.5 weight percent and said oxidation base being present in an amount of 0.01 to 3.5 weight percent, based on the total weight of said composition.
Claim 4
Dependent Claim 217 words
A dye composition for human hair containing an aqueous or hydroalcoholic carrier, at least one coupler of the formula ##STR8## wherein R represents hydroxyalkyl having 1-4 carbon atoms and at least one oxidation base selected from the group consisting of an oxidation base having the formula ##STR9## wherein R 1 , R 2 , R 3 and R 4 each independently are selected from the group consisting of hydrogen, alkyl having 1-4 carbon atoms, halogen and alkoxy having 1-4 carbon atoms; Y represent OH or ##STR10## wherein R 5 and R 6 each independently represent a member selected from the group consisting of hydrogen, alkyl, hydroxyalkyl, carbamylalkyl, mesylaminoalkyl, aminoalkyl, acylaminoalkyl, sulfoalkyl, morpholinoalkyl, piperidinoalkyl, monoalkylaminoalkyl, dialkylaminoalkyl, arylsulfonamidoalkyl and carboxylalkyl wherein each of the alkyl moieties contains from 1-4 carbon atoms, and an oxidation base having a heterocyclic nucleus carrying in para position either two amino groups or an amino group and a hydroxyl group, said oxidation base being in the free base form or in the form of an acid addition salt selected from the group consisting of hydrochloride, hydrobromide and sulfate, said coupler being present in an amount of 0.01 to 2.5 weight percent and said oxidation base being present in an amount of 0.01 to 3.5 weight percent, based on the total weight of said composition.
Claim 5
Dependent Claim 12 words
The composition of claim 1 wherein said coupler has the formula ##STR11##
Claim 6
Dependent Claim 56 words
The composition of claim 1 wherein said oxidation base is selected from the group consisting of 2-methyl-4-amino-N-β-mesylaminoethyl aniline sulfate; 3-methoxy-4-amino-N,N-dimethyl aniline sulfate; 2,6-dimethyl-4-amino phenol; 4-amino-N-acetylaminoethyl aniline sulfate; 3-methyl-4-amino-N,N-ethyl, carbamyl methyl aniline; 3-methyl-4-amino-N,N-ethyl, β-mesylaminoethyl aniline; N-methylparaphenylene diamine dihydrochloride; paratoluylene diamine dihydrochloride; paraamino phenol; 2,6-dimethyl-3-methoxy paraphenylene diamine dihydrochloride; 2-methyl-5-methoxy paraphenylene diamine dihydrochloride; 2-methoxy-4-amino-N-β-hydroxyethyl aniline sulfate; 4-amino-N-β-mesylaminoethyl aniline sulfate;
Claim 7
Dependent Claim 64 words
5-dimethyl-4-amino phenol; methoxy paraphenylene diamine dihydrochloride; paraphenylene diamine; 4-amino-N,N-ethyl, carbamylmethyl aniline; 4-amino-N,N-di-β-hydroxyethyl aniline sulfate; N,n-dimethylparaphenylene diamine dihydrochloride; chloroparaphenylene diamine; 3-methyl-4-amino-N-methyl aniline dihydrochloride; 3-methoxy-4-amino-N-methyl aniline dihydrochloride; 4-amino-N-β-hydroxyethyl aniline sulfate; 2-chloro-4-amino-N-methyl aniline sulfate; 2-methyl-4-amino-N-methyl aniline sulfate; 2-methoxy-4-amino-N-carbamyl methyl aniline; 4-amino-N,N-ethyl, β-piperidinoethyl aniline trihydrochloride; 4-amino-N,N-ethyl, β-sulfoethylaniline; 3-methoxy-4-amino-N-β-hydroxyethyl aniline sulfate; 2-chloro-4-amino-N-acetylaminoethyl aniline sulfate; 2-methyl-4-amino-N-β-hydroxyethyl aniline sulfate; 3-methyl-4-amino-N,N-ethyl, β-sulfoethyl aniline; 3-methyl-4-amino phenol hydrobromide; 2,5-diamino pyridine dihydrochloride and 2,4-dihydroxy-5,6-diamino pyrimidine.
Claim 8
Dependent Claim 64 words
5-dimethyl-4-amino phenol; methoxy paraphenylene diamine dihydrochloride; paraphenylene diamine; 4-amino-N,N-ethyl, carbamylmethyl aniline; 4-amino-N,N-di-β-hydroxyethyl aniline sulfate; N,n-dimethylparaphenylene diamine dihydrochloride; chloroparaphenylene diamine; 3-methyl-4-amino-N-methyl aniline dihydrochloride; 3-methoxy-4-amino-N-methyl aniline dihydrochloride; 4-amino-N-β-hydroxyethyl aniline sulfate; 2-chloro-4-amino-N-methyl aniline sulfate; 2-methyl-4-amino-N-methyl aniline sulfate; 2-methoxy-4-amino-N-carbamyl methyl aniline; 4-amino-N,N-ethyl, β-piperidinoethyl aniline trihydrochloride; 4-amino-N,N-ethyl, β-sulfoethylaniline; 3-methoxy-4-amino-N-β-hydroxyethyl aniline sulfate; 2-chloro-4-amino-N-acetylaminoethyl aniline sulfate; 2-methyl-4-amino-N-β-hydroxyethyl aniline sulfate; 3-methyl-4-amino-N,N-ethyl, β-sulfoethyl aniline; 3-methyl-4-amino phenol hydrobromide; 2,5-diamino pyridine dihydrochloride and 2,4-dihydroxy-5,6-diamino pyrimidine.
Claim 9
Dependent Claim 19 words
The composition of claim 1 wherein the molar ratio of coupler to oxidation base ranges between 5:1 and 1:5.
Claim 10
Dependent Claim 36 words
The composition of claim 1 which also includes a hair dye selected from the group consisting of an anthraquinone dye, a nitrobenzene dye, a diphenylamine dye, an azo dye, an indophenol, an indoaniline and an indamine.
Claim 11
Dependent Claim 28 words
The composition of claim 1 wherein the carrier is a hydroalcoholic solution containing a lower alkanol or a glycol in an amount up to 40 weight percent thereof.
Claim 12
Dependent Claim 11 words
The composition of claim 1 which also includes an alkalizing agent.
Claim 13
Dependent Claim 18 words
The composition of claim 8 wherein said alkalizing agent is ammonia, sodium phosphate, sodium carbonate or an alkanolamine.
Claim 14
Dependent Claim 25 words
The composition of claim 1 which also includes a cationic, anionic or amphoteric surface active agent present in an amount up to 20 weight percent.
Claim 15
Dependent Claim 32 words
The composition of claim 1 which also includes one or more of carboxymethyl cellulose, oxyethylenated alcohol, ethylene diamine tetraacetic acid, fatty alcohol, alkaline alkylsulfate and diethanolamide of the fatty acids of copra.
Claim 16
Dependent Claim 13 words
The composition of claim 1 which also includes at least one anti-oxidant agent.
Claim 17
Dependent Claim 12 words
The composition of claim 12 wherein said anti-oxidant agent is sodium bisulfite.
Claim 18
Dependent Claim 21 words
The composition of claim 1 which also includes one or more of a perfume, a sequesterant agent and an acidifying agent.
Claim 19
Dependent Claim 56 words
A process for dyeing human hair comprising applying an effective amount of a homogeneous mixture of a cosmetic oxidizing agent and the composition of claim 1 to the hair and permitting said mixture to remain in contact therewith for a period of 3 to 30 minutes, rinsing the hair, shampooing the hair and drying the hair.
Claim 20
Dependent Claim 99 words
A process for dyeing human hair comprising initially applying to the hair an effective amount of a solution of a coupler having the formula ##STR12## wherein R is hydroxyalkyl containing 1-4 carbon atoms, said coupler being present in an amount of 0.01 to 2.5 weight percent of said solution and then applying to the thus treated hair an effective amount of a solution of an oxidation base wherein said oxidation base is present in an amount of 0.01 to 3.5 weight percent of said solution on an oxidizing agent free basis and an effective amount of an oxidizing agent.
Claim 21
Dependent Claim 99 words
A process for dyeing human hair comprising initially applying to the hair an effective amount of a solution of a coupler having the formula ##STR12## wherein R is hydroxyalkyl containing 1-4 carbon atoms, said coupler being present in an amount of 0.01 to 2.5 weight percent of said solution and then applying to the thus treated hair an effective amount of a solution of an oxidation base wherein said oxidation base is present in an amount of 0.01 to 3.5 weight percent of said solution on an oxidizing agent free basis and an effective amount of an oxidizing agent.
Claim 22
Dependent Claim 98 words
A process for dyeing human hair comprising initially applying to the hair an effective amount of a solution of an oxidation base wherein said oxidation base is present in an amount of 0.01 to 3.5 weight percent of said solution and then applying to the thus treated hair an effective amount of a solution of a coupler having the formula ##STR13## wherein R is hydroxyalkyl containing 1-4 carbon atoms, said coupler being present in an amount of 0.01 to 2.5 weight percent of said solution on an oxidizing agent-free basis and an effective amount of an oxidizing agent.
Claim 23
Dependent Claim 98 words
A process for dyeing human hair comprising initially applying to the hair an effective amount of a solution of an oxidation base wherein said oxidation base is present in an amount of 0.01 to 3.5 weight percent of said solution and then applying to the thus treated hair an effective amount of a solution of a coupler having the formula ##STR13## wherein R is hydroxyalkyl containing 1-4 carbon atoms, said coupler being present in an amount of 0.01 to 2.5 weight percent of said solution on an oxidizing agent-free basis and an effective amount of an oxidizing agent.
Claim 24
Dependent Claim 98 words
A process for dyeing human hair comprising initially applying to the hair an effective amount of a solution of a coupler having the formula ##STR14## wherein R is hydroxyalkyl containing 1-4 carbon atoms, said coupler being present in an amount of 0.01 to 2.5 weight percent of said solution, then applying to the thus treated hair an effective amount of a solution of at least one oxidation base, said oxidation base being present in an amount of 0.01 to 3.5 weight percent of said solution, and finally applying to the hair an effective amount of an oxidizing agent.
Claim 25
Dependent Claim 98 words
A process for dyeing human hair comprising initially applying to the hair an effective amount of a solution of a coupler having the formula ##STR14## wherein R is hydroxyalkyl containing 1-4 carbon atoms, said coupler being present in an amount of 0.01 to 2.5 weight percent of said solution, then applying to the thus treated hair an effective amount of a solution of at least one oxidation base, said oxidation base being present in an amount of 0.01 to 3.5 weight percent of said solution, and finally applying to the hair an effective amount of an oxidizing agent.
Claim 26
Dependent Claim 99 words
A process for dyeing human hair comprising initially applying to the hair an effective amount of a solution of at least one oxidation base wherein said oxidation base is present in an amount of 0.01 to 3.5 weight percent of said solution, then applying to the thus treated hair an effective amount of a solution of a coupler having the formula ##STR15## wherein R is hydroxyalkyl containing 1-4 carbon atoms, said coupler being present in an amount of 0.01 to 2.5 weight percent of said solution, and finally applying to the hair an effective amount of an oxidizing agent.
Claim 27
Dependent Claim 99 words
A process for dyeing human hair comprising initially applying to the hair an effective amount of a solution of at least one oxidation base wherein said oxidation base is present in an amount of 0.01 to 3.5 weight percent of said solution, then applying to the thus treated hair an effective amount of a solution of a coupler having the formula ##STR15## wherein R is hydroxyalkyl containing 1-4 carbon atoms, said coupler being present in an amount of 0.01 to 2.5 weight percent of said solution, and finally applying to the hair an effective amount of an oxidizing agent.
Claim 28
Dependent Claim 74 words
A dye composition for keratinic fibers containing an aqueous or hydroalcoholic carrier, at least one coupler of the formula ##STR16## wherein R represents hydroxyalkyl having 1-4 carbon atoms and at least one oxidation base selected from the group consisting of a paraphenylene diamine, an orthophenylene diamine, a paraamino phenol, an ortho amino phenol and a heterocyclic oxidation base, each of said coupler and the said base being present in a hair dyeing effective amount.
Claim 29
Dependent Claim 74 words
A dye composition for keratinic fibers containing an aqueous or hydroalcoholic carrier, at least one coupler of the formula ##STR16## wherein R represents hydroxyalkyl having 1-4 carbon atoms and at least one oxidation base selected from the group consisting of a paraphenylene diamine, an orthophenylene diamine, a paraamino phenol, an ortho amino phenol and a heterocyclic oxidation base, each of said coupler and the said base being present in a hair dyeing effective amount.
Claim 30
Dependent Claim 198 words
A dye composition for human hair containing an aqueous or hydroalcoholic carrier, at least one coupler of the formula ##STR17## wherein R represents hydroxyalkyl having 1-4 carbon atoms and at least one oxidation base selected from the group consisting of an oxidation base having the formula ##STR18## wherein R 1 , R 2 , R 3 and R 4 each independently are selected from the group consisting of hydrogen, alkyl having 1-4 carbon atoms, halogen and alkoxy having 1-4 carbon atoms; Y represents OH or ##STR19## wherein R 5 and R 6 each independently represent a member selected from the group consisting of hydrogen, alkyl, hydroxyalkyl, carbamylalkyl, mesylaminoalkyl, aminoalkyl, acylaminoalkyl, sulfoalkyl, morpholinoalkyl, piperidinoalkyl, monoalkylaminoalkyl, dialkylaminoalkyl, arylsulfonamidoalkyl and carboxyalkyl wherein each of the alkyl moieties contains from 1-4 carbon atoms, and an oxidation base having a heterocyclic nucleus carrying in para position either two amino groups or an amino group and a hydroxyl group, said oxidation base being in the free base form or in the form of an acid addition salt selected from the group consisting of hydrochloride, hydrobromide and sulfate, each of the said coupler and the said base being present in a hair dyeing effective amount.
Claim 31
Dependent Claim 198 words
A dye composition for human hair containing an aqueous or hydroalcoholic carrier, at least one coupler of the formula ##STR17## wherein R represents hydroxyalkyl having 1-4 carbon atoms and at least one oxidation base selected from the group consisting of an oxidation base having the formula ##STR18## wherein R 1 , R 2 , R 3 and R 4 each independently are selected from the group consisting of hydrogen, alkyl having 1-4 carbon atoms, halogen and alkoxy having 1-4 carbon atoms; Y represents OH or ##STR19## wherein R 5 and R 6 each independently represent a member selected from the group consisting of hydrogen, alkyl, hydroxyalkyl, carbamylalkyl, mesylaminoalkyl, aminoalkyl, acylaminoalkyl, sulfoalkyl, morpholinoalkyl, piperidinoalkyl, monoalkylaminoalkyl, dialkylaminoalkyl, arylsulfonamidoalkyl and carboxyalkyl wherein each of the alkyl moieties contains from 1-4 carbon atoms, and an oxidation base having a heterocyclic nucleus carrying in para position either two amino groups or an amino group and a hydroxyl group, said oxidation base being in the free base form or in the form of an acid addition salt selected from the group consisting of hydrochloride, hydrobromide and sulfate, each of the said coupler and the said base being present in a hair dyeing effective amount.

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USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1980-12-26 1981-06-27 1981-12-27 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1984-12-26 1985-06-27 1985-12-27 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1988-12-26 1989-06-27 1989-12-27 $7700.00 Window Closed / Lapsed

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