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Indole-aldehyde hair dyes

Assignee: P&G Hair Care Holding Inc
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Filing: 1988-11-21
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Granted: 1990-06-12
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Expires: 2008-11-21
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Abstract

Abstract Combined indole-aldehyde compositions for dyeing natural fibers, particularly for coloring human hair, are taught wherein the combined indole-aldehyde composition is either preformed or reacted in site on the natural fiber under acidic conditions. A method employing said compositions is also taught.

Inventors

  • 👤 Thomas M. Schultz

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-02 20:47
CPC Classifications
A; A61; A61K; A61K8/00; A61K8/18; A61K8/30; A61K8/40; A61K8/41; A61K8/33; A61K8/34; A61K8/345; A61K8/347; A61K8/49; A61K8/4906; A61K8/4913; A61K8/492; A61Q; A61Q5/00; A61Q5/10

Claims Analysis

Total Claims: 18
Claim 1
Independent Claim 131 words
A hair dye composition comprising a combination of an indole of formula I: ##STR3## wherein R 1 and R 2 are each independently selected form H, CH 3 , ethyl, propyl, isopropyl, alkoxy, aryl, and aryloxy; and wherein R 2 and R 4 through R 7 are each independently selected from H, CH 3 , ethyl, propyl, isopropyl, OH, alkoxy, NO 2 , NH 2 , N(alkyl) 2 , N(alkoxy) 2 , N(hydroxy alkoxy) 2 , halogen, aryl, aryloxy and acetoxy and an aldehyde of formula II: ##STR4## wherein R 8 is selected from CH 3 , alkyl, alkenyl, alkynyl, benzyl, aminobenzyl, dialklaminobenzyl, dialkoxyaminobenzyl, cinnamyl, aminocinnamyl, dialkyaminocinnamyl, dialkoxyaminocinnamyl, nitrobenzyl, alkylbenzyl, alkoxybenzyl, phenol, dihydroxyphenyl, trihydroxyphenyl, nitrohydroxyphenyl, hydroxycinnamyl and acetamidophenyl in a reaction medium having a pH of about 2 to about 10.
Claim 2
Dependent Claim 131 words
A hair dye composition comprising a combination of an indole of formula I: ##STR3## wherein R 1 and R 2 are each independently selected form H, CH 3 , ethyl, propyl, isopropyl, alkoxy, aryl, and aryloxy; and wherein R 2 and R 4 through R 7 are each independently selected from H, CH 3 , ethyl, propyl, isopropyl, OH, alkoxy, NO 2 , NH 2 , N(alkyl) 2 , N(alkoxy) 2 , N(hydroxy alkoxy) 2 , halogen, aryl, aryloxy and acetoxy and an aldehyde of formula II: ##STR4## wherein R 8 is selected from CH 3 , alkyl, alkenyl, alkynyl, benzyl, aminobenzyl, dialklaminobenzyl, dialkoxyaminobenzyl, cinnamyl, aminocinnamyl, dialkyaminocinnamyl, dialkoxyaminocinnamyl, nitrobenzyl, alkylbenzyl, alkoxybenzyl, phenol, dihydroxyphenyl, trihydroxyphenyl, nitrohydroxyphenyl, hydroxycinnamyl and acetamidophenyl in a reaction medium having a pH of about 2 to about 10.
Claim 3
Independent Claim 157 words
A method for dyeing natural fibers, including human hair, comprising treating said natural fiber with a combination of an indole component and an aldehyde component and allowing said combination to react in the presence of the natural fiber, wherein the indole is of formula I: ##STR5## wherein R 1 and R 3 are each independently selected from H, CH 3 , ethyl, propyl, isopropyl, alkoxy, aryl, and aryloxy; and wherein R 2 and R 4 through R 7 are each independently selected from H, CH 3 ,ethyl, propyl, isopropyl, OH, alkoxy, NO 2 , NH 2 , N(alkyl) 2 , N(hydroxy alkoxy) 2 , halogen, aryl, aryloxy and acetoxy and the aldehyde of formula II: ##STR6## wherein R 8 is selected from CH 3 , alkyl, alkenyl, alkynyl, benzyl, aminobenzyl, dialkylaminobenzyl, dialkoxyaminobenzyl, cinnamyl, aminocinnamyl, dialkylaminocinnamyl, dialkoxyaminocinnamyl, nitrobenzyl, alkylbenzyl, alkoxybenzyl, phenol, dihydroxyphenyl, trihydroxyphenyl, nitrohydroxyphenyl, hydroxycinnamyl and acetamidophenyl, said reaction taking place in the presence of a suitable medium.
Claim 4
Independent Claim 157 words
A method for dyeing natural fibers, including human hair, comprising treating said natural fiber with a combination of an indole component and an aldehyde component and allowing said combination to react in the presence of the natural fiber, wherein the indole is of formula I: ##STR5## wherein R 1 and R 3 are each independently selected from H, CH 3 , ethyl, propyl, isopropyl, alkoxy, aryl, and aryloxy; and wherein R 2 and R 4 through R 7 are each independently selected from H, CH 3 ,ethyl, propyl, isopropyl, OH, alkoxy, NO 2 , NH 2 , N(alkyl) 2 , N(hydroxy alkoxy) 2 , halogen, aryl, aryloxy and acetoxy and the aldehyde of formula II: ##STR6## wherein R 8 is selected from CH 3 , alkyl, alkenyl, alkynyl, benzyl, aminobenzyl, dialkylaminobenzyl, dialkoxyaminobenzyl, cinnamyl, aminocinnamyl, dialkylaminocinnamyl, dialkoxyaminocinnamyl, nitrobenzyl, alkylbenzyl, alkoxybenzyl, phenol, dihydroxyphenyl, trihydroxyphenyl, nitrohydroxyphenyl, hydroxycinnamyl and acetamidophenyl, said reaction taking place in the presence of a suitable medium.
Claim 5
Dependent Claim 24 words
A method according to claim 2 wherein said indole component is first applied to the natural fiber and then said aldehyde component is applied.
Claim 6
Dependent Claim 24 words
A method according to claim 2, wherein the aldehyde component is first applied to the natural fiber and then said indole component is applied.
Claim 7
Dependent Claim 19 words
A method according to claim 2, wherein the pH a medium used is between about 2 and about 6.5.
Claim 8
Dependent Claim 37 words
A method according to claim 2, wherein the indole component and the aldehyde component are premixed in an alcohol-water medium to form an indole-aldehyde adduct prior to treating said natural fiber to be dyed with said adduct.
Claim 9
Dependent Claim 19 words
A method according to claim 6, wherein the pH of the medium is between about 2 and about 10.
Claim 10
Dependent Claim 15 words
A method according to claim 6, wherein the medium used is an aqueous ethanol solution.
Claim 11
Dependent Claim 15 words
A method according to claim 6, wherein the medium used is a gel based medium.
Claim 12
Dependent Claim 49 words
A method according to claim 9, wherein the gel based medium has the following formulation: ______________________________________ Cellosize QP4400 1.1 wt. % ammonium laurylsulfate 6.0 wt. % citric acid 1.6 wt. % SD alcohol 40 33.0 wt. % Polysorbate 20 0.2 wt. % deionized water q.s. 100 wt. % ______________________________________
Claim 13
Dependent Claim 21 words
The composition of claim 1 wherein the indole reactant is selected form the group consisting of 5,6-diacetoxyindole, 5-amino indole, and N-methyl-5,6-dihydroxyindole.
Claim 14
Dependent Claim 21 words
The composition of claim 11 wherein the aldehyde reactant is selected from the group consisting of 4-N,N-dimethylamino-cinnamaldehyde, 4-N,N-dimethylamino benzaldehyde, and 2,4-dihydroxybenzaldehyde.
Claim 15
Dependent Claim 17 words
The composition of claim 1 wherein the indole and aldehyde reactants are 5-aminoindole and 4-N, N-dimethylamino cinnamaldehyde.
Claim 16
Dependent Claim 20 words
The method of claim 2 wherein the indole reactant is selected from the group consisting of 5,6-diacetoxyindole, 5-aminoindole, and N-methyl-5,6-dihydroxyindole.
Claim 17
Dependent Claim 21 words
The method of claim 14 wherein the indole reactant is selected from the group consisting of 4-N,N-dimethylamino cinnamaldehyde, 4-N,N-dimethylaminobenzaldehyde, and 2,4-dihydroxybenzaldehyde.
Claim 18
Dependent Claim 16 words
The method of claim 2 wherein the indole and aldehyde reactants are 5-aminoindole and 4-N,N-dimethylamino cinnamaldehyde.

References Cited (Backward Citations)

US852943A Cited
US3194734A Cited
US4620850A Cited
US4808190A Cited
US4695285A Cited
US4808569A Cited
US4776857A Cited

USPTO Annuity & Maintenance Windows

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3.5 Years (Year 4) 1993-06-11 1993-12-11 1994-06-12 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1997-06-11 1997-12-11 1998-06-12 $3760.00 Window Closed / Lapsed
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