Method for dyeing keratin fibers with indole or indoline derivat

Bleaching and dyeing; fluid treatment and chemical modification – Dyeing involving animal-derived natural fiber material ,... – Hair dyeing

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Details

8401, 8406, 8407, 8408, 8409, A61K 713, C09B 6700

Patent

active

055385176

DESCRIPTION:

BRIEF SUMMARY
The invention relates to a method for dyeing keratin fibers using indole or indoline derivatives, hydrogen peroxide and a peroxidase enzyme.
The so-called "permanent" coloration of the hair consists in obtaining a coloration which is visible on the hair for several weeks, and which is shampoo-resistant.
For this, it is possible to use indole or indoline precursors which are liable to become oxidized in the presence of an oxidizing agent to give colored products, the chemical structure of which is similar to hair pigments such as melanin.
The oxidizing agent commonly used is hydrogen peroxide.
Oxidation dye precursors chosen from indole or indoline derivatives have the advantage of producing colorations which are close to the natural shades.
The oxidation dyeing methods of the state of the art, using indole- or indoline-type precursors and hydrogen peroxide as the oxidizing system, are generally carried out in alkaline dyeing media in order to obtain satisfactory dyeing properties. However, the application of these alkaline media results in degradation of the fibers.
The Applicant has just discovered, surprisingly, a novel method for the oxidation dyeing of keratin fibers, based on indole or indoline derivatives, which, after oxidation with hydrogen peroxide in the form of an aqueous hydrogen peroxide solution or produced by a natural enzymatic source, in the presence of a peroxidase enzyme, made it possible to obtain, under mild pH conditions, strong colorations which are shampoo-resistant, without degradation of the fibers.
The subject of the invention is thus a novel method of dyeing using at least one indole or indoline derivative, hydrogen peroxide and a peroxidase enzyme.
Another subject of the invention consists of the compositions and multi-compartment devices used in the context of this method.
Other subjects will become apparent on reading the description and the examples which follow.
The method for dyeing keratin fibers and in particular the hair, in accordance with the invention, is characterized in that at least the following are applied to these fibers: dyeing, at least one compound of formula: ##STR2## in which:
R.sub.1 represents a hydrogen atom or a C.sub.1 -C.sub.4 alkyl radical;
R.sub.2 represents a hydrogen atom, a C.sub.1 -C.sub.4 alkyl radical or --COOH;
R.sub.3 represents a hydrogen atom or a C.sub.1 -C.sub.4 alkyl radical;
X denotes a hydrogen atom, NH.sub.2, OH, a C.sub.1 -C.sub.4 alkyl radical or a C.sub.1 -C.sub.4 alkoxy radical;
Y denotes OH or NH.sub.2 ;
with the proviso that when X denotes OH or alkyl, X occupies positions 5, 6 or 7 and X is in an ortho position relative to Y; dyeing, at least one peroxidase enzyme; dyeing, at least hydrogen peroxide or an enzymatic source of hydrogen peroxide;
the component (1) being applied to the fibers first, separately from the component (3).
Among the preferred indole or indoline precursors of formula (I) or (II), there may be mentioned 5,6-dihydroxyindole, 2-methyl-5,6-dihydroxyindole, 3-methyl-5,6-dihydroxyindole, 4-hydroxyindole, 2,3-dimethyl-5,6-dihydroxyindole, 6-hydroxy-5-methoxyindole, 6-hydroxyindole, 5-hydroxyindole, 7-hydroxyindole, 7-aminoindole, 5-aminoindole, 5,6-dihydroxyindole-2-carboxylic acid, 4-aminoindole, 1-methyl-5,6-dihydroxyindole, 5,6-dihydroxyindoline, N-methyl-5,6-dihydroxyindoline, N-ethyl-5,6-dihydroxyindoline, N-butyl-5,6-dihydroxyindoline, 4-hydroxy-5-methoxyindoline, 6-hydroxy-7-methoxyindoline, 6,7-dihydroxyindoline, 4,5-dihydroxyindoline, 5-methoxy-6-hydroxyindoline and the salts thereof.
The peroxidase enzyme used in accordance with the invention is an enzyme of code number 1.11.1. according to the enzyme classification system (Enzyme Nomenclature, 1984, Academic Press Inc.).
Examples which may be mentioned are peroxidases derived from natural sources such as horseradish, turnip, fig, cow's milk or soya. They are used according to the invention in varying degrees of purification and in amounts which vary depending on the degree of purity.
Peroxidases derived from horseradish, such as the products sold by

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