Bleaching and dyeing; fluid treatment and chemical modification – Using enzymes – dye process – composition – or product of dyeing
Reexamination Certificate
1999-08-30
2002-07-23
Einsmann, Margaret (Department: 1751)
Bleaching and dyeing; fluid treatment and chemical modification
Using enzymes, dye process, composition, or product of dyeing
C008S406000, C008S409000, C008S416000, C008S421000, C008S423000, C008S424000
Reexamination Certificate
active
06423100
ABSTRACT:
The invention relates to a composition for the oxidation dyeing of keratin fibres, and in particular human keratin fibres such as the hair, comprising, in a medium which is suitable for dyeing, at least one self-oxidizing dye, and at least one enzyme of 2-electron oxidoreductase type, in the presence of at least one donor for the said enzyme, as well as to the dyeing process using this composition.
It is known practice to dye keratin fibres, and in particular human hair, with dye compositions containing self-oxidizing dyes such as benzene derivatives comprising at least three hydroxyl and/or amino groups and indole derivatives, such as 5,6-dihydroxyindole. These self-oxidizing dyes have the particular feature of being able to be oxidized without any oxidizing agent other than atmospheric oxygen, to give rise to coloured and colouring molecules. However, the colorations obtained using these dyes are not always Satisfactory, in particular as regards their intensity and their chromaticity.
The oxidation of these self-oxidizing dyes can be promoted by using, generally in alkaline medium, a conventional oxidizing agent such as, for example, hydrogen peroxide. The use of alkaline media in the presence of hydrogen peroxide has the drawback of leading to appreciable degradation of the fibres, as well as to a bleaching of the keratin fibres which is not always desirable.
It has already been proposed to dye keratin fibres, in particular in patent application EP-A-0,310,675, with compositions comprising an oxidation dye precursor of benzene type, in combination with enzymes such as pyranose oxidase, glucose oxidase or uricase, in the presence of a donor for the said enzymes. Although being used under conditions which do not lead to a degradation of the keratin fibres comparable to that generated by the dyes prepared in the presence of hydrogen peroxide, these dyeing processes lead to colorations which are not entirely satisfactory, in particular as regards the intensity of the colorations obtained.
The Applicant has now discovered that it is possible to obtain novel dyes which, while being free of oxidation base, are capable of giving intense colorations without giving rise to significant degradation, or to any appreciable bleaching of the keratin fibres, and which are unselective and show good resistance to the various attacking factors to which the hair may be subjected, by combining at least one self-oxidizing dye and at least one enzyme of 2-electron oxidoreductase type in the presence of at least one donor for the said enzyme.
This discovery forms the basis of the present invention.
A first subject of the invention is thus a ready-to-use composition for the oxidation dyeing of keratin fibres, and in particular human keratin fibres such as the hair, characterized in that it comprises, in a medium which is suitable for dyeing:
at least one self-oxidizing dye,
at least one enzyme of 2-electron oxidoreductase type, and
at least one donor for the said enzyme;
the said composition being free of oxidation base.
The ready-to-use dye composition in accordance with the invention gives intense, chromatic colorations which show low selectivity and excellent properties of resistance, both with respect to atmospheric agents such as light and bad weather, and with respect to perspiration and the various treatments to which the hair may be subjected (washing, permanent-waving operations).
A subject of the invention is also a process for the oxidation dyeing of keratin fibres using this ready-to-use dye composition.
The 2-electron oxidoreductase(s) used in the ready-to-use dye composition in accordance with the invention can be chosen in particular from pyranose oxidases, glucose oxidases, glycerol oxidases, lactate oxidases, pyruvate oxidases and uricases.
According to the invention, the 2-electron oxidoreductase is preferably chosen from uricases of animal, microbiological or biotechnological origin.
By way of example, mention may be made in particular of the uricase extracted from wild boar liver, the uricase from
Arthrobacter globiformis
and the uricase from
Aspergillus flavus.
The 2-electron oxidoreductase(s) can be used in pure crystalline form or in a form diluted in a diluent which is inert towards the said 2-electron oxidoreductase.
The 2-electron oxidoreductase(s) in accordance with the invention preferably represent(s) from 0.01 to 20% by weight approximately relative to the total weight of the ready-to-use dye composition, and even more preferably from 0.1 to 5% by weight approximately relative to this weight.
According to the invention, the term “donor” means the various substrates which participate in the functioning of the said 2-electron oxidoreductase(s).
The nature of the donor (or substrate) for the said enzyme varies as a function of the nature of the 2-electron oxidoreductase used. For example, as donors for the pyranose oxidases, mention may be made of D-glucose, L-sorbose and D-xylose; as a donor for the glucose oxidases, mention may be made of D-glucose; as donors for the glycerol oxidases, mention may be made of glycerol and dihydroxyacetone; as donors for the lactate oxidases, mention may be made of lactic acid and its salts; as donors for the pyruvate oxidases, mention may be made of pyruvic acid and its salts; and, lastly, as donors for the uricases, mention may be made of uric acid and its salts.
The donor(s) (or substrate(s)) used in accordance with the invention preferably represent(s) from 0.01 to 20% by weight approximately relative to the total weight of the ready-to-use dye composition in accordance with the invention, and even more preferably from 0.1 to 5% approximately relative to this weight.
The nature of the self-oxidizing dye(s) used in the ready-to-use dye composition is not critical. It (they) can be chosen in particular from benzene, indole or indoline self-oxidizing dyes.
Among the benzene self-oxidizing dyes which can be used in the dye composition in accordance with the invention, mention may be made in particular of the compounds of formula (I) below, and the addition salts thereof with an acid:
in which:
R
1
represents a hydrogen atom, a C
1
-C
4
alkyl radical or an amino radical,
R
2
represents a C
1
-C
4
alkyl, hydroxyl, amino, mono(C
1
-C
4
)alkylamino or di(C
1
-C
4
)alkylamino radical,
R
3
represents a hydrogen atom or a hydroxyl or amino radical,
R
4
represents a hydrogen atom or an amino radical; it being understood that at least two of the radicals R
1
to R
4
represent, independently of each other, a hydroxyl, amino, mono(C
1
-C
4
)alkylamino or di(C
1
-C
4
) alkylamino radical.
Among the benzene self-oxidizing dyes of formula (I) above, mention may be made more particularly of 1,2,4-trihydroxybenzene, 1-methyl-2,4,5-trihydroxybenzene, 2,4-diamino-6-methylphenol, 2-amino-4-methylaminophenol, 2,5-diamino-4-methylphenol, 2,6-diamino-4-diethylaminophenol and 2,6-diamino-1,4-dihydroxybenzene, and the addition salts thereof with an acid.
Among the indole and indoline self-oxidizing dyes which can be used in the dye composition in accordance with the invention, mention may be made in particular of the compounds of formulae (II) and (III) below, and the addition salts thereof with an acid:
in which:
R
5
, R
7
, R
8
and R
9
, which may be identical or different, represent a hydrogen atom or a C
1
-C
4
alkyl or C
1
-C
4
acyl radical,
R
6
represents a hydrogen atom, a C
1
-C
4
alkyl radical or a carboxyl radical.
Among the self-oxidizing dyes of formula (II) above, mention may be made more particularly of 5,6-dihydroxyindole, 2-methyl-5,6-dihydroxyindole, 3-methyl-5,6-dihydroxyindole, 1-methyl-5,6-dihydroxyindole, 2,3-dimethyl-5,6-dihydroxyindole, 5-methoxy-6-hydroxyindole, 5-acetoxy-6-hydroxyindole, 5,6-diacetoxyindole and 5,6-dihydroxyindole-2-carboxylic acid, and the addition salts thereof with an acid.
Among the self-oxidizing dyes of formula (III) above, mention may be made more particularly of 5,6-dihydroxyindoline, 1-methyl-5,6-dihydroxyindoline and 1-ethyl-5,6-dihydroxyindoline, and the addition salts thereof with an acid.
T
Cotteret Jean
Lang Gerard
Einsmann Margaret
Finnegan Henderson Farabow Garrett & Dunner LLP
L′Oreal S.A.
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