Bleaching and dyeing; fluid treatment and chemical modification – Using enzymes – dye process – composition – or product of dyeing
Reexamination Certificate
1999-06-30
2002-01-29
Gupta, Yogendra N. (Department: 1751)
Bleaching and dyeing; fluid treatment and chemical modification
Using enzymes, dye process, composition, or product of dyeing
C008S408000, C008S409000, C008S410000, C008S411000, C008S412000, C008S416000, C008S421000, C008S424000
Reexamination Certificate
active
06342078
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 oxidation base, at least one substituted meta-phenylenediamine as first coupler, at least one second coupler chosen from meta-aminophenols and meta-diphenols and at least one enzyme of 2-electron oxidoreductase type in the presence of at least one donor for the said enzyme, and to the dyeing process using this composition.
It is known to dye keratin fibres, and in particular human hair, with dye compositions containing oxidation dye precursors, in particular ortho- or para-phenylenediamines, ortho- or para-aminophenols and heterocyclic bases, which are generally referred to as oxidation bases. Oxidation dye precursors, or oxidation bases, are colourless or weakly coloured compounds which, when combined with oxidizing products, can give rise to coloured compounds and dyes by a process of oxidative condensation.
It is also known that the shades obtained with these oxidation bases can be varied by combining them with couplers or colour modifiers, the latter being chosen in particular from aromatic meta-diamines, meta-aminophenols, meta-diphenols and certain heterocyclic compounds.
The variety of molecules used as oxidation bases and couplers allows a wide range of colours to be obtained.
The so-called “permanent” coloration obtained by means of these oxidation dyes must moreover satisfy a certain number of requirements. Thus, it must have no toxicological drawbacks, it must be able to give shades of the desired intensity and it must be able to withstand external agents (light, bad weather, washing, permanent-waving, perspiration, rubbing).
The dyes must also be able to cover white hair and, lastly, they must be as unselective as possible, i.e. they must give the smallest possible colour differences along the same length of keratin fibre, which may in fact be differently sensitized (i.e. damaged) between its tip and its root.
The oxidation dyeing of keratin fibres is generally carried out in alkaline medium, in the presence of hydrogen peroxide. However, the use of alkaline media in the presence of hydrogen peroxide have the drawback of causing appreciable degradation of the fibres, as well as considerable bleaching of the keratin fibres, which is not always desirable.
The oxidation dyeing of keratin fibres can also be carried out using oxidizing systems other than hydrogen peroxide, such as enzymatic systems. Thus, it has already been proposed to dye keratin fibres, in particular in patent application EP-A-0,310,675, with compositions comprising an oxidation base and optionally a coupler, 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 result in a degradation of the keratin fibres which is comparable to that caused by the dyes used in the presence of hydrogen peroxide, these dyeing processes nevertheless lead to colorations which are not entirely satisfactory, in particular as regards their intensity and resistance to the various attacking factors to which the hair may be subjected.
The Applicant has now discovered that it is possible to obtain new dyes, which are capable of leading to intense colorations, without giving rise to any significant degradation of the keratin fibres, and which are relatively unselective and show good resistance to the various attacking factors to which the hair may be subjected, by combining at least one oxidation base, at least one substituted meta-phenylenediamine as first coupler, at least one second coupler chosen from meta-aminophenols and meta-diphenols 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 oxidation base,
at least one first coupler chosen from the meta-phenylenediamines of formula (I) below, and the addition salts thereof with an acid:
in which:
R
1
represents a hydrogen atom or a C
1
-C
4
alkyl, C
1
-C
4
monohydroxyalkyl or C
2
-C
4
polyhydroxyalkyl radical;
R
2
and R
3
, which may be identical or different, represent a hydrogen atom or a C
1
-C
4
alkyl, C
1
-C
4
monohydroxyalkoxy or C
2
-C
4
polyhydroxyalkoxy radical;
R
4
represents a hydrogen atom, a C
1
-C
4
alkoxy, C
1
-C
4
aminoalkoxy, C
1
-C
4
monohydroxyalkoxy or C
2
-C
4
polyhydroxyalkoxy radical or a 2,4-diaminophenoxyalkoxy radical; it being understood that at least one of the radicals R
1
to R
4
is other than a hydrogen atom,
at least one second coupler chosen from meta-aminophenols and meta-diphenols,
at least one enzyme of 2-electron oxidoreductase type, and
at least one donor for the said enzyme;
it not being possible for the said composition simultaneously to contain the combination of 2-amino-4-N-(&bgr;-hydroxyethyl)amino-1-methoxybenzene, 4-amino-3-methylphenol and 5-amino-2-methylphenol.
The ready-to-use dye composition in accordance with the invention leads to intense, relatively unselective colorations with excellent properties of resistance both to atmospheric agents such as light and bad weather and to perspiration and the various treatments to which the hair may be subjected (washing, permanent-waving).
A subject of the invention is also a process for the oxidation dyeing of keratin fibres using this ready-to-use dye composition.
Among the meta-phenylenediamines of formula (I) above, mention may be made more particularly of 3,5-diamino-1-ethyl-2-methoxybenzene, 3,5-diamino-2-methoxy-1-methylbenzene, 2,4-diamino-1-ethoxybenzene, 1,3-bis(2,4-diaminophenoxy)propane, bis(2,4-diaminophenoxy)methane, 1-(&bgr;-aminoethyloxy)-2,4-diaminobenzene, 2-amino-1-(&bgr;-hydroxyethyloxy)-4-methylaminobenzene, 2,4-diamino-1-ethoxy-5-methylbenzene, 2,4-diamino-5-(&bgr;-hydroxyethyloxy)-1-methylbenzene, 2,4-diamino-1-(&bgr;,&ggr;-dihydroxy-propyloxy)benzene, 2,4-diamino-1-(&bgr;-hydroxyethyloxy)benzene and 2-amino-4-N-(&bgr;-hydroxyethyl)amino-1-methoxybenzene, and the addition salts thereof with an acid.
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 of uricase extracted from boar liver, uricase from
Arthrobacter globiformis,
as well as 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 with respect to 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 5i by weight approximately relative to this weight.
According to the invention, the term donor is understood to refer to the various substrates involved in the functioning of the said 2-electron oxidoreductase(s).
The nature of the donor (or substrate) for the said enzyme varies depending on 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 f
Cotteret Jean
De La Mettrie Roland
De Labbey Arnaud
Maubru Mireille
Gupta Yogendra N.
Hamlin D
L'Oréal S. A.
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