Bleaching and dyeing; fluid treatment and chemical modification – Dyeing involving animal-derived natural fiber material ,... – Hair dyeing
Reexamination Certificate
2000-06-15
2003-07-29
Kopec, Mark (Department: 1751)
Bleaching and dyeing; fluid treatment and chemical modification
Dyeing involving animal-derived natural fiber material ,...
Hair dyeing
C008S406000, C008S407000, C008S409000, C008S410000, C008S411000, C424S070170
Reexamination Certificate
active
06599328
ABSTRACT:
The invention relates to a ready-to-use composition for the oxidation dyeing of keratin fibers, and, in particular, human keratin fibers, such as the hair, comprising, in a medium suitable for dyeing, at least one oxidation dye, at least one enzyme of 2-electron or 4-electron oxidoreductase type, and at least one specific salified or chemically modified chitosan, as well as to the dyeing process using this composition.
It is known to dye keratin fibers, 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, generally known as oxidation bases. The oxidation dye precursors, or oxidation bases, are colorless or weakly colored compounds that, when combined with oxidizing products, can give rise to colored compounds and dyes by a process of oxidating condensation.
It is also known that the shades obtained with these oxidation bases can be varied by combining them with couplers or coloration 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 colors to be obtained.
The so-called “permanent” coloration obtained by means of these oxidation dyes should moreover satisfy a certain number of requirements, including having no toxicological drawbacks, allowing shades to be obtained in the desired intensity and having good staying power with respect to external agents, e.g., light, bad weather, washing, permanent-waving, perspiration or rubbing.
The dyes should also allow gray hair to be covered and, finally, they should be as unselective as possible, i.e., they should allow only the smallest possible differences in coloration along the same keratin fiber, that may indeed be differently sensitized, i.e., damaged, between its tip and its root.
The oxidation dyeing of keratin fibers 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 can have the drawback of resulting in substantial degradation of the fibers, as well as appreciable decolorization of the keratin fibers, which is not always desirable.
The oxidation dyeing of keratin fibers 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 fibers, in particular, in European patent application EP-A-0 310 675, the disclosure of which is incorporated herein by reference, with compositions comprising an oxidation base and optionally a coupler, in combination with enzymes of the 2-electron oxidoreductase type, such as pyranose oxidase, glucose oxidase or uricase, in the presence of a donor for the enzymes.
It has also already been proposed, in particular, in French patent applications FR-A-2 112 549, FR-A-2 694 018, European patent application EP-A-504 005, International patent applications WO 95/07988, WO 95/33836, WO 95/33837, WO 96/00290, WO 97/19998, WO 97/19999 and U.S. Pat. No. 3,251,742, the disclosures of each of which are incorporated herein by reference, to dye keratin fibers with compositions comprising, in particular, an oxidation dye precursor and an enzyme of laccase type (4-electron oxidoreductase).
Although these dyeing processes are carried out under conditions that do not result in a degradation of the keratin fibers comparable to that generated by the dyes used in the presence of hydrogen peroxide, they lead to colorations not entirely satisfactory, especially regarding their intensity, since it is assumed that the thickeners generally used in this type of dyeing with enzymes halts the rise of the color on the fiber. In addition, molecular oxygen dissolves poorly in the conventional supports for dyeing with the enzymes, the effect of which is to reduce the hair-dyeing activity of the enzymes.
The inventors have discovered that it is possible to obtain novel dyes capable of giving more intensive colorations, by combining at least one oxidation dye, at least one enzyme of 2-electron or 4-electron oxidoreductase type, and at least one specific, salified or chemically modified chitosan.
It is also possible to obtain better conservation of the activity of the enzymes used in hair dyeing.
These discoveries form 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 fibers, and, in particular, of human keratin fibers, such as the hair, comprising, in a medium suitable for dyeing:
at least one oxidation dye,
at least one enzyme of 2-electron or 4-electron oxidoreductase type, and
at least one chitosan salified with an organic or inorganic acid, allowing a visually clear solution to be obtained at a concentration of 1% in water,
or a chemically modified chitosan comprising one or more units of formula (I) below:
in which,
R
1
and R
2
, which are identical or different, are chosen from a hydrogen atom and a radical—XCOOM,
R
3
is chosen from a hydrogen atom, a —COCH
3
radical and a radical —CO—X—COOM,
X is chosen from a C
1
-C
8
alkylene radical, optionally branched, or substituted with one or more hydroxyl, halogen or epoxy groups,
M is chosen from a hydrogen atom and a cation chosen from alkali metals, alkaline-earth metals, ammonium, an organic amine and an organic alkanolamine,
with the proviso that at least one of the units of formula (I) comprising a radical R
1
and/or R
2
and/or R
3
denotes —XCOOM and/or a radical R
3
denotes —CO—X—COOM.
A subject of the invention is also a process for the oxidation dyeing of keratin fibers using this ready-to-use dye composition.
The salified chitosans used in the ready-to-use dye composition according to the invention can be chosen, in particular, from those salified with an organic acid such as, for example, lactic acid, glutamic acid and, preferably, pyrrolidonecarboxylic acid, or from those salified with an inorganic acid such as, for example, hydrochloric acid and sulphuric acid, with the proviso that they give a visually clear solution at a weight concentration of 1% in water.
Among the chemically modified chitosans which may be mentioned, in particular, are the product sold under the name N,O-carboxymethylchitosan by the company Chitogenics Ltd, the N-carboxybutylchitosan sold under the trade names CHITOLAM NB 101 or EVALSAN by the company Chito Bios, the N-succinylchitosan sold by the company Chimex under the name MEXOMERE PAD, or sold by the company Francechitine under the name KITINAMI, or sold by the company Katakura Chikkarin under the name SUCCINYL CHITOSAN, and the N-succinylcarboxymethylchitosan sold under the name CHITOSOLLEN by the company Ikeda.
The salified or modified chitosan(s) of formula (I) used in the ready-to-use dye composition according to 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.
The 2-electron oxidoreductase(s) used in the ready-to-use dye composition in accordance with the invention, in the presence of a donor for the enzyme(s), can be chosen, in particular, from pyranose oxidases, glucose oxidases, glycerol oxidases, lactate oxidases, pyruvate oxidases, uricases, choline oxidases, sarcosine oxidases, bilirubin oxidases and amino acid oxidases.
According to the invention, the 2-electron oxidoreductase is preferably chosen from uricases of animal, microbiological or biotechnological origin.
Particular examples include the uricase extracted from boar's 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 dilute form in an inert diluent for the 2-electron oxidoreductase.
The 2-electron oxidoreductase(s) according to the invention preferably represent(s) fr
Lagrange Alain
Plos Grégory
Elhilo Eisa
Finnegan Henderson Farabow Garrett & Dunner L.L.P.
Kopec Mark
L'Oreal (S.A.)
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