Specification
DYE COMPOSITION OF ACIDIC pH COMPRISING 2,3-DIAMINO-
6,7-DIHYDRO-lH,5H-PYRAZOLO[:i ,2-alPYRAZOL-l-ONE, A COUPLER, A PARTICULAR SURFACTANT AND AN OXIDIZING AGENT
The invention relates to a composition for dyeing keratin fibres, and in particular human keratin fibres such as the hair, comprising 2,3-diamino-6, "7-dihydro-lH,5H~pyrazolQ[l,2-a]pyrazol-l-one or an addition salt thereof, as oxidation base, at least one coupler, at least one surfactant chosen from oxyalkylenated or glycerolated fatty alcohols, anionic surfactants of sulfate or sulfonate type and amphoteric surfactants of betaine type, and at least one oxidizing agent, the pH of the composition ranging from 5,5 to 7.5.
It is known practice to dye keratin fibres, and in particular human keratin fibres such as ths hair, with dye compositions comprising oxidation dye precursors, in particular ortho- or para-phenylenediamines, ortho-or para-aminophenois, and heterocyclic compounds such as dlarainopyrazole derivatives, pyrazolo[1,5-aj-pyrimidine derivatives, pyrinrddine derivatives, pyridine derivatives, indole derivatives and indoline derivatives, which are generally known as oxidation bases. Oxidation dye precursors, or oxidation bases, are colourless or weakly coloured compounds that, when combined with cxiditing products, can give rise to dyes or coloured compounds via a process of oxidative condensation. Permanent colorations are thus obtained.
It is also known that the shades obtained with these oxidation bases may be varied by combining them with couplers or coloration modifiers, the latter being chosen especially from meta-phenylenediamines, rneta-anainophenols, meta-hydroxyphenols and certain heterocyclic compounds.
The variety of molecules used as regards the oxidation bases and couplers allows a wide range of colours to be
obtained.
The use of standard oxidation bases such as para-amincphenol, ortho-aminophenol and derivatives thereof optionally combined with standard couplers at acidic pH does not make it possible to obtain shades with tints in red, coppery or mahogany tone-s that are sufficiently visible on natural or dyed hair and uniform from the roots to the ends.
The aim of the present invention is to provide novel compositions for dyeing keratin fibres, which make it possible to obtain at acidic pH a coloration with cints in redr coppery or mahogany tones that are particularly visible, strong, chromatic and aesthetic, sparingly selective and very resistant to the various attacking factors to which the hair may be subjected, such as shampoo, light, sweat and permanent reshaping operations.
One subject of the present invention is thus a
composition for dyeing ketatin fibres, comprising, in a
suitable dyeing medium:
• at least one oxidation base chosen from 2,3-diaraino-6,7-dihydro-lH,5H-pyrazolo[l,2-a]pyrazol-l-one of formula {I) below, and the addition salts thereof:
• at least one coupler;
• at least one surfactant chosen from oxyalkylenated or
glycerolated fatty alcohols, anionic surfactants of
sulfate or sulfonate type and amphoteric surfactants
of betaine type; and
• at least one oxidizing agent;
the pH of the composition ranging from 5.5 to 7.5;
with the condition rhat when the composition comprises
an oxyalkylenated or glycerolated fatty alcohol, it is free of 3-amino-2-methylamino-6-methoxypyridin.e; of fatty-chain cationic polyurethane • obtained from the condensation of 1,3-bis(isocyanatomethylcyclohexane) N,N-dimethylethanolaraine quaternized with bromodecane N,N-dimethylethanQlawine and polyoxyethylene; of a polycondensate of polyethylene glycol containing 150 or 180 mol of ethylene oxide, decyl alcohol and methylenebis(4-cyclohexyl isocyanate); of mixtures of cetearyl alcohol pclyglycerolated with 2 raol of glycerol and of cetearyl alcohol polyglycerolated with 6 mol of glycerol; of hexylene glycol,
The present invention makes it possible to obtain a coloration on keratin fibres with tinrs in red, coppery or mahogany tones that are sufficiently visible on natural or dyed hair and uniform from the roots to the ends.
Another subject of the invention is a process for dyeing iceratin fibres, and in particular human keratin fibres such as the hair, using the composition of the present invention, and also -he use of this composition for dyeing keratin fibres.
Finally, a subject of the invention is a dyeir.q kit comprising, firstly, a dye composition containing 2,3-diandno-6,7-dihydro-lH,5H-pyrazoloU,2-a)pyrazol-l-one or an addition salt thereof, as oxidation base, a coupler end a surfactant chosen from oxyalkylenated or glycerolated fatty alcohols, anionic surfactants of sulfate or sulfonate type and amphoteric surfactants of betaine type, and, secondly, a composition containing an oxidizing agent.
Unless otherwise indicated, -che limits of the rangea of values that are given in the context of the present invention are included in these ranges.
The oxidation ba3e(s) chosen from 2,3-diamino-6,7-dihydro-lK,5H-pyrazolo[l,2~a]pyrazol-l-one of formula (I) and the addition salts thereof is (are) each generally present in the composition of the invention in an amount of between 0-001% and 10% and preferably between 0.005% and 6% by weight approximately relative to the total weight of the dye composition.
The coupler (g) that are useful in the context of the invention may be chosen from meta-phenylenediamines, meta-aminophenols, meta-diphenols, naphthalene-based couplers and heterocyclic couplers, and the addition salts thereof.
Examples that may be mentioned include 2-methyl-5~ airdnophencl, 5-N- (p-hydroxyethyl)amino-2-methylphenol, 6-chloro-2-methyl-5-anunophenol, 3-aminophenol, 1,3-di~ hydrojtybenzene, 1,3-dihydrcxy-2-methylbenzene, 4-chloro-1, 3-dihydroxybenzene, 2, 4-diamino-l- ({3-hydroxyethyloxy) -benzene, 2-anino-4-;p-hydroxyethylamino)~l-methoxy-benzene, 1,3-disminobenzene, 1,3-bis(2,4-diamino-phenoxy)propane, 3-ureidoaniline, 3-ureido-l-diraethyl-aminobenzene, sesamol, l-p-hydroxyethylamino-3,4-tr.ethylenedioxybenzene, a-naphthol, 2t-methyl-l-naphthol, 6-hydroxyindole, 4-hydroxyindole, 4~hydroxy-K-methyl-indole, 2-sanino-3-hydroxypyridine, 6-hydroxybenzo-morpholine, 3,S-oiamino-2,6-dimethoxypyridine, 1-N-(P~ hydroxyethyl) amino-3,4-itethylenedioxybenzene and 2,6-bis(p-hydroxyethylemino)toluene, and the addition salts thereof with an acid.
According to one preferred embodiment of the invention, the coupler(s) is (are) chosen from meta-aminophenols, Preferably, the meta-aminophenols that are useful in the context of the invention are chosen from the compounds of formula (II) below, and the addition salts thereof;
(Formula II Removed)
in which;
RI and R2, which may be identical or different, represent a hydrogen atom; an alkyl radical; a monohydroxyalkyl radical; a polyhydroxyalkyl radical; a monoamirioalkyl radical;
RI and R2 form, together with the nitrogen atom to which they are attached, a saturated oc unsatursted, 5- to 7-membered cyclic group containing one or more heteroatoms, which may be unsubstituted or substituted with one or more radicals chosen from carboxyl, carboxaiuido, ftydroxyl, ammo, monoalkylamino and dxalkylamino radicals, and alkyl radicals optionally substituted with one or more hydroxyl, amino, monoalkylamino or dialkylarr.ino radicals; Ri represent, independently of each other, a halogen atom; an alkyl radical; an alkoxy radical; a rnonohydroxyalkyl radical; a polyhydroxyalkyl radical; a rr.onohydroxyalkoxy radical; a polyhydroxyalkoxy radical; n is an integer between 0 and 3,
In the context of the invention, the terra "alkyl radical" means, unless otherwise indicated, linear or branched Ci-Cio, preferentially Ci-Ce and even raore preferentially C\-C<, alkyl radicals, such as methyl, ethyl, propyl, isopropyl, isobutyl, terr-butyl, pentyl or hexyl radicals.
In the context of the preaent invention, the hezercatoms(s) may be chosen from an oxygen atom, a nitrogen atom, a sulfur atom and a phosphorus atom.
In the context of the present invention, a halogen atom may be chosen from a chlorine atom, a bromine atom, an iodine atom and a fluorine atom,
According to one particular embodiment of the invention, RI and R2 represent, independently of each other, a hydrogen atonn; an alkyl radical, for example a methyl or ethyl radical; a monohydroxyalkyl radical, for example a p-hydroxyethyl or y-hydroxypropyl radical; or RI and R2 form, together with the nitrogen atom to which they are attached, a ring chosen from pyrrolidine, piperidine, homopiperidine, piperazine, homopiperazir.e and morpholine heterocycles; the said rings possibly being substituted with one or more hydroxyl, amino, mono (Cj.-C2 }alkylamino, di(Cj-CsJalkylamino, carboxyl or carboxamido radicals, or d-C4 alkyl radicals optionally substituted with one or more hydroxyl, anino, mono(Ci~C2)alkylamino or di(Ci-CsJalkylamino radicals, and more particularly chosen from pyrrolidine, 2, 5-dimethylpyrrolidine, pyrrolidine-2-car.boxylic acid, 3-hydroxypyrrolidine-2-carboxylic acid, 4-hydroxypyrrolidine-2-carboxylic acid, 2,4-dicarboxypyrrolidir.e, 3-hydroxy-2-hydroxymethyl pyrrolidine, 2-carboxamidopyrrolidine, 3-hydroxy-2-carbox-amidopyrrolidine, 2-hydroxynethylpyrrolidine, 3, 4-dihydroxy-2-hydroxytnethylpyrrolidine, 3-hydroxypyr-rolidine, 3,4-dihydroxypyrrolidine, 3-aminopyrrolidine, 3-nethylaminopyrrolidine, 3-dinethylaninopyrrolidine, 4-amino-3-hydroxypycrolidine, 3-hydroxy-4-(p-hydroxy-ethyl)aminopyrrolidine, piperidine, 2,6-dimethyl-piperidine, 2-carboxypiperidine, 2-carboxamidopiperi-dir.e, 2-hydroxymethylpiperidine, 3-hydroxy-2-hydroxy-methylpiperidine, 3-hydroxypiperidine, 4-hydroxy-piperidine, 3-hydroxymethylpiperidine, horuopiperidine, 2-carboxyhomopiperidine, 2-carboxanidohomopiperidins, homopiperazine, N-methylhomopiperazine, N-(2-hydroxy-ethyl)homopiperazine, piperazine, 4-raethylpipersxine, 4'-ethylpipexazine, 4™ ((3-hydroxyethyl) piperazine and morpholine, and they more particularly form the following group: pyrrolidin-1-yl; piperidin-1-yl; piper-azin-1-yl; 4-methylpiperazin-l-yl; 4-ethylPiperazin- ' yl; 4-(p-hydrox:yethyl)piperazin-l-yl; morpholin-4-yl.
According to one particular embodiment of the invention, R3 is chosen from a halogen atom, an alkyl radical, an alkoxy radical and a monohydroxyalkoxy radical. By way of example, R3 is chosen from a Chlorine atom, a methyl radical, a methoxy radical and a (3-hydroxyethyloxy radical.
According to one particular embodiment of the invention, n denotes 0, 1 or 2. 3y way of example, n is equal to 1 or 2. When n is equal to 1, R3 may be in position 2 and when n is equal to 2, R3 may be in positions 2 and 4 or in positions 2 and 6.
Anong the substituted meta-atninophenols of fornula (II) that are useful in the context of the invention, mention may be made more particularly of 5-amino-2-raethoxyphenol, 5-cunino-2~ (p-hydroxyethyloxy) phenol, 5-amino-2-methylphenol, 5-N- {(3-hydroxyethyl) amino-2-methylphenol, 5-N- (p-hydroxyethyl) amino-4-methoxy--2-methylphenol, 5-amino-4-iuethoxy-2-r»ethylphenol, 5-amino-4-chloro-2-methylphenol, 6-chloro-2-methyl-5-aminophenol, 5-amino-2,4-dirr,ethoxyphenol, 5-{y-hydroxy-propylaminc)-Z-methylphenol, 3-dimethylartunophenol; 2-inethyl-5-diiTiethylairanophenol; 2-ethyl-5-dimethylamino-phenol; 2-methoxy~5-dimethylaiuinophenol; 2-ethcxy-5-dimethylaminophenol; 2- (J3-hydroxyethyl) -5-dimethyl-aminophenol; 3-diethylaninophenol; 2-methyl-5-diethyl-aminophenol; 2-ethyl~5-diethylaminophenol; 2-raethoxy-5-diethylantiinoohenol; 2-ethoxy-5-diethylaminophenol; 2-(p-hydroxyethyl)-5-diethylaminophenol; 3-di(p-hydroxyethyl) aminophenol; • 2-methyl-5-di(p-aydroxyethyl)amino-phenol; 2-ethyl-5-di;p-hydroxyethyl]aminophenol; 2-methoxy-5-di(p-hydroxyethyl}aminophenol; 2-ethoxy-5-di(|3-hydroxyethyl) aminophenol; 2-([3-hydroxyethyl) -5-di ((3-hydroxyethyl) aminophenol; 3-pyrrolidin-l-ylphenol; 2-methyl-5-pyrrolidin-l-ylphenol; 2-ethyl-5-pyrrolidin-1-ylphenol; 2-raethoxy-5-pyrrolidin-l-ylphenol; 2-ethoxy-5-pyrrolidin-l-ylphenol; 2- CfJ-hydroxyethyl) -5-
pyrrolidin-1-ylphenol/ 3-piperidin-l-ylphenol; 2-methyl-5-piperidin-l-ylphenol; 2-ethyl~5-pip • * •••"; coloration, after which the fibres- ?fv xir.atc-i optionally washed with shaitpoo, rir,s
Documents
Application Documents
| # |
Name |
Date |
| 1 |
2510-del-2007-Form-18-(29-11-2010).pdf |
2010-11-29 |
| 1 |
2510-DEL-2007_EXAMREPORT.pdf |
2016-06-30 |
| 2 |
2510-del-2007-Correspondence-Others-(29-11-2010).pdf |
2010-11-29 |
| 2 |
2510-del-2007-abstract.pdf |
2011-08-21 |
| 3 |
2510-del-2007-Correspondence-Others-(30-11-2010).pdf |
2010-11-30 |
| 3 |
2510-del-2007-claims.pdf |
2011-08-21 |
| 4 |
2510-del-2007-form-5.pdf |
2011-08-21 |
| 4 |
2510-del-2007-correspondence-others.pdf |
2011-08-21 |
| 5 |
2510-del-2007-description (complete).pdf |
2011-08-21 |
| 5 |
2510-del-2007-form-3.pdf |
2011-08-21 |
| 6 |
2510-del-2007-form-1.pdf |
2011-08-21 |
| 6 |
2510-del-2007-form-2.pdf |
2011-08-21 |
| 7 |
2510-del-2007-form-1.pdf |
2011-08-21 |
| 7 |
2510-del-2007-form-2.pdf |
2011-08-21 |
| 8 |
2510-del-2007-description (complete).pdf |
2011-08-21 |
| 8 |
2510-del-2007-form-3.pdf |
2011-08-21 |
| 9 |
2510-del-2007-correspondence-others.pdf |
2011-08-21 |
| 9 |
2510-del-2007-form-5.pdf |
2011-08-21 |
| 10 |
2510-del-2007-Correspondence-Others-(30-11-2010).pdf |
2010-11-30 |
| 10 |
2510-del-2007-claims.pdf |
2011-08-21 |
| 11 |
2510-del-2007-Correspondence-Others-(29-11-2010).pdf |
2010-11-29 |
| 11 |
2510-del-2007-abstract.pdf |
2011-08-21 |
| 12 |
2510-DEL-2007_EXAMREPORT.pdf |
2016-06-30 |
| 12 |
2510-del-2007-Form-18-(29-11-2010).pdf |
2010-11-29 |