Bleaching and dyeing; fluid treatment and chemical modification – Dyeing involving animal-derived natural fiber material ,... – Hair dyeing
Patent
1997-12-31
2000-08-08
Liott, Caroline D.
Bleaching and dyeing; fluid treatment and chemical modification
Dyeing involving animal-derived natural fiber material ,...
Hair dyeing
8407, 8423, 8567, 8573, A61K 713
Patent
active
060995939
DESCRIPTION:
BRIEF SUMMARY
The invention relates to novel compositions for the oxidation dyeing of keratin fibres, comprising at least one pyrazolo[1,5-a]pyrimidine derivative as oxidation base, to the dyeing process using this composition, to novel pyrazolo[1,5-a]pyrimidine derivatives and to a process for their preparation.
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 compounds such as diaminopyrazole derivatives, 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 and dyeing compounds 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 compounds used as regards the oxidation bases and the 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 grey hair and, lastly, they must be as unselective as possible, that is to say that they must make it possible to obtain the smallest possible colour differences along the entire length of the same keratin fibre, which may, in fact, be differently sensitized (i.e. damaged) between its tip and its root. They must also have good chemical stability in the formulations. They must have a good toxicological profile.
It has already been proposed, in particular in patent application DE 4,029,324, to use certain pyrazolo[1,5-a]pyrimidine derivatives which can be substituted with C.sub.1 -C.sub.4 alkyl radicals in position 4, 5 and/or 6, as couplers for the oxidation dyeing of keratin fibres.
It has also been proposed in patent application DE 4,133,957 to use certain pyrazolo[1,5-a]pyrimidine derivatives belonging to the tetrahydropyrazolo[1,5-a]pyrimidine family as oxidation dye precursors for the oxidation dyeing of keratin fibres.
The Applicant has just discovered, entirely unexpectedly and surprisingly, a novel family of pyrazolo[1,5-a]pyrimidine derivatives of formula (I) defined below, which are partly novel per se, these derivatives possibly being suitable for use as oxidation dye precursors, but in addition making it possible to obtain dye compositions which lead to intense colorations and which have good resistance to external agents (light, bad weather, washing, permanent waving, perspiration and rubbing). Lastly, these compounds prove to be readily synthesizable and are chemically stable. They have a good toxicological profile.
These discoveries form the basis of the present invention.
A first subject of the invention is thus a 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 pyrazolo[1,5-a]pyrimidine derivative of formula (I) below as oxidation base and/or one of the addition salts thereof with an acid or with a base and/or one of the tautomeric forms thereof, when a tautomeric equilibrium exists: ##STR1## in which: R.sub.1, R.sub.2, R.sub.3 and R.sub.4, which may be identical or different, denote a hydrogen atom, a C.sub.1 -C.sub.4 alkyl radical, an aryl radical, a C.sub.1 -C.sub.4 hydroxyalkyl radical, a C.sub.2 -C.sub.4 polyhydroxyalkyl radical, a (C.sub.1 -C.sub.4)alkoxy(C.sub.1 -C.sub.4)alkyl radical, a C.sub.1 -C.sub.4 aminoalkyl radical (it bei
REFERENCES:
patent: 2566658 (1951-09-01), Fry
patent: 3626064 (1971-12-01), Hitchings et al.
patent: 5234818 (1993-08-01), Zimmermann et al.
patent: 5356897 (1994-10-01), Oku et al.
patent: 5380340 (1995-01-01), Neunhoeffer et al.
patent: 5457200 (1995-10-01), Zimmermann et al.
Chemical Abstracts, vol. 67, No. 3, Jul. 17, 1967, Abstract No. 11498c.
William E. Kirkpatrick et al., "3-Halo-5,7-dimethylpyrazolo[1,2-a]pyrimidines, a Nonbenzodiazepinoid Class of Antianxiety Agents Devoid of Potentiation of Central Nervous System Depressant Effects of Ethanol or Barbiturates", Journal of Medicinal Chemistry, vol. 20, No. 3, 1977, pp. 386-393.
Fadli Aziz
Lagrange Alain
Terranova Eric
"L'Oreal"
Liott Caroline D.
LandOfFree
Compositions for dyeing keratin fibers containing pyrazolo(1,5-a does not yet have a rating. At this time, there are no reviews or comments for this patent.
If you have personal experience with Compositions for dyeing keratin fibers containing pyrazolo(1,5-a, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Compositions for dyeing keratin fibers containing pyrazolo(1,5-a will most certainly appreciate the feedback.
Profile ID: LFUS-PAI-O-1146040