Dyeing composition containing a cattonic and an oxidativ dye based an pyrazolo-(1,5)-pyramidine and dyeing process

The subject of the invention is a composition for the oxidation dyeing of keratin fibers containing at least one cationic direct dye and at least one pyrazolo- [1,5-a] -pyrimidine as oxidation base; as well as the oxidation 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 paraphenylenediamines, ortho or paraaminophenols, bis-phenylalkylenediamines or even heterocyclic compounds, generally called oxidation bases. The precursors of oxidation dyes, or oxidation bases, are colorless or weakly colored compounds which, associated with oxidizing products, can give rise, through an oxidative condensation process, to colored and coloring compounds.

It is also known that the shades obtained with these oxidation bases can be varied by combining them with couplers or color modifiers, the latter being chosen in particular from aromatic metadiamines, metaaminophenols, metadiphenols and certain heterocyclic compounds.

The variety of molecules involved in the oxidation bases and couplers allows obtaining a rich palette of colors.

The so-called "permanent" coloring obtained by means of these oxidation dyes must moreover satisfy a certain number of requirements. Thus, it must be without drawbacks from the toxicological point of view, it must make it possible to obtain nuances in the desired intensity and present good resistance to external agents (light, bad weather, washing, permanent waving, perspiration, friction).

The dyes must also make it possible to cover the white hair, and finally be the least selective possible, that is to say allow to obtain the smallest possible color differences throughout the same keratin fiber, which can be in differently sensitized effect (ie damaged) between its tip and its root. It has already been proposed, in particular in patent application FR-A-2 750 048, to use pyrazolo- [1,5-a] -pyrimidines as oxidation base, alone or in combination with a or more couplers. However, the colorings obtained are not always powerful enough, chromatic or resistant to the various aggressions that the hair can undergo.

Now, the Applicant has now discovered, in a completely unexpected and surprising manner, that the combination of at least one pyrazolo- [1,5-a] -pyrimidine as oxidation base and at least one dye cationic direct defined below made it possible to obtain powerful colorings having moreover improved resistance properties with respect to the various aggressions which the hair can undergo (shampoos, light, bad weather, permanent waves, perspiration, friction, etc.).

These discoveries are the basis of the present invention.

The first object of the invention is therefore a composition for the oxidation dyeing of keratin fibers, and in particular human keratin fibers such as the hair, characterized in that it contains, in a medium suitable for dyeing:<ul id="ul0001" list-style="dash" compact="compact"><li>at least one pyrazolo- [1,5-a] -pyrimidine as the oxidation base;</li><li>and at least one cationic direct dye;</li></ul> said composition being free of any enzymatic system capable of causing the oxidation of the pyrazolo- [1,5-a] -pyrimidines.

As indicated above, the dye composition in accordance with the invention leads to powerful colorings which have more excellent resistance properties with respect to the action of the various external agents (light, bad weather, washing, permanent waving, perspiration, friction).

The subject of the invention is also a process for the oxidation dyeing of keratin fibers using this dye composition.

The pyrazolo- [1,5-a] -pyrimidines which can be used as oxidation bases in the dye composition according to the invention are preferably chosen from the compounds of formula (V) below, and their addition salts with an acid or with a base:<chemistry id="chem0001" num="0001"><img file="EP0998908A2_D0001.tif" /></chemistry> in which :<ul id="ul0002" list-style="dash" compact="compact"><li>R₃₃, R₃₄ R₃₅ and R₃₆ denote, identical or different, a hydrogen atom, a C 1 alkyl radical₁-VS₄, an aryl radical, a C 4 hydroxyalkyl radical₁-VS₄, a polyhydroxyalkyl radical in C₂-VS₄, a radical (C₁-VS₄) C alkoxy₁-VS₄, an amino alkyl radical in C₁-VS₄ (the amine can be protected by acetyl, ureido, sulfonyl), a radical (C₁-VS₄) alkyl amino C alkyl₁-VS₄, a radical di - [(C₁-VS₄) alkyl] amino C 1 alkyl₁-VS₄ (the dialkyles can form an aliphatic or heterocyclic ring with 5 or 6 members), a hydroxy radical (C₁-VS₄) alkyl- or di- [hydroxy (C₁-VS₄) alkyl] -amino C alkyl₁-VS₄ ;</li><li>the radicals R, which are identical or different, denote a hydrogen atom, a C 1 alkyl radical₁-VS₄, an aryl radical, a C 4 hydroxyalkyl radical₁-VS₄, a polyhydroxyalkyl radical in C₂-VS₄, an amino alkyl radical in C₁-VS₄, a radical (C₁-VS₄) alkyl amino C alkyl₁-VS₄, a radical di - [(C₁-VS₄) alkyl] amino C 1 alkyl₁-VS₄ (the dialkyles can form an aliphatic or heterocyclic ring with 5 or 6 members), a hydroxy radical (C₁-VS₄) alkyl or di- [hydroxy (C₁-VS₄) alkyl] amino C 1 alkyl₁-VS₄, an amino radical, a radical (C₁-VS₄) alkyl- or di - [(C₁-VS₄) alkyl] -amino; a halogen atom, a carboxylic acid group, a sulfonic acid group;</li><li>i is 0, 1, 2 or 3;</li><li>p is 0 or 1;</li><li>q is 0 or 1;</li><li>n is 0 or 1;</li></ul> provided that :<ul id="ul0003" list-style="dash" compact="compact"><li>(i) the sum p + q is different from 0;</li><li>(ii) when p + q is 2, then n is 0 and the groups NR₃₃R₃₄ and NR₃₅R₃₆ occupy positions (2,3); (5.6); (6.7); (3.5) or (3.7);</li><li>(iii) when p + q is equal to 1 then n is worth 1 and the group NR₃₃R₃₄ (or NR₃₅R₃₆) and the OH group occupy positions (2,3); (5.6); (6.7); (3.5) or (3.7).</li></ul>

The pyrazolo- [1,5-a] -pyrimidines of formula (V) above are known compounds and described in particular in patent application FR-A-2,750,048, the content of which forms an integral part of the present application.

Among the pyrazolo- [1,5-a] -pyrimidines of formula (V) which can be used as oxidation base in the dye compositions according to the invention, there may be mentioned in particular:<ul id="ul0004" list-style="dash" compact="compact"><li>pyrazolo- [1,5-a] -pyrimidine-3,7-diamine;</li><li>2-methyl pyrazolo- [1,5-a] -pyrimidine-3,7-diamine;</li><li>2,5-dimethyl pyrazolo- [1,5-a] -pyrimidine-3,7-diamine;</li><li>pyrazolo- [1,5-a] -pyrimidine-3,5-diamine;</li><li>2,7-dimethyl pyrazolo- [1,5-a] -pyrimidine-3,5-diamine;</li><li>3-amino pyrazolo- [1,5-a] -pyrimidin-7-ol;</li><li>3-amino 5-methyl pyrazolo- [1,5-a] -pyrimidin-7-ol;</li><li>3-amino pyrazolo- [1,5-a] -pyrimidin-5-ol;</li><li>2- (3-amino pyrazolo- [1,5-a] -pyrimidin-7-ylamino) -ethanol;</li><li>3-amino-7-β-hydroxyethylamino-5-methyl-pyrazolo- [1,5-a] -pyrimidine;</li><li>2- (7-amino pyrazolo- [1,5-a] -pyrimidin-3-ylamino) -ethanol;</li><li>2 - [(3-amino-pyrazolo- [1,5-a] -pyrimidin-7-yl) - (2-hydroxyethyl) -amino] -ethanol;</li><li>2 - [(7-amino-pyrazolo- [1,5-a] -pyrimidin-3-yl) - (2-hydroxyethyl) -amino] -ethanol;</li><li>5,6-dimethyl pyrazolo- [1,5-a] -pyrimidine-3,7-diamine;</li><li>2,6-dimethyl pyrazolo- [1,5-a] -pyrimidine-3,7-diamine;</li><li>2, 5, N-7, N-7-tetramethyl pyrazolo- [1,5-a] -pyrimidine-3,7-diamine;</li><li>3-amino-5-methyl-7-imidazolylpropylamino pyrazolo- [1,5-a] -pyrimidine;</li></ul> and their addition salts with an acid or with a base.

The cationic direct dye or dyes that can be used in the dye composition in accordance with the invention are preferably chosen from cationic amino-anthraquinones, cationic mono- or di-azo, and cationic naphthoquinones.

By way of example, mention may in particular be made of [8 - [(p-aminophenyl) azol] -7-hydroxy-2-naphthyl] trimethylammonium chloride (also called Basic Brown 16® or Arianor Mahogany 306002® in the Color Index), the combination of 3 - [(4-amino-6-bromo-5,8-dihydro-1-hydroxy-8-imino-5-oxo-2-naphthalenyl) -amino] -N, N, N- chloride trimethylbenzenaminium and 3 - [(2,6-dibromo-5,8-dihydro-1-hydroxy-8-imino-5-oxo-3-naphthyl) -amino chloride] -N, N, N, N-trimethylbenzenaminium (also called Basic Blue 99 ® or Arianor Steel Blue 306004 ® in the Color Index), 7-hydroxy-8 chloride - [(2-methoxyphenyl) azo] -N, N, N-trimethyl-2-naphthalenaminium (also called Basic Red 76 ® or Arianor Madder Red ® in the Color Index) of [8 - [(4-amino-2-nitrophenyl) azo] -7-hydroxy-2-naphthyl] trimethylammonium (also called Basic Red 118 ® or Arianor Bordeaux 306006 ® in the Color Index), the combination of [8 - [(4-amino-3-nitrophenyl) azo] -7-hydroxy-2-naphthyl] trimethylammonium chloride and [8 - [(4-amino-2-nitrophenyl) azo chloride] -7-hydroxy-2-naphthyl] trimethylammonium (also called Basic Brown 17 ® or Arianor Sienna Brown 306001 ® in the Color Index), 3 - [(4,5-dihydro-3-methyl-5-oxo- chloride) 1-phenyl-1H-pyrazol-4-yl) azo] -N, N, N-trimethyl-benzenaminium (also called Basic Yellow 57 ® or Arianor Straw Yellow 306005 ® in the Color Index), 1- (γ-aminopropyl) amino anthraquinone hydrochloride, 1-N- (methyl-morpholinium-propyl) amino 4-hydroxy anthraquinone methyl sulfate, and Basic Orange 69® (name of the Color Index).

The cationic direct dye (s) used in the dye composition in accordance with the invention can also be chosen from the compounds of formulas (I), (II), (III), (III '), and (IV) below:<ul id="ul0005" list-style="none" compact="compact"><li><b>a) compounds of formula (I):</b><chemistry id="chem0002" num="0002"><img file="EP0998908A2_D0002.tif" /></chemistry> in which :<ul id="ul0006" list-style="dash"><li>D represents a nitrogen atom or the group -CH,</li><li>R₁ and R₂, identical or different, represent a hydrogen atom; a C 1 alkyl radical₁-VS₄ may be substituted by a radical -CN, -OH or -NH₂ or form, with a carbon atom of the benzene ring, an optionally oxygenated or nitrogenous heterocycle, which may be substituted by one or more C 1 alkyl radicals₁-VS₄ ; a 4'-aminophenyl radical,</li><li>R₃ and R '₃, identical or different, represent a hydrogen or halogen atom chosen from chlorine, bromine, iodine and fluorine, a cyano, C alkoxy radical₁-VS₄ or acetyloxy,</li><li>X^- represents an anion preferably chosen from chloride, methyl sulfate and acetate,</li><li>A represents a group chosen by the following structures A1 to A19:<chemistry id="chem0003" num="0003"><img file="EP0998908A2_D0003.tif" /></chemistry><chemistry id="chem0004" num="0004"><img file="EP0998908A2_D0004.tif" /></chemistry><chemistry id="chem0005" num="0005"><img file="EP0998908A2_D0005.tif" /></chemistry><chemistry id="chem0006" num="0006"><img file="EP0998908A2_D0006.tif" /></chemistry><chemistry id="chem0007" num="0007"><img file="EP0998908A2_D0007.tif" /></chemistry><chemistry id="chem0008" num="0008"><img file="EP0998908A2_D0008.tif" /></chemistry> and<chemistry id="chem0009" num="0009"><img file="EP0998908A2_D0009.tif" /></chemistry> in which R₄ represents a C 1 alkyl radical₁-VS₄ may be substituted by a hydroxyl radical and R₅ represents a C alkoxy radical₁-VS₄, provided that when D represents -CH, that A represents A₄ or A₁₃ and that R₃ is different from an alkoxy radical, so R₁ and R₂ do not simultaneously denote a hydrogen atom;</li></ul></li><li><b>b) compounds of formula (II):</b><chemistry id="chem0010" num="0010"><img file="EP0998908A2_D0010.tif" /></chemistry> in which :<ul id="ul0007" list-style="dash"><li>R₆ represents a hydrogen atom or a C 1 alkyl radical₁-VS₄,</li><li>R₇ represents a hydrogen atom, an alkyl radical which can be substituted by a -CN radical or by an amino group, a 4'-aminophenyl radical or forms with R₆ an optionally oxygenated and / or nitrogenous heterocycle which may be substituted by a C 1 alkyl radical₁-VS₄,</li><li>R₈ and R₉, identical or different, represent a hydrogen atom, a halogen atom such as bromine, chlorine, iodine or fluorine, a C 1 alkyl radical₁-VS₄ or C alkoxy₁-VS₄, a radical -CN,</li><li>X^- represents an anion preferably chosen from chloride, methyl sulfate and acetate,</li><li>B represents a group chosen by the following structures B1 to B6:<chemistry id="chem0011" num="0011"><img file="EP0998908A2_D0011.tif" /></chemistry><chemistry id="chem0012" num="0012"><img file="EP0998908A2_D0012.tif" /></chemistry> in which R₁₀ represents a C 1 alkyl radical₁-VS₄, R₁₁ and R₁₂, identical or different, represent a hydrogen atom or a C 1 alkyl radical₁-VS₄ ;</li></ul></li><li><b>c) composed of formulas (III) and (III '):</b><chemistry id="chem0013" num="0013"><img file="EP0998908A2_D0013.tif" /></chemistry> in which :<ul id="ul0008" list-style="dash"><li>R₁₃ represents a hydrogen atom, a C alkoxy radical₁-VS₄, a halogen atom such as bromine, chlorine, iodine or fluorine or an amino radical,</li><li>R₁₄ represents a hydrogen atom, a C 1 alkyl radical₁-VS₄ or forms with a carbon atom of the benzene ring a heterocycle optionally oxygenated and / or substituted by one or more C alkyl groups₁-VS₄,</li><li>R₁₅ represents a hydrogen or halogen atom such as bromine, chlorine, iodine or fluorine,</li><li>R₁₆ and R₁₇, identical or different, represent a hydrogen atom or a C 1 alkyl radical₁-VS₄,</li><li>D₁ and D₂, identical or different, represent a nitrogen atom or the group -CH,</li><li>m = 0 or 1,</li></ul> it being understood that when R₁₃ represents an unsubstituted amino group, then D₁ and D₂ simultaneously represent a group -CH and m = 0,<ul id="ul0009" list-style="dash"><li>X^- represents an anion preferably chosen from chloride, methyl sulfate and acetate,</li><li>E represents a group chosen by the following structures E1 to E8:<chemistry id="chem0014" num="0014"><img file="EP0998908A2_D0014.tif" /></chemistry><chemistry id="chem0015" num="0015"><img file="EP0998908A2_D0015.tif" /></chemistry><chemistry id="chem0016" num="0016"><img file="EP0998908A2_D0016.tif" /></chemistry> in which R 'represents a C 1 alkyl radical₁-VS₄ ; when m = 0 and D₁ represents a nitrogen atom, then E can also denote a group with the following structure E9:<chemistry id="chem0017" num="0017"><img file="EP0998908A2_D0017.tif" /></chemistry> in which R 'represents a C 1 alkyl radical₁-VS₄.</li></ul></li><li><b>d) compounds of formula (IV):</b>         G ― N = N ― J (IV) in which :<ul id="ul0010" list-style="dash" compact="compact"><li><b>G</b> represents a group chosen from G structures₁ at G₃ following:<chemistry id="chem0018" num="0018"><img file="EP0998908A2_D0018.tif" /></chemistry> in which :</li><li>R₁₈ denotes a C 1 alkyl radical₁-VS₄, a phenyl radical, a phenyl radical substituted by a C 1 alkyl radical₁-VS₄, or a halogen atom chosen from chlorine, bromine, iodine and fluorine;</li><li>R₁₉ denotes a C 1 alkyl radical₁-VS₄ or a phenyl radical;</li><li>R₂₀ and R₂₁, identical or different, represent a C 1 alkyl radical₁-VS₄, a phenyl radical, or form together in G₁ a benzene ring substituted by one or more C 1 alkyl radicals₁-VS₄ , C alkoxy₁-VS₄, or no₂, or form together in G₂ a benzene ring optionally substituted by one or more C 1 alkyl radicals₁-VS₄ , C alkoxy₁-VS₄, or no₂ ; R₂₀ can also denote a hydrogen atom;</li><li>Z denotes an oxygen or sulfur atom or a group -NR₁₉ ;</li><li>M represents a group -CH, -CR "(R" denoting C 1 alkyl₁-VS₄), or -NR₂₂(X^-)_r ;</li><li>K represents a group -CH, -CR "(R" denoting C 1 alkyl₁-VS₄), or -NR₂₂(X^-)_r;</li><li>P represents a group -CH, -CR "(R" denoting C 1 alkyl₁-VS₄), or -NR₂₂(X^-)_r ; r denotes zero or 1;</li><li>R₂₂ represents an atom O^-, a C alkoxy radical₁-VS₄, or a C 1 alkyl radical₁-VS₄ ;</li><li>R₂₃ and R₂₄, identical or different, represent a hydrogen or halogen atom chosen from chlorine, bromine, iodine and fluorine, a C 1 alkyl radical₁-VS₄, C alkoxy₁-VS₄, a radical -NO₂ ;</li><li>X^- represents an anion preferably chosen from chloride, iodide, methyl sulfate, ethyl sulfate, acetate and perchlorate;</li></ul></li><li>provided that :<ul id="ul0011" list-style="dash" compact="compact"><li>when R₂₂ means O^-, then r denotes zero;</li><li>when K or P or M denote an -N-C 1 alkyl group₁-VS₄ X^-, then at least one of the radicals R₂₃ and R₂₄ is different from a hydrogen atom;</li><li>when K denotes -NR₂₂(X^-)_r, then M = P = -CH or -CR ";</li><li>when M denotes -NR₂₂(X^-)_r, then K = P = -CH or -CR ";</li><li>when P denotes -NR₂₂(X^-)_r, then K = M and denote -CH or -CR;</li><li>when Z denotes a sulfur atom and R₂₁ denotes a C 1 alkyl radical₁-VS₄, then R₂₀ is different from a hydrogen atom;</li><li>when Z denotes -NR₂₂, and that R₁₉ denotes a C 1 alkyl radical₁-VS₄, then at least one of the radicals R₁₈, R₁₉ or R₂₀ of the structure group G₂ is different from a C 1 alkyl radical₁-VS₄ ;</li><li><b>J</b> represented :<ul id="ul0012" list-style="bullet" compact="compact"><li>either a grouping of structure J₁ next :<chemistry id="chem0019" num="0019"><img file="EP0998908A2_D0019.tif" /></chemistry> in which :<ul id="ul0013" list-style="dash" compact="compact"><li>R₂₅ represents a hydrogen atom, a halogen atom chosen from chlorine, bromine, iodine and fluorine, a C 1 alkyl radical₁-VS₄, C alkoxy₁-VS₄, a radical -OH, -NO₂, -NHR₂₈, -NR₂₉R₃₀, -NHCOCalkyl₁-VS₄, or form with R₂₆ a 5 or 6-membered ring containing or not containing one or more heteroatoms chosen from nitrogen, oxygen and sulfur;</li><li>R₂₆ represents a hydrogen atom, a halogen atom chosen from chlorine, bromine, iodine and fluorine, a C 1 alkyl radical₁-VS₄, C alkoxy₁-VS₄, or form with R₂₇ or R₂₈ a 5 or 6-membered ring containing or not containing one or more heteroatoms chosen from nitrogen, oxygen or sulfur;</li><li>R₂₇ represents a hydrogen atom, an -OH radical, a -NHR radical₂₈, or a radical -NR₂₉R₃₀ ;</li><li>R₂₈ represents a hydrogen atom, a C 1 alkyl radical₁-VS₄, a C-monohydroxyalkyl radical₁-VS₄, polyhydroxyalkyl C₂-VS₄, or a phenyl radical;</li><li>R₂₉ and R₃₀, identical or different, represent a C 1 alkyl radical₁-VS₄, a C-monohydroxyalkyl radical₁-VS₄, or polyhydroxyalkyl C₂-VS₄ ;</li></ul></li><li>either a 5 or 6-membered nitrogen heterocyclic group capable of containing other heteroatoms and / or carbonyl groups and which may be substituted by one or more C 1 alkyl radicals₁-VS₄, amino or phenyl, and in particular a group of structure J₂ next :<chemistry id="chem0020" num="0020"><img file="EP0998908A2_D0020.tif" /></chemistry> in which :<ul id="ul0014" list-style="dash" compact="compact"><li>R₃₁ and R₃₂, identical or different, represent a hydrogen atom, a C 1 alkyl radical₁-VS₄, or a phenyl radical;</li><li>Y denotes a radical -CO- or the radical<chemistry id="chem0021" num="0021"><img file="EP0998908A2_D0021.tif" /></chemistry></li><li>n = 0 or 1, it being understood that when n = 1, then U denotes the radical -CO-.</li></ul></li></ul></li></ul></li></ul>

In structures (I) to (IV) defined above, the C or alkoxy group₁-VS₄ preferably denotes methyl, ethyl, butyl, methoxy, or ethoxy.

The cationic direct dyes of formulas (I), (II), (III) and (III ') which can be used in the dye compositions according to the invention are known compounds and are described, for example, in patent applications WO 95 / 01772, WO 95/15144 and EP-A-0 714 954. The cationic direct dyes of formula (IV) which can be used in the dye compositions in accordance with the invention are also known compounds and are described, for example, in patent applications FR-A-2 189 006, FR-A-2 285 851 , FR-A-2 140 205 and its certificates of addition.

Among the cationic direct dyes of formula (I) which can be used in the dye compositions in accordance with the invention, mention may more particularly be made of the compounds corresponding to the following structures (I1) to (I52):<chemistry id="chem0022" num="0022"><img file="EP0998908A2_D0022.tif" /></chemistry><chemistry id="chem0023" num="0023"><img file="EP0998908A2_D0023.tif" /></chemistry><chemistry id="chem0024" num="0024"><img file="EP0998908A2_D0024.tif" /></chemistry><chemistry id="chem0025" num="0025"><img file="EP0998908A2_D0025.tif" /></chemistry><chemistry id="chem0026" num="0026"><img file="EP0998908A2_D0026.tif" /></chemistry><chemistry id="chem0027" num="0027"><img file="EP0998908A2_D0027.tif" /></chemistry><chemistry id="chem0028" num="0028"><img file="EP0998908A2_D0028.tif" /></chemistry><chemistry id="chem0029" num="0029"><img file="EP0998908A2_D0029.tif" /></chemistry><chemistry id="chem0030" num="0030"><img file="EP0998908A2_D0030.tif" /></chemistry><chemistry id="chem0031" num="0031"><img file="EP0998908A2_D0031.tif" /></chemistry><chemistry id="chem0032" num="0032"><img file="EP0998908A2_D0032.tif" /></chemistry><chemistry id="chem0033" num="0033"><img file="EP0998908A2_D0033.tif" /></chemistry><chemistry id="chem0034" num="0034"><img file="EP0998908A2_D0034.tif" /></chemistry><chemistry id="chem0035" num="0035"><img file="EP0998908A2_D0035.tif" /></chemistry><chemistry id="chem0036" num="0036"><img file="EP0998908A2_D0036.tif" /></chemistry><chemistry id="chem0037" num="0037"><img file="EP0998908A2_D0037.tif" /></chemistry><chemistry id="chem0038" num="0038"><img file="EP0998908A2_D0038.tif" /></chemistry><chemistry id="chem0039" num="0039"><img file="EP0998908A2_D0039.tif" /></chemistry><chemistry id="chem0040" num="0040"><img file="EP0998908A2_D0040.tif" /></chemistry><chemistry id="chem0041" num="0041"><img file="EP0998908A2_D0041.tif" /></chemistry><chemistry id="chem0042" num="0042"><img file="EP0998908A2_D0042.tif" /></chemistry><chemistry id="chem0043" num="0043"><img file="EP0998908A2_D0043.tif" /></chemistry><chemistry id="chem0044" num="0044"><img file="EP0998908A2_D0044.tif" /></chemistry><chemistry id="chem0045" num="0045"><img file="EP0998908A2_D0045.tif" /></chemistry><chemistry id="chem0046" num="0046"><img file="EP0998908A2_D0046.tif" /></chemistry><chemistry id="chem0047" num="0047"><img file="EP0998908A2_D0047.tif" /></chemistry><chemistry id="chem0048" num="0048"><img file="EP0998908A2_D0048.tif" /></chemistry><chemistry id="chem0049" num="0049"><img file="EP0998908A2_D0049.tif" /></chemistry><chemistry id="chem0050" num="0050"><img file="EP0998908A2_D0050.tif" /></chemistry><chemistry id="chem0051" num="0051"><img file="EP0998908A2_D0051.tif" /></chemistry><chemistry id="chem0052" num="0052"><img file="EP0998908A2_D0052.tif" /></chemistry><chemistry id="chem0053" num="0053"><img file="EP0998908A2_D0053.tif" /></chemistry><chemistry id="chem0054" num="0054"><img file="EP0998908A2_D0054.tif" /></chemistry><chemistry id="chem0055" num="0055"><img file="EP0998908A2_D0055.tif" /></chemistry><chemistry id="chem0056" num="0056"><img file="EP0998908A2_D0056.tif" /></chemistry><chemistry id="chem0057" num="0057"><img file="EP0998908A2_D0057.tif" /></chemistry><chemistry id="chem0058" num="0058"><img file="EP0998908A2_D0058.tif" /></chemistry><chemistry id="chem0059" num="0059"><img file="EP0998908A2_D0059.tif" /></chemistry><chemistry id="chem0060" num="0060"><img file="EP0998908A2_D0060.tif" /></chemistry><chemistry id="chem0061" num="0061"><img file="EP0998908A2_D0061.tif" /></chemistry><chemistry id="chem0062" num="0062"><img file="EP0998908A2_D0062.tif" /></chemistry><chemistry id="chem0063" num="0063"><img file="EP0998908A2_D0063.tif" /></chemistry><chemistry id="chem0064" num="0064"><img file="EP0998908A2_D0064.tif" /></chemistry><chemistry id="chem0065" num="0065"><img file="EP0998908A2_D0065.tif" /></chemistry><chemistry id="chem0066" num="0066"><img file="EP0998908A2_D0066.tif" /></chemistry><chemistry id="chem0067" num="0067"><img file="EP0998908A2_D0067.tif" /></chemistry><chemistry id="chem0068" num="0068"><img file="EP0998908A2_D0068.tif" /></chemistry><chemistry id="chem0069" num="0069"><img file="EP0998908A2_D0069.tif" /></chemistry><chemistry id="chem0070" num="0070"><img file="EP0998908A2_D0070.tif" /></chemistry><chemistry id="chem0071" num="0071"><img file="EP0998908A2_D0071.tif" /></chemistry><chemistry id="chem0072" num="0072"><img file="EP0998908A2_D0072.tif" /></chemistry> and<chemistry id="chem0073" num="0073"><img file="EP0998908A2_D0073.tif" /></chemistry>

Among the compounds of structures (I1) to (I52) described above, very particularly preferred are the compounds corresponding to structures (I1), (I2), (I14) and (I31).

Among the cationic direct dyes of formula (II) which can be used in the dye compositions in accordance with the invention, mention may more particularly be made of the compounds corresponding to the following structures (II1) to (II12):<chemistry id="chem0074" num="0074"><img file="EP0998908A2_D0074.tif" /></chemistry><chemistry id="chem0075" num="0075"><img file="EP0998908A2_D0075.tif" /></chemistry><chemistry id="chem0076" num="0076"><img file="EP0998908A2_D0076.tif" /></chemistry><chemistry id="chem0077" num="0077"><img file="EP0998908A2_D0077.tif" /></chemistry><chemistry id="chem0078" num="0078"><img file="EP0998908A2_D0078.tif" /></chemistry><chemistry id="chem0079" num="0079"><img file="EP0998908A2_D0079.tif" /></chemistry><chemistry id="chem0080" num="0080"><img file="EP0998908A2_D0080.tif" /></chemistry><chemistry id="chem0081" num="0081"><img file="EP0998908A2_D0081.tif" /></chemistry><chemistry id="chem0082" num="0082"><img file="EP0998908A2_D0082.tif" /></chemistry><chemistry id="chem0083" num="0083"><img file="EP0998908A2_D0083.tif" /></chemistry><chemistry id="chem0084" num="0084"><img file="EP0998908A2_D0084.tif" /></chemistry> and<chemistry id="chem0085" num="0085"><img file="EP0998908A2_D0085.tif" /></chemistry>

Among the cationic direct dyes of formula (III) which can be used in the dye compositions in accordance with the invention, mention may more particularly be made of the compounds corresponding to the following structures (III1) to (III18):<chemistry id="chem0086" num="0086"><img file="EP0998908A2_D0086.tif" /></chemistry><chemistry id="chem0087" num="0087"><img file="EP0998908A2_D0087.tif" /></chemistry><chemistry id="chem0088" num="0088"><img file="EP0998908A2_D0088.tif" /></chemistry><chemistry id="chem0089" num="0089"><img file="EP0998908A2_D0089.tif" /></chemistry><chemistry id="chem0090" num="0090"><img file="EP0998908A2_D0090.tif" /></chemistry><chemistry id="chem0091" num="0091"><img file="EP0998908A2_D0091.tif" /></chemistry><chemistry id="chem0092" num="0092"><img file="EP0998908A2_D0092.tif" /></chemistry><chemistry id="chem0093" num="0093"><img file="EP0998908A2_D0093.tif" /></chemistry><chemistry id="chem0094" num="0094"><img file="EP0998908A2_D0094.tif" /></chemistry><chemistry id="chem0095" num="0095"><img file="EP0998908A2_D0095.tif" /></chemistry><chemistry id="chem0096" num="0096"><img file="EP0998908A2_D0096.tif" /></chemistry><chemistry id="chem0097" num="0097"><img file="EP0998908A2_D0097.tif" /></chemistry><chemistry id="chem0098" num="0098"><img file="EP0998908A2_D0098.tif" /></chemistry><chemistry id="chem0099" num="0099"><img file="EP0998908A2_D0099.tif" /></chemistry><chemistry id="chem0100" num="0100"><img file="EP0998908A2_D0100.tif" /></chemistry><chemistry id="chem0101" num="0101"><img file="EP0998908A2_D0101.tif" /></chemistry><chemistry id="chem0102" num="0102"><img file="EP0998908A2_D0102.tif" /></chemistry> and<chemistry id="chem0103" num="0103"><img file="EP0998908A2_D0103.tif" /></chemistry>

Among the compounds of structures (III1) to (III18) described above, very particularly preferred are the compounds corresponding to structures (III4), (III5) and (III13). Among the cationic direct dyes of formula (III ′), which can be used in the dye compositions in accordance with the invention, mention may be made more particularly of the compounds corresponding to the following structures (III'1) to (III'3):<chemistry id="chem0104" num="0104"><img file="EP0998908A2_D0104.tif" /></chemistry><chemistry id="chem0105" num="0105"><img file="EP0998908A2_D0105.tif" /></chemistry> and<chemistry id="chem0106" num="0106"><img file="EP0998908A2_D0106.tif" /></chemistry>

Among the cationic direct dyes of formula (IV) which can be used in the dye compositions in accordance with the invention, mention may be made more particularly of the compounds corresponding to the structures (IV)₁ to (IV)₇₇ following:<chemistry id="chem0107" num="0107"><img file="EP0998908A2_D0107.tif" /></chemistry><chemistry id="chem0108" num="0108"><img file="EP0998908A2_D0108.tif" /></chemistry><chemistry id="chem0109" num="0109"><img file="EP0998908A2_D0109.tif" /></chemistry><chemistry id="chem0110" num="0110"><img file="EP0998908A2_D0110.tif" /></chemistry><chemistry id="chem0111" num="0111"><img file="EP0998908A2_D0111.tif" /></chemistry><chemistry id="chem0112" num="0112"><img file="EP0998908A2_D0112.tif" /></chemistry><chemistry id="chem0113" num="0113"><img file="EP0998908A2_D0113.tif" /></chemistry><chemistry id="chem0114" num="0114"><img file="EP0998908A2_D0114.tif" /></chemistry><chemistry id="chem0115" num="0115"><img file="EP0998908A2_D0115.tif" /></chemistry><chemistry id="chem0116" num="0116"><img file="EP0998908A2_D0116.tif" /></chemistry><chemistry id="chem0117" num="0117"><img file="EP0998908A2_D0117.tif" /></chemistry><chemistry id="chem0118" num="0118"><img file="EP0998908A2_D0118.tif" /></chemistry><chemistry id="chem0119" num="0119"><img file="EP0998908A2_D0119.tif" /></chemistry><chemistry id="chem0120" num="0120"><img file="EP0998908A2_D0120.tif" /></chemistry><chemistry id="chem0121" num="0121"><img file="EP0998908A2_D0121.tif" /></chemistry><chemistry id="chem0122" num="0122"><img file="EP0998908A2_D0122.tif" /></chemistry><chemistry id="chem0123" num="0123"><img file="EP0998908A2_D0123.tif" /></chemistry><chemistry id="chem0124" num="0124"><img file="EP0998908A2_D0124.tif" /></chemistry><chemistry id="chem0125" num="0125"><img file="EP0998908A2_D0125.tif" /></chemistry><chemistry id="chem0126" num="0126"><img file="EP0998908A2_D0126.tif" /></chemistry><chemistry id="chem0127" num="0127"><img file="EP0998908A2_D0127.tif" /></chemistry><chemistry id="chem0128" num="0128"><img file="EP0998908A2_D0128.tif" /></chemistry><chemistry id="chem0129" num="0129"><img file="EP0998908A2_D0129.tif" /></chemistry><chemistry id="chem0130" num="0130"><img file="EP0998908A2_D0130.tif" /></chemistry><chemistry id="chem0131" num="0131"><img file="EP0998908A2_D0131.tif" /></chemistry><chemistry id="chem0132" num="0132"><img file="EP0998908A2_D0132.tif" /></chemistry><chemistry id="chem0133" num="0133"><img file="EP0998908A2_D0133.tif" /></chemistry><chemistry id="chem0134" num="0134"><img file="EP0998908A2_D0134.tif" /></chemistry><chemistry id="chem0135" num="0135"><img file="EP0998908A2_D0135.tif" /></chemistry><chemistry id="chem0136" num="0136"><img file="EP0998908A2_D0136.tif" /></chemistry><chemistry id="chem0137" num="0137"><img file="EP0998908A2_D0137.tif" /></chemistry><chemistry id="chem0138" num="0138"><img file="EP0998908A2_D0138.tif" /></chemistry><chemistry id="chem0139" num="0139"><img file="EP0998908A2_D0139.tif" /></chemistry><chemistry id="chem0140" num="0140"><img file="EP0998908A2_D0140.tif" /></chemistry><chemistry id="chem0141" num="0141"><img file="EP0998908A2_D0141.tif" /></chemistry><chemistry id="chem0142" num="0142"><img file="EP0998908A2_D0142.tif" /></chemistry><chemistry id="chem0143" num="0143"><img file="EP0998908A2_D0143.tif" /></chemistry><chemistry id="chem0144" num="0144"><img file="EP0998908A2_D0144.tif" /></chemistry><chemistry id="chem0145" num="0145"><img file="EP0998908A2_D0145.tif" /></chemistry><chemistry id="chem0146" num="0146"><img file="EP0998908A2_D0146.tif" /></chemistry><chemistry id="chem0147" num="0147"><img file="EP0998908A2_D0147.tif" /></chemistry><chemistry id="chem0148" num="0148"><img file="EP0998908A2_D0148.tif" /></chemistry><chemistry id="chem0149" num="0149"><img file="EP0998908A2_D0149.tif" /></chemistry><chemistry id="chem0150" num="0150"><img file="EP0998908A2_D0150.tif" /></chemistry><chemistry id="chem0151" num="0151"><img file="EP0998908A2_D0151.tif" /></chemistry><chemistry id="chem0152" num="0152"><img file="EP0998908A2_D0152.tif" /></chemistry><chemistry id="chem0153" num="0153"><img file="EP0998908A2_D0153.tif" /></chemistry><chemistry id="chem0154" num="0154"><img file="EP0998908A2_D0154.tif" /></chemistry><chemistry id="chem0155" num="0155"><img file="EP0998908A2_D0155.tif" /></chemistry><chemistry id="chem0156" num="0156"><img file="EP0998908A2_D0156.tif" /></chemistry><chemistry id="chem0157" num="0157"><img file="EP0998908A2_D0157.tif" /></chemistry><chemistry id="chem0158" num="0158"><img file="EP0998908A2_D0158.tif" /></chemistry><chemistry id="chem0159" num="0159"><img file="EP0998908A2_D0159.tif" /></chemistry><chemistry id="chem0160" num="0160"><img file="EP0998908A2_D0160.tif" /></chemistry><chemistry id="chem0161" num="0161"><img file="EP0998908A2_D0161.tif" /></chemistry><chemistry id="chem0162" num="0162"><img file="EP0998908A2_D0162.tif" /></chemistry><chemistry id="chem0163" num="0163"><img file="EP0998908A2_D0163.tif" /></chemistry><chemistry id="chem0164" num="0164"><img file="EP0998908A2_D0164.tif" /></chemistry><chemistry id="chem0165" num="0165"><img file="EP0998908A2_D0165.tif" /></chemistry><chemistry id="chem0166" num="0166"><img file="EP0998908A2_D0166.tif" /></chemistry><chemistry id="chem0167" num="0167"><img file="EP0998908A2_D0167.tif" /></chemistry><chemistry id="chem0168" num="0168"><img file="EP0998908A2_D0168.tif" /></chemistry><chemistry id="chem0169" num="0169"><img file="EP0998908A2_D0169.tif" /></chemistry><chemistry id="chem0170" num="0170"><img file="EP0998908A2_D0170.tif" /></chemistry><chemistry id="chem0171" num="0171"><img file="EP0998908A2_D0171.tif" /></chemistry><chemistry id="chem0172" num="0172"><img file="EP0998908A2_D0172.tif" /></chemistry><chemistry id="chem0173" num="0173"><img file="EP0998908A2_D0173.tif" /></chemistry><chemistry id="chem0174" num="0174"><img file="EP0998908A2_D0174.tif" /></chemistry><chemistry id="chem0175" num="0175"><img file="EP0998908A2_D0175.tif" /></chemistry><chemistry id="chem0176" num="0176"><img file="EP0998908A2_D0176.tif" /></chemistry><chemistry id="chem0177" num="0177"><img file="EP0998908A2_D0177.tif" /></chemistry><chemistry id="chem0178" num="0178"><img file="EP0998908A2_D0178.tif" /></chemistry><chemistry id="chem0179" num="0179"><img file="EP0998908A2_D0179.tif" /></chemistry><chemistry id="chem0180" num="0180"><img file="EP0998908A2_D0180.tif" /></chemistry><chemistry id="chem0181" num="0181"><img file="EP0998908A2_D0181.tif" /></chemistry><chemistry id="chem0182" num="0182"><img file="EP0998908A2_D0182.tif" /></chemistry> and<chemistry id="chem0183" num="0183"><img file="EP0998908A2_D0183.tif" /></chemistry>

The pyrazolo- [1,5-a] -pyrimidines of formula (V) in accordance with the invention and / or the addition salt or their salts with an acid or with a base preferably represent from 0.0005 to 12 % by weight approximately of the total weight of the dye composition, and even more preferably from 0.005 to 6% by weight approximately of this weight.

The cationic direct dye (s) used according to the invention preferably represent from 0.001 to 10% by weight approximately of the total weight of the dye composition and even more preferably from 0.005 to 5% by weight approximately of this weight. The medium suitable for dyeing (or support) generally consists of water or a mixture of water and at least one organic solvent to dissolve the compounds which are not sufficiently soluble in water. As organic solvent, mention may, for example, be made of C alkanols.₁-VS₄, such as ethanol and isopropanol; glycerol; glycols and glycol ethers such as 2-butoxyethanol, propylene glycol, propylene glycol monomethyl ether, monoethyl ether and diethylene glycol monomethyl ether, as well as aromatic alcohols such as benzyl alcohol or phenoxyethanol, analogous products and mixtures thereof.

The solvents may be present in proportions preferably of between 1 and 40% by weight approximately relative to the total weight of the dye composition, and even more preferably between 5 and 30% by weight approximately.

The pH of the dye composition in accordance with the invention is generally between 3 and 12 approximately, and preferably between 5 and 11 approximately. It can be adjusted to the desired value using acidifying or basifying agents usually used in dyeing keratin fibers.

Among the acidifying agents, there may be mentioned, by way of example, mineral or organic acids such as hydrochloric acid, orthophosphoric acid, sulfuric acid, carboxylic acids such as acetic acid, tartaric acid, citric acid, lactic acid, sulfonic acids.

Among the basifying agents, there may be mentioned, by way of example, ammonia, alkali carbonates, alkanolamines such as mono-, di- and triethanolamines, 2-methyl 2-amino propanol as well as their derivatives, hydroxides sodium or potassium and the compounds of formula (Vi) below:<chemistry id="chem0184" num="0184"><img file="EP0998908A2_D0184.tif" /></chemistry> in which W is a propylene residue optionally substituted by a hydroxyl group or a C 1 alkyl radical₁-VS₆ ; R₃₆, R₃₇, R₃₈ and R₃₉, identical or different, represent a hydrogen atom, a C 1 alkyl radical₁-VS₆ or C hydroxyalkyl₁-VS₆.

The dye composition in accordance with the invention may also contain one or more couplers which can be chosen from the couplers conventionally used in oxidation dyeing and among which mention may be made of metaphenylenediamines, meta-aminophenols, metadiphenols and couplers heterocyclic compounds such as, for example, indole derivatives, indolinic derivatives, pyridine derivatives and pyrazolones, and their addition salts with an acid.

These couplers are more particularly chosen from 2-methyl 5-amino phenol, 5-N- (β-hydroxyethyl) amino 2-methyl phenol, 3-amino phenol, 1,3-dihydroxy benzene, 1,3 -dihydroxy 2-methyl benzene, 4-chloro 1,3-dihydroxy benzene, 2,4-diamino 1- (β-hydroxyethyloxy) benzene, 2-amino 4- (β-hydroxyethylamino) 1-methoxy benzene, 1,3-diamino benzene, 1,3-bis- (2,4-diaminophenoxy) propane, sesamol, α-naphthol, 6-hydroxy indole, 4-hydroxy indole, 4-hydroxy N-methyl indole, 6-hydroxy indoline, 2,6-dihydroxy 4-methyl pyridine, 1-H 3-methyl pyrazole 5-one, 1-phenyl 3-methyl pyrazole 5-one, and their addition salts with an acid.

When they are present, these couplers preferably represent from 0.0001 to 10% by weight approximately of the total weight of the dye composition and even more preferably from 0.005 to 5% by weight approximately of this weight.

The dye composition according to the invention may also contain one or more additional oxidation bases different from a pyrazolo- [1,5-a] -pyrimidine and / or one or more non-cationic direct dyes, in particular for modifying the nuances or enrich them with reflections.

Among the additional oxidation bases which can be used in the dye compositions in accordance with the invention, mention may be made of paraphenylenediamines, bis-phenylalkylenediamines, para-aminophenols, ortho-aminophenols and heterocyclic bases.

Among the paraphenylenediamines, mention may more particularly be made, for example, of paraphenylenediamine, paratoluylenediamine, 2-chloro paraphenylenediamine, 2,3-dimethyl paraphenylenediamine, 2,6-dimethyl paraphenylenediamine, 2,6-diethyl paraphenylenediamine , 2,5-dimethyl paraphenylenediamine, N, N-dimethyl paraphenylenediamine, N, N-diethyl paraphenylenediamine, N, N-dipropyl paraphenylenediamine, 4-amino N, N-diethyl 3-methyl aniline, N, N-bis- (β-hydroxyethyl) paraphenylenediamine, la4-N, N-bis- (β-hydroxyethyl) amino 2-methyl aniline, 4-N, N-bis- (β-hydroxyethyl) amino 2- chloro aniline, 2-β-hydroxyethyl paraphenylenediamine, 2-fluoro paraphenylenediamine, 2-isopropyl paraphenylenediamine, N- (β-hydroxypropyl) paraphenylenediamine, 2-hydroxymethyl paraphenylenediamine, N, N-dimethyl-3-phenylenedin N, N- (ethyl, β-hydroxyethyl) paraphenylenediamine, N- (β, γ-dihydroxypropyl) paraphenylenediamine, N- (4'-aminophenyl) paraphenylenediamine, N-phenyl paraphenylenediamine, 2-β-hydroxyethyloxy paraphenylenediamine, 2-β-acetylaminoethyliam paraphenylen -methoxyethyl) paraphenylenediamine, and their addition salts with an acid.

Among the para-phenylenediamines mentioned above, very particularly preferred are para-phenylenediamine, paratoluylenediamine, 2-isopropyl para-phenylenediamine, 2-β-hydroxyethyl para-phenylenediamine, 2-β-hydroxyethyloxy para-phenylenediamine, 2,6-dimethyl , 6-diethyl paraphenylenediamine, 2,3-dimethyl paraphenylenediamine, N, N-bis- (β-hydroxyethyl) paraphenylenediamine, 2-chloro paraphenylenediamine, 2-β-acetylaminoethyloxy paraphenylenediamine, and their addition salts with an acid.

Mention may more particularly be made, among bis-phenylalkylenediamines, by way of example, of N, N'-bis- (β-hydroxyethyl) N, N'-bis- (4'-aminophenyl) 1,3-diamino propanol, N, N'-bis- (β-hydroxyethyl) N, N'-bis- (4'-aminophenyl) ethylenediamine, N, N'-bis- (4-aminophenyl) tetramethylenediamine, N, N'-bis - (β-hydroxyethyl) N, N'-bis- (4-aminophenyl) tetramethylenediamine, N, N'-bis- (4-methyl-aminophenyl) tetramethylenediamine, N, N'-bis- (ethyl) N, N'-bis- (4'-amino, 3'-methylphenyl) ethylenediamine, 1,8-bis- (2,5-diaminophenoxy) -3,5-dioxaoctane, and their addition salts with an acid.

Among the para-aminophenols that may be mentioned more particularly by way of example, para-aminophenol, 4-amino 3-methyl phenol, 4-amino 3-fluoro phenol, 4-amino 3-hydroxymethyl phenol, 4-amino 2-methyl phenol, 4-amino 2-hydroxymethyl phenol, 4-amino 2-methoxymethyl phenol, 4-amino 2-aminomethyl phenol, 4-amino 2- (β-hydroxyethyl aminomethyl) phenol, 4-amino 2-fluoro phenol, and their addition salts with an acid.

Among the ortho-aminophenols, mention may more particularly be made, for example, of 2-amino phenol, 2-amino 5-methyl phenol, 2-amino 6-methyl phenol, 5-acetamido 2-amino phenol, and their addition salts with an acid.

Among the heterocyclic bases that may be mentioned more particularly by way of example, pyridine derivatives, pyrimidine derivatives other than the compounds of formula (V) in accordance with the invention, and pyrazole derivatives.

Among the pyridine derivatives, mention may more particularly be made of the compounds described, for example, in patents GB 1,026,978 and GB 1,153,196, such as 2,5-diamino pyridine, 2- (4-methoxyphenyl) amino 3-amino pyridine , 2,3-diamino 6-methoxy pyridine, 2- (β-methoxyethyl) amino 3-amino 6-methoxy pyridine, 3,4-diamino pyridine, and their addition salts with an acid.

Among the pyrimidine derivatives, mention may more particularly be made of the compounds described, for example, in German patents DE 2,359,399 or Japanese patents JP 88-169,571 and JP 91-10659 or patent application WO 96/15765, such as 2,4, 5,6-tetra-aminopyrimidine, 4-hydroxy 2,5,6-triaminopyrimidine, 2-hydroxy 4,5,6-triaminopyrimidine, 2,4-dihydroxy 5,6-diaminopyrimidine, and 2,5, 6-triaminopyrimidine.

Among the pyrazole derivatives, mention may more particularly be made of the compounds described in patents DE 3 843 892, DE 4 133 957 and patent applications WO 94/08969, WO 94/08970, FR-A-2 733 749 and DE 195 43 988 such as 4,5-diamino 1-methyl pyrazole, 3,4-diamino pyrazole, 4,5-diamino 1- (4'-chlorobenzyl) pyrazole, 4,5-diamino 1,3-dimethyl pyrazole, 4,5-diamino 3-methyl 1-phenyl pyrazole, 4,5-diamino 1-methyl 3-phenyl pyrazole, 4-amino 1,3-dimethyl 5-hydrazino pyrazole, 1-benzyl 4,5-diamino 3-methyl pyrazole, 4,5-diamino 3-tert-butyl 1-methyl pyrazole, 4,5-diamino 1-tert-butyl 3-methyl pyrazole, 4,5 -diamino 1- (β-hydroxyethyl) 3-methyl pyrazole, 4,5-diamino 1-ethyl 3-methyl pyrazole, 4,5-diamino 1-ethyl 3- (4'-methoxyphenyl) pyrazole, 4, 5-diamino 1-ethyl 3-hydroxymethyl pyrazole, 4,5-diamino 3-hydroxymethyl 1-methyl pyrazole, 4,5-diamino 3-hydroxymethyl 1-isopropyl pyrazole, 4,5-diamino 3-methyl 1- isopropyl pyrazole, 4-amino 5- (2'-aminoethyl) amino 1,3-dimethyl pyrazole, 3,4,5-triamino pyrazole, 1-methyl 3,4,5-triamino pyrazole, 3,5-diamino 1 -methyl 4-methylamino pyrazole, 3,5-diamino 4- (β-hydroxyethyl) amino 1-methyl pyrazole, and their addition salts with an acid.

When used, these additional oxidation bases preferably represent from 0.0005 to 12% by weight approximately of the total weight of the dye composition, and even more preferably from 0.005 to 6% by weight approximately of this weight.

In general, the addition salts with an acid which can be used in the context of the invention (compounds of formula (V), additional oxidation bases and couplers) are in particular chosen from hydrochlorides, hydrobromides, sulphates , citrates, succinates, tartrates, lactates and acetates. The addition salts with a base which can be used in the context of the dye compositions of the invention (compounds of formula (V)), are in particular those obtained with soda, potash, ammonia or amines.

The dye composition in accordance with the invention may also contain various adjuvants conventionally used in compositions for dyeing the hair, such as anionic, cationic, nonionic, amphoteric, zwitterionic surfactants or mixtures thereof, anionic polymers, cationic, nonionic, amphoteric, zwitterionic or mixtures thereof, mineral or organic thickening agents such as for example nonionic guar gums, antioxidants, penetration agents, sequestering agents, perfumes, buffers, dispersing agents, conditioning agents such as, for example, volatile or non-volatile silicones, modified or unmodified, film-forming agents, ceramides, preserving agents, opacifying agents.

Of course, those skilled in the art will take care to choose this or these optional additional compounds in such a way that the advantageous properties intrinsically attached to the oxidation dye composition according to the invention are not, or not substantially, altered. by the addition (s) envisaged.

The dye composition according to the invention can be in various forms, such as in the form of liquids, powders, creams, gels, or in any other form suitable for dyeing keratin fibers, and in particular human hair. .

The invention also relates to a process for the oxidation dyeing of keratin fibers and in particular human keratin fibers such as the hair, using the dye composition as defined above.

According to this process, at least one dye composition as defined above is applied to the fibers, the color being revealed at acidic, neutral or alkaline pH using a non-enzymatic oxidizing agent which is added just at the time of use in the dye composition or which is present in an oxidizing composition applied simultaneously or sequentially.

According to a preferred embodiment of the dyeing process of the invention, the dye composition described above is preferably mixed, at the time of use, with an oxidizing composition containing, in a medium suitable for dyeing, at least one non-enzymatic oxidizing agent present in an amount sufficient to develop a coloration. The mixture obtained is then applied to the keratin fibers and left to stand for 3 to 50 minutes approximately, preferably 5 to 30 minutes approximately, after which it is rinsed, washed with shampoo, rinsed again and dried.

The oxidizing agent present in the oxidizing composition as defined above can be chosen from the oxidizing agents conventionally used for the oxidation dyeing of keratin fibers, and among which mention may be made of hydrogen peroxide, peroxide of urea, alkali metal bromates, peracids and persalts such as perborates and persulfates. Hydrogen peroxide is particularly preferred.

The pH of the oxidizing composition containing the oxidizing agent as defined above is such that after mixing with the dye composition, the pH of the resulting composition applied to the keratin fibers preferably varies between 3 and 12 approximately, and again more preferably between 5 and 11. It is adjusted to the desired value by means of acidifying or basifying agents usually used in dyeing keratin fibers and as defined above.

The oxidizing composition as defined above may also contain various adjuvants conventionally used in compositions for dyeing the hair and as defined above.

The composition which is finally applied to the keratin fibers can be in various forms, such as in the form of liquids, creams, gels, or in any other form suitable for dyeing keratin fibers, and in particular human hair. .

Another object of the invention is a device with several compartments or dye "kit" or any other packaging system with several compartments, a first compartment of which contains the dye composition as defined above and a second compartment of which contains the oxidizing composition. as defined above. These devices can be equipped with a means making it possible to deliver the desired mixture to the hair, such as the devices described in patent FR-2,586,913 in the name of the applicant.

The following example is intended to illustrate the invention without, however, being limiting in nature.

EXAMPLE OF DYEING IN AN ALKALINE MEDIUM

The dye composition according to the following invention was prepared:<ul id="ul0015" list-style="dash" compact="compact"><li>Pyrazolo- [1,5-a] -pyrimidine-3,7-diamine, 2HCl (oxidation base) 0.333 g</li><li>Cationic direct dye of formula (12) 1 g</li><li>96 ° ethyl alcohol 18 g</li><li>Diethylenetriaminopentacetic acid pentasodium salt 1.1 g</li><li>20% NH ammonia₃   10.0 g</li><li>Demineralized water qs 100 g</li></ul>

At the time of use, the above dye composition was mixed weight for weight with a 20 volume hydrogen peroxide solution (6% by weight) of pH 3.

The mixture obtained was applied to locks of natural gray hair containing 90% white hair for 30 minutes. The locks were then rinsed, washed with a standard shampoo, rinsed again and then dried.

The hair was dyed in a powerful fuchsia shade.