Use of tetra-azapentamethine compounds as direct dyeing agents and novel tetra-azapentamethine compounds

A method of dyeing keratin fibers with at least one tetraazapentamethine compound of formula (I) comprising applying said compound to the keratin fibers, wherein

• wherein
• W1 represents a cationic heteroaromatic radical of formula (II) or (III)
• W2 represents a heteroaromatic radical of formula (IV) or (V)
• wherein:
• Z0 represents a radical CR2, a nitrogen atom or a radical NR21,
• Z1 represents an oxygen or sulfur atom or a radical NR9,
• Z2 represents a nitrogen atom or a radical CR10,
• Z3 represents a nitrogen atom or a radical CR11,
• Z4 represents a nitrogen atom or a radical CR12,
• Z5 represents a nitrogen atom or a radical CR13,
• Z6 represents a nitrogen atom or a radical CR14,
• Z7 represents an oxygen or sulfur atom or a radical NR15,
• Z8 represents a nitrogen atom or a radical CR16,
• Z9 represents a nitrogen atom or a radical CR17,
• Z10 represents a nitrogen atom or a radical CR18,
• Z11 represents a nitrogen atom or a radical CR19,
• Z12 represents a nitrogen atom or a radical CR20,
• Z13 represents a radical CR6, a nitrogen atom or a radical NR22,
• wherein each of the rings of formulae (II), (III), (IV) and (V) comprise not more than three nitrogen atoms and that two of the three nitrogen atoms may be contiguous,
• the bond a of the 5-membered cationic heteroaromatic radical of formula (II) being linked to the nitrogen atom N1 of formula (I),
• the bond b of the 6-membered cationic heteroaromatic radical of formula (III) being linked to the nitrogen atom N1 of formula (I),
• the double bond a′ of the 5-membered heteroaromatic radical of formula (IV) being linked to the nitrogen atom N2 of formula (I),
• the double bond b′ of the 6-membered heteroaromatic radical of formula (V) being linked to the nitrogen atom N2 of formula (I),
• the bond b, linking the cationic heteroaromatic radical of formula (III) to the nitrogen atom N1 of formula (I), being in an ortho or para position relative to the nitrogen atom bearing the radical R4 when Z5 represents a radical CR13;
• the bond b being in an ortho position relative to the nitrogen atom bearing the radical R4 when Z5 represents a nitrogen atom,
• the bond b′, linking the heteroaromatic radical of formula (V) to the nitrogen atom N2 of formula (I), being in an ortho or para position relative to the nitrogen atom bearing the radical R7 when Z11 represents a radical CR19;
• the bond b′ being in an ortho position relative to the nitrogen atom bearing the radical R7 when Z11 represents a nitrogen atom,
• R2, R6, R10 and R16 represent, independently of each other, a hydrogen atom;
• a linear or branched C1-C4 alkyl radical, which is unsubstituted or substituted with one to three radicals chosen from hydroxyl, C1-C2 alkoxy, C2-C4 (poly)hydroxyalkoxy, amino, C1-C2 (di)alkylamino, carboxyl and sulfonic radicals;
• a phenyl radical, which is unsubstituted or substituted with one to three radicals chosen from hydroxyl, C1-C2 alkoxy, C2-C4 (poly) hydroxyalkoxy, amino and C1-C2 (di)alkylamino radicals;
• a carboxyl radical;
• a sulfonylamino radical,
• R1, R4, R5, R7, R9, R15, R21 and R22 represent, independently of each other, a linear or branched C1-C8 alkyl radical, which is unsubstituted or substituted with one to three radicals chosen from hydroxyl, C1-C2 alkoxy, C2-C4 (poly)hydroxyalkoxy, amino, C1-C2 (di)alkylamino, carboxyl and sulfonic radicals;
• R0, R3, R8, R11, R12, R13, R14, R17, R18, R19 and R20 represent, independently of each other, a hydrogen atom, a linear or branched C1-C16 hydrocarbon-based chain, this chain possibly being saturated or unsaturated with one to three unsaturations, this chain being unsubstituted or substituted with one to three radicals chosen from hydroxyl, C1-C2 alkoxy, C2-C4 (poly)hydroxyalkoxy, amino, C1-C2 (di)alkylamino, carboxyl, sulfonic, sulfonylamino and C2-C4 (poly)hydroxyalkylamino radicals or a halogen atom;
• a phenyl radical, which is unsubstituted or substituted with one to three radicals chosen from hydroxyl, C1-C2 alkoxy, C2-C4 (poly)hydroxyalkoxy, amino, C1-C2 (di)alkylamino, carboxyl, sulfonic, sulfonylamino and C2-C4 (poly)hydroxyalkylamino radicals or a halogen atom such as chlorine, fluorine or bromine;
• a heteroaryl radical chosen from pyrazolyl, pyrrolyl, imidazolyl, thiazolyl, oxazolyl, triazolyl, pyridyl, pyrimidinyl, triazinyl, pyrazinyl and pyridazinyl radicals;
• in addition, this hydrocarbon-based chain may be interrupted with one or two oxygen, nitrogen or sulfur atoms or with an SO2 radical,
• wherein R0, R3, R8, R11, R12, R13, R14, R17, R18, R19 and R20 do not comprise a peroxide bond or diazo or nitroso radicals,
• R2 with R10, R11 with R12, R6 with R16, and R17 with R18 can form, independently of each other, a 5- or 6-membered carbon-based aromatic ring, which is unsubstituted or substituted with one or two hydroxyl, amino, (di)(C1-C2)alkylamino, C1-C2 alkoxy or C2-C4 (poly)hydroxyalkylamino radicals,
• X is an organic or mineral anion.

A process for bleaching a compound of formula (I)

• wherein
• W1 represents a cationic heteroaromatic radical of formula (II) or (III)
• W2 represents a heteroaromatic radical of formula (IV) or (V)
• wherein:
• Z0 represents a radical CR2, a nitrogen atom or a radical NR21,
• Z1 represents an oxygen or sulfur atom or a radical NR9,
• Z2 represents a nitrogen atom or a radical CR10,
• Z3 represents a nitrogen atom or a radical CR11,
• Z4 represents a nitrogen atom or a radical CR12,
• Z5 represents a nitrogen atom or a radical CR13,
• Z6 represents a nitrogen atom or a radical CR14,
• Z7 represents an oxygen or sulfur atom or a radical NR15,
• Z8 represents a nitrogen atom or a radical CR16,
• Z9 represents a nitrogen atom or a radical CR17,
• Z10 represents a nitrogen atom or a radical CR18,
• Z11 represents a nitrogen atom or a radical CR19,
• Z12 represents a nitrogen atom or a radical CR20,
• Z13 represents a radical CR6, a nitrogen atom or a radical NR22,
• wherein each of the rings of formulae (II), (III), (IV) and (V) comprise not more than three nitrogen atoms and that two of the three nitrogen atoms may be contiguous,
• the bond a of the 5-membered cationic heteroaromatic radical of formula (II) being linked to the nitrogen atom N1 of formula (I),
• the bond b of the 6-membered cationic heteroaromatic radical of formula (III) being linked to the nitrogen atom N1 of formula (I),
• the double bond a′ of the 5-membered heteroaromatic radical of formula (IV) being linked to the nitrogen atom N2 of formula (I),
• the double bond b′ of the 6-membered heteroaromatic radical of formula (V) being linked to the nitrogen atom N2 of formula (I),
• the bond b, linking the cationic heteroaromatic radical of formula (III) to the nitrogen atom N1 of formula (I), being in an ortho or para position relative to the nitrogen atom bearing the radical R4 when Z5 represents a radical CR13;
• the bond b being in an ortho position relative to the nitrogen atom bearing the radical R4 when Z5 represents a nitrogen atom,
• the bond b′, linking the heteroaromatic radical of formula (V) to the nitrogen atom N2 of formula (I), being in an ortho or para position relative to the nitrogen atom bearing the radical R7 when Z11 represents a radical CR19;
• the bond b′ being in an ortho position relative to the nitrogen atom bearing the radical R7 when Z11 represents a nitrogen atom,
• R2, R6, R10 and R16 represent, independently of each other, a hydrogen atom;
• a linear or branched C1-C4 alkyl radical, which is unsubstituted or substituted with one to three radicals chosen from hydroxyl, C1-C2 alkoxy, C2-C4 (poly)hydroxyalkoxy, amino, C1-C2 (di)alkylamino, carboxyl and sulfonic radicals;
• a phenyl radical, which is unsubstituted or substituted with one to three radicals chosen from hydroxyl, C1-C2 alkoxy, C2-C4 (poly)hydroxyalkoxy, amino and C1-C2 (di)alkylamino radicals;
• a carboxyl radical;
• a sulfonylamino radical,
• R1, R4, R5, R7, R9, R15, R21 and R22 represent, independently of each other, a linear or branched C1-C8 alkyl radical, which is unsubstituted or substituted with one to three radicals chosen from hydroxyl, C1-C2 alkoxy, C2-C4 (poly)hydroxyalkoxy, amino, C1-C2 (di)alkylamino, carboxyl and sulfonic radicals;
• R0, R3, R8, R11, R12, R13, R14, R17, R18, R19 and R20 represent, independently of each other, a hydrogen atom, a linear or branched C1-C16 hydrocarbon-based chain, this chain possibly being saturated or unsaturated with one to three unsaturations, this chain being unsubstituted or substituted with one to three radicals chosen from hydroxyl, C1-C2 alkoxy, C2-C4 (poly)hydroxyalkoxy, amino, C1-C2 (di)alkylamino, carboxyl, sulfonic, sulfonylamino and C2-C4 (poly)hydroxyalkylamino radicals or a halogen atom;
• a phenyl radical, which is unsubstituted or substituted with one to three radicals chosen from hydroxyl, C1-C2 alkoxy, C2-C4 (poly)hydroxyalkoxy, amino, C1-C2 (di)alkylamino, carboxyl, sulfonic, sulfonylamino and C2-C4 (poly)hydroxyalkylamino radicals or a halogen atom;
• a heteroaryl radical chosen from pyrazolyl, pyrrolyl, imidazolyl, thiazolyl, oxazolyl, triazolyl, pyridyl, pyrimidinyl, triazinyl, pyrazinyl and pyridazinyl radicals;
• in addition, this hydrocarbon-based chain may be interrupted with one or two oxygen, nitrogen or sulfur atoms or with an SO2 radical,
• wherein R0, R3, R8, R11, R12, R13, R14, R17, R18, R19 and R20 do not comprise a peroxide bond or diazo or nitroso radicals,
• R2 with R10, R11 with R12, R6 with R16, and R17 with R18 can form, independently of each other, a 5- or 6-membered carbon-based aromatic ring, which is unsubstituted or substituted with one or two hydroxyl, amino, (di)(C1-C2)alkylamino, C1-C2 alkoxy or C2-C4 (poly)hydroxyalkylamino radicals,
• X is an organic or mineral anion, wherein a bleaching composition comprising at least one reducing agent chosen from reducing agents comprising sulfur is applied to the compound of formula (I).