Cationic oxidation bases, their use of dyeing keratin fibres, dyeing compositions and dyeing methods

A process for dyeing keratin fibres, comprising applying to said fibres for a sufficient period of time to develop a desired colour at least one dye composition, wherein said at least one dye composition comprises at least one oxidation base, in a medium suitable for dyeing, further wherein said at least one oxidation base is chosen from compounds of formula (I):

• acid addition salts thereof, base addition salts thereof, and tautomeric forms thereof:
• wherein:
• R1 is chosen from hydrogen;
• Z groups, as defined below;
• C1-C6 alkyl radicals;
• C1-C6 trifluoroalkyl radicals;
• C1-C6 monohydroxyalkyl radicals;
• C2-C6 polyhydroxyalkyl radicals;
• aryl(C1-C6)alkyl radicals;
• (C1-C6)alkoxy(C1-C6)alkyl radicals;
• (C1-C6)alkylthio(C1-C6)alkyl radicals;
• amino(C1-C6)alkylcarbonyl(C1-C6)alkyl radicals;
• N—Z-amino(C1-C6)alkylcarbonyl(C1-C6)alkyl radicals;
• N—(C1-C6)alkylamino(C1-C6)alkylcarbonyl(C1-C6)alkyl radicals;
• N,N-di(C1-C6)alkylamino(C1-C6)alkylcarbonyl(C1-C6)alkyl radicals;
• C1-C6 aminosulphonylalkyl radicals;
• C1-C6 N—Z-aminosulphonylalkyl radicals;
• N—(C1-C6)alkylaminosulphonyl(C1-C6)alkyl radicals;
• and N,N-di(C1-C6)alkylaminosulphonyl(C1-C6)alkyl radicals;
• R2 and R3, which may be identical or different, are each chosen from —NHR4 groups;
• hydroxyl radicals;
• halogens;
• nitro radicals;
• cyano radicals;
• carboxyl radicals;
• C1-C6 alkylcarboxyl radicals;
• carboxyaryl radicals;
• carbamyl radicals;
• N—(C1-C6)alkylcarbamyl radicals;
• N,N-di(C1-C6)alkylcarbamyl radicals;
• N-arylcarbamyl radicals;
• C1-C6 alkoxy radicals;
• aryloxy radicals;
• C1-C6 thioalkyl radicals;
• thioaryl radicals and R1;
• with the proviso that at least one of R2 and R3 is chosen from —NHR4 groups and a hydroxyl radicals;
• R4 is chosen from hydrogen;
• Z groups as defined below;
• C1-C6 alkyl radicals;
• C1-C6 monohydroxyalkyl radicals;
• C2-C6 polyhydroxyalkyl radicals;
• (C1-C6)alkoxy(C1-C6)alkyl radicals;
• aryl radicals;
• benzyl radicals;
• cyano(C1-C6)alkyl radicals;
• carbamyl(C1-C6)alkyl radicals;
• N—(C1-C6)alkylcarbamyl(C1-C6)alkyl radicals;
• N,N-di(C1-C6)alkylcarbamyl(C1-C6)alkyl radicals;
• thiocarbamyl(C1-C6)alkyl radicals;
• C1-C6 trifluoroalkyl radicals;
• C1-C6 sulphoalkyl radicals;
• (C1-C6)alkylcarboxy(C1-C6)alkyl radicals;
• (C1-C6)alkylsulphinyl(C1-C6)alkyl radicals;
• C1-C6 aminosulphonylalkyl radicals;
• C1-C6 N—Z-aminosulphonylalkyl radicals;
• N—(C1-C6)alkylaminosulphonyl(C1-C6)alkyl radicals;
• N,N-di(C1-C6)alkylaminosulphonyl(C1-C6)alkyl radicals;
• C1-C6 aminoalkyl radicals;
• C1-C6 aminoalkyl radicals wherein the amine is substituted with one or two radicals, which may be identical or different, chosen from C1-C6 alkyls, C1-C6 monohydroxyalkyls, C2-C6 polyhydroxyalkyls, (C1-C6)alkylcarbonyls, C1-C6 alkylsulphonyls, formyls, trifluoro(C1-C6)alkylcarbonyl radicals and Z groups, and further wherein the amine of the C1-C6 aminoalkyl radicals may also be substituted with two radicals forming, together with the nitrogen of said amine, at least one saturated or unsaturated 5- and 6-membered rings which may contain at least one additional hetero atom chosen from nitrogen, oxygen and sulphur;
• Z groups, which may be identical or different, are each chosen from groups of formulae (II), (III), and (IV) below:
• wherein:
• D is a linker arm chosen from linear and branched divalent alkyl chains wherein said linear and branched alkyl chains can be interrupted by at least one hetero atom and further wherein said linear and branched alkyl divalent chains can be substituted with at least one radical and further wherein said linear and branched divalent alkyl chains can bear at least one ketone function;
• the ring members E, G, J, L and M, which may be identical or different, are each chosen from carbon, oxygen, sulphur and nitrogen;
• n is an integer ranging from 0 to 4;
• m is an integer ranging from 0 to 5;
• R, which may be identical or different, are each chosen from Z groups, halogens, hydroxyl radicals, C1-C6 alkyl radicals, C1-C6 monohydroxyalkyl radicals, C2-C6 polyhydroxyalkyl radicals, nitro radicals, cyano radicals, cyano(C1-C6)alkyl radicals, C1-C6 alkoxy radicals, tri(C1-C6)alkylsilane(C1-C6)alkyl radicals, amido radicals, aldehydo radicals, carboxyl radicals, (C1-C6)alkylcarbonyl radicals, thio radicals, C1-C6 thioalkyl radicals, C1-C6 alkylthio radicals, amino radicals, amino radicals protected with at least one radical chosen from (C1-C6)alkylcarbonyl radicals and C1-C6 alkylsulphonyl radicals;
• NHR″ groups and NR″R′″ groups wherein R″ and R′″, which may be identical or different, are each chosen from C1-C6 alkyl radicals, C1-C6 monohydroxyalkyl radicals and C2-C6 polyhydroxyalkyl radicals;
• R5 is chosen from C1-C6 alkyl radicals, C1-C6 monohydroxyalkyl radicals, C2-C6 polyhydroxyalkyl radicals, cyano(C1-C6)alkyl radicals, tri(C1-C6)alkylsilane(C1-C6)alkyl radicals, (C1-C6)alkoxy(C1-C6)alkyl radicals, carbamyl(C1-C6)alkyl radicals, (C1-C6)alkylcarboxy(C1-C6)alkyl radicals, benzyl radicals and Z groups.
• R6, R7 and R8, which may be identical or different, are each chosen from C1-C6 alkyl radicals, C1-C6 monohydroxyalkyl radicals, C2-C6 polyhydroxyalkyl radicals, (C1-C6)alkoxy(C1-C6)alkyl radicals, cyano(C1-C6)alkyl radicals, aryl radicals, benzyl radicals, C1-C6 amidoalkyl radicals, tri(C1-C6)alkylsilane(C1-C6)alkyl radicals and C1-C6 aminoalkyl radicals wherein the amine is protected with at least one radical chosen from (C1-C6)alkylcarbonyl radicals and C1-C6 alkylsulphonyl radicals;
• at least two of the radicals R6, R7 and R8 can together also form, with the nitrogen to which they are attached, at least one saturated ring chosen from saturated 5- and 6-membered rings and rings comprising at least one additional hetero atom, wherein said at least one saturated ring is optionally substituted with at least one entity chosen from halogens, hydroxyl radicals, C1-C6 alkyl radicals, C1-C6 monohydroxyalkyl radicals, C2-C6 polyhydroxyalkyl radicals, nitro radicals, cyano radicals, cyano(C1-C6)alkyl radicals, C1-C6 alkoxy radicals, tri(C1-C6)alkylsilane(C1-C6)alkyl radicals, amido radicals, aldehydo radicals, carboxyl radicals, keto(C1-C6)alkyl radicals, thio radicals, C1-C6 thioalkyl radicals, C1-C6 alkylthio radicals, amino radicals, and amino radicals protected with at least one radical chosen from (C1-C6)alkylcarbonyls and C1-C6 alkylsulphonyl radicals;
• with the proviso that one of R6, R7, and R8 may also be chosen from Z groups.
• R9 is chosen from C1-C6 alkyl radicals;
• C1-C6 monohydroxyalkyl radicals;
• C2-C6 polyhydroxyalkyl radicals;
• aryl radicals;
• benzyl radicals;
• C1-C6 aminoalkyl radicals, C1-C6 aminoalkyl radicals wherein the amine is protected with at least one radical chosen from (C1-C6)alkylcarbonyl radicals and C1-C6 alkylsulphonyl radicals;
• carboxy(C1-C6)alkyl radicals;
• cyano(C1-C6)alkyl radicals;
• carbamyl(C1-C6)alkyl radicals;
• C1-C6 trifluoroalkyl radicals;
• tri(C1-C6)alkylsilane(C1-C6)alkyl radicals;
• C1-C6 sulphonamidoalkyl radicals;
• (C1-C6)alkylcarboxy(C1-C6)alkyl radicals;
• (C1-C6)alkylsulphinyl(C1-C6)alkyl radicals;
• (C1-C6)alkylsulphonyl(CC6)alkyl radicals;
• (C1-C6)alkylketo(C1-C6)alkyl radicals;
• N—(C1-C6)alkylcarbamyl(C1-C6)alkyl radicals;
• and N—(C1-C6)alkylsulphonamido(C1-C6)alkyl radicals;
• a and y are integers equal to 0 or 1;
• with the proviso that in the unsaturated cationic groups of formula (II):
• when a=0, the linker arm D is attached to a nitrogen, with the proviso that said nitrogen is not chosen from E, G, J, and L.
• when a=1, the linker arm D is attached to one of the ring members chosen from E, G, J and L,
• and y=1 when:
• 1) the ring members E, G, J and L are simultaneously chosen from carbons and the radical R5 is borne by the nitrogen of the unsaturated ring of said groups of formula (II) and a=0;
• or
• 2) at least one of the ring members E, G, J and L is chosen from nitrogen and said radical R5 is attached to said at least one ring member;
• the proviso that in the unsaturated cationic groups of formula (III):
• when a=0, the linker arm D is attached to the nitrogen, with the proviso that said nitrogen is not chosen from E, G, J, and L.
• when a=1, the linker arm D is attached to one of the ring members E, G, J, L or M,
• y=1 when at least one of the ring members E, G, J, L and M is chosen from divalent atoms and when the radical R5 is borne by the nitrogen of the unsaturated ring of formula (III);
• with the proviso that in the cationic groups of formula (IV):
• when a=0, then the linker arm is attached to the nitrogen bearing the radicals R6, R7, and R8,
• when a=1, then two of the radicals chosen from R6, R7, and R8 form, together with the nitrogen to which they are attached, at least one ring chosen from 5- and 6-membered saturated rings as defined above, and the linker arm D is borne by a carbon of said saturated ring;
• X− is chosen from monovalent anions and divalent anions;
• with the proviso that said compound of formula (I), acid additional salt, base addition salt, or tautomeric form comprises at least one Z group.

A multi-compartment “kit” comprising a first compartment comprising at least one dye composition, wherein said at least one dye composition comprises at least one oxidation base, further wherein said at least one oxidation base is chosen from compounds of formula (I):

• acid addition salts thereof, base addition salts thereof, and tautomeric forms thereof:
• wherein:
• R1 is chosen from hydrogen;
• Z groups, as defined below;
• C1-C6 alkyl radicals;
• C1-C6 trifluoroalkyl radicals;
• C1-C6 monohydroxyalkyl radicals;
• C2-C6 polyhydroxyalkyl radicals;
• aryl(C1-C6)alkyl radicals;
• (C1-C6)alkoxy(C1-C6)alkyl radicals;
• (C1-C6)alkylthio(C1-C6)alkyl radicals;
• amino(C1-C6)alkylcarbonyl(C1-C6)alkyl radicals;
• N—Z-amino(C1-C6)alkylcarbonyl(C1-C6)alkyl radicals;
• N—(C1-C6)alkylamino(C1-C6)alkylcarbonyl(C1-C6)alkyl radicals;
• N,N-di(C1-C6)alkylamino(C1-C6)alkylcarbonyl(C1-C6)alkyl radicals;
• C1-C6 aminosulphonylalkyl radicals;
• C1-C6 N—Z-aminosulphonylalkyl radicals;
• N—(C1-C6)alkylaminosulphonyl(C1-C6)alkyl radicals;
• and N,N-di(C1-C6)alkylaminosulphonyl(C1-C6)alkyl radicals;
• R2 and R3, which may be identical or different, are each chosen from —NHR4 groups;
• hydroxyl radicals;
• halogens;
• nitro radicals;
• cyano radicals;
• carboxyl radicals;
• C1-C6 alkylcarboxyl radicals;
• carboxyaryl radicals;
• carbamyl radicals;
• N—(C1-C6)alkylcarbamyl radicals;
• N,N-di(C1-C6)alkylcarbamyl radicals;
• N-arylcarbamyl radicals;
• C1-C6 alkoxy radicals;
• aryloxy radicals;
• C1-C6 thioalkyl radicals;
• thioaryl radicals and R1;
• with the proviso that at least one of R2 and R3 is chosen from —NHR4 groups and a hydroxyl radicals;
• R4 is chosen from hydrogen;
• Z groups as defined below;
• C1-C6 alkyl radicals;
• C1-C6 monohydroxyalkyl radicals;
• C2-C6 polyhydroxyalkyl radicals;
• (C1-C6)alkoxy(C1-C6)alkyl radicals;
• aryl radicals;
• benzyl radicals;
• cyano(C1-C6)alkyl radicals;
• carbamyl(C1-C6)alkyl radicals;
• N—(C1-C6)alkylcarbamyl(C1-C6)alkyl radicals;
• N,N-di(C1-C6)alkylcarbamyl(C1-C6)alkyl radicals;
• thiocarbamyl(C1-C6)alkyl radicals;
• C1-C6 trifluoroalkyl radicals;
• C1-C6 sulphoalkyl radicals;
• (C1-C6)alkylcarboxy(C1-C6)alkyl radicals;
• (C1-C6)alkylsulphinyl(C1-C6)alkyl radicals;
• C1-C6 aminosulphonylalkyl radicals;
• C1-C6 N—Z-aminosulphonylalkyl radicals;
• N—(C1-C6)alkylaminosulphonyl(C1-C6)alkyl radicals;
• N,N-di(C1-C6)alkylaminosulphonyl(C1-C6)alkyl radicals;
• C1-C6 aminoalkyl radicals;
• C1-C6 aminoalkyl radicals wherein the amine is substituted with one or two radicals, which may be identical or different, chosen from C1-C6 alkyls, C1-C6 monohydroxyalkyls, C2-C6 polyhydroxyalkyls, (C1-C6)alkylcarbonyls, C1-C6 alkylsulphonyls, formyls, trifluoro(C1-C6)alkylcarbonyl radicals and Z groups, and further wherein the amine of the C1-C6 aminoalkyl radicals may also be substituted with two radicals forming, together with the nitrogen of said amine, at least one saturated or unsaturated 5- and 6-membered rings which may contain at least one additional hetero atom chosen from nitrogen, oxygen and sulphur;
• Z groups, which may be identical or different, are each chosen from groups of formulae (II), (III), and (IV) below:
• wherein:
• D is a linker arm chosen from linear and branched divalent alkyl chains wherein said linear and branched alkyl chains can be interrupted by at least one hetero atom and further wherein said linear and branched alkyl divalent chains can be substituted with at least one radical and further wherein said linear and branched divalent alkyl chains can bear at least one ketone function;
• the ring members E, G, J, L and M, which may be identical or different, are each chosen from carbon, oxygen, sulphur and nitrogen;
• n is an integer ranging from 0 to 4;
• m is an integer ranging from 0 to 5;
• R, which may be identical or different, are each chosen from Z groups, halogens, hydroxyl radicals, C1-C6 alkyl radicals, C1-C6 monohydroxyalkyl radicals, C2-C6 polyhydroxyalkyl radicals, nitro radicals, cyano radicals, cyano(C1-C6)alkyl radicals, C1-C6 alkoxy radicals, tri(C1-C6)alkylsilane(C1-C6)alkyl radicals, amido radicals, aldehydo radicals, carboxyl radicals, (C1-C6)alkylcarbonyl radicals, thio radicals, C1-C6 thioalkyl radicals, C1-C6 alkylthio radicals, amino radicals, amino radicals protected with at least one radical chosen from (C1-C6)alkylcarbonyl radicals and C1-C6 alkylsulphonyl radicals;
• NHR″ groups and NR″R′″ groups wherein R″ and R′″, which may be identical or different, are each chosen from C1-C6 alkyl radicals, C1-C6 monohydroxyalkyl radicals and C2-C6 polyhydroxyalkyl radicals;
• R5 is chosen from C1-C6 alkyl radicals, C1-C6 monohydroxyalkyl radicals, C2-C6 polyhydroxyalkyl radicals, cyano(C1-C6)alkyl radicals, tri(C1-C6)alkylsilane(C1-C6)alkyl radicals, (C1-C6)alkoxy(C1C6)alkyl radicals, carbamyl(C1-C6)alkyl radicals, (C1-C6)alkylcarboxy(C1-C6)alkyl radicals, benzyl radicals and Z groups.
• R6, R7 and R8, which may be identical or different, are each chosen from C1-C6 alkyl radicals, C1-C6 monohydroxyalkyl radicals, C2-C6 polyhydroxyalkyl radicals, (C1-C6)alkoxy(C1-C6)alkyl radicals, cyano(C1-C6)alkyl radicals, aryl radicals, benzyl radicals, C1-C6 amidoalkyl radicals, tri(C1-C6)alkylsilane(C1-C6)alkyl radicals and C1-C6 aminoalkyl radicals wherein the amine is protected with at least one radical chosen from (C1-C6)alkylcarbonyl radicals and C1-C6 alkylsulphonyl radicals;
• at least two of the radicals R6, R7 and R8 can together also form, with the nitrogen to which they are attached, at least one saturated ring chosen from saturated 5- and 6-membered rings and rings comprising at least one additional hetero atom, wherein said at least one saturated ring is optionally substituted with at least one entity chosen from halogens, hydroxyl radicals, C1-C6 alkyl radicals, C1-C6 monohydroxyalkyl radicals, C2-C6 polyhydroxyalkyl radicals, nitro radicals, cyano radicals, cyano(C1-C6)alkyl radicals, C1-C6 alkoxy radicals, tri(C1-C6)alkylsilane(C1-C6)alkyl radicals, amido radicals, aldehydo radicals, carboxyl radicals, keto(C1-C6)alkyl radicals, thio radicals, C1-C6 thioalkyl radicals, C1-C6 alkylthio radicals, amino radicals, and amino radicals protected with at least one radical chosen from (C1-C6)alkylcarbonyls and C1-C6 alkylsulphonyl radicals;
• with the proviso that one of R6, R7, and R8 may also be chosen from Z groups.
• R9 is chosen from C1-C6 alkyl radicals;
• C1-C6 monohydroxyalkyl radicals;
• C2-C6 polyhydroxyalkyl radicals;
• aryl radicals;
• benzyl radicals;
• C1-C6 aminoalkyl radicals, C1-C6 aminoalkyl radicals wherein the amine is protected with at least one radical chosen from (C1-C6)alkylcarbonyl radicals and C1-C6 alkylsulphonyl radicals;
• carboxy(C1-C6)alkyl radicals;
• cyano(C1-C6)alkyl radicals;
• carbamyl(C1-C6)alkyl radicals;
• C1-C6 trifluoroalkyl radicals;
• tri(C1-C6)alkylsilane(C1-C6)alkyl radicals;
• C1-C6 sulphonamidoalkyl radicals;
• (C1-C6)alkylcarboxy(C1-C6)alkyl radicals;
• (C1-C6)alkylsulphinyl(C1-C6)alkyl radicals;
• (C1-C6)alkylsulphonyl(C1-C6)alkyl radicals;
• (C1-C6)alkylketo(C1-C6)alkyl radicals;
• N—(C1-C6)alkylcarbamyl(C1-C6)alkyl radicals;
• and N—(C1-C6)alkylsulphonamido(C1-C6)alkyl radicals;
• a and y are integers equal to 0 or 1;
• with the proviso that in the unsaturated cationic groups of formula (II):
• when a=0, the linker arm D is attached to a nitrogen, with the proviso that said nitrogen is not chosen from E, G, J, and L.
• when a=1, the linker arm D is attached to one of the ring members chosen from E, G, J and L, and y=1 when:
• 1) the ring members E, G, J and L are simultaneously chosen from carbons and the radical R5 is borne by the nitrogen of the unsaturated ring of said groups of formula (II) and a=0;
• or
• 2) at least one of the ring members E, G, J and L is chosen from nitrogen and said radical R5 is attached to said at least one ring member;
• with the proviso that in the unsaturated cationic groups of formula (III):
• when a=0, the linker arm D is attached to the nitrogen, with the proviso that said nitrogen is not chosen from E, G, J, and L.
• when a=1, the linker arm D is attached to one of the ring members E, G, J, L or M,
• y=1 when at least one of the ring members E, G, J, L and M is chosen from divalent atoms and when the radical R5 is borne by the nitrogen of the unsaturated ring of formula (III);
• with the proviso that in the cationic groups of formula (IV):
• when a=0, then the linker arm is attached to the nitrogen bearing the radicals R6, R7, and R8,
• when a=1, then two of the radicals chosen from R6, R7, and R8 form, together with the nitrogen to which they are attached, at least one ring chosen from 5- and 6-membered saturated rings as defined above, and the linker arm D is borne by a carbon of said saturated ring;
• X− is chosen from monovalent anions and divalent anions;
• with the proviso that said compound of formula (I), acid additional salt, base addition salt, or tautomeric form comprises at least one Z group, and
• a second compartment comprising at least one oxidizing composition.