Cationic 4-hydroxyindoles, their use for the oxidation dyeing of keratinous fibers, dyeing compositions, and methods of dyeing
AssigneeL'oreal
InventorsEric Terranova, Aziz Fadli, Alain Lagrange
Life of this patent
Estimating the term…
Abstract
The invention relates to novel 4-hydroxyindole derivatives comprising at least one cationic group Z, Z being selected from quaternized aliphatic chains, aliphatic chains containing at least one quaternized saturated ring, and aliphatic chains containing at least one quaternized unsaturated ring, to their use as a coupler for the oxidation dyeing of keratinous fibers, to the dyeing compositions comprising them, and to the methods of oxidation dyeing which employ them.
Claims56
A composition for dyeing keratinous fibers, comprising at least, one coupler chosen from compounds of formula (I) below and the addition salts thereof with an acid:
- in which:
- R1 is chosen from a hydrogen atom;
- a group Z;
- a C1-C4 alkyl radical;
- a C1-C4 monohydroxyalkyl radical;
- a C2-C4 polyhydroxyalkyl radical;
- a (C1-C4 alkoxy)-C1-C4 alkyl radical;
- a hydroxy(C1-C4 alkoxy)-C1-C4 alkyl radical;
- a C1-C4 aminoalkyl radical;
- a C1-C4 aminoalkyl radical whose amine is mono- or disubstituted by a C1-C4 alkyl radical, by an acetyl radical, by a C1-C4 monohydroxyalkyl radical or by a C2-C4 polyhydroxyalkyl radical;
- a (C1-C4 alkyl)-C1-C4 thioalkyl radical, a monohydroxy(C1-C4 alkyl)-C1-C4 thioalkyl radical;
- a polyhydroxy(C2-C4 alkyl)-C1-C4 thioalkyl radical;
- a C1-C4 carboxyalkyl radical;
- a (C1-C4 alkoxy)-C1-C4 carbonylalkyl radical or a C1-C4 acetylaminoalkyl radical;
- a C1-C4 cyanoalkyl radical;
- a C1-C4 trifluoroalkyl radical;
- a C1-C4 haloalkyl radical;
- a C1-C4 phosphoalkyl radical, and a C1-C4 sulphoalkyl radical;
- R2 and R3, which may be identical or different, are chosen from a hydrogen or halogen atom;
- a group Z;
- a group —NH—Z;
- a C1-C4 alkyl radical;
- a carboxyl radical;
- a (C1-C4 alkoxy)carbonyl radical or a formyl radical;
- R4 and R5, which may be identical or different, are chosen from a hydrogen or halogen atom;
- a group Z;
- a group —NH—Z;
- a C1-C4 alkyl radical;
- a C1-C4 alkoxy radical;
- an acetylamino radical;
- a C1-C5 monohydroxyalkyl radical;
- a C2-C4 polyhydroxyalkyl radical;
- a (C1-C4 alkoxy)-C1-C4 alkyl radical;
- a thiophene radical;
- a furan radical;
- a phenyl radical;
- an aralkyl radical in which the alkyl moiety is C1-C4;
- a phenyl radical or aralkyl radical in which the alkyl moiety is C1-C4, each substituted by a halogen atom, by a C1-C4 alkyl radical, by a trifluoromethyl radical, by a C1-C4 alkoxy radical, by an amino radical or by an amino radical which is mono- or disubstituted by a C1-C4 alkyl radical;
- a (C1-C4 alkyl)-C1-C4 aminoalkyl radical and a di(C1-C4 alkyl)-C1-C4 aminoalkyl radical;
- Z is chosen from the unsaturated cationic groups of formulae (II) and (III) below and the saturated cationic groups of formula (IV) below:
- in which:
- D is a linker which is an alkyl chain which is linear or branched and can be interrupted by at least one heteroatom and can be substituted by at least one hydroxyl or C1-C6 alkoxy radical and carry at least one ketone functional group;
- the ring members E, G, J, L and M, which may be identical or different, are chosen from a carbon, oxygen, sulphur or nitrogen atom;
- n is an integer ranging from between 0 and 4 inclusive;
- m is an integer ranging from between 0 and 5 inclusive;
- the radicals R, which may be identical or different, are chosen from a group Z, a halogen atom, a hydroxyl radical, a C1-C6 alkyl radical, a C1-C6 monohydroxyalkyl radical, a C2-C6 polyhydroxyalkyl radical, a nitro radical, a cyano radical, a C1-C6 cyanoalkyl radical, a C1-C6 alkoxy radical, a tri(C1-C6 alkyl)silyl-C1-C6 alkyl radical, an amido radical, an aldehydo radical, a carboxyl radical, a C1-C6 alkylcarbonyl radical, a thio radical, a C1-C6 thioalkyl radical, a (C1-C6 alkyl)thio radical, an amino radical, an amino radical protected by a (C1-C6 alkyl)carbonyl, carbamyl or (C1-C6 alkyl)sulphonyl radical;
- a group NHR″ or NR″R′″ in which R″ and R′″, which may be identical or different, are chosen from a C1-C6 alkyl radical, a C1-C6 monohydroxyalkyl radical and a C2-C6 polyhydroxyalkyl radical;
- R6 is chosen from a C1-C6 alkyl radical, a C1-C6 monohydroxyalkyl radical, a C2-C6 polyhydroxyalkyl radical, a C1-C6 cyanoalkyl radical, a tri(C1-C6 alkyl)silyl-C1-C6 alkyl radical, a (C1-C6 alkoxy)-C1-C6 alkyl radical, a C1-C6 carbamylalkyl radical, a (C1-C6 alkyl)-C1-C6 carboxyalkyl radical, a benzyl radical and a group Z of formula (II), (III) or (IV);
- R7, R8 and R9, which may be identical or different, are chosen from a C1-C6 alkyl radical, a C1-C6 monohydroxyalkyl radical, a C2-C6 polyhydroxyalkyl radical, a (C1-C6 alkoxy)-C1-C6 alkyl radical, a C1-C6 cyanoalkyl radical, an aryl radical, a benzyl radica, a C1-C6 amidoalkyl radical, a tri(C1-C6 alkyl)silyl-C1-C6 alkyl radical or C1-C6 aminoalkyl radical whose amine is protected by a (C1-C6 alkyl)carbonyl, carbamyl or (C1-C6 alkyl)sulphonyl radical;
- where two of the radicals R7, R8 and R9 may also form, together with the nitrogen atom to which they are attached, a 5- or 6-membered saturated ring containing carbon or containing at least one heteroatom, it being possible for the said ring to be unsubstituted or substituted by a halogen atom, a hydroxyl radical, a C1-C6 alkyl radical, a C1-C6 monohydroxyalkyl radical, a C2-C6 polyhydroxyalkyl radical, a nitro radical, a cyano radical, a C1-C6 cyanoalkyl radical, a C1-C6 alkoxy radical, a tri(C1-C6 alkyl)silyl-C1-C6 alkyl radical, an amido radical, an aldehydo radical, a carboxyl radical, a C1-C6 ketoalkyl radical, a thio radical, a C1-C6 thioalkyl radical, a (C1-C6 alkyl)thio radical, an amino radical, or an amino radical protected by a (C1-C6 alkyl)carbonyl, carbamyl or (C1-C6 alkyl)sulphonyl radical;
- one of the radicals R7, R8 and R9 may also be chosen from a second group Z which may be identical to or different from the first said group Z;
- R10 is chosen from a C1-C6 alkyl radical;
- a C1-C6 monohydroxyalkyl radical;
- a C2-C6 polyhydroxyalkyl radical;
- an aryl radical;
- a benzyl radical;
- a C1-C6 aminoalkyl radical or a C1-C6 aminoalkyl radical whose amine is protected by a (C1-C6 alkyl)carbonyl, carbamyl or (C1-C6 alkyl)sulphonyl radical;
- a C1-C6 carboxyalkyl radical;
- a C1-C6 cyanoalkyl radical;
- a C1-C6 carbamylalkyl radical;
- a C1-C6 trifluoroalkyl radical;
- a tri(C1-C6 alkyl)silyl-C1-C6 alkyl radical;
- a C1-C6 sulphonamidoalkyl radical;
- a (C1-C6-alkyl)carboxy-C1-C6 alkyl radical;
- a (C1-C6 alkyl)sulphinyl-C1-C6 alkyl radical;
- a (C1-C6 alkyl)sulphonyl-C1-C6 alkyl radical;
- a (C1-C6 alkyl)keto-C1-C6 alkyl radical;
- an N-(C1-C6 alkyl)carbamyl-C1-C6 alkyl radical;
- or an N-(C1-C6 alkyl)sulphonamido-C1-C6 alkyl radical
- x and y are integers equal to 0 or 1;
- with the following conditions:
- in the unsaturated cationic groups of formula (II):
- when x is 0, the linker D is attached to the nitrogen atom,
- when x is 1, the linker D is attached to one of the ring members E, G, J or L,
- y can adopt the value 1 only:
- 1) when the ring members E, G, J and L are simultaneously a carbon atom and when the radical R6 is carried by the nitrogen atom of the unsaturated ring;
- or
- 2) when at least one of the ring members E, G, J and L is a nitrogen atom to which the radical R6 is attached;
- in the unsaturated cationic groups of formula (III):
- when x is 0, the linker D is attached to the nitrogen atom,
- when x is 1, the linker D is attached to one of the ring members E, G, J, L or M,
- y can adopt the value 1 only when at least one of the ring members E, G, J, L and M represents a divalent atom and when the radical R6 is carried by the nitrogen atom of the unsaturated ring;
- in the cationic groups of formula (IV):
- when x is 0, the linker is attached to the nitrogen atom which carries the radicals R7 to R9,
- when x is 1, two of the radicals R7 to R9 form, conjointly with the nitrogen atom to which they are attached, a 5- or 6-membered saturated ring as defined above, and the linker D is carried by a carbon atom of the said saturated ring;
- X− is chosen from a monovalent or divalent anion;
- with the proviso that:
- the number of cationic groups Z of formula (II), (III) or (IV) is at least 1;
- wherein the at least one coupler is present in the composition in an amount effective for dyeing keratinous fibers.
A process for dyeing keratin fibers, comprising applying a dyeing composition for the oxidation dyeing of fibers to said fibers and developing for a period of time sufficient to achieve a desired coloration, wherein said dyeing composition comprises:
- at least one coupler chosen from compounds of formula (I) below and the addition salts thereof with an acid:
- in which:
- R1 is chosen from a hydrogen atom;
- a group Z;
- a C1-C4 alkyl radical;
- a C1-C4 monohydroxyalkyl radical;
- a C2-C4 polyhydroxyalkyl radical;
- a (C1-C4 alkoxy)-C1-C4 alkyl radical;
- a hydroxy(C1-C4 alkoxy)-C1-C4 alkyl radical;
- a C1-C4 aminoalkyl radical;
- a C1-C4 aminoalkyl radical whose amine is mono- or disubstituted by a C1-C4 alkyl radical, by an acetyl radical, by a C1-C4 monohydroxyalkyl radical or by a C2-C4 polyhydroxyalkyl radical;
- a (C1-C4 alkyl)-C1-C4 thioalkyl radical, a monohydroxy(C1-C4 alkyl)-C1-C4 thioalkyl radical;
- a polyhydroxy(C2-C4 alkyl)-C1-C4 thioalkyl radical;
- a C1-C4 carboxyalkyl radical;
- a (C1-C4 alkoxy)-C1-C4 carbonylalkyl radical or a C1-C4 acetylaminoalkyl radical;
- a C1-C4 cyanoalkyl radical;
- a C1-C4 trifluoroalkyl radical;
- a C1-C4 haloalkyl radical;
- a C1-C4 phosphoalkyl radical, and a C1-C4 sulphoalkyl radical;
- R2 and R3, which may be identical or different, are chosen from a hydrogen or halogen atom;
- a group Z;
- a group —NH—Z;
- a C1-C4 alkyl radical;
- a carboxyl radical;
- a (C1-C4 alkoxy)carbonyl radical or a formyl radical;
- R4 and R5, which may be identical or different, are chosen from a hydrogen or halogen atom;
- a group Z;
- a group —NH—Z;
- a C1-C4 alkyl radical;
- a C1-C4 alkoxy radical;
- an acetylamino radical;
- a C1-C5 monohydroxyalkyl radical;
- a C2-C4 polyhydroxyalkyl radical;
- a (C1-C4 alkoxy)-C1-C4 alkyl radical;
- a thiophene radical;
- a furan radical;
- a phenyl radical;
- an aralkyl radical in which the alkyl moiety is C1-C4;
- a phenyl radical or aralkyl radical in which the alkyl moiety is C1-C4, each substituted by halogen atom, by a C1-C4 alkyl radical, by a trifluoromethyl radical, by a C1-C4 alkoxy radical, by an amino radical or by an amino radical which is mono- or disubstituted by C1-C4 alkyl radical;
- a (C1-C4 alkyl)-C1-C4 aminoalkyl radical and a di(C1-C4 alkyl)-C1-C4 aminoalkyl radical;
- Z is chosen from the unsaturated cationic groups of formulae (II) and (III) below and the saturated cationic groups of formula (IV) below:
- in which:
- D is a linker which is an alkyl chain which is linear or branched and can be interrupted by at least one heteroatom and can be substituted by at least one hydroxyl or C1-C6 alkoxy radical and carry at least one ketone functional group;
- the ring members E, G, J, L and M, which may be identical or different, are chosen from a carbon, oxygen, sulphur or nitrogen atom;
- n is an integer ranging from between 0 and 4 inclusive;
- m is an integer ranging from between 0 and 5 inclusive;
- the radicals R, which may be identical or different, are chosen from a group Z, a halogen atom, a hydroxyl radical, a C1-C6 alkyl radical, a C1-C6 monohydroxyalkyl radical, a C2-C6 polyhydroxyalkyl radical, a nitro radical, a cyano radical, a C1-C6 cyanoalkyl radical, a C1-C6 alkoxy radical, a tri(C1-C6 alkyl)silyl-C1-C6 alkyl radical, an amido radical, an aldehydo radical, a carboxyl radical, a C1-C6 alkylcarbonyl radical, a thio radical, a C1-C6 thioalkyl radical, a (C1-C6 alkyl)thio radical, an amino radical, an amino radical protected by a (C1-C6 alkyl)carbonyl, carbamyl or (C1-C6 alkyl)sulphonyl radical;
- a group NHR″ or NR″R′″ in which R″ and R′″, which may be identical or different, are chosen from a C1-C6 alkyl radical, a C1-C6 monohydroxyalkyl radical and a C2-C6 polyhydroxyalkyl radical;
- R6 is chosen from a C1-C6 alkyl radical, a C1-C6 monohydroxyalkyl radical, a C2-C6 polyhydroxyalkyl radical, a C1-C6 cyanoalkyl radical, a tri(C1-C6 alkyl)silyl-C1-C6 alkyl radical, a (C1-C6 alkoxy)-C1-C6 alkyl radical, a C1-C6 carbamylalkyl radical, a (C1-C6 alkyl)-C1-C6 carboxyalkyl radical, a benzyl radical and a group Z of formula (II), (III) or (IV);
- R7, R8 and R9, which may be identical or different, are chosen from a C1-C6 alkyl radical, a C1-C6 monohydroxyalkyl radical, a C2-C6 polyhydroxyalkyl radical, a C1-C6 alkoxy)-C1-C6 alkyl radical, a C1-C6 cyanoalkyl radical, an aryl radical, a benzyl radical, a C1-C6 amidoalkyl radical, a tri(C1-C6 alkyl)silyl-C1-C6 alkyl radical or a C1-C6 aminoalkyl radical whose amine is protected by a (C1-C6 alkyl)carbonyl, carbamyl or (C1-C6 alkyl)sulphonyl radical;
- where two of the radicals R7, R8 and R9 may also form, together with the nitrogen atom to which they are attached, a 5- or 6-membered saturated ring containing carbon or containing at least one heteroatom, it being possible for the said ring to be unsubstituted or substituted by a halogen atom, a hydroxyl radical, a C1-C6 alkyl radical, a C1-C6 monohydroxyalkyl radical, a C2-C6 polyhydroxyalkyl radical, a nitro radical, a cyano radical, a C1-C6 cyanoalkyl radical, a C1-C6 alkoxy radical, a tri(C1-C6 alkyl)silyl-C1-C6 alkyl radical, an amido radical, an aldehydo radical, a carboxyl radical, a C1-C6 ketoalkyl radical, a thio radical, a C1-C6 thioalkyl radical, a (C1-C6 alkyl)thio radical, an amino radical, or an amino radical protected by a (C1-C6 alkyl)carbonyl, carbamyl or (C1-C6 alkyl)sulphonyl radical;
- one of the radicals R7, R8 and R9 may also be chosen from a second group Z which may be identical to or different from the first said group Z;
- R10 is chosen from a C1-C6 alkyl radical;
- a C1-C6 monohydroxyalkyl radical;
- a C2-C6 polyhydroxyalkyl radical;
- an aryl radical;
- a benzyl radical;
- a C1-C6 aminoalkyl radical or a C1-C6 aminoalkyl radical whose amine is protected by a (C1-C6 alkyl)carbonyl, carbamyl or (C1-C6 alkyl)sulphonyl radical;
- a C1-C6 carboxyalkyl radical;
- a C1-C6 cyanoalkyl radical;
- a C1-C6 carbamylalkyl radical;
- a C1-C6 trifluoroalkyl radical;
- a tri(C1-C6 alkyl)silyl-C1-C6 alkyl radical;
- a C1-C6 sulphonamidoalkyl radical;
- a (C1-C6-alkyl)carboxy-C1-C6 alkyl radical;
- a (C1-C6 alkyl)sulphinyl-C1-C6 alkyl radical;
- a (C1-C6 alkyl)sulphonyl-C1-C6 alkyl radical;
- a (C1-C6 alkyl)keto-C1-C6 alkyl radical;
- an N-(C1-C6 alkyl)carbamyl-C1-C6 alkyl radical;
- or an N-(C1-C6 alkyl)sulphonamido-C1-C6 alkyl radical;
- x and y are integers equal to 0 or 1;
- with the following conditions:
- in the unsaturated cationic groups of formula (II):
- when x is 0, the linker D is attached to the nitrogen atom,
- when x is 1, the linker D is attached to one of the ring members E, G, J or L,
- y can adopt the value 1 only:
- 1) when the ring members E, G, J and L are simultaneously a carbon atom and when the radical R6 is carried by the nitrogen atom of the unsaturated ring;
- or
- 2) when at least one of the ring members E, G, J and L is a nitrogen atom to which the radical R6 is attached;
- in the unsaturated cationic groups of formula (III):
- when x is 0, the linker D is attached to the nitrogen atom,
- when x is 1, the linker D is attached to one of the ring members E, G, J, L or M,
- y can adopt the value 1 only when at least one of the ring members E, G, J, L and M represents a divalent atom and when the radical R6 is carried by the nitrogen atom of the unsaturated ring;
- in the cationic groups of formula (IV):
- when x is 0, the linker is attached to the nitrogen atom which carries the radicals R7 to R9,
- when x is 1, two of the radicals R7 to R9 form, conjointly with the nitrogen atom to which they are attached, a 5- or 6-membered saturated ring as defined above, and the linker D is carried by a carbon atom of the said saturated ring;
- X− is chosen from a monovalent or divalent anion;
- with the proviso that:
- the number of cationic groups Z of formula (II), (III) or (IV) is at least 1.
A multi-compartment dyeing kit, comprising at least two separate compartments, wherein a first compartment contains a first compartment and a second compartment contains a second composition,
- wherein said first composition comprises at least one coupler chosen from compounds of formula (I) below and the addition salts thereof with an acid:
- in which:
- R1 is chosen from a hydrogen atom;
- a group Z;
- a C1-C4 alkyl radical;
- a C1-C4 monohydroxyalkyl radical;
- a C2-C4 polyhydroxyalkyl radical;
- a (C1-C4 alkoxy)-C1-C4 alkyl radical;
- a hydroxy(C1-C4 alkoxy)-C1-C4 alkyl radical;
- a C1-C4 aminoalkyl radical;
- a C1-C4 aminoalkyl radical whose amine is mono- or disubstituted by a C1-C4 alkyl radical, by an acetyl radical, by a C1-C4 monohydroxyalkyl radical or by a C2-C4 polyhydroxyalkyl radical;
- a (C1-C4 alkyl)-C1-C4 thioalkyl radical, a monohydroxy(C1-C4 alkyl)-C1-C4 thioalkyl radical;
- a polyhydroxy(C2-C4 alkyl)-C1-C4 thioalkyl radical;
- a C1-C4 carboxyalkyl radical;
- a (C1-C4 alkoxy)-C1-C4 carbonylalkyl radical;
- a C1-C4 acetylaminoalkyl radical;
- a C1-C4 cyanoalkyl radical;
- a C1-C4 trifluoroalkyl radical;
- a C1-C4 haloalkyl radical;
- a C1-C4 phosphoalkyl radical, and a C1-C4 sulphoalkyl radical;
- R2 and R3, which may be identical or different, are chosen from a hydrogen or halogen atom;
- a group Z;
- a group —NH—Z;
- a C1-C4 alkyl radical;
- a carboxyl radical;
- a (C1-C4 alkoxy)carbonyl radical or a formyl radical;
- R4 and R5, which may be identical or different, are chosen from a hydrogen or halogen atom;
- a group Z;
- a group —NH—Z;
- a C1-C4 alkyl radical;
- a C1-C4 alkoxy radical;
- an acetylamino radical;
- a C1-C5 monohydroxyalkyl radical;
- a C2-C4 polyhydroxyalkyl radical;
- a (C1-C4 alkoxy)-C1-C4 alkyl radical;
- a thiophene radical;
- a furan radical;
- a phenyl radical;
- an aralkyl radical in which the alkyl moiety is C1-C4;
- a phenyl radical or aralkyl radical in which the alkyl moiety is C1-C4, each substituted by a halogen atom, by a C1-C4 alkyl radical, by a trifluoromethyl radical, by a C1-C4 alkoxy radical, by an amino radical or by an amino radical which is mono- or disubstituted by a C1-C4 alkyl radical;
- a (C1-C4 alkyl)-C1-C4 aminoalkyl radical and a di(C1-C4 alkyl)-C1-C4 aminoalkyl radical;
- Z is chosen from the unsaturated cationic groups of formulae (II) and (III) below and the saturated cationic groups of formula (IV) below:
- in which:
- D is a linker which is an alkyl chain which is linear or branched and can be interrupted by at least one heteroatom and can be substituted by at least one hydroxyl or C1-C6 alkoxy radical and carry at least one ketone functional group;
- the ring members E, G, J, L and M, which may be identical or different, are chosen from a carbon, oxygen, sulphur or nitrogen atom;
- n is an integer ranging from between 0 and 4 inclusive;
- m is an integer ranging from between 0 and 5 inclusive;
- the radicals R, which may be identical or different, are chosen from a group Z, a halogen atom, a hydroxyl radical, a C1-C6 alkyl radical, a C1-C6 monohydroxyalkyl radical, a C2-C6 polyhydroxyalkyl radical, a nitro radical, a cyano radical, a C1-C6 cyanoalkyl radical, a C1-C6 alkoxy radical, a tri(C1-C6 alkyl)silyl-C1-C6 alkyl radical, an amido radical, an aldehydo radical, a carboxyl radical, a C1-C6 alkylcarbonyl radical, a thio radical, a C1-C6 thioalkyl radical, a (C1-C6 alkyl)thio radical, an amino radical, an amino radical protected by a (C1-C6 alkyl)carbonyl, carbamyl or (C1-C6 alkyl)sulphonyl radical;
- a group NHR″ or NR″R′″ in which R″ and R′″, which may be identical or different, are chosen from a C1-C6 alkyl radical, a C1-C6 monohydroxyalkyl radical and a C2-C6 polyhydroxyalkyl radical;
- R6 is chosen from a C1-C6 alkyl radical, a C1-C6 monohydroxyalkyl radical, a C2-C6 polyhydroxyalkyl radical, a C1-C6 cyanoalkyl radical, a tri(C1-C6 alkyl)silyl-C1-C6 alkyl radical, a (C1-C6 alkoxy)-C1-C6 alkyl radical, a C1-C6 carbamylalkyl radical, a (C1-C6 alkyl)-C1-C6 carboxyalkyl radical, a benzyl radical and a group Z of formula (II), (III) or (IV);
- R7, R8 and R9, which may be identical or different, are chosen from a C1-C6 alkyl radical, a C1-C6 monohydroxyalkyl radical, a C2-C6 polyhydroxyalkyl radical, a (C1-C6 alkoxy)-C1-C6 alkyl radical, a C1-C6 cyanoalkyl radical, an aryl radical, a benzyl radical, a C1-C6 amidoalkyl radical, a tri(C1-C6 alkyl)silyl-C1-C6 alkyl radical or a C1-C6 aminoalkyl radical whose amine is protected by a (C1-C6 alkyl)carbonyl, carbamyl or (C1-C6 alkyl)sulphonyl radical;
- where two of the radicals R7, R8 and R9 may also form, together with the nitrogen atom to which they are attached, a 5- or 6-membered saturated ring containing carbon or containing at least one additional heteroatom, it being possible for the said ring to be unsubstituted or substituted by a halogen atom, a hydroxyl radical, a C1-C6 alkyl radical, a C1-C6 monohydroxyalkyl radical, a C2-C6 polyhydroxyalkyl radical, a nitro radical, a cyano radical, a C1-C6 cyanoalkyl radical, a C1-C6 alkoxy radical, a tri(C1-C6 alkyl)silyl-C1-C6 alkyl radical, an amido radical, an aldehydo radical, a carboxyl radical, a C1-C6 ketoalkyl radical, a thio radical, a C1-C6 thioalkyl radical, a (C1-C6 alkyl)thio radical, an amino radical, or an amino radical protected by a (C1-C6 alkyl)carbonyl, carbamyl or (C1-C6 alkyl)sulphonyl radical;
- one of the radicals R7, R8 and R9 may also be chosen from a second group Z which may be identical to or different from the first said group Z;
- R10 is chosen from a C1-C6 alkyl radical;
- a C1-C6 monohydroxyalkyl radical;
- a C2-C6 polyhydroxyalkyl radical;
- an aryl radical;
- a benzyl radical;
- a C1-C6 aminoalkyl radical or a C1-C6 aminoalkyl radical whose amine is protected by a (C1-C6 alkyl)carbonyl, carbamyl or (C1-C6 alkyl)sulphonyl radical;
- a C1-C6 carboxyalkyl radical;
- a C1-C6 cyanoalkyl radical;
- a C1-C6 carbamylalkyl radical;
- a C1-C6 trifluoroalkyl radical;
- a tri(C1-C6 alkyl)silyl-C1-C6 alkyl radical;
- a C1-C6 sulphonamidoalkyl radical;
- a (C1-C6-alkyl)carboxy-C1-C6 alkyl radical;
- a (C1-C6 alkyl)sulphinyl-C1-C6 alkyl radical;
- a (C1-C6 alkyl)sulphonyl-C1-C6 alkyl radical;
- a (C1-C6 alkyl)keto-C1-C6 alkyl radical;
- an N-(C1-C6 alkyl)carbamyl-C1-C6 alkyl radical;
- or an N-(C1-C6 alkyl)sulphonamido-C1-C6 alkyl radical;
- x and y are integers equal to 0 or 1;
- with the following conditions:
- in the unsaturated cationic groups of formula (II):
- when x is 0, the linker D is attached to the nitrogen atom,
- when x is 1, the linker D is attached to one of the ring members E, G, J or L,
- y can adopt the value 1 only:
- 1) when the ring members E, G, J and L are simultaneously a carbon atom and when the radical R6 is carried by the nitrogen atom of the unsaturated ring;
- or
- 2) when at least one of the ring members E, G, J and L is a nitrogen atom to which the radical R6 is attached;
- in the unsaturated cationic groups of formula (III):
- when x is 0, the linker D is attached to the nitrogen atom,
- when x is 1, the linker D is attached to one of the ring members E, G, J, L or M,
- y can adopt the value 1 only when at least one of the ring members E, G, J, L and M represents a divalent atom and when the radical R6 is carried by the nitrogen atom of the unsaturated ring;
- in the cationic groups of formula (IV):
- when x is 0, the linker is attached to the nitrogen atom which carries the radicals R7 to R9,
- when x is 1, two of the radicals R7 to R9 form, conjointly with the nitrogen atom to which they are attached, a 5- or 6-membered saturated ring as defined above, and the linker D is carried by a carbon atom of the said saturated ring;
- X− is chosen from a monovalent or divalent anion;
- with the proviso that:
- the number of cationic groups Z of formula (II), (III) or (IV) is at least 1, and
- wherein said second composition comprises at least one oxidizing agent.
Dependencies are inferred from the claim text.