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US 2006/0230548 A1Published application
Reductive colorant for keratin fibres
OwnerMarkus Speckbacher, Hans-Jurgen Brauninventors
Life of this patent
Estimating the term…
Abstract
Agent for colouring keratin-containing fibres, in particular human hair, comprising a) ascorbic acid, b) at least one oxime compound and c) at least one reactive carbonyl compound, and method of colouring hair using this agent.
Claims8
An agent for colouring keratin-containing fibres, comprising a) ascorbic acid, b) at least one oxime compound of the formula A1-A23;
- in which
- R1 is a cyano group, a substituted or unsubstituted aryl group or a substituted or unsubstituted, saturated or unsaturated heterocycle or a group —C—(O)—R3, where R3 is a hydrogen atom or a C1-C6-alkyl group;
- R2 is a cyano group, a substituted or unsubstituted C1-C6-alkyl group, a C3-C6-cycloalkyl group, a substituted or unsubstituted aryl group or a substituted or unsubstituted aminoaryl group or a substituted or unsubstituted, saturated or unsaturated heterocycle;
- R4 is a cyano group, a substituted or unsubstituted aryl group, a substituted or unsubstituted, saturated or unsaturated heterocycle or a group —C—(O)—R6, where R6 is a hydrogen atom or a C1-C6-alkyl group;
- R5 is a substituted or unsubstituted C2-C6-alkyl group, a C3-C6-cycloalkyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted aminoaryl group, a substituted or unsubstituted, saturated or unsaturated heterocycle;
- in which R7 and R8 may be identical or different and, independently of one another, are a substituted or unsubstituted aryl group, an aryl-C1-C4-alkyl group, a substituted or unsubstituted, saturated or unsaturated heterocycle, a substituted or unsubstituted C1-C6-alkyl group, an acetyloxy group, a C3-C6-cycloalkyl group, a substituted or unsubstituted aminoaryl group, where R7 may be a C1-C6-alkoxy group;
- R9 is a hydrogen atom or a substituted or unsubstituted C1-C6-alkyl group;
- R10 and R11 may be identical or different and, independently of one another, are a substituted or unsubstituted aryl group, an aryl-C1-C4-alkyl group, a C1-C6-alkyl group, a C3-C6-cycloalkyl group, a C2-C6-alkylene group or a bicycle bonded via the radicals R10 and R11;
- X is an oxygen atom or a sulphur atom;
- D is an oxygen atom, a sulphur atom, a sulphoxyl group, a sulphonyl group or a group N—R12a, where R12a is a hydrogen atom or a substituted or unsubstituted C1-C6-alkyl group;
- and R12 and R13, independently of one another, are a hydrogen atom, a fluorine atom, a chlorine atom, a bromine atom, a hydroxyl group, a nitro group, a C1-C6-alkyl group, a C1-C6-alkoxy group, a carboxamide group, a sulphonamide group, a carboxyl group, a C1-C4-acyl group, a cyano group or an amino group —NR14R15. where R14 and R15, independently of one another, are a hydrogen atom or a C1-C6-alkyl group;
- E is an oxygen atom, a sulphur atom or a group 1NR7, where R17 is a hydrogen atom or a substituted or unsubstituted C1-C6-alkyl group;
- R16 is a hydrogen atom, a fluorine atom, a chlorine atom, a bromine atom, a hydroxyl group, a nitro group, a C1-C6-alkyl group, a C1-C6-alkoxy group, a carboxamide group, a sulphonamide group, a carboxyl group, a C1-C4-acyl group, a cyano group or an amino group —NR18R19, where R18 and R19, independently of one another, are a hydrogen atom or a C1-C6-alkyl group;
- R20 is a hydrogen atom, a halogen atom, a hydroxyl group, a nitro group, a C1-C6-alkoxy group or a substituted or unsubstiturted C1-C6-alkyl group;
- R21 is a hydrogen atom or a C1-C4-alkyl group;
- R22 is a hydrogen atom, a halogen atom, a hydroxyl group, a nitro group, a C1-C6-alkyl group, a C1-C6-alkoxy group, a carboxyl group, a carboxamide group, a cyano group or an amino group —NR23R24, where R23 and R24, independently of one another, are a hydrogen atom or a C1-C6-alkyl group;
- Z is an oxygen atom or a group —NR26, where R26 is a hydrogen atom or a C1-C6-alkyl group;
- Z′ is a sulphur atom or a group —NR27, where R27 is a hydrogen atom or a C1-C6-alkyl group;
- R25 is a hydrogen atom, a C1-C6-alkyl group or a C1-C4-carboxyalkyl group;
- R28 and R29 may be identical or different and, independently of one another, are a hydrogen atom, a fluorine atom, a chlorine atom, a bromine atom, a hydroxyl group, a nitro group, a C1-C6-alkyl group, a C1-C6-alkoxy group, a carboxamide group, a sulphonamide group, a carboxyl group, a C1-C4-acyl group, a cyano group or an amino group —NR30R31, where R30 and R31, independently of one another, are a hydrogen atom or a C1-C6-alkyl group;
- R32 and R33 may be identical or different and, independently of one another, are a hydrogen atom, a fluorine atom, a chlorine atom, a bromine atom, a hydroxyl group, a nitro group, a C1-C6-alkyl group, a C1-C6-alkoxy group, a carboxamide group, a sulphonamide group, a carboxyl group, a C1-C4-acyl group, a cyano group or an amino group —NR35R36, where R35 and R36, independently of one another, are a hydrogen atom or a C!-C6-alkyl group:
- R34 is a hydrogen atom or a C1-C6-alkyl group;
- R37 and R38 may be identical or different and, independently of one another, are a hydrogen atom, a fluorine atom, a chlorine atom, a bromine atom, a hydroxyl group, a nitro group, a C1-C6-alkyl group, a C1-C6-alkoxy group, a carboxamide group, a sulphonamide group, a carboxyl group, a C1-C4-acyl group, a cyano group or an amino group —NR39R40, where R39 and R40, independently of one another, are a hydrogen atom or a C1-C6-alkyl group;
- G is a fused, substituted or unsubstituted aromatic or heteroaromatic ring to which a further aromatic or heteroaromatic ring may additionally be fused;
- R41 and R42 may be identical or different and, independently of one another, are a hydrogen atom or a substituted or unsubstituted C1-C6-alkyl group;
- M1 is an oxygen atom, a sulphur atom or an NH group;
- and M2 and M3 may be identical or different and, independently of one another, are an oxygen atom or an NH group;
- R43 is a substituted or unsubstituted C1-C6-alkyl group;
- R44 is a substituted or unsubstituted aryl group or an aryl-C1-C4-alkyl group, a substituted or unsubstituted, saturated or unsaturated heterocycle, a substituted or unsubstituted C1-C6-alkyl group, an acetyloxy group, a C3-C6-cycloalkyl group, a C1-C6-alkoxy group or a substituted or unsubstituted aminoaryl group;
- and
- X− is a counterion;
- and c) at least one reactive carbonyl compound of the formula B1-B17;
- in which
- R45 is a substituted or unsubstituted aryl group to which a further aromatic ring may optionally also be fused, a substituted or unsubstituted, saturated or unsaturated heterocycle;
- n is 0, 1,2 or 3;
- R46 is a C1-C6-alkyl group, a substituted or unsubstituted aryl radical or a substituted or unsubstituted, saturated or unsaturated heterocycle;
- R47 is a pyrrole radical, an imidazole radical, a pyrazole radical, a indole radical, a pyrrolidine radical, a morpholine radical, a dimethylamine radical, a phenol radical or a thiophenol radical, where these radicals are in each case bonded to the general formula B2 via the heteroatom;
- R48 and R49 may be identical or different and, independently of one another, are a substituted or unsubstituted aryl group, an aryl-C1-C4-alkyl group, a substituted or unsubstituted, saturated or unsaturated heterocycle, a substituted or unsubstituted C1-C6-alkyl group, an acetyloxy group, a C3-C6-cycloalkyl group or a substituted or unsubstituted aminoaryl group, and R48 may be a C1-C6-alkoxy group;
- D has the abovementioned meaning;
- R50 and R51 may be identical or different and, independently of one another, are a hydrogen atom, a fluorine atom, a chlorine atom, a bromine atom, a hydroxyl group, a nitro group, a C1-C6-alkyl group, a C1-C6-alkoxy group, a carboxamide group, a sulphonamide group, a carboxyl group, a C1-C4-acyl group, a cyano group or an amino group —NR52R53, where R52 and R53, independently of one another, are a hydrogen atom or a C1-C6-alkyl group;
- E has the abovementioned meaning;
- R54 is a hydrogen atom, a fluorine atom, a chlorine atom, a bromine atom, a hydroxyl group, a nitro group, a C1-C6-alkyl group, a C1-C6-alkoxy group, a carboxamide group, a sulphonamide group, a carboxyl group, a C1-C4-acyl group, a cyano group or an amino group —NR55R56, where R55 and R56, independently of one another, are a hydrogen atom or a C1-C6-alkyl group;
- R57 is a hydrogen atom, a halogen atom, a hydroxyl group, a nitro group, a C1-C6-alkoxy group or a substituted or unsubstituted C1-C6-alkyl group;
- R58 is a hydrogen atom or a C1-C4-alkyl group;
- R59 is a hydrogen atom, a halogen atom, a hydroxyl group, a nitro group, a C1-C6-alkyl an amino group —NR60R61, where R60 and R61, independently of one another, are a hydrogen atom or a C1-C6-alkyl group;
- R62 and R63 may be identical or different and, independently of one another, are a hydrogen atom, a fluorine atom, a chlorine atom, a bromine atom, a hydroxyl group, a nitro group, a C1-C6-alkyl group, a C1-C6-alkoxy group, a carboxamide group, a sulphonamide group, a carboxyl group, a C1-C4-acyl group, a cyano group or an amino group —NR64R65, where R64 and R65, independently of one another, are a hydrogen atom or a C1-C6-alkyl group;
- in which G has the abovementioned meaning;
- R66 and R67 may be identical or different and, independently of one another, are a C1-C6-alkyl group or a substituted or unsubstituted aryl group;
- and
- R68 is a substituted or unsubsituted C1-C6-alkyl group, a C1-C6-alkylene group or a substituted or unsubstituted aryl group.
47 more elements
Dependencies are inferred from the claim text.