Abstract:
The invention concerns novel di-benzene oxidation bases comprising at least a cationic group Z, Z being selected among quaternized aliphatic chains, aliphatic chains containing at least one quaternized saturated cycle, and aliphatic chains containing at least one quaternized unsaturated cycle, their use for oxidation dyeing of keratin fibres, dyeing compositions containing them and dyeing methods using them.
Abstract:
PROBLEM TO BE SOLVED: To obtain a new cationic aminodianthraquinone compound containing a specific cationic group, exhibiting high solubility in dyeing medium, forming deep color resistant to light, or the like, and useful as a direct dye especially for the dyeing of human keratin fiber such as hair. SOLUTION: The objective compound is expressed by formula I (B is preferably a 1-14 alkyl chain which may contain one or more inserted groups Z, or the like, one or more substituents such as OH and one or more ketone groups supported on the chain; R1 to R4 and R'1 to R'4 are each H, or the like; R5 and R'5 are each H, or the like; Z is a group of formula II, or the like; D is preferably a 1-14C alkyl chain which may contain one or more inserted hetero atoms such as O, one or more substituents such as OH and one or more ketone groups supported on the chain; R8 to R10 are each an aryl, or the like; R11 is benzyl, or the like; (x) is 0 or 1; X- is a univalent or bivalent anion; the number of the group Z is >=1), preferably a compound of formula III, or the like. The compound of formula I can be produced by the condensation of one molecule of a compound having two t-amines separated by a bond B and two molecules of an anthraquinone compound containing a haloalkyl group.
Abstract:
PROBLEM TO BE SOLVED: To provide the subject new compound useful as a direct dye highly soluble in a dyeing medium, exhibiting fastness and retaining power by direct dyeing and giving improved color tone compared with conventional cationic nitrophenylenediamine compound. SOLUTION: The objective compound is expressed by formula I [R1 to R4 are each H, an unsaturated cationic group of formula II or III, a saturated cationic group of formula IV (D is a linkage having a 1-14C alkyl chain; E, G, J, L and M are each C, O, S or N; (n) is 0-4; (m) is O-5; R is a halogen or the like; R8 is a 1-6C alkyl or the like; R9 to R11 are each a 1-6C alkyl, an aryl, benzyl or the like; R12 is an aryl or the like; (x) and (y) are each 0 or 1; X- is a univalent or bivalent anion), a 1-6C alkyl or the like; R5 and R6 are each H, a halogen, a 1-6C alkylcarbonyl or the like; R7 is H or a 1-6C alkyl], e.g. the compound of formula V. The compound of formula I can be produced e.g. by condensing a compound carrying a t-amine group with a nitrophenylenediamine having a haloalkyl group.
Abstract:
PROBLEM TO BE SOLVED: To obtain a new compound for subjecting human keratin fibers such as hairs to oxidative dyeing. SOLUTION: This compound is expressed by the formula (B is a 1-14C alkyl, a bonding or the like; R1-R3 and R1'-R3' are each one of respective two bonding valences in the bonding B, H, a halogen or the like; R4, R5, R7, R8, R4', R5', R7' and R8' are each one of respective two bonding valences in the bonding B, H, a 1-6C alkyl or the like), e.g. 1,3-bis[3- 3-[(2-aminoanilino)-N-propyl]}-3H- imidazol-1-ium]propane-dibromide. The compound of the formula is synthesized by, e.g. starting from heating an aqueous solution of a mixture of 3-imidazol-1- ylpropylamine with potassium carbonate.
Abstract:
PROBLEM TO BE SOLVED: To provide dyeing affording extensive hues with a desired intensity without any toxicological defects, exhibiting excellent resistance to external actions such as actions of light, perspiration or shampooing to which the keratin fibers can be exposed and nonselective over the total length of the keratin fibers in dyeing the keratin fibers. SOLUTION: This new monobenzene oxidation base comprises at least one cationic group Z bearing at least one cyclized or non-cyclized quaternary ammonium unit. The monobenzene oxidation base is used for oxidation dyeing of the keratin fibers. The dyeing composition comprises the monobenzene oxidation base and the method for the oxidation dyeing uses the monobenzene oxidation base.
Abstract:
PROBLEM TO BE SOLVED: To obtain a direct dye resistant to various treatment to be applied to a keratinous material, especially keratin fiber such as hair, useful for the dyeing of the material and giving a dyeing composition having varied colors by using a specific dibenzene-type nitro compound. SOLUTION: The compound to be used in the objective dye is expressed by formula I [B is a linkage having a 1-14C alkyl chain; R1 to R3 and R1' to R3' are each H, an unsaturated cationic group of formula II or III, a saturated cationic group of formula IV (D is a linkage having a 1-14C alkyl chain, E, G, J, L and M are each C, O, S or N; (n) is 0-4; (m) is 0-5; R is a halogen or the like; R7 is a 1-6C alkyl or the like; R8 to R10 are each a 1-6C alkyl, an aryl, benzyl or the like; R11 is an aryl or the like; (x) and (y) are each 0 or 1; X- is a univalent or bivalent anion), a 1-6C alkyl or the like; R4, R5, R4' and R5' are each H, a halogen, a 1-6C alkyl, an aryl or the like] (e.g. the compound of formula V). A dyeing composition useful as a direct dye can be produced by including the compound of formula I in an amount of 0.005-12 wt.%.
Abstract:
PROBLEM TO BE SOLVED: To obtain the subject new compound suitable as an autoxidative compound for oxidative dyeing use or coupler or oxidative base and exhibiting high resistance to various treatments on keratin fiber. SOLUTION: This new compound is a compound of formula I (R1 to R3 are each H, a halogen, 1-6C alkylcarbonyl or the like; R4, R'4, R5 and R'5 are each H, a 1-6C alkyl, 1-6C monohydroxyalkyl, 2-6C polyhydroxyalkyl or the like) or an acid addition salt thereof, e.g. [2-(2-aminophenylamino) ethyl]trimethylammonium monochloride monohydrate. The compound of formula I is easily obtained, for example, by reducing the corresponding cationic nitro compound (cationic o-nitroaniline compound). The other objective dyeing composition affording intense coloration in a wide range of color tones can be obtained by including 0.0005-12 wt.% of the compound of formula I based on the whole amount of the composition.
Abstract:
PROBLEM TO BE SOLVED: To obtain the subject compound usable for oxidation dyeing of keratin fiber such as human hair, etc., by arbitrarily substituting the 5-position of a benzene nucleus. SOLUTION: The amine functional group at the 1-position and the alcohol functional group at the 2-position of a benzene nucleus of a 2-hydroxy alkylaniline in which the 5-position of the benzene nucleus is substituted with a halogen atom or a 1-6C alkyl group are protected to give a compound, which is nitrated at the 4-position of the benzene nucleus, then the amine functional group at the 1-position of the benzene nucleus and the alcohol functional group at the 2-position of the benzene nucleus of the obtained compound are deprotected. The obtained compound is further subjected to the reduction reaction of the nitro group at the 4-position and, in the case of a 5-halogenated compound, dehalogenation is simultaneously carried out to give the objective compound, preferably a compound of the formula ((n) is 1-4; R is H, a halogen, a 1-6C alkyl or the like; R1 to R4 are each H, a 1-6C alkyl, a 1-6C monohydroxyalkyl or the like).
Abstract:
PROBLEM TO BE SOLVED: To obtain the novel subject compound having excellent resistance to various treatments by which keratin fibers would be processed, useful as a direct dye capable of attaining strong coloring in a wide range of color tones by bringing the compound to have a specific cationic group. SOLUTION: This cationic aminoanthraquinone is a compound expressed by formula I R1 to R4 are each H, a halogen, a group of Z or the like; R5 is H, a group of Z or the like; Z is an unsaturated cationic group expressed by formula II or III [D is preferably a bond expressing a 1-14C alkyl chain, E, G, J, L and M are each C, O, S or N; (n) is 0-4; (m) is 0-5; R is a Z group or the like; R7 and R11 are each a 1-6C alkyl or the like; (x) and (y) are each 0 or 1; and X- is a univalent or divalent amino or a saturated cationic group expressed by formula IV (R8 to R10 are each a 1-6C alkyl or the like)], e.g. 1-[2-(9,10-dioxo-9,10-dihydroanthracen-1-ylamino)ethyl]-3-methyl-3H-im idazol-1-ium- bromide. The compound of the formula is obtained by, e.g. condensing a compound carrying a tertiary amine group with a haloalkyl-containing anthraquinone.
Abstract:
PROBLEM TO BE SOLVED: To obtain a composition which comprises a specific phenyl-azo-benzene compound and an acid adduct salt thereof, has good durability, can give various strong color tones, and is used for dyeing keratin substances such as human hair. SOLUTION: This composition for dyeing keratin fibers comprises a compound of the formula [R1-R3 and R'1-R'3 are H, a halogen, a 1-6C alkylcarbonyl or the like; A is NR4R5 group (R4 and R5 are H, a 1-6C alkyl or the like), OR6 group (R6 is H, a 1-6C monohydroxyalkyl or the like)], and their acid adduct salts (preferably hydrochloride), preferably bis[2-(3-methyl-3H-imidazol-1- ium)ethyl] [4-(4-nitrophenylazo)phenyl]amine-dichloride-monohydrate or the like. The composition preferably has a pH value of 3-12. It is preferable that the compound of the formula is contained in a concentration of 0.005-12 wt.% based on the whole weight of the composition.