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3-Trifluoromethyl-4-aryl-5-aminopyrazoles
| Details |
Inventors: Coispeau, Gerard Emile Edgard;
Assignee: Produits Chimiques Ugine Kuhlmann (Paris, FR)
Primary Examiner: Trousof; Natalie
Assistant Examiner: Harkaway; Natalia
Attorney, Agent or Firm: Beveridge, DeGrandi, Kline & Lunsford
Azopyrazolium dyes of the formula: ##STR1## in which R.sub.1 represents an alkyl group or a phenyl group which may be substituted with a halogen atom or with a nitro, alkoxy or alkyl group; R.sub.2 represents an alkyl group; R.sub.3 represents an atom of hydrogen or halogen; R.sub.4 represents the residue of a coupler R.sub.4 H free of a sulfonic or carboxylic group; and X.sup.- represents a monovalent anion, and 3-trifluoromethyl-4-aryl-5-amino pyrazoles of the formula ##STR2## in which R.sub.3 and R.sub.4 have the same meanings as above and R'.sub.1 represents a hydrogen atom, an alkyl group, or a phenyl group which may be substituted with a halogen atom or with a nitro, alkoxy or alkyl group, are disclosed; methods are disclosed for making these compounds and using them, e.g., for using the pyrazoles to form the dyes. |
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DETAILED DESCRIPTION I claim: 1. A compound which is a 3-trifluoromethyl-4-aryl-5-aminopyrazole represented by the formula: ##STR9## in which R. sub. 1 represents hydrogen, alkyl containing 1 to 4 carbon atoms or phenyl which may be substituted with halogen, nitro, alkoxy containing 1 or 2 carbon atoms or alkyl containing 1 to 4 carbon atoms, and R. sub. 3 represents hydrogen or halogen. 2. A compound according to claim 1 wherein R. sub. 1 is hydrogen, methyl, phenyl, chlorophenyl, nitrophenyl, tolyl or methoxyphenyl, and R. sub. 3 is hydrogen or chlorine.
Description:
The present invention relates to new azopyrazolium dyes, which may be utilized for the dyeing of synthetic fibers having an acidic nature, such as those based on polymers or copolymers of acrylonitrile. In a further aspect, the present invention relates to new pyrazole compounds which may be used for the preparation of these dyes. In a still further aspect, the present invention relates to methods of making the aforementioned dyes and compounds and to methods for using the dyestuffs. The dye according to the invention may be represented by the general formula: ##STR3## in which R. sub. 1 represents an alkyl group or a phenyl group which may be substituted with a halogen atom or with a nitro, alkoxy or alkyl group; R. sub. 2 represents an alkyl group; R. sub. 3 represents an atom of hydrogen or halogen; R. sub. 4 represents the residue of a coupler R. sub. 4 H free of a sulfonic or carboxylic group; and X. sup. - represents a monovalent anion. The alkyl groups preferably contain 1 to 4 carbon atoms, and the alkoxy groups 1 or 2 carbon atoms. The halogen preferably may be chloro or bromo. The coupler of formula R. sub. 4 H can be any one of the couplers usually used for the synthesis of cationic azo dyes. These are known in the art and includes, for example, the series of aromatic amines such as N,N-diethyl-meta-toluidine; N,N-dimethylaniline; N,N-diethyl-meta-anisidine; N-ethyl-N-cyanoethyl-aniline; N,N-diethyl-N'-acetyl-meta-phenylenediamine; N,N-diethyl-2,5-diethoxyaniline; N,N-dimethyl-2,5-dimethylaniline; N-(2-diethylaminoethyl)-N-ethyl-meta-toluidine; N-trifluoroethyl-N-ethyl-metatoluidine; N-ethyl-N-succinimidoethyl-meta-toluidine; N,N-diethyl-metachloroaniline; N-ethyl-N-cyanoethyl-meta-toluidine; N-phenyl-morpholine; N-methyl-diphenylamine; and N-(para-methoxyphenyl)-alpha-naphthylamine
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