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Dyes of the anthraquinone, perylene tetracarboxylic acid diimide, pyrene-quinone and perinaphthalene tetracarboxylic acid diimide series
Dyes of the anthraquinone, perylene tetracarboxylic acid diimide, pyrene-quinone and perinaphthalene tetracarboxylic acid diimide series
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机译:蒽醌,per四羧酸二酰亚胺,pyr醌和萘四甲酸二酰亚胺系列染料
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摘要
The invention comprises anthraquinone, pyrene-quinone, perylenetetracarlboxylic acid diimide and perinaphthalene-tetracarboxylic acid diimide dyes which contain at least one group of the formula FORM:0924258/IV(a)/1 attached by way of an amino group, where X is a hydrazino or substituted hydrazino radical and Y is chlorine, bromine, hydroxyl, sulphhydryl, sulphonic acid, primary, secondary or tertiary amino, an ether or thioether group or a hydrazino or substituted hydrazino radical. The dyes are made by reacting cyanuric chloride or bromide with hydrazine or a substituted hydrazine and an anthraquinone, pyrene-quinone, perylene- or perinaphthalenetetracarboxylic acid diimide dye containing a primary or secondary amino group and preferably containing a water-solubilizing group and then if desired hydrolysing the remaining triazine halogen atom or treating it with a metal sulphite or sulphide, ammonia, a primary or secondary amine, an alcoholate, a mercaptan, hydrazine or a substituted hydrazine. Anthraquinone dyes include those derived from pyranthrone, violanthrone, isoviolanthrone and benzanthrone. Substituted hydrazines specified are methylhydrazine, N:N-dimethylhydrazine,1 acetylhydrazine, phenylhydrazine, phenylhydrazine-3-sulphonic acid, semicarbazide, thiosemicarbazide, aminoguanidine, hydrazo dicarboxylic acid amide, 2:3:6:7:9:10-hexa-aza-decahydronaphthalene, maleic hydrazide, phthalic hydrazide, N-aminoethylurethane, N-aminopiperazine, 2:4:6-trihydrazino-1:3:5-triazine, pyrazoline and hexahydropyridazine. The dyes may be converted to their methylol compounds by reaction with formaldehyde for example at pH 7,5, and thence to the corresponding ethers or esters. Examples are given. The dyes dye and print textile materials of wool, silk or polycaprolactam and dye leather or paper. The methylol compounds or their esters or ethers dye or print textile materials of natural or regenerated cellulose in the presence of hardenable aminoplast-forming substances or their precursors and acids or acid-reacting substances and if desired aldehydes such as formaldehyde. The dyes are then fixed by a heat treatment. In examples (1) cotton fabric is padded with an aqueous solution of a dye of the above formula containing dimethylolethylene urea and ammonium nitrate, heated and washed to give a crease-resistant fabric, or the dimethylol ethylene urea may be omitted; cotton fabric treated with caustic potash solution is padded with an aqueous liquor containing a dye of the above formula, dimethylolbutane diol diurethane, dimethyl dimethylolurea, polyacrylamide, polyethylene diamine, an aqueous suspension of the condensation product of stearic acid and dihydroxyethyl diethylene triamine and ammonium nitrate, dried, schreinerized and heated; (3) cotton fabric is padded with an aqueous solution of a dye of the above formula, 1:3-dimethylol-5-methylperhydrotriazone-(2) and monoammonium phosphate and dried and heated.
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