Dyes of the anthraquinone, perylene tetracarboxylic acid diimide, pyrene-quinone and perinaphthalene tetracarboxylic acid diimide series

    公开(公告)号:GB924258A

    公开(公告)日:1963-04-24

    申请号:GB498361

    申请日:1961-02-10

    Applicant: BASF AG

    Abstract: The invention comprises anthraquinone, pyrene-quinone, perylenetetracarlboxylic acid diimide and perinaphthalene-tetracarboxylic acid diimide dyes which contain at least one group of the formula 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.

    Polymer dispersions and a process for their production

    公开(公告)号:GB919926A

    公开(公告)日:1963-02-27

    申请号:GB1581361

    申请日:1961-05-02

    Applicant: BASF AG

    Abstract: Ethylenically unsaturated compounds are polymerized in aqueous emulsion in the presence of a radical-forming catalyst and, as an emulsifier, a water-soluble salt of an ethanesulphonic acid of the formula R-X-CH2-CH2-SO3M wherein M is a monovalent metal or ammonium, X is oxygen or sulphur and R is a straight chain or unsaturated hydrocarbon radical with at least 6 carbon atoms or the radical of a polyethylene glycol alkyl ether the alkyl radical of which is a straight chained or branched, saturated or unsaturated, hydrocarbon radical with at least 6 carbon atoms, e.g. the sodium salts of 2-(dodecylmercapto)-ethane sulphonic acid and the adducts of decyl and tridecyl alcohols with methyl vinyl sulphonate. Polymerizable monomers specified are methyl, ethyl and butyl acrylates, acrylonitrile, methacrylic esters, vinyl and vinylidene chlorides, vinyl naphthalene, vinyl methyl ketone, vinyl acetate and propionate, vinyl caprolactam, butadiene, isoprene, chloroprene, ethylene, vinyl ethers and esters and nitriles of maleic, fumaric and itaconic acids, which monomers may be polymerized alone or in admixture with each other or with other monomers, e.g. acrylic, methacrylic, chloroacrylic, maleic, fumaric and itaconic acids, acrylamide, methacrylamide and vinyl pyrrolidone. Catalysts specified are azodiisobutyramide, salts of persulphuric and peracetic acids, benzoyl peroxide and cumene hydroperoxide. The peroxidic catalyst may be activated by compounds such as sulphites, sugar and ascorbic acid. The ethane sulphonic emulsifiers may be used alone or in conjunction with conventional emulsifiers or protective colloids, e.g. gelatin, polyvinyl pyrrolidone and polyvinyl ether. Polymerization may be carried out with the addition of monomer during the course of the reaction. An example (2) describes the preparation of a vinylpropionate-butyl acrylate copolymer.

    Improvements in the production of vinyl sulphonic esters

    公开(公告)号:GB886365A

    公开(公告)日:1962-01-03

    申请号:GB768560

    申请日:1960-03-04

    Applicant: BASF AG

    Abstract: Vinyl sulphonic esters are prepared by reacting b -chloroethene sulphochloride with at least two molar equivalents of an alcoholate of a metal of Periodic Group Ia or IIa, or at least one equivalent of an alcohol in the presence of at least two equivalents of a hydroxide of a metal of Group Ia, II, IIIa or IIIb, or ammonia or an amine, preferably dissolved or suspended in an organic solvent at a pH below 8, and separating the sulphonic acid ester from the chloride or hydrochloride. The b -chlorethane may be substituted in the a - or b -position by alkyl, halogenalkyl, aralkyl or aryl radicals, which may have 1 to 12 carbon atoms in the a - or b - position, e.g. 1,3-dichloropropane-2-sulphochloride, 1, 2 - dichlopropane - 3 - sulpho - chloride, 2-chloropropane-1-sulphochloride, 2,3-dichlorobutane-1-sulphochloride, and 1-chlor-1-phenylethane sulphochloride and the alcohols may be primary or secondary aliphatic, cycloaliphatic araliphatic or aliphatic-aromatic, linear or branched, monohydric or polyhydric, containing from 1 to 18 carbon atoms, for example, methanol, ethanol, propanol, butanol, hexanol, octanol, the corresponding iso-alcohols, cyclohexanol, ethylene glycol, glycerine, and benzyl alcohol. The alcoholates mentioned are those of lithium, sodium, potassium, magnesium and calcium, and the hydroxides which may be present are sodium, potassium, magnesium, calcium barium, zinc, cadmium, aluminium and ammonium and primary, sec- and t-amines are also tested. The reaction is carried out preferably at between -30 DEG C. and 20 DEG C. in an inert solvent, or in the alcohol or reaction product of the process, and inhibitors such as hydroquinone may be present. Free acid or salts may be obtained by saponification or alkaline saponification respectively. Examples describe the reaction of b -chloroethane sulphochloride with sodium methylate, sodium hydroxide dissolved in alcohol, and ammonia with methanol, ethanol, and butanol, to form the vinyl sulphonic acid methyl, ethyl and n-butyl esters.

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