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    Dyes of the anthraquinone, perylene tetracarboxylic acid diimide, pyrene-quinone and perinaphthalene tetracarboxylic acid diimide series
    3.
    发明专利
    Dyes of the anthraquinone, perylene tetracarboxylic acid diimide, pyrene-quinone and perinaphthalene tetracarboxylic acid diimide series 未知

    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

    Inventor： BAUMANN HANS ,  DISTLER HARRY ,  MERKEL KARL ,  TARTTER ARNOLD ,  WEISSAUER HERMANN ,  WERNER HEINZ-ULRICH

    IPC: C09B3/00 ,  C09B62/04 ,  C09B62/06

    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.

    New dyes of the tetrazaporphin series
    5.
    发明专利
    New dyes of the tetrazaporphin series 未知

    公开(公告)号：GB921250A

    公开(公告)日：1963-03-20

    申请号：GB498561

    申请日：1961-02-10

    Applicant: BASF AG

    Inventor： BAUMANN HANS ,  DISTLER HARRY ,  MERKEL KARL ,  TARTTER ARNOLD ,  WEISSAUER HERMANN ,  WERNER HEINZ-ULRICH

    IPC: C09B47/08 ,  C09B62/10

    Abstract: The invention comprises water-soluble or insoluble tetrazaporphin dyes which contain attached via an amino group, at least one group of the formula where X is a hydrazine or an alkyl or acyl substituted hydrazine group and Y is chlorine, bromine, hydroxyl, mercapto, sulphonic acid, a primary, secondary or tertiary amino group, an ether or thioether group or a hydrazine or substituted hydrazine group. The dyes are made by condensing at temperatures of up to 40 DEG C. one mole of cyanuric chloride or bromide in either order with one mole of a tetrazaporphin dye containing at least one primary or secondary amino group and one mole of hydrazine or an alkyl or acyl hydrazine, the remaining halogen atom on the triazine ring if desired being replaced by a hydroxyl group by hydrolysis or by a mercapto, sulphonic acid, a primary, secondary or tertiary amino, an ether, thioether, hydrazine or substituted hydrazine group by treatment at temperatures of up to 100 DEG C. with a metal sulphite or sulphide, ammonia, a primary or secondary amine, an alcoholate or mercaptan or hydrazine or a hydrazine derivative. The methylol compounds of the dyes are made by reaction of the above dyes with formaldehyde. Examples are given. The water-soluble dyes dye and print wool, silk or polycaprolactam fibres and dye leather and paper. The methylol compounds of the dyes and the esters and ethers thereof dye and print textile materials of natural or regenerated cellulose, and these or the dyes themselves may be applied together with hardenable amino-plast forming substances or precursers thereof and possibly with aldehydes such as formaldehyde in the presence of acids or acid-reacting compounds such as ammonium chloride and the fabric then subjected to heat treatment. In examples cotton fabric is dyed with an aqueous solution containing one of the above dyes and either (1) 1:3-dimethylol-5-methyl perhydrotriazone-2 and monoammonium phosphate, or (3) dimethylol-dihydroxyethylene urea and ammonium nitrate, and the fabric is then heated. Specification 827,569 is referred to.

    A process for dyeing and printing with hydrazine derivatives of tetrazaporphin dyes and textile materials dyed therewith
    6.
    发明专利
    A process for dyeing and printing with hydrazine derivatives of tetrazaporphin dyes and textile materials dyed therewith 未知

    公开(公告)号：GB899899A

    公开(公告)日：1962-06-27

    申请号：GB3359360

    申请日：1960-09-30

    Applicant: BASF AG

    Inventor： DISTLER HARRY ,  MERKEL KARL ,  MUELLER ROLAND ,  TARTTER ARNOLD ,  WEISSAUER HERMANN ,  WERNER HEINZ-ULRICH

    IPC: C09B47/12 ,  C09B47/26 ,  D06P1/00

    Abstract: Textile materials, such as those of natural or regenerated cellulose, cellulose esters, polyamides, polyesters or polyacrylonitrile, are dyed or printed, and if desired quality finished, by applying a dye of the tetrazaporphin series, such as a metallised or unmetallised phthalocyanine, which contains one or more sulphonic acid hydrazide groups. or an N-methylol or etherified N-methylol derivative of such a dye, and also applying, together with or after the dye, an acid or acid-reacting substance and a hardenable aminoplast, or the initial materials for forming the same, and finally heating. When the dye contains N-methylol groups, treatment only with the nitrogenous component of the aminoplast may be applied. The dye may also be converted into its N-methylol derivative on the fibre by treatment with an alkaline formaldehyde solution. Specified hardenable aminoplasts are dimethylolurea, dimethyldimethylolurea, dimethyloldicyandiamide, methylolthiourea, dimethylolguanidine, trimethylolmelamine, diphenyldimethylolurea, and methylol derivatives of monoureines, diureines, carboxylic acid amides and diamides, urethanes, polyurethanes, hexahydro - keto - triazines, lactams, polyamides and ethylene ureas. Specified acids and acid-reacting substances are boric, phosphoric, formic, acetic, glycollic, tartaric, chloracetic, chlorpropionic, citric and maleic acids and ammonium chloride and diethanolamine hydrochloride. The dyes are prepared by reacting tetrazaporphin derivatives containing sulphonic acid chloride radicals with hydrazines, such as hydrazine itself, methyl-, ethyl-, propyl-, butyl-, cyclohexyl-, phenyl-, and benzyl-hydrazine, 1 - hydrazino - benzene - 4 - sulphonic acid, acetly-hydrazine, benzoyl-hydrazine, semicarbazide, thiosemicarbazide and aminoguanidine. The dyes may also contain sulphonic acid groups, and are converted into their N-methylol derivatives by treatment with alkaline formaldehyde solution, and, in turn, into their etherified N-methylol derivatives by treatment with alcohols in the presence of acids. Examples of dyeing, and of the preparation of the dyes used therein, are given.

    Improvements in the production of chlorinated isocyanuric acid
    8.
    发明专利
    Improvements in the production of chlorinated isocyanuric acid 未知

    公开(公告)号：GB871776A

    公开(公告)日：1961-06-28

    申请号：GB4253759

    申请日：1959-12-15

    Applicant: BASF AG

    Inventor： MARKEL KARL ,  WERNER HEINZ-ULRICH ,  PALM ALBERT

    Abstract: Chlorinated isocyanuric acid is produced by leading Cl2 into an aqueous solution of sodium or potassium cyanurate until the pH is less than 7, adding an alkali compound, i.e. sodium or potassium hydroxide, carbonate, or bicarbonate, preferably in aqueous solution, in amount equivalent at most to 30% of the free and combined cyanuric acid, and continuing addition of Cl2 until the pH is 5 to 2.5.5-20% solutions of di- Na or K cyanurate or tri- Na or K cyanurate produce pure di- or tri-chloroisocyanuric acid respectively. A mixture of di- and tri-chloroisocyanuric acids may also be prepared. The reaction may be effected at normal or elevated pressure at temperatures below 100 DEG C., preferably below 50 DEG C. for di-chloro-acid and below 40 DEG C. for tri-chloro-acid, particularly -10 DEG to 35 DEG C. The reaction may be in the presence of water-miscible liquids, e.g. methanol, ethanol, acetone, acrylonitrile, aliphatic or aromatic amines, phenols, urea, or formaldehyde. Addition of the alkali compound may be all at once, periodically, or continuously, and the further addition of Cl2 may be during and/or after the alkali compound. The solid crystalline chlorinated isocyanuric acid may be separated from the reaction mixture mechanically, and washed with water, and the mother liquor and washings may be reused in the process. The acid may be dried below 100 DEG C. preferably at below 50 mm. Hg. pressure. Alternatively, the acid may be dried by treating with water-immiscible organic liquids, e.g. benzene or carbon tetrachloride, preferably at below 50 DEG C. in vacuo. Decomposition of the acids or their salts may be inhibited by adding formaldehyde, or salts of phosphorus acid or of hydroxylamines.

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