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    New water-soluble azo dyes and their production
    111.
    发明专利
    New water-soluble azo dyes and their production 未知

    公开(公告)号：GB1089145A

    公开(公告)日：1967-11-01

    申请号：GB4087166

    申请日：1966-09-13

    Applicant: BASF AG

    Inventor： BAUMANN HANS ,  LUETZEL GERHARD

    IPC: C09B43/128

    Abstract: The invention comprises water-soluble azo dyes of the formula wherein X is H, alkyl, alkoxy or acylamino, Y is H, alkyl, alkoxy or SO3H, R is H, alkyl or substituted alkyl and n is 1 or 2. They may be obtained by reacting an azo dye of the formula with diketene with acetoacetylation of the amino group. Examples are given for the production of the dyes. They are useful for dyeing or printing natural or synthetic polyamide textile materials.

    Dyeing of hydrophobic textile materials
    113.
    发明专利
    Dyeing of hydrophobic textile materials 未知

    公开(公告)号：GB1081439A

    公开(公告)日：1967-08-31

    申请号：GB5152064

    申请日：1964-12-18

    Applicant: BASF AG

    Inventor： BAUMANN HANS ,  FEDERKIEL WILHELM ,  RICHTER PETER

    IPC: C09B43/08 ,  D06P1/12 ,  D06P1/32 ,  D06P3/56

    Abstract: Textile materials of polyacrylonitrile, polyamides, polyurethanes, aromatic polyesters or cellulose acetate and triacetate are dyed by the oxidation of an aromatic amine in a process wherein the amine is prepared direct in the treatment liquor by reductive clearage of a water-soluble azo dye whose aromatic coupling component is free from -SO3H groups, and an oxidising agent is allowed to act on the treated textile by conventional methods. The azo dye may be of the formula:- wherein A is a radical of the benzene or naphthalene series B is a phenylene or naphthylene, R1 is H, -OH or alkoxy, R2 is H, alkyl, -COOH, -OH or alkoxy and n is 1 or 2, but may also have the formula:- wherein the group N=C- is a heterocyclic radical R is an aliphatic or aromatic radical and X is an anion. The specified reducing agents are neutral or acid salts of hydrogen sulphide, sulphurous acid or dithionous acid or compounds which split these off as well as glucose, hydrazine or arylhydrazines. The reductive clearage may take place in the presence of a dispersing agent, e.g. a naphthalene sulphonic acid/formaldehyde, and/or carriers at 60-140 DEG C at pH 5-10. The specified oxidising agents are sodium hypochlorite, quinones, quinonimines and quinonimide chlorides. Examples are given and black dyeings are obtained.

    Water insoluble azo dyes and their production
    118.
    发明专利
    Water insoluble azo dyes and their production 未知

    公开(公告)号：GB973930A

    公开(公告)日：1964-11-04

    申请号：GB477763

    申请日：1963-02-06

    Applicant: BASF AG

    Inventor： BAUMANN HANS ,  LEUCHS DIETER

    IPC: C09B35/26

    Abstract: The invention comprises water-insoluble dyes of the formula in which X denotes an oxygen atom or a sulphur atom, R1 denotes a hydrogen atom, a halogen atom, an alkyl radical, the 1-pyrrolidone radical or an amino group wherein one hydrogen atom is substituted by an acyl radical derived from a carboxylic acid or the carbomethoxy radical and R2 denotes a halogen atom, an alkyl radical, the 1-pyrrolidone radical or an amino group wherein one hydrogen atom is substituted by an acyl radical derived from a carboxylic acid, or the carbomethoxy radical. Such dyes are obtained by coupling tetrazotized 4,41-diaminodiphenyl-urea or -thiourea with appropriate phenols. The dyes are suitable for dyeing and printing cellulose esters, polyamides, polyurethanes and polyesters, e.g. polyethylene terephthalate. Among the many coupling components specified in examples are 1-hydroxy - 4 - methyl benzene, a mixture of 1-hydroxy - 4 - methyl - and - 4 - acetamino benzenes, a mixture of 1-hydroxy-4-methyl-and -3,4-dimethylbenzenes, a mixture of 1-hydroxy-4-methylbenzene and 1-(4-hydroxyphenyl)-pyrrolidone and a mixture of 1-hydroxy-4-methyl-and 1 - hydroxy - 4 - carbomethoxyamino - aminobenzenes.

    New azo dyestuffs containing dihalogenpyridazone groups
    120.
    发明专利
    New azo dyestuffs containing dihalogenpyridazone groups 未知

    公开(公告)号：GB924660A

    公开(公告)日：1963-05-01

    申请号：GB2218060

    申请日：1960-06-24

    Applicant: BASF AG

    Inventor： HENSEL HANS RUPRECHT ,  BAUMANN HANS ,  DURY KARL ,  FEDERKIEL WILHELM

    IPC: C09B62/16

    Abstract: Pyridazone compounds used in the preparation of azo dyes (see Group IV(c)) are prepared by heating hydrazines with mucochloric or mucobromic acid. Nitro and acylamino groups in the pyridazone compounds may be converted into amino by reduction or hydrolysis, the nitro groups being introduced by nitration of the pyridazone compounds in some cases. Compounds prepared in this manner in examples are 1-(31-nitro- or -acetylamino- or -amino-phenyl)-4:5-dichloropyridazone-(6), 1-(4-acetylamino- or -amino-phenyl)-4:5-dichloropyridazone-(6), 1-(3-amino-6-sulphophenyl)-4:5-dichloro- or -dibromo-pyridazone-(6), 1-(4-methyl-2- or -3-aminophenyl)-4:5-dichloropyridazone-(6), 1-[41-(411-nitro- or -amino-211-sulpho-styryl)-31-sulphophenyl] - 4:5-dichloropyridazone-(6), 1-(4-sulphophenyl)- or -(2-nitro-or -amino-4-sulphophenyl)-4:5-dichloropyridazone-(6) and 1-(2-methoxy-4-amino-5-sulphophenyl)-4:5-dichloropyridazone-(6). Further compounds are prepared by condensing the acid chloride of 1-(4-carboxyphenyl)-4:5-dichloropyridazone-(6) with various amino compounds. Products specified in examples are 1-X-8-naphthol-3:6-disulphonic acid, 6-X-1-naphthol-3-sulphonic acid and 3-or 4-X-6-sulpho-aniline wherein x is a 4-(4:5-dichloro-6-keto - pyridazinyl) - benzoylamino group. Intermediate hydrazones prepared in examples are the 3-acetylaminophenyl- and 3-acetylamino - 6 - sulphophenyl - hydrazones of mucochloric acid. 1- (41- aminobenzenesulphonamidophenyl)-4 : 5-dichloropyridazone-(6) is repared by condensing 1-(4-aminophenyl)-4:5-dichloropyridazone-(6) with 4-acetylaminobenzensulphonyl chloride followed by hydrolysis of the amino group. 41-nitro-4-hydrazino-stilbene-2:21-disulphonic acid is prepared by diazotisation of the corresponding 4-amino-compound and reduction of the diazo compound with stannous chloride and hydrochloric acid. The acid chloride of 1-(4-carboxyphenyl)-4 : 5-dichloropyridazone-(6) is prepared by heating the acid with thionyl chloride in nitrobenzene.ALSO:The invention comprises dyes of formula wherein A is the radical of an aromatic or arylazoaromatic diazo component, B is the radical of an aliphatic, aromatic, arylazoaromatic or heterocyclic coupling component including a component of the tetrazaporphin series and in which only one of the radicals A and B is an arylazoaromatic radical, D is a direct covalent linkage, group, X is a chlorine or bromine atom and n is 1 or 2; and metal complexes thereof. The dyes are prepared by diazotization and coupling procedures using suitable components. Specified metal complexes are copper, chromium and cobalt complexes prepared by known methods. The dyes may be used for dyeing and printing wool, synthetic polyamides and cellulose fibres in conjunction with an acid-binding agent. In examples: (1) the dyestuff 1-(4-aminophenyl)-4, 5-dichloropyridazone-(6)-->1-(2-methyl-4- sulphophenyl) -3-methyl-5-pyrazolone is prepared; (2) the dyestuff 1-(3-amino-6-sulphophenyl)-4:5-dichloropyridazone --> 1 - naphthol - 4 - sulphonic acid is coppered oxidatively; (3) the dyestuff 1-(4-methyl-2-aminophenyl)-4, 5-dichloropyridazone - (6) --> 2 - amino - 4 - acetylaminobenzenesulphonic acid-->1-(2-chloro-5-sulphophenyl)-3-methyl-5-pyrazolone is prepared; (4) 1-(3-amino-6-sulphophenyl) - 4, 5 - dichloropyridazone-(6) is diazotized and coupled with the compound of formula Many further examples are specified. Specification 660,447 is referred to.

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