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    Improvements in the production of water-soluble quaternary ammonium salts of monoazodyestuffs
    21.
    发明专利
    Improvements in the production of water-soluble quaternary ammonium salts of monoazodyestuffs 未知

    公开(公告)号：GB891515A

    公开(公告)日：1962-03-14

    申请号：GB1314660

    申请日：1960-04-13

    Applicant: BASF AG

    Inventor： BAUMANN HANS ,  DEHNERT JOHANNES

    IPC: C09B29/033

    Abstract: Water-soluble dyestuff salts of formula wherein the group is a pyridine, thiazole, thiadiazole, triazole, benzthiazole or benzimidazole radical, which may be further substituted by alkyl, aryl, alkoxy or alkylmercapto radicals, R1 is an alkyl or aralkyl radical, R2 and R3 are a hydrogen atom or an alkyl, alkoxy or acetylamino group, D is a primary, secondary or heterocyclic amine which is attached in the para-position to the azo bridge by way of the nitrogen atom and Z\s8 is the equivalent of an anion, are prepared by reacting a compound of formula in which B is an alkoxy group or a halogen atom with an amine of formula H-D. The dyes are used to dye polyacrylonitrile fibres in a variety of shades. In an example the monoazo dye 2-amino-6-methoxybenzthiazole-->anisole is treated with the dimethyl sulphate, the quaternary ammonium dyestuff salt so obtained is boiled with 2 : 4-dimethoxyaniline and the dyestuff of formula is precipitated by the addition of aqueous hydrochloric acid, zinc chloride solution and salt. Many similar examples are specified.

    New water-soluble monoazo heterocyclic basic dyestuffs and their preparation
    25.
    发明专利
    New water-soluble monoazo heterocyclic basic dyestuffs and their preparation 未知

    公开(公告)号：GB860634A

    公开(公告)日：1961-02-08

    申请号：GB3861058

    申请日：1958-12-01

    Applicant: BASF AG

    Inventor： BAUMANN HANS ,  LEUCHS DIETER

    IPC: C09B29/033

    Abstract: The invention comprises dyes of formula: where R is alkyl or aralkyl, X and Y are nonionogenic substituents, including constituents of an #s-condensed benzene ring which may be substituted, A is a divalent residue of an amine or enamine of which the N atom is connected with the cyclic amidine grouping by means of an alkyl and/or aryl radical, Z- is an anion of an inorganic or organic mono- or poly-basic acid and n is an integer of 3 to 7. They are made in conventional fashion by alkylating or aralkylating the dye obtained by coupling appropriate diazotized 2-amino-thiazoles or -benzthiazaole and amines or enamines. They may also be made by coupling appropriate amines or enamines with 3-alkylated- or -aralkylated-thiazolone-, or -benzthiazolone, 2-hydrazones in the presence of an oxidizing agent, (see Specification 782,310). Typical of the diazotizable amines used are : 2-aminothiazole, 2-amino-4, 5-dimethyl-, 4-phenyl, 5-nitro- and 5-cyanothiazoles and 2-amino-6-methoxybenzthiazole. Representative of hydrazones specified are :-3-methyl-4-phenyl-thiazolone-2-hydrazone, 3-methyl-6-methoxybenzthiazolone - 2 - hydrazone and 3-methyl-6-acetylaminobenzthiazolone - 2 - hydrazone. Typical of coupling components specified are:-N-phenyl-N-methyl-N-phenyl - and N-(2-hydroxethyl)-N-(2 - methoxy - 5 - methylphenyl)-ethylene diamine, N-butyl -N-phenyl-1, 3-diaminopropanol-(2), N-(beta-aminoethyl)-4-ethoxy-diphenylamine and 1-(gamma-aminopropyl)-3-hydroxy-1, 2, 3, 4-tetrahydroquinoline. The dyes colour fibres of cotton mordanted with tannic acid, cellulose acetate, polyamides, polyurethanes, polyesters and polymers and copolymers of acrylonitrile and dicyanoethylene. Examples are provided of the preparation of the dyes and their use in colouring fibres of polymers and copolymers of acrylonitrile in blue or red shades.

    Diazacyanine dyestuff cations
    26.
    发明专利
    Diazacyanine dyestuff cations 未知

    公开(公告)号：GB860584A

    公开(公告)日：1961-02-08

    申请号：GB3131058

    申请日：1958-10-01

    Applicant: BASF AG

    Inventor： BAUMANN HANS ,  LEUCHS DIETER

    IPC: C09B26/04 ,  C09B44/20

    Abstract: The invention comprises cations of formula: where D is an atomic bridge to effect a thiazole or benzthiazole ring, R1 is an aliphatic-radicle of 1-5 C atoms, R2 is H or an aliphatic or aromatic radicle, R3 is H or an alkyl radicle of 1-4 C atoms, A is a divalent aliphatic, aromatic or aliphatic-aromatic radical which may also contain hetero atoms and Z is an amino group. They may be made in conventional fashion e.g. by treating thiazolones -(2) or their mineral acid salts which have been alkylated at the nitrogen atom with aromatic amines capable of coupling, in aqueous solution at pH7-2 and at 0-50 DEG C with oxidising agents, such as atmospheric oxygen, hydrogen peroxide, hypochlorites, perborates, persulphates, ferric, cupric, mercuric and ceric salts or ferricyanides, and the cations precipitated in the form of salts with inorganic or organic anines by acidification, or by coupling an appropriate diazotised 2-aminothiazole with one of the above amines and the product alkylated at 10-130 DEG C, preferably 30-80 DEG C. Representative of hydrazones specified are 3-methyl-4-phenyl-, 3-methyl-benz-, 3-methyl-6-methoxybenz-, 3-methyl-6-chlor-benz- and 3-methyl-6-phenyl-and-acetyl - amino - benz - thiazolone - (2)-hydrazones. Specified coupling amines include N, N-dimethyl-N1-phenyl-and N, N-di-beta-hydroxyethyl-N1methyl- N1 - phenyl - ethylene diamine, N, N-dimethyl-N1-beta-hydrox ethyl-N1-phenyl-1, 3 - diaminopropane, N, N-dimethyl- N1-ethyl1 N1-phenyl- 1, 3-diaminopropanol-2, N-butyl- N-beta-piperidinoethyl- 3-amino-1-methylbenzene, N-(beta-diethylaminoethyl) - diphenylamine, 1-(gamma-aminopropyl)-1, 2, 3, 4-tetrahydroquinoline. Other values specified for 2 include di-ethyl-and methylpropyl-amino, pyrrolidino and morpholino. Representative of specified diazotisable thiazoles are 2-aminothiazole and its 4-phenyl-, thiazoles are 2-aminothiazole and its 4-phenyl-, 5-nitro-and-cyano-and 4, 5-dimethyl-derivatives and 2-amino-6-methyl- and -ethoxy- and 2-amino- 4-methyl- 6-chlorbenzthiazoles. Representative of further values indicated for A are: and hydroxybutylene. The rings of the cations may be substituted by mainly neutral substituents e.g. alkyl, aryl, alkyl-, aryl- and acylamino, alkoxy, alkylsulphonyl, sulphonic acid dialkylamide, carboxylic acid ester and amide, cyano and halogen groups. Specified alkylating-agents are methyl bromide, ethyl chloride, dimethyl sulphate, diethyl sulphate and methylpara-toluene sulphonate. The dyestuff neutral or acid salts dye cotton mordanted with tannic acid, cellulose acetate, linear polyamides, urethanes and esters and polymers or copolymers of acrylonitrile or dicyanoethylene. Examples are provided of the preparation of the dye cations and their use, as salts, e.g. bromide, sulphate, phosphate, trichlorzincate and methosulphate, in dyeing polyacrylonitrile fibres in blue shades. Specifications 786,929 and 787,369 are referred to.

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