Abstract:
909,766. Disazo indole dyes. BADISCHE ANILIN-& SODA-FABRIK A.G. Jan. 2, 1961 [Jan, 2, 1960], No. 24/61. Class 2(4). The invention comprises dyes of formula where R is H or alkyl of 1 to 4 C atoms and R 1 is alkyl of 1 to 4 C atoms or aryl and A and B may contain substituents which do not dissociate in a neutral aqueous medium. The dyes are made by diazotising an appropriate amino-monoazo dye and coupling with the desired indole. Representative of specified values for R are methyl and butyl and for R 1 are ethyl, butyl and phenyl and the phenyl radical may contain substituents which do not dissociate in a neutral aqueous medium, e.g. methyl, and bromine groups. Examples of specified substituents for A and B are propyl, methoxy, chlorine, iodine, acetylamino and sulphonamido groups. Preferred dyes are of formula where R 1 is H, Cl, OMe or SO 2 NH 2 , R 2 is H or Me, R 3 and R 4 are H, Me. OMe and OEt and R 5 is Me or Ph. The dyes are used for colouring synthetic or semi-synthetic textile materials, e.g. cellulose 2¢ acetate, cellulose triacetate, polyurethanes, nylon and polyethylene terephthalate. The dyes are of especial use for colouring polyamides. Examples are provided of the preparation of the dyes and their use in colouring nylon, cellulose, triacetate, polycaprolactam and polyethylene terephthalate in yellow and red shades.
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.
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.
Abstract:
Textile materials, i.e. fibres, flocks, yarns, threads, woven and non-woven fabrics and films, comprising polymers of acrylonitrile or cellulose acetate are optically brightened by incorporating into the polymers or into the cellulose acetate, before or during the spinning of the textile materials, an azamonomethine cyanine compound of the formula in which Y and Y1 are identical or different and each represents a hydrogenation, a methyl group of a methoxy group and X is an anion, e.g. an inorganic anion such as a chloride, bromide, iodide, perchlorate or sulphate anion or an organic anion such as an alkylsulphate or arylsulphonate anion. From 0,01 to 5% of brightening agent, with reference to the weight of the material to be brightened, may be used. Cellulose acetate, the acetyl content of which lies between 2 1/2 and 3 groups per anhydro-glycose unit, and polymers of acrylonitrile and copolymers thereof with vinyl chloride, vinyl acetate or methyl methacrylate containing more than 50% by weight of acrylonitrile, may be treated. Specifications 447,038, 461,668 and 461,688 are referred to.ALSO:Fibres, flocks, yarns, threads, woven and nonwoven fabrics and films comprising polymers of acrylonitrile or cellulose acetate are optically brightened by treating them with an azamonomethine cyanine compound of the formula in which Y and Y1 are identical or different and each represents a hydrogen atom, a methyl group or a methoxy group and X is an anion, e.g. an inorganic anion such as a chloride, bromide, iodide, perchlorate or sulphate anion or an organic anion such as an alkylsulphate or arylsulphonate anion. The brightening agents are preferably applied from aqueous solutions in amounts such that 0.01%-5% of the brightening agent, with reference to the weight of the material to be brightened, is applied. The brightening process may be carried out before or simultaneously with an alkali metal chlorite bleach. Cellulose acetates, the acetyl content of which lies between 2 1/2 and 3 groups per anhydroglucose unit, and polymers of acrylonitrile and copolymers thereof with vinyl chloride, vinyl acetate or methyl methacrylate containing more than 50% by weight of acrylonitrile, may be treated. Specifications 447,038, 461,668 and 461,688 are referred to.