GB840282A - Dyestuffs for the dyeing and printing of polymers or co-polymers of acrylonitrile oras-dicyanethylene - Google Patents

Abstract

The dimethine dyestuff produced by condensing 1 - methyl - 2 - phenyl - indole - 3 - aldehyde and 5 - methoxy - 1:3:3 - trimethyl - 2 - methylene-indoline is mixed with polyacrylonitrile and dimethyl formamide, and spun in known manner. It is stated that other dyes may be used having the general formula <FORM:0840282/IV(a)/1> wherein A is an alkoxy, hydroxyalkyl or a carboxylic alkyl or hydroxyalkyl ester group, R1 is alkyl, R2 is H or alkyl, X is H or a non-ionic substituent and Y is an anion.ALSO:Methine dyes of the general formula: <FORM:0840282/IV (c)/1> wherein A is an alkoxy, hydroxyalkoxy or a carboxylic alkyl or hydroxyalkyl ester group, R1 is alkyl, R2 is H or alkyl, X is H or a nonionic substituent and Y is an anion, are prepared by condensing in acid medium a 2-phenyl-indole-3-aldehyde with a 5-substituted -1;3;3-trialkyl-2-methylene-indoline, or a 2-phenyl-indole with a 5-substituted -1;3;3-trialkyl-2-formyl-methylene -indoline. Alternatively, a 2-phenyl-indole and a 5-substituted-11, 31, 3-trialkyl -2- methylene indoline may be reacted in the presence of formyl methyl aniline or formyl diphenylamine and a phosphorus halide of oxyhalide. The substituent X may be halogen, alkyl or alkoxy. Examples are given of the condensation of 2-phenyl-indole-3-aldehyde which may have 1-methyl, 1; 5-dimethyl, 1-methyl-5-chloro or 1-methyl-5-methoxy substituents with a 1; 3; 3-trimethyl-2-methylene indoline having in the 5-position a methoxy, ethoxy, hydroxylthoxy, or carboxylic acid methyl, ethyl or hydroxyethyl ester group. In Example 4 2-phenyl-indole is reacted with 5-ethoxy-1; 3; 3-trimethyl-2-formyl-methylene-indoline and in Example 5, 2-phenyl-indole and 5-carbo-methoxy-1; 3; 3-trimethyl-2-methylene-indoline are reacted with formyl methyl aniline in the presence of phosphorus oxychloride. The dyes may be used in neutral or acid medium for dyeing or printing fibres of polymers or co-polymers of acrylonitrile or dicyanethylene, including polyacrylonitrile mixed with wool. The acid baths may contain glacial acetic, oxalic, hydrohalic, sulphuric, formic, phosphoric or p-toluene sulphonic acids. The dyeing baths may also contain Glauber's salt, sodium acetate, sodium chloride, dispersing agents such as soap, cellulose sulphate liquor, fatty alcohol sulphonates, higher alkyl sulphonic acids and condensation products of high molecular weight alcohols and ethylene oxide; or retarders and levelling agents such as the condensation products of high molecular weight alcohols and ethylene oxide, polyglycol ethers of fatty acid amides and condensation products of aromatic sulphonic acids and formaldehyde.