Methine dyes containing a dicarboximido group

摘要

The invention comprises methine dyes of the formula wherein R is alkylene, R2 is substituted or unsubstituted phenylene, R1 is hydrogen, substituted or unsubstituted alkyl of 1 to 4 carbons or together with the nitrogen atom to which it is attached forms part of a ring fused to phenylene R2, X completes a dicarboximido group and Y is nitrile, carbamoyl, carbalkoxy or cyano-carbalkoxy. When R1 forms a ring fused to R2, the dyes may have the formula where R, X and Y are as above, R3, R4 and R5 are each hydrogen or alkyl of 1 to 4 carbons and Z represents a substituent or substituents in the 5, 7 or 8 positions selected from halogen or alkyl or alkoxy of 1 to 4 carbons. The dicarboximido group X may be derived from phthalic, tetrachlorophthalic, 4-carboxy-, 3-amino- and 3-nitro - phthalic, tetrahydrophthalic, cyclohexane -1:2 - dicarboxylic, bicyclo - (2:2:1)-5-heptene - 2:3 - dicarboxylic, succinic, glutaric, maleic, methyl-maleic and citraconic acids. The dyes are made by condensing a compound of the formula NC.CH2.Y, such as malonitrile, isopropyl cyanoacetate and b -cyanoethyl cyanoacetate, with an aldehyde of the formula The dyes free from sulpho and carboxyl groups dye polyester, cellulose ester, polyamide and acrylic fibres in the mass, from aqueous dispersion or from an aqueous emulsion (see Division D1).ALSO:N - (2 - (N - ethyl - formyl - m - toluidino) ethyl) - phthalimide (m.p. 127-128.5 DEG C.) and 6 - formyl - N - b - phthalimidoethyl - 2 : 7-dimethyl - 1 : 2 : 3 : 4 - tetrahydroquinoline are made by heating with dimethylformamide and phosphorus oxychloride N - (2 - (N - ethyl-m - toluidino)ethyl) - phthalimide and N - b -phthalimidoethyl - 2 : 7 - dimethyl - 1 : 2 : 3 : 4-tetrahydroquinoline respectively, which compounds are made by condensing N-b -aminoethyl - N - ethyl - m - toluidine and N - (b -aminoethyl) - 2 : 7 - dimethyl - 1 : 2 : 3 : 4-tetrahydroquinoline respectively with phthalic anhydride.ALSO:Hydrophobic fibres such as linear polyester, cellulose ester, acrylic and polyamide fibres are dyed with dyes of the formula:- where R is alkylene, R2 is substituted or unsubstituted phenylene, R1 is hydrogen, substituted or unsubstituted alkyl or forms with the nitrogen a ring fused to phenylene R2, X completes a dicarboximido group and Y is cyano, carbomoyl, carbalkoxy or cyano-carbalkoxy, by dissolving the dye in ethylene glycol monomethyl ether, adding an aqueous 2% fatty methyl tauride and 0.5% sodium lignin sulphonate solution with stirring to form an emulsion, adding water and a chlorinated benzene emulsion and then adding the textile fibre, working without heat, then at 80 DEG C and then boiling for one hour. The fibre is then rinsed, scoured in soap and soda ash solution, rinsed and dried.