New compounds polymethine, a process for their preparation and their application as dyes, in particular in the photograph

摘要

Trinuclear dyes having the general formula:-FORM:0756226/IV(c)/1 or the general formula:- FORM:0756226/IV(c)/2 are prepared by condensing a dye of the formula:- FORM:0756226/IV(c)/3 with a compound of the formula:- FORM:0756226/IV(c)/4 or with a compound of the formula:- FORM:0756226/IV(c)/5 wherein R and R, represent alkyl groups, R10 is an acyl group, R11 is an aryl group, Z, Z1 and Q complete 5- or 6-membered heterocyclic rings, X and X1 are acid radicals, n, m and d are 0 or 1, Y1 represents halogen, alkylmercapto, arylmercapto, or b -arylamino vinyl, and Y is a 3-pyrryl group of the formula:- FORM:0756226/IV(c)/6 or a 3-indolyl group of the formula:- FORM:0756226/IV(c)/7 or a 2-indolyl group of the formula:- FORM:0756226/IV(c)/8 or a 1-pynocolyl group of the formula:- FORM:0756226/IV(c)/9 wherein R2 and R3 are hydrogen, alkyl or aryl, R4 is hydrogen or alkyl and R9 is aryl. The condensations are preferably carried out in the presence of a strongly basic agent such as triethylamine and the reactants may be refluxed in a solvent such as ethanol, n-propanol, n-butanol, dioxane or pyridine. It is stated that the dyes of formula III are novel. They may be prepared by condensing a cyclammonium quaternay salt of the formula:- FORM:0756226/IV(c)/100 with a compound Hy in the presence of an alkyl ortho acetate such as methyl or ethyl ortho acetates. Examples are given of such preparations. Values of R and R1 specified include iso-amyl and n-amyl, and R3 may be a methyl, ethyl, n-propyl, n-amyl, n-heptyl, n-dodecyl, cyclohexyl, phenyl or tolyl. A list of heterocyclic nucli which Q may complete is given and this includes 2:4 thiazolediones, rhodanines (including 3(1-benzthiazyl) rhodanine), 2-alkylmercapto-4-thiazolones, 2-alkylphenylamino- and 2-diphenylamino-4-thiazolones, 2-alkylmercapto-5-imidazolones, thionaphthenones, 3:4-dihydro-2-quinoxalones, 3-phenomorpholone and 1:4:2-benzthiazine-3-one. In the example Z and Z1 complete nuclei of the benzthiazole, naphthathiazole, benzoxazole, naphthaselenazole, 2-quinoline or 4-quinoline series and Q completes a nuclei of the rhodanine, barbituric acid, or 5-pyrazolene series. Specifications 344,409, 424,559 [both in Group IV], 669,174 and 670,038 are referred to