Verfahren zur Herstellung von haltbaren Druckpasten für das Bedrucken von Gebilden aus Polyacrylnitril, acrylnitrilhaltigen Mischpolymerisaten und Acetatreyon

Cyanine dyes are prepared by reacting a 2-cyanmethylene-indoline of the formula <FORM:0897197/IV (c)/1> wherein n is 0 or 1, A is an ortho phenylene or ortho naphthalene residue, R is H or CN, X is a dialkylated carbon atom and Y is N-alkyl, with a 1; 3; 3-trialkyl-2-methylene-indoline-o -alde...

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Bibliographic Details
Main Authors WUNDER,WALTER,DR, COENEN,MAX,DR, WEISSEL,OSKAR,DR
Format Patent
LanguageGerman
Published 31.10.1961
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Summary:Cyanine dyes are prepared by reacting a 2-cyanmethylene-indoline of the formula <FORM:0897197/IV (c)/1> wherein n is 0 or 1, A is an ortho phenylene or ortho naphthalene residue, R is H or CN, X is a dialkylated carbon atom and Y is N-alkyl, with a 1; 3; 3-trialkyl-2-methylene-indoline-o -aldehyde, an indole-3-aldehyde or a p-di-substituted aminobenzaldehyde in the presence of an acidic condensing agent. Examples are given of the preparation of trimethine dyes by reacting a 1-methyl- or 1-ethyl-3; 3-dimethyl-2-cyanmethylene-indoline which may have methyl, methoxy, chloro, carbomethoxy or phenyl substituents in the benzene ring, with a 1; 3; 3-trimethyl-2-methylene-indoline-o -aldehyde which may have methyl, methoxy, or chloro substituents in the benzene ring, or with 1-ethyl-3; 3-dimethyl-5-ethoxy-2-methylene-indoline-10-aldehyde. Other 2-methylene-indoline-w-aldehyde starting materials are referred to including ones having in the 5-position a nitro, carboxylic amido or ester, cyano, acylamino, alkylsulphonylamino, arylsulphonylamino or sulphonamido substituent. In Example 11, an a -g -dicyano-pentamethine dye is prepared from 1; 3; 3-trimethyl-2-(a -g -dicyano-propenylidene)-indoline and 1; 3; 3-trimethyl-2-methylene-indoline-o -aldehyde. In Example 12, a dimethine dye is prepared from 1; 3; 3-trimethyl-2-cyanmethylene - indoline and 1 - methyl - 2 - phenyl - indole-3-aldehyde. In Example 13, a styryl dye is prepared from 1; 3; 3-trimethyl-2-cyanmethylene - indoline and p - dimethylamino - benzaldehyde; reference is made to using p-(N-methyl - N - phenylamino) - or p - (N - methyl - N - (p1 - methoxyphenyl) - amino) benzaldehydes. The reactions may be carried out in benzene, ligroin, cyclohexane, chloroform, chlorobenzene, acetone or acetic acid as solvent, and with phosphorus oxychloride, thionyl chloride, acetyl chloride, acetic anhydride, sulphuric acid or phosphoric acid as acidic condensing agent. Specifications 823,520 and 897,195 are referred to.
Bibliography:Application Number: CHD357704