GB537952A - Improvements in and relating to colour-forming developers and processes of colour development - Google Patents

Abstract

537,952. Substituted aromatic sulphonic acid chlorides and esters ; synthetic resins; cellulose derivatives. KODAK, Ltd. (Eastman Kodak Co.). Jan. 3, 1940, No. 1393/41. Divided out of 537,696. [Classes 2 (ii) and 2 (iii)] [Also in Group XX] Sulphonic esters of the formula RSO 3 R<SP>1</SP>, wherein R is an aryl group connected to the carbonyl group of a cyanacetyl group and R<SP>1</SP> is a monovalent organic radical, for example alkyl, alkoxyalkyl, aryloxyalkyl, aryl, or a heterocyclic ring, are prepared by condensing the corresponding sulphonyl chlorides with substances containing hydroxyl groups, such as alcohols. Hydroxyl compounds of high molecular weight such as polyhydroxystyrene, polyvinyl alcohol and cellulose and its derivatives, also may be employed. The sulphonyl chlorides may be prepared by reacting the parent cyanacetylaryl compound with chlorsulphonic acid. Thus, 2-cyanacetylcoumarone- 5-sulphonyl chloride is prepared by reacting 2-cyanacetylcoumarone and chlorsulphonic acid at a temperature below 10‹ C. 3-Cyanacetyldiphenyleneoxide-6-sulphonyl-chloride, 1- or 2-cyanacetylnaphthalenesulphonyl chloride and 4-cyanacetyldiphenyl-4<SP>1</SP>-sulphonyl chloride are prepared similarly. The sulphonyl chlorides may be condensed with alcohols in acetic acid solution containing sodium acetate. With higher water-insoluble alcohols, the condensation may be effected in the alcohol itself. The cyanacetyl derivatives may also be prepared by reacting 2-acetylnaphthalene-sulphonylchloride (from 2-acetylnaphthalene and chlorsulphonic acid) with an alcohol, brominating to give the #-bromacetyl derivative, and reacting with potassium cyanide. The sulphonic esters are useful as couplers in colour photography.