GB504031A - Manufacture of derivatives of organic sulphodicarboxylic acids - Google Patents

Abstract

504,031. Making dispersions. SOC. OF CHEMICAL INDUSTRY IN BASLE. Oct. 18, 1937, Nos. 28321 and 28322. Convention dates, Oct. 17, 1936 and Oct. 12, 1937. Sample furnished. [Class 1 (i)] [Also in Group IV] Products stated to have dispersing properties are obtained by esterifying one carboxylic group of an organic dicarboxylic sulphonic acid, with an N-oxyalkyl amide of an aliphatic or cycloaliphatic carboxylic acid containing at least eight carbon atoms and either neutralizing the other carboxylic group or reacting it with an alcohol or with ammonia or an amine so as to convert it into an ester or amide group. The two reactions may be effected in either sequence and instead of the free dicarboxylic sulphonic acid its anhydride, halide or ester may be used. In examples: (1) 4-sulphophthalic anhydride is esterified with the N- oxyethylamide of lauric acid or coconut fatty acid and the resulting ester neutralized with potassium hydroxide; the product gives a stable foam and may be used in shampoos and for fire extinguishing : the use of sulphoterephthahe acid and of the oxyethylamide of undecylenic acid and naphthenic acid is mentioned; (2) coconut fatty acid N-oxyethylamide is reacted with 3: 5-disulphophthalic acid and the product neutralized; (3) coconut fatty acid oxyethylamide is esterified with 4-sulphophthalic anhydride and the monoester further esterified with glycerol. Organic dicarboxylic sulphonic acids also mentioned are : sulphosuccinic acid, sulpho-4-chlorphthalic acid, sulphoisophthalic acid and sulphonaphthalic acid. The following alcohols, amines and oxyalkyl amides are specified: methyl, ethyl and isopropyl. alcohol, diethyleneglycol, diethyleneglycolmonoethylether, glycerine, benzyl alcohol, methylcyclohexanol, propyl-,-butyl- and amyl-amine, cetylmethylamine, aminoethyldimethylamine, monostearylethylenediamine, diethanolamine, lauric acid ethanolaminoester, cyclohexylamine, hexahydrotoluidine, aniline, aminophenol, chloraniline, benzidine, benzylamine, piperidine, p-amino-lauric acid anilide , p-aminostearic acid anilide, stearic acid glycamide and N : N-dioxyethyllauric acid amide. The products may be used with soaps, solvents, salts or protective colloids. A sample has been furnished under Sect. 2 (5) of a product prepared by treating the N-oxyethylamide of coconut fatty acid with the monopotassium salt of sulphosuccinic acid. The Specification as open to inspection under Sect. 91 comprises also examples in which esters obtained from (a) sulphophthalic anhydride and lauric acid oxyethylester, and (b) sulphophthalic anhydride, and an ether derived from lauryl alcohol and epichlorhydrin are neutralized. This subject-matter does not appear in the Specification as accepted.