GB442607A - Improvements in the manufacture and production of organic sulphur compounds - Google Patents

Abstract

Ethane dithio ethers are prepared by the interaction of vinyl thio ethers with aliphatic or aromatic mono- or polyvalent mercaptans. The vinyl thio ethers are prepared by the process of the parent Specification. The reaction is one of simple addition thus R-S-CH=CH2+R1SH-->R-S-CH2.CH2.S.R1 where R and R1 may be aliphatic, or aromatic radicals. In addition to monovalent mercaptans, polyvalent mercaptans such as ethylene mercaptan may also be used. In cases where the reactants are liquids it is usually sufficient merely to mix them together when interation takes place with considerable evolution of heat. The reaction may also take place in the presence of solvents such as benzene, toluene, cyclohexane, chlorbenzene and dibutyl ether, or in the gaseous phase, under increased pressure if desired. In some cases it is necessary to employ heat to cause the reaction to go to completion, or catalysts such as acids, caustic alkalies, alkali metal alcoholates, ammonia or organic bases may be used. Catalysts are not usually necessary. The products may be purified by crystallization distillation or precipitation. They are used as dyestuff intermediates, vulcanization accelerators or for pharmaceutical purposes. In examples: (1) molecular proportions of p-thiocresol vinyl ether and p-thiocresol are reacted to yield ethane dithio-di-p-tolyl ether, and similarly beta thionaphthol vinyl ether and p-thiocresol yield ethane dithio-beta-naphthyl-p-tolyl ether; (2) 2 - chlor - 1 : 4 - xylene - 5 - mercaptan and vinyl ethyl sulphide yield the ethane dithio ether of the formula <FORM:0442607/IV/1> (3) 1-mercaptoanthraquinone and p-thio-cresol vinyl ether yield <FORM:0442607/IV/2> a corresponding reaction takes place when 2-mercaptoanthraquinone is substituted for the 1-mercapto-anthraquinone. (4) Two mols. of p-thiocresol vinyl ether react with one mol. of ethylene dimercaptan to yield <FORM:0442607/IV/3>ALSO:Ethane dithio ethers for use as vulcanization accelerators are prepared by the interaction of vinyl thio ethers with aliphatic or aromatic mono- or polyvalent mercaptans. The vinyl thio ethers are prepared by the process of the parent Specification. The reaction is one of simple addition, thus R-S-CH=CH2+R1SH --> R-S-CH2.CH2.S.R, where R and R1 are either aliphatic or aromatic radicals. In addition to monovalent mercaptans, polyvalent mercaptans such as ethylene mercaptan may also be used. In cases where the reactants are liquids it is usually sufficient merely to mix them together, when interaction takes place with considerable evolution of heat. The reaction may also take place in the presence of solvents such as benzene, toluene cyclohexane chlorbenzene and dibutyl ether, or in the gaseous phase, under increased pressure if desired. In some cases it is necessary to employ heat to cause the reaction to go to completion, or catalysts such as acids, caustic alkalies, alkali metal alcoholates, ammonia, or organic bases may be used. Examples of the preparation of the ethane thio ethers are given.