Patent GB-520505-A (GB)
Title: Plasticising of polymeric organic sulphides
IPC: C08G75/14
Filed: 1938-10-24
Abstract: 520,505. Synthetic resins. IMPERIAL CHEMICAL INDUSTRIES, Ltd. Oct. 24, 1938, No. 30754. Convention date, Oct. 22, 1937. [Class 2 (iii)] Polymeric organic sulphides of the type obtained by reacting in an organic sulphide with an organic dihalide in which the halogen atoms are on different carbon atoms are plasticized by treatment before or after curing with an organic mercaptan and an unpolymerisable organic disulphide. There are specified : mercaptansthiophenols, e.g. thio-α- and thio-#-naphthol and their homologues, thiophenol, thiocresol, monothiocatechol, dithioresorcinol, thiosalicylic acid, m-chlorothiophenol, p-phenyethiophenol, nuclear-stearyl thiophenol,- p-mercaptodiphenylmethane, 2:3-dimercaptonaphthalene, 2-mercaptoanthracene, nitrothionaphthol, chlorthionaphthol, and bromthionaphthol ; aliphatic mercaptans, e.g. ethyl, propyl, butyl, amyl, octyl, dodecyl, and oleyl mercaptans and thiocyclohexanol ; disulphides-thiuram disulphides, e.g. tetramethyl-, tetraethyl-, tetrapropyl-, tetrabutyl-, tetraphenyl-, tetranaphthyl-, diphenyl-dimethyl-, diphenyl-diethyl, phenyl-ethyl-dimethyl phenyl-methyl-diethyl-, methylene-dimethyl-, methylene-diphenyl-, ethylidene - dibenzyl - , propylidene - diethyl - , butylidene-dimethyl, butylidene-di-o-tolyl, dipentamethylene-, butylidene-diethyl-, propylidene-dimethyl-, di-(phenyl-methyl)-, and di- (phenyl-ethyl)-thiuram disulphides; diaryl disulphides, e.g. diphenyl, ditolyl, and dinaphthyl disulphides; arylene-thiazyl disulphides, e.g. benzothiazyl disulphide. The polymeric organic sulphides may be prepared by reacting inorganic mono- or poly-sulphides, e.g. sodium polysulphide, with #-#<SP>1</SP>-dichlordiethyl ether, glycerol α:γ-dichlorhydrin, α:#-dichlorethyl ether, dichlormethyl ether, ethylene dichloride or dibromide, propylene dichloride, 1:4-dichlor- 2-butene, di-#-chlorethyl acetal. The quantity of mercaptan and disulphide used may be 0.05 to 1 per cent. of the polymer, which may be milled with them, or treated with them in solution, e.g. in benzene, with or without mixing, or in a dispersion which is afterwards coagulated, between 10 and 60‹C.- The products, which may be compounded with rubber, or with usual rubber mix ingredients, e.g. zinc oxide; carbon or channel black, benzoylperoxide, zinc chloride, or zinc propionate, may be used in coating and impregnating compositions, adhesives, or elastic articles. In examples : the reaction product of sodium polysulphide and #:#<SP>1</SP>-dichlordiethyl ether is treated with thio-#-naphthol and tetramethyl-thiuram, diphenyl, or benzothiazyl disulphide or octyl mercaptan and tetramethylthiuram disulphide in a rubber mill ; the reaction product of sodium polysulphide and glycerol α-γ-dichlorhydrin is likewise treated with thio-#-naphthol and tetramethyl-thiuram disulphide ; a cured mix of the reaction product of sodium polysulphide and #-#<SP>1</SP>-dichlordiethyl ether, zinc oxide, diphenylguanidine, benzothiazyl disulphide, stearic acid and carbon black was treated with thio-#-naphthol and tetramethyl thiuram disulphide in benzene. Specifications 446,173 and 453,850 are referred to.