Patent GB-805742-A (GB)
Title: Accelerators of vulcanization of rubber
Inventor: HARDMAN ALBERT F
IPC: C08K5/43
Filed: 1956-05-04
Abstract: Synthetic or natural rubber is vulcanized by heating it in admixture with a thiocarbamylamine-disulphide of the formula <FORM:0805742/IV (a)/1> in which the R's are the same or different radicals selected from methyl, ethyl, n-propyl, n-butyl, benzyl, furfuryl and tetrahydrofurfuryl radicals and either or both pairs of R radicals may together from saturated heterocyclic rings with the nitrogen atom to which they are attached.  The process is exemplified by the vulcanization of GR-S synthetic rubber and smoked sheet-rubber. Other substances may be present, e.g. fast curing furnace black, stearic acid, petroleum residue softener, zinc oxide, sulphur, pine tar, thiazoles, dithiocarbamates, thiouram disulphides, activators, pigments, oils, waxes and tackifying agents.  The process is preferably applied to the non-sulphur curing of rubbery butadiene-styrene copolymers, rubbery butadiene-acrylonitrile copolymers, butyl rubbers and other rubber-like materials obtained by the polymerization of diene hydrocarbons.ALSO:The invention comprises thiocarbamyl-amine-disulphides of the formula <FORM:0805742/IV (b)/1> in which the R's are the same or different radicals selected from methyl, ethyl, n-propyl, n-butyl, benzyl, furfuryl and tetrahydrofurfuryl radicals and either or both pairs of R radicals may together form saturated heterocyclic rings with the nitrogen atom to which they are attached.  The compounds are prepared by reacting one mol. of carbon disulphide with one mol. of an amine monosulphide of the formula <FORM:0805742/IV (b)/2> preferably in the presence of an aliphatic alcohol as solvent. Specified amine monosulphides are N : N1-thio-bis-dimethylamine, N : N1 - thio - bis - diethylamine, N : N1 - thio - bis - di - n - propylamine, N : N1 - thio - bis - di - n - butylamine, N : N1 - thio - bis - morpholine, N : N1 - thio - bis - piperidine, N : N1 - thio - bis - dibenzylamine, N : N1 - thio - bis - difurfurylamine, N : N1 - thio - bis - ditetrahydrofurfurylamine, N - (dimethylamino - thio) - diethylamine, N - (dimethylamino - thio) - di - n - propylamine, N - (dimethylamino - thio) - di - n - butylamine, N - (diethylamino - thio) - di - n - propylamine, N - (diethylamino - thio) - di - n - butylamine, N - (dimethylamino - thio) - morpholine, N - (diethylamino - thio) - morpholine, N - (di - n - propylamino - thio) - morpholine, N - (di - n - butylamino - thio) - morpholine, N - (dimethylamino - thio) - piperidine, N - (diethylamino - thio) - piperidine, N - (di - n - propylamino - thio) - piperidine, N - (di - n - butylamino - thio) - piperidine, N - (dimethylaminothio) - dibenzylamine, N - (di - n - butylamino - thio) - dibenzylamine, N - (dimethylamino - thio) - difurfurylamine, N - (di - n - butylaminothio) - difurfurylamine, N - (piperidino - thio) - morpholine, N - (dibenzylamino - thio) - morpholine, N - (difurfurylamino - thio) - morpholine, N - (ditetrahydrofurfurylamino - thio) - morpholine, N - (dibenzylamino - thio) - piperidine, N - (difurfurylamino - thio) - piperidine and N - (ditetrahydrofurfurylamino - thio) - piperidine.  The examples describe the preparation of morpholino-thiocarbonyl-N-dithio-morpholine, piperidino - thiocarbonyl - N - dithio - piperidine, dimethyl - thiocarbamyl - dithio - dimethylamine and diethyl-thiocarbamyl-dithio-diethylamine.