Patent GB-400990-A (GB)
Title: Improvements in or relating to the vulcanization of rubber
IPC: C08K5/5398
Filed: 1932-05-05
Abstract: Aminothiophosphines are prepared by reacting an aminochlorphosphine with an organic compound containing the grouping -SR, where R represents hydrogen, an alkali metal or a salt-forming group.  The term "aminochlorphosphine" covers those products derived by reacting one or two mols. of a primary or secondary amine with one mol. of phosphorus trichloride, phosphorus oxychloride or phosphorus thiotrichloride. Preparations described are (1) 2 mols. of piperidine are reacted with 1 mol. of phosphorus trichloride and the product reacted with 2 mols. of 2-mercaptobenzthiazole; (2) 2 mols. of piperidine are reacted with 1 mol. of phosphorus thiotrichloride and the product reacted with 2 mols. of 2-mercaptobenzthiazole; (3) 4 mols. of piperidine are reacted with 1 mol. of phosphorus trichloride and the product reacted with 1 mol. of 2-mercaptobenzthiazole; (4) 4 mols. of piperidine are reacted with 1 mol. of phosphorus thiotrichloride and the product reacted with 1 mol. of 2-mercaptobenzthiazole; (5) 2 mols. of aniline are reacted with 1 mol. of phosphorus thiotrichloride and the product reacted with 1 mol. of ethylxanthate.  Other suitable aminochlorphosphines are o-toluidinodichloroxyphosphine (prepared by heating 1 mol. of o-toluidine hydrochloride with 2 mols. of phosphorus oxychloride), b -naphthylaminodichlorphosphine, diphenylaminotetrachlorphosphine (prepared by reacting 1 mol. of diphenylamine hydrochloride with 2 mols. of phosphorus oxychloride and chlorinating the product), and other suitable mercapto-compounds are ethylmercaptan, amylxanthate, butylxanthate and thiophenol.  The products are vulcanization accelerators.ALSO:Accelerators for the vulcanization of rubber comprise the reaction products of an aminochlorphosphine and an organic compound containing the grouping -SR, where R represents hydrogen, an alkali metal, or a salt-forming group.  The term aminochlorphosphine covers those compounds derived by reacting one or two mols. of a primary or secondary amine with one mol. of phosphorus trichloride, phosphorus oxychloride or phosphorus thiotrichloride. The products are preferably employed in conjunction with a basic organic nitrogen-containing accelerator such as diphenylguanidine. Preparations described are (1) 2 mols. of piperidine are reacted with 1 mol. of phosphorus trichloride and the product reacted with 2 mols. of 2-mercaptobenzthiazole; (2) 2 mols. of piperidine are reacted with 1 mol. of phosphorus thiotrichloride and the product reacted with 2 mols. of 2-mercaptobenzthiazole: (3) 4 mols. of piperidine are reacted with 1 mol. of phosphorus trichloride and the product reacted with 1 mol. of 2-mercaptobenzthiazole: (4) 4 mols. of piperidine are reacted with 1 mol. of phosphorus thiotrichloride and the product reacted with 1 mol. of mercaptobenzthiazole.  Data illustrating the accelerating properties of these products when used alone or admixed with diphenylguanidine, are given.  In a further example (5) 2 mols. of aniline are reacted with 1 mol. of phosphorus thiotrichloride and the product reacted with 1 mol. of ethylxanthate.  Other aminochlorphosphines suitable for reaction are o-toluidinodichlorphosphine (prepared by reacting 1 mol. of o-toluidine hydrochloride with 2 mols. of phosphorus oxychloride), b -naphthylaminodichlorphosphine, diphenyl-aminotetrachlorphosphine (prepared by reacting 1 mol. of diphenylamine hydrochloride with 2 mols. of phosphorus oxychloride, and chlorinating the product), and other suitable mercapto compounds are ethylmercaptan, amylxanthate, butylxanthate and thiophenol.