Patent GB-400991-A (GB)
Title: Improvements in or relating to the vulcanization of rubber
IPC: C08K5/00
Filed: 1932-05-05
Abstract: A mercaptoarylthiazole is reacted with the condensation product of an organic base with an organic carboxylic acid halide.  The term "organic carboxylic acid halide" does not include carbamic acid chloride; the term "organic base" includes aldehyde-amine products such as the aldehyde derivative of a Schiff's base.  In examples (1) 3 mols. of acetaldehyde are reacted with 2 mols. of aniline, this product reacted with 1 mol. of phthalyl chloride and the resulting compound with 1 mol. of mercaptobenzthiazole; the aldehyde-aniline product may be replaced by the product of 3 mols. of butyraldehyde with 1 mol. of aniline to give a similar condensation product, and a further product is obtained by substituting benzoyl chloride for phthalyl chloride; (2) the formaldehyde derivative (2 mols.) of the product of 3 mols. of acetaldehyde with 2 mols. of aniline is reacted with 1 mol. of phthalyl chloride and the resulting product reacted with 1 mol. of mercaptobenzthiazole; (3) molar proportions of methylene-piperidine and benzyl chloride are reacted together and the product condensed with 1 mol. of mercaptobenzthiazole; the benzoyl chloride may be replaced by acetyl chloride to give a similar condensation product; (4) the product of molar proportions of phthalyl chloride and piperidine is reacted with 1 mol. of mercaptobenzthiazole.  Other organic bases such as butylidine-dianilide, heptylidene-dianilide, ethylidenedi-o-toluidide, butylidene-di-o-toluidide may be reacted with organic carboxylic acid halides, such as acetyl chloride, heptoyl chloride, succinyl chloride, benzoyl chloride, phthalyl chloride, and the products so formed may be reacted with mercaptobenzthiazole, mercaptotolylthiazole, or mercaptonaphthothiazole and the like.  Specification 251,005, [Class 2 (iii), Dyes &c.], is referred to.ALSO:Rubber vulcanization accelerators are prepared by interacting a mercaptoarylthiazole with the reaction product of an organic base and an organic carboxylic acid halide.  The term "organic carboxylic acid halide" does not include carbamic acid chloride; the term "organic base" includes aldehyde-amine products such as the aldehyde derivative of a Schiff's base.  In examples (1) 3 mols. of acetaldehyde are reacted with 2 mols. of aniline, 1 mol. of phthalyl chloride reacted with the resulting product, and finally this compound condensed with mercaptobenzthiazole; butyraldehyde may replace the acetaldehyde to give a similar condensation product, and a further product is obtained by substituting benzoyl chloride for phthalyl chloride; (2) the formaldehyde derivative of the product formed by reacting 3 mols. of acetaldehyde with 2 mols. of aniline is reacted with phthalyl chloride and this product is condensed with mercaptobenzthiazole: (3) methylenepiperidine is reacted with benzoyl chloride and the product condensed with mercaptobenzthiazole; the benzoyl chloride may be replaced by acetyl chloride to give a similar condensation product: (4) the condensation product of phthalyl chloride with piperidine is reacted with 1 mol. of mercaptobenzthiazole.  Data illustrating the accelerating properties of these products in the vulcanization of various mixes are given.  Other organic bases such as butylidene-dianilide, heptylidene-dianilide, ethylidene-di-o-toluidide, butylidene-di-o-toluidide may be reacted with organic carboxylic acid halides, such as acetyl chloride, heptoyl chloride, succinyl chloride, benzoyl chloride, phthalyl chloride, and the products so formed may be reacted with mercaptobenzthiazole, mercaptotolylthiazole, or mercaptonaphthothiazole and the like.  Specification 251,005, [Class 70, Indiarubber &c.], is referred to.