Patent GB-449641-A (GB)
Title: Improved method of vulcanizing rubber
IPC: C08K5/00
Filed: 1935-05-29
Abstract: Compounds obtained by reacting an aldehyde and a substituted alicyclic amine are used as accelerators in the vulcanization of rubber. The alicyclic amine may be substituted by one or more groups such as alkyl, alkoxy, hydroxy, amine etc.; substituted alicyclic amines specified are those obtained by the partial or complete hydrogenation of o- and p-anisidines, 2-amino-diphenyl 4-amino-diphenyl, benzidine, p-amino-o-methyl-diphenyl, o-amino-di-p-tolyl, p-phenylene-diamine, o- and p-amino-phenols, amino-hydroxy-diphenyls, unsymmetrical mono-substituted phenyl-ethylene-diamine, unsymmetrical mono-substituted tolyl-ethylene-diamines, a - amino - b - naphthol, p - dimethylamino - aniline, tolidine, 2-4-diamino-diphenylamine, p - p<1> - diamino - diphenylmethane, a - methyl - b - naphthylamine, b - methyl - b  - naphthylamine.  The aldehyde may be aliphatic, saturated or not, or aromatic and may be substituted; aldehydes specified are hydroxy naphthaldehydes, e.g. b  - hydroxy - a  - naphthaldehyde, aldol, acrolein, propyl aldehyde, a -ethyl-b -propyl acrolein, b -chloro-butylaldehyde, furfuraldehyde, formaldehyde, acetaldehyde, crotonaldehyde, butyraldehyde.  The aldehyde and amine may be mixed in proportions varying for example from two mols. amine to one mol. aldehyde to the use of a large excess of aldehyde; mixtures of aldehydes may be reacted with mixtures of the amines. The reaction may be carried out in the absence of solvents, in general it is necessary to apply heat to carry the reaction to completion.  Examples describe the reaction of o-methyl-cyclohexylamine and formaldehyde, of hexahydroxylidines and crotonaldehyde, and of hexahydro-o-phenetidine and crotonaldehyde. The Specification also refers to compounds obtained by the reaction of o-methyl-cyclohexylamine and crotonaldehyde, of p-methylcyclohexylamine and formaldehyde and crotonaldehyde respectively, of hexahydroxylidines and formaldehyde and butyraldehyde respectively, and hexahydro-o-phenetidine and formaldehyde.ALSO:Compounds obtained by reacting an aldehyde and a substituted alicyclic amine are used as accelerators in the vulcanization of rubber.  The alicyclic amine may be substituted by one or more groups such as alkyl, alkoxy, hydroxy, amine etc.; substituted alicyclic amines specified are those obtained by the partial or complete hydrogenation of o- and p-anisidines, 2-amino-diphenyl, 4-amino-diphenyl, benzidine, p - amino-o - methyl - diphenyl, o - amino - di - p - tolyl, p - phenylenediamine, o- and p-amino-phenols, amino-hydroxy-diphenyls, unsymmetrical mono-substituted phenyl-ethylene-diamine, unsymmetrical mono - substituted tolyl - ethylene - diamines, a - amino - b  - napthol, p-dimethylaminoaniline, tolidine, 2-4-diamino-diphenylamine, p-p1-diamino-diphenylmethane, a -methyl-b -napthylamine, b -methyl-a -napthylamine.  The aldehyde may be aliphatic, saturated or not, or aromatic and may be substituted; aldehydes specified are hydroxy-naphthaldehydes, e.g. b -hydroxy-a -naphthaldehyde, aldol, acrolein, propyl aldehyde, a -ethyl-b -proplyacrolein, b -chloro-butylaldehyde, furfuraldehyde, formaldehyde, acetaldehyde, crotonaldehyde, butyraldehyde.  The aldehyde and amine may be mixed in proportions varying for example from two mols amine to one mol aldehyde to the use of a large excess of aldehyde; mixtures of aldehydes may be reacted with mixtures of the amines.  The reaction may be carried out in the asbence of solvents, in general it is necessary to apply heat to carry the reaction to completion. Examples describe the reaction of o-methyl-cyclohexylamine and formaldehyde, of hexahydroxylidines and crotonaldehyde, and of hexahydro-o-phenetidine and crotonaldehyde.  The Specification also refers to compounds obtained by the reaction of o-methyl-cyclohexylamine and crotonaldehyde, of p-methylcyclohexylamine and formaldehyde and crotonaldehyde respectively, of hexahydroxylidines and formaldehyde and butyraldehyde respectively, and hexahydro-o-phenetidine and formaldehyde.