Patent GB-342502-A (GB)
Title: Improvements in or relating to the treatment of rubber
IPC: C08K5/17
Filed: 1930-01-18
Abstract: Mixtures of naphthols and organic bases, believed to be addition products, in which all the naphthol is soluble in hot 10 per cent aqueous sodium hydroxide are employed to retard deterioration in rubber.  The compounds may be added separately to the rubber, or may be melted together at a temperature not substantially exceeding the melting-point of the naphthol. Specified naphthols are a - and b - naphthols, and 1 : 5-dihydroxynaphthalene, and suitable bases are polyethylenepolyamine, diethylenetriamine, pentamethyl-diethylenetriamine, triethyltrimethylenetriamine, methyl-a -naphthylamine, ethyl-a -naphthylamine, dimethyla -naphthylamine, di-a -naphthylurea, dianisidine, dibenzylaniline methylbenzylaniline, b -naphthylamine, m-nitromethylaniline, methylphenylhydrazine, p.p1-diaminodiphenylmethane, phenyl-a -naphthylamine, dibenzylamine, naphthyldiaminodiphenylmethane, dinaphthylbenzidine, naphthylated polyethylenepolyamine, tetraethanolethylenediamine, tribenzyltrimethylenetriamine, monoethanolamine, diethanolamine, triethanolamine, ethylenediamine, sym.-dimethylethylenediamine, tetramethylenediethylenetetramine, aleylthiourea, a -phenyl-di-b -hydroxyethylthiourea, benzylated polyethylenepolyamine, triethylamine, aniline, diphenylamine, dicyandiamide; aldehyde derivatives of phenyl-a -naphthylamine, diethanolamine, p-aminodimethylaniline, p-phenylenediamine, suitable aldehydes being formaldehyde, acetaldehyde, heptaldehyde, butyraldehyde; nitroso derivatives of amines, as diphenylnitrosamine, nitrosopiperidine, p-nitrosodimethylaniline, ethylphenylnitrosamine, nitrosotriacetoneamine.ALSO:Rubber is treated with a mixture of a naphthol and an organic base.  It is believed that addition products are formed by the mixture which is carried out at temperatures not substantially exceeding the melting point of the naphthol; elimination of water is avoided, and all the naphthol remains soluble in hot 10 per cent aqueous sodium hydroxide.  The naphthol becomes an antiager in the presence of the base, and the retarding effect of the naphthol, and the accelerating effect of the base upon vulcanization, are mutually counteracted.  The materials may be melted together, or they may be added separately in any order to the rubber.  Specified naphthols are a , and b  naphthols, and 1, 5 dihydroxy naphthalene, and suitable bases are polyethylene polyamine, diethylene triamine, pentamethyl diethylene triamine, triethyl trimethylene triamine, methyl - a  - naphthylamine, dimethyl a  naphthylamine, di a naphthyl urea, dianisidine, dibenzyl aniline, methyl benzyl aniline, b  naphthylamine m nitro methyl aniline, methyl phenyl hydrazine, p p1 diamino diphenyl methane, phenyl a  naphthyl amine, dibenzylamine, naphthyl diamino diphenyl methane, dinaphthyl benzidine, naphthylated polyethylene-polyamine tetra ethanol ethylene diamine, tribenzyl trimethylene triamine, monoethanol amine, diethanol amine, triethanol amine, ethylene diamine, sym. dimethyl ethylene diamine, tetramethylene-diethylene tetramine, allyl thiourea a  phenyl di b hydroxy-ethyl thiourea, benzylated polyethylene polyamine, triethylamine, aniline, diphenylamine, dicyandiamide; aldehyde derivatives of phenyl a  naphthylamine, diethanol amine, p aminodimethyl aniline, p phenylene diamine, suitable aldehydes being formaldehyde, acetaldehyde, heptaldehyde, butyraldehyde; nitroso derivatives of amines, as diphenylnitrosamine, nitrosopiperidine, p nitrosodimethylaniline, ethylphenylnitrosamine, nitrosotriacetoneamine.