Patent GB-478437-A (GB)
Title: Improvements in and relating to age resisters
IPC: C08K5/18
Filed: 1936-07-23
Abstract: The age-resisting properties of rubber are increased by the addition to the mix of a condensation product of wood creosote, or a wood creosote fraction, with a primary aromatic amine with the elimination of water.  The preferred creosotes are hard wood creosotes which contain phenolic bodies such as phenol, cresol, guaiacol and creosol and which have a boiling range of 120 to 250 DEG  C.  Particularly valuable fractions are those with boiling ranges of 180 to 195 DEG C. at ordinary pressures and up to 220 DEG  C. at 50 mms. pressure. Amines mentioned include om- and p-toluidines, monomethyl - naphthylamines, polymethylnaphthylamines, p-amino-phenol, the amino biaryls such as xenyl amine and aminodinaphthyl, amino acenaphthene, amino fluorene, cumidine, xylidenes, ar-tetrahydronaphthylamines, diamino - diphenylmethane, diamino-phenylnaphthyl ether, the naphthylene diamines, p - phenylene diamine, tolylene diamine, diamino-diphenylamine, phenetidine, and anisidine.  The condensation products of primary aromatic amines and wood creosotes may be further reacted to yield nitroso derivatives, sulphur reaction products, ketone reaction products, and aldehyde reaction products.  All these reaction products are likewise antioxidants for rubber.  In examples: (1) aniline, creosote of b.p. 195--250 DEG  C. and aluminium chloride were heated to 390 DEG  C. for 14 hours; (2) alpha-naphthylamine, creosote of b.p. 195--250 DEG  C. and aluminium chloride were heated to 240 DEG  C. for 11,5 hours; (3) aniline, creosote of b.p. 220 DEG C./50 mms. and aluminium chloride were heated to 300 to 340 DEG  C. for 7\ba1/4\be hours.  The anti-oxidants of the present invention may be added to rubber either on the mill or in the form of latex.  The term rubber includes reclaimed rubber, balata, guttapercha and rubber isomers.ALSO:The age-resisting properties of rubber are increased by the addition to the mix of a condensation product of wood creosote, or a wood creosote fraction, with a primary aromatic amine with the elimination of water.  The preferred creosotes are hard wood creosotes which contain phenolic bodies such as phenol, cresol, guaiacol and creosol and which have a boiling range of 120 to 250 DEG C.  Particularly valuable fractions are those with boiling ranges of 180 to 195 DEG  C. at ordinary pressures and up to 220 DEG  C. at 50 mms. pressure.  Amines mentioned include om- and p-toluidines, monomethyl-naphthylamines, polymethyl-naphthylamines, p-amino-phenol, the amino biaryls such as xenyl amine and amino-dinaphthyl, amino acenapthene, amino fluorene, cumidine, xylidenes, ar-tetrahydro-naphthylamines, diamino-diphenylmethane, diamino-phenylnaphthyl ether, the naphthylene diamines, p-phenylene diamine, tolylene diamine, diamino-diphenylamine, phenetidine, and anisidine.  The condensation products of primary aromatic amines and wood creosotes may be further reacted to yield nitroso derivatives, sulphur reaction products, ketone reaction products, and aldehyde reaction products.  All these reaction products are likewise anti-oxidants for rubber.  In examples, (1) aniline, creosote of b.p. 195-250 DEG  C. and aluminium chloride were heated to 390 DEG  C. for 14 hours; (2) alphanaphthylamine, creosote of b.p. 195-250 DEG  C., and aluminium chloride were heated to 240 DEG  C. for 11,5 hours; (3) aniline, creosote of b.p. 220 DEG  C./50 mms. and aluminium chloride were heated to 300 to 340 DEG  C. for 7 1/4 hours.  The anti-oxidants of the present invention may be added to rubber either on the mill or in the form of latex. The term rubber includes reclaimed rubber, balata, guttapercha, and rubber isomers.