Patent GB-785656-A (GB)
Title: Rubber reaction product and preparation and uses thereof
IPC: C08K5/31
Filed: 1955-07-21
Abstract: A vulcanizable rubber is reacted before vulcanization with an aromatic compound having an empirical formula ONArMmY in which Ar is a mono or polynuclear aromatic hydrocarbon nucleus, M is an aliphatic divalent hydrocarbon group, m is zero or an integer and Y may be any one or more of the following groups: OR; C=OR; COOR; X1CH; NO2; NR2, where X is halogen and R is hydrogen or a monovalent hydrocarbon radical.  Specified aromatic compounds are p-nitrosophenol, o-nitroso cresol the benzoatoester of a nitrosophenol, p-nitrosophenylmethylether, m-nitrosophenyl cyclohexyl ether, p-nitrosobenzyl alcohol, nitrosobenzyl ethyl ether, m-nitrosobenzaldehyde, p-nitrosophenyl ethyl ketone, p-nitrosobenzoic acid, and its methyl and ethyl esters, p-nitrosochlorobenzene, p-nitrosodichlorobenzene, p-nitrosocyano-benzene or -toluene or -naphthalene, nitrosonitrobenzene, -toluene or -naphthalene, nitrosoresorcinol, nitrososalicylic acid, nitrosohydroxyanisole, p-nitroso dimethylaniline, m-nitroso diethyl aniline, and p-nitroso-aniline, -toluidine or -xylidine.  Specified rubbers are butyl rubber and butadiene-styrene copolymer rubber.  The product may be compounded with the usual curing agents and vulcanized.ALSO:A natural rubber or Butyl rubber is reacted before vulcanization with an aromatic compound having an empirical formula ON ArMmY in which Ar is a mono or polynuclear aromatic hydrocarbon nucleus, M is an aliphatic divalent hydrocarbon group, m is zero or an integer and Y may be any one or more of the following groups; OR; C =OR; COOR; X; CN; NO2; NR2; where X is halogen and R is hydrogen or a monovalent hydrocarbon radical.  Specified aromatic compounds are o-nitroso-cresol, p-nitroso-phenol, the benzoate ester of p-nitroso-phenol, p-nitroso-phenylmethyl ether, m-nitroso-phenyl cyclohexyl ether, p-nitrosobenzyl alcohol, nitroso-benzyl ethyl ether, m-nitroso benzaldehyde, p-nitrosophenyl ethyl ketone, p-nitrobenzoic acid and its methyl and ethyl esters, p-nitrosochlorobenzene, op-nitrosodichloro-benzene, p-nitrosocyanobenzene or -toluene or -naphthalene, nitrosonitrobenzene, -toluene or -naphthalene, nitroso-resorcinol, nitrososalicylic acid, nitrosohydroxy anisole, p-nitroso dimethylanidine, m-nitrosodiethylaniline and p-nitroso-aniline or -toluidine or -xylidine.  The modified Butyl rubber may be used as a coating for automobile tyre cord.  The cord is coated first with an aqueous solution of a resinous phenolic-aldehyde condensation product, preferably resorcinol-formaldehyde and then coated with a cement comprising a volatile solvent solution of the modified Butyl rubber, the cement preferably also containing a rubber pigment or filler such as carbon black, and dried.  In particular, the auto tyre cord is coated with an aqueous solution of a resorcinal-formaldehyde resin formed by condensing 0,2 to 3 mols of formaldehyde per mole of resorcinol, in the presence of about 0,5 to 2 parts of sodium hydroxide catalyst per 100 parts resorcinol, the aqueous solution containing about 2-5 weight per cent of resin solids, dried, coated with a modified Butyl rubber cement made by first reacting in isobutylene-isoprene rubber having a Standinger molecular weight of 30,000 to 50,000 and an iodine number of 1 to 10, with 0,5 to 3 per cent p-nitrosophenol at 200-350 DEG  DEG F. from 20-1 minutes, cooling at 75 DEG -125 DEG F., compounding the modified Butyl rubber with 30-50 parts of a powdered filler, hot-milling at 225 DEG -350 DEG F. for 15 to 3 minutes, cooling at 75 DEG -125 DEG F., adding the other compounding, including vulcanising, agents, and dissolved in a concentration of 8-20 per cent in a volatile hydrocarbon solvent of 6-8 carbon atoms, the cement also containing 1-10 per cent by volume of a volatile organic viscosity-reducer, and dried. This cord may then be bonded directly with a layer of unmodified Butyl rubber.