Patent GB-901258-A (GB)
Title: A process for preparing elastomeric polyurethanes
IPC: C08G18/10
Filed: 1960-04-08
Abstract: Elastomeric polyurethanes are made by (1) reacting a polyhydric polyalkylene ether having a molecular weight of at least 750 with an excess of an organic diisocyanate, said excess of organic diisocyanate being such that 1,5 to 2 mols. of diisocyanate are used for each mol. of polyalkylene ether, to prepare an isocyanate terminated polyether-polyurethane, (2) reacting the isocyanate terminated polyether-polyurethane with a glycol having two primary hydroxyl groups and a molecular weight of less than 500, the amount of glycol being such that 1,8 to 2,0 OH groups are present for each free NCO group of the isocyanate terminated polyether-polyurethane to form a hydroxyl terminated polyether-polyurethane having a molecular weight greater than 1,000, reacting said hydroxyl terminated polyether-polyurethane with 20 to 300 mol. per cent excess over the stoichiometrical amount calculated on the free OH groups of an organic diisocyanate and then with a cross-linking agent, said cross-linking agent being an organic compound having a molecular weight of less than 500 and containing at least two hydrogen atoms in the molecule capable of reacting with isocyanate groups, and (4) casting into a heated mould where curing takes place at a temperature of from 80 DEG C. to 140 DEG C.  Specified polyhydric polyalkylene ethers are those derived from ethylene oxide, propylene oxide, butylene oxide, dioxane and tetrahydrofuran and those made by condensing an alkylene oxide with a glycol, e.g. ethylene, propylene or butylene glycol.  Specified glycols having two primary hydroxyl groups are ethylene, propylene, 1,4-butylene, 1,5-amylene, diethylene, triethylene, thiodiethylene and xylylene glycol and 1,6-hexanediol and 2,2-dimethyl-1,3-propanediol.  Specified diisocyanates include ethylene, ethylidene, propylene, butylene, cyclopentylene-1,3-, cyclohexylene-1,4-, cyclohexylene-1,2-, tolylene-2,4-, tolylene-2,6-, diphenylmethane-4,4-, 2,21-diphenylpropane-4,41, p-phenylene, m-phenylene, xylylene, naphthylene-1,4-, naphthylene-1,5-, diphenyl-4,41, azobenzene-4,41-, diphenylsulphone-4,41-, dichlorohexamethylene, tetramethylene, pentamethylene, hexamethylene, 1-chlorobenzene-2,4- and furfurylidene diisocyanate.  Specified cross-linking agents are ethylene glycol, quinite, butanediol-1,4, hexane-1,6-diol, naphthylene-1,5-di-b -dihydroxyethyl ether, hydroquinone-b -dihydroxyethyl ester, trimethylol propane, glycerine, water, hexanetriol, butylene diamine, 3,31-dichlorobenzidine, 3,31-dichloro-4,41-diaminodiphenyl methane, 2,5-dichlorophenylene-1,4-diamine, 3-aminochlorohexanol, aminoethanol and p-amino-phenyl-ethyl alcohol.  Retarding agents, e.g. benzoyl chloride, hydrochloric acid, sulphur dioxide and boric acid esters and accelerators, e.g. N-methyl morpholine, dimethyl benzylamine, methyl diethylamine, diethanolamine, iron acetyl acetonate and dibutyl tin dilaurate may be present in the reaction mixture.  The examples describe the preparation of polyurethanes from polypropylene ether glycol, tolylene-2,4-diisocyanate, naphthylene-1,5-diisocyanate, butane-1,4-diol and:- (1) triethylene glycol; (2) ethylene glycol.  Specification 700,608 is referred to.