Patent GB-1114328-A (GB)
Title: Reaction products of alkylene oxides and urea derivatives and polyurethanes produced therefrom
IPC: C08G18/38
Filed: 1966-03-15
Abstract: Polyurethanes are obtained by reacting organic polyisocyanates with the hydroxyl-terminated resinous reaction product of a C2- 10 alkylene oxide and a urea which contains compounds of the structure: F/1> where X is oxygen or sulphur, each R is a X2- 10 1,2-alkylene radical, R1 and R11 ar hydrogen, C1- 4 alkyl alkyl, phenyl, alkylphenyl groups with 7 to 11 carbon atoms or -(-R-O-)-cH groups, where R may be the same or different, R1 and R11 may be the same or different and a, b or c is a number from 0 to 10, with a + b + c equal to 1 to 10.  Approximately one equivalent of the hydroxyl-terminated resin is reacted with one equivalent of the organic polyisocyanate, a suitable urethane catalyst may be present, and water or other reactive hydrogen-containing components, e.g. long chain aliphatic polyols, polyether polyols and polyester polyols may be present.  Depending on the nature of the polyurethane product required, ohter conventional additives may be present, e.g. blowing agents such as halocarbons and CO2 for the preparation of polyurethane forms, curing catalysts such as tertiary and hydroxylamines and organic salts of tin, emulsifiers and/or surfactants.  Other active hydrogen-containing materials which may be present in polyurethane foams include phenolformaldehyde condensation products, amines and oxyalkylated derivatives thereof, castor oil and derivatives thereof and the oxyalkylation products of polyamine polyamide compounds as obtained by the reaction of dicarboxylic acids with polyamines.  The polyisocyanate employed preferably has a funtionality greater than 2 and is suitably converted to a prepolymer before use in the rigid foam formulation.ALSO:The invention comprises a hydroxyl-terminated resin formed by reacting a urea with an alkylene oxide having up to 10 carbon atoms, and containing compounds of the structure:  <FORM:1114328/C2/1> where X is oxygen or sulphur, each R is a 1,2-alkylene radical of 2 to 10 carbon atoms, R1 and R11 are hydrogen, C1- 4 alkyl groups, phenyl alkylphenyl groups with 7 to 11 carbon atoms or -(-R-O-)c-H groups, where R may be the same or different, wherein R1 and R11 may be the same or different, and a, b, or c is a number from 0 to 10, with a+b+c equal to 1 to 10.  The reaction may be effected under anhydrous conditions or in an aqueous or inert solvent medium, or the urea may be solubilized in the alkylene oxide if the latter is a liquid or it may be dissolved in a polyol, polyether polyol, or a hydroxyl- or carboxyl-terminated polyester which may be separated from the mixture after reaction.  At least two moles and not more than 20 moles of alkylene oxide, e.g. ethylene, propylene or butylene oxide, are generally employed per mole of urea and the reaction is suitably effected at 100-500 DEG  F. at a pressure of 10 to 300 p.s.i.g., preferably in the absence of a catalyst but acidic or basic catalysts may be employed.  The resinous products generally contain the above carbonate derivatives in amounts greater than 20% by weight, and carbonates of the formula <FORM:1114328/C2/2> where R1, R2, R3 and R4 are C2- 10 alkylene groups and d, e, f and g are numbers from 0 to 10 such that their sum is not greater than 20, may also be present in quantities up to about 20% by weight.  The starting material may be a urea, a thiourea or a carbamate derivative thereof, and the carbamate derivative may be obtained by reacting the urea with a trialkanolamine.  The products may be converted to polyurethanes by reaction with polyisocyanates.