Patent GB-1289310-A (GB)
IPC: C08G18/75
Filed: 1969-10-03
Abstract: 1289310 Polyurethane foams and coating compositions E I DU PONT DE NEMOURS & CO 3 Oct 1969 [4 Oct 1968 8 April 1969] 48774/69 Headings C3C and C3R Polyurethane foams are prepared by reacting a polyether or polyester polyol and 1-10 parts by weight of water per 100 parts of polyol with 0À7 to 1À3 equivalents of an aliphatic polyisocyanate per equivalent of water plus polyol, the foaming being carried out in the presence of at least one substituted guanidine of the formula wherein R 1 , R 2 , R 3  and R 4  are each C 1-4  alkyl or C 1-4  alkyl substituted by one or more C 1-4  alkoxy, or one or both of the pairs R 1 -R 2  and R 3 -R 4  are joined together to form a 5 to 7 membered ring consisting of carbon atoms and not more than 2 hetero atoms, including a guanidine N-atom, selected from N,S and O, and wherein X is phenyl or phenyl substituted by one or more C 1-12  alkyl, or C 1-4  alkoxy groups, or X is an alkyl group of the formula in which R 5 , R 6  and R 7  are H, C 1-4  alkyl or C 1-4  alkyl substituted by phenyl, substituted phenyl, C 1-4  alkoxy, C 6-15  aryloxy, nitrile or carboalkoxy, or R 7  can additionally be C 5-18  alkyl, phenyl, substituted phenyl or C 1-4  alkoxy, or one or two of the pairs R 5 -R 6 , R 5 -R 7  and R 6 -R 7  are joined together to form a 5 to 7 membered ring consisting of carbon atoms and not more than one hetero atom selected from N, S and O. According to a further aspect moisture cure coating compositions consist of aliphatic isocyanato-terminated polyurethane prepolymers in an inert solvent containing 0À05 to 2À0% by weight based on the total composition of a guanidine catalyst described above. The polyurethane foams may be obtained by a one-shot, a prepolymer or a quasi-prepolymer technique. Specified guanidine catalysts are 2-phenyl-, 2- (4-dodecylphenyl)-, 2-(4-methoxyphenyl)-, 2- methyl-, 2-n-butyl-, 2-cyclohexyl-, 2-n-decyl-, 2-tert.-butyl-, 2-(beta-cyanoethyl)-, 2-(beta-earbobutoxy ethyl)-, 2-(beta-carbooctoxyethyl)-, 2- (beta-ethoxyethyl)-, and 2-butoxymethyl- 1,1,3,3-tetramethylguanidines; 2-(3-phenoxypropyl)- and 2-butyl-1,1,3,3-tetraethylguanidines; 2-(beta-phenethyl)-1,1,3,3-tetrapropylguanidine; and 2-benzyl-1,1,3,3-tetrabutylguanidine. Aliphatic polyisocyanates include any organic polyisocyanate having isocyanato groups attached to saturated carbon atoms, those specified being 1,4-tetramethylene-, 1,6-hexamethylene-, 2,2,4-trimethyl-1,6-hexamethylene-, meta- and para-xylylene-, alpha,alpha,alpha,alphatetramethyl-para-xylylene-, 4-methyl-1,3-cyclohexylene- and 2-methyl-1,3-cyclohexylene-diisocyanates, 3-isocyanatomethyl-3,5,5-trimethylcyclohexyl isocyanate, phenylene-bis-(2-ethyl isocyanate), 4,4<SP>1</SP>-methylene bis (cyclohexyl isocyanate), 2,41-methylene bis-(cyclohexyl isocyanate), bis-(2-isocyanatoethyl)carbonate, bis-(2- isocyanatoethyl)fumarate, bis-(2-isocyanatoethyl)-4-cyclohexene-1,2-dicarboxylate, alkyl esters of 2,5-diisocyanatovaleric acid, and 2,4-bis-(4- isocyanatocyclohexylmethyl) cyclohexyl isocyanate. Suitable polyols may be polyalkylene ether and polyester polyols, equivalent weights being preferably 900 to 1500 for foams and 90 to 560 for coatings. Mixtures of polyalkylene ether polyols and polyols having a molecular weight below 350 are preferably employed for coatings. Further blowing agents such as methylene chloride and trichlorofluoromethane may be used in conjunction with water. Surfactants including polysiloxanes, and cell regulators such as N,N-dimethylformamide, N-methylpyrrolidone-2, tetramethylene sulphone and dimethylsulphoxide may be employed during foam formation. Conventional amine or tin foam catalysts may be used in conjunction with the guanidines. Examples describe the preparation of foams based on polyether polyols of equivalent weights ranging from 1000 to 1480 obtained by condensing propylene oxide with trimethylol propane and capping with ethylene oxide; and also based on a polyester polyol of equivalent weight 1000 obtained by esterifying adipic acid with a mixture of diethylene glycol and trimethylolpropane. Further examples describe the preparation of coating compositions containing prepolymers based on a polypropylene ether triol of equivalent weight 210 obtained by condensing propylene oxide with glycerol; and also based on a branched polyester polyol of hydroxyl number 165 and equivalent weight 340 obtained from ethylene glycol, trimethylolpropane and adipic acid. Uses:-The coating compositions maybe applied to floor and wood substrates.