Patent GB-1287150-A (GB)
Title: Improvements in or relating to polyurethanes
Inventor: AUFDERMARSH CARL ALBERT
IPC: C08G18/76
Filed: 1969-10-03
Abstract: 1287150 Polyurethane foams and coating compositions E I DU PONT DE NEMOURS & CO 3 Oct 1969 [4 Oct 1968 1 May 1969] 48773/69 Headings C3C and C3R [Also in Division C2] Polyurethane foams are prepared by reacting x equivalents of an aliphatic polyisocyanate (wherein x is from 2À0 to 10À5) with 1 equivalent of a polyether or polyester polyol to produce an isocyanato -terminated prepolymer, and subsequently reacting with said prepolymer a further 0 to 1 equivalents of said polyol, from 1 to 10 parts by weight of water per 100 parts of total polyol reactant used in both stages and a further y equivalents of aliphatic polyisocyanate such that the total polyisocyanate used (i.e. the sum of x and y) provides 0À7 to 1À3 isocyanato equivalents per equivalent of polyol plus water present, the water-isocyanato group reaction being carried out in the presence of a substituted amidine of the formula wherein R 1  and R 2  are each C 1-4  alkyl or C 1-4  alkyl substituted by one or more C 1-4  alkoxy, R 3  is C 1-18  alkyl or C 1-18  alkyl substituted by one or more C 1-4  alkoxy, R 4  is hydrogen, C 1-5  alkyl or C 1-5  alkyl substituted by one or more C 1-4  alkoxy, are one or two of the pairs R 1 -R 2 , R 1 -R 3 , R 1 -R 4 , R 2 -R 3 , R 2 -R 4  and R 3 -R 4  are joined together to form one or two 5 to 9 membered rings consisting of carbon atoms and not more than 2 hetero atoms selected from N, S and O including the amidine nitrogen atoms, provided that when R 1 -R 3  or R 2 -R 3  are so joined together the divalent group formed is saturated. 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 an amidine catalyst described above. Specified amidine catalysts are 1,5-diazabicyclo- [4.3.0] nonene-5, 1,8-diazabicyclo[5.4.0]undecene-7, 1,4-diazabicyclo[3.3.0]octene-4, 2- methyl-1,5-diazabicyclo[4.3.0]nonene-5, 2,7,8- trimethyl-1,5-diazabicyclo[4.3.0]nonene-5, 2- butyl-1,5-diazabicyclo[4.3.0]nonene-5, 1,9-diazabicyclo[6.5.0]tridecene-8, N<SP>1</SP>-cyclohexyl- N,N-dimethylformamidine, N<SP>1</SP>-methyl-N,N-din-butylacetamidine, N<SP>1</SP>-octadecyl-N,N-dimethylformamidine, N<SP>1</SP>-cyclohexyl-N,N-dimethylvaleramidine, 1-methyl-2-cyclohexyliminopyrrolidine, 3-butyl-3,4,5,6-tetrahydropyrimidine, N-(hexyliminomethyl)-morpholine, N-[alpha- (decylimino)ethyl]pyrrolidine, N<SP>1</SP>-dodecyl-N,N- dimethylformamidine, N<SP>1</SP>-cyclohexyl-N,N-dimethylacetamidine and N<SP>1</SP>-n-decyl-N,N-dimethylformamidine. Aliphatic polyisocyanates include any organic polyisocyanate having isocyanato groups attached to saturated carbon atoms. Those used in the examples being 4,4<SP>1</SP>- methylene-bis-(cyclohexyl isocyanate) and 3- isocyanatomethyl-3,5,5-trimethylcyclohexylisocyanate. Polyether and polyester polyol reactants preferably have equivalent weights of 900 to 1500 for foam formation and 90 to 560 for coatings. Further blowing agents such as methylene chloride and trichlorofluoromethane may be used in conjunction with water. Surfactants and cell regulators may be used during foam formation. Conventional amine or tin foam catalysts may be used in conjunction with the amidine catalysts. Examples describe the preparation of foams based on polyether polyols of equivalent weights 1250 and 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. A further example describes the preparation of a coating composition containing prepolymers based on a polypropylene ether triol of equivalent weight 210 obtained by condensing propylene oxide with glycerol. Uses.-the coating compositions may be applied to floor and wood substrates.