Patent GB-873264-A (GB)
Title: Resinous reaction products of modified glycidyl ethers and polyisocyanates and processes for the production thereof
IPC: C08G18/50
Filed: 1959-09-09
Abstract: The invention comprises a resinous reaction product of a modified glycidyl ether and a polyisocyanate, in which the glycidyl ether used is one derived from a polyhydric phenol or alcohol and has been modified by conversion of a glycidyl group into an oxyaminopropyl group by reaction with a primary or secondary amine and which is soluble in organic solvents.  The glycidyl ether may be derived from a polyhydric phenol or polyhydric alcohol such as glycerol or butane-triol and epihalohydrins or dihalohydrins.  Preferred are those derived from 2, 2-bis(4-hydroxyphenyl) propane having an average of 1-2 epoxy groups per molecule and an epoxy equivalent in the range 225-4,000.  Reaction with the amine converts the glycidyl groups into 3-amino-2-oxypropyl and/or 2-amino-3-oxypropyl groups. Specified amines are aniline, piperidine, stearylamine, monododecyl propylene diamine, mono-and diethanolamine, dimethylamine and diethylamine.  The modification can be effected at above 50 DEG C. Preferably equivalent amounts of reactants are used.  The products are soluble in ketones, esters and their mixtures with hydrocarbons. As polyisocyanates, hexamethylene diisocyanate, toluene-2, 4-diisocyanate, triphenylmethane triisocyanate and polyphenyl urethanes from polyisocyanates are suitable.  The products may be used in lacquers, varnishes, paints or in conjunction with solvents, pigments, coal tar, bitumen and fillers such as sand and gravel.  In examples the glycidyl ether used is derived from 4, 41-di-hydroxyphenyl propane, has an epoxy equivalent weight of 500 and an average of 1,8 epoxy groups per molecule.  This is refluxed in solvents (toluene, methyl isobutyl ether, cyclo hexanone) with (1) stearylamine, (2) monododecyl propylene diamine, (3) aniline and (4) piperidine. The product in solution is mixed with a trimethylol propane/toluene-2, 4-diisocyanate adduct, applied as a coating and cured at room temperature.  Foams can be produced by adding water to the reaction mixture of modified glycidyl ether and polyisocyanate.ALSO:The invention comprises a resinous reaction product of a modified glycidyl ether and a polyisocyanate, in which the glycidyl ether used in one derived from a polyhydric phenol or alcohol and has been modified by conversion of a glycidyl group into an oxyaminopropyl group by reaction with a primary or secondary amine and which is soluble in organic solvents.  Foams can be produced by adding water to the reaction mixture of modified glycidyl ether and polyisocyamate.  The glycidul ether may be derived from a polyhydric phenol or polyhydric alcohol such as glycerol or butane-triol and epihalohydrins or dihalohydrins. Preferred are those derived from 2, 2-bis (4-hydroxy-phenyl) propane having an average of 1 to 2 epoxy groups per molecule and an epoxy equivalent in the range 225 to 4,000.  Reaction with the amine converts the glycidyl groups into 3-amino-2- oxypropyl and/or 2-amino-3-oxypropyl groups.  Specified amines are aniline, piperidine, stearylamine, monododecyl propylene diamine, mono- and diethanolamine, dimethylamine and diethylamine. The modification can be effected at above 50 DEG C.  Preferably equivalent amounts of reactants are used.  The products are soluble in ketones, esters and their mixtures with hydrocarbons.  As polyisocyanates, hexamethylene diisocyanate, toluene-2, 4-diisocyanate, triphenylmethane triisocyanate and polyphenyl urethanes from polyisocyanates are suitable.  The products may be used in lacquers, varnishes, paints or in conjunction with solvents, pigments, coal tar, bitumen and fillers such as sand and gravel. In examples the glycidyl ether used is derived from 4, 41-di-hydroxyphenyl propane, has an epoxy equivalent weight of 500 and an average of 1,8 epoxy groups per molecule.  This is refluxed in solvents (toluene, methyl isobutyl ether, cyclohexanone) with (1) stearylamine (2) monododecyl propylene diamine, (3) aniline and (4) piperidine.  The product in solution is mixed with a trimethylol propane/toluene -2, 4-diisocyanate adduct, applied as a coating and cured at room temperature.