Patent GB-908188-A (GB)
Title: Process for coating or impregnating materials
IPC: C08G18/10
Filed: 1960-04-21
Abstract: In Example 10 a multifil polycaprolactam cable band is passed through a solution in methylene chloride dimethyl formamide and methyl ethyl ketone of a polyurethane made from a polyester of ethylene glycol and adipic acid, 4:41-diphenyl methane diisocyanate, 1:4-butane diol, dimethyl cyclohexyl amine and diisobutylamine, the coated cable being passed through a heated tunnel and made into nets.ALSO:In a process for coating or impregnating materials with isocyanate polyaddition products, a reaction product containing free NCO groups and obtained by the reaction of a polyhydroxy compound having a molecular weight of 200 to 3,000 with an excess of a polyisocyanate is reacted in the presence of catalysts causing the polymerization of NCO groups into isocyanurate rings and in a solvent inert with respect to NCO with a smaller quantity of an alcohol and/or amine which alcohol and/or amine has at least two active hydrogen-atom containing groups, than is required for the complete reaction with the NCO groups present until the viscosity of the solution has reached a value of between 10 and 2,000 poises/30 DEG C. then further reacted with an alcohol and/or amine which alcohol or amine has not more than one active hydrogen-atom containing group, if necessary after dilution with a solvent, until free NCO groups are no longer present, the resultant viscous solution then being applied to the material to be coated or impregnated.  Specified polyisocyanates are 4:41-diphenyl methane, 1:5-naphthylene and 2:21-diphenyl propane-4:41-diisocyanate. Specified polyhydroxy compounds are polyesters, polyesteramides, polyesterurethanes, polyether esters, polyethers and polythioethers. Specified crosslinking agents are butane diol, hexane diol, decane diol, thiodiglycol, trimethylol propane, 1:4-phenylene-bis-hydroxy ethyl ether, 3:31-dichlorobenzidine, toluylene diamine and 3:31-dinitrobenzidine.  Specified catalysts are dimethyl cyclohexylamine, alkali metal alcoholates and phenolates, fatty acid salts and iron acetyl acetonate.  Specified solvents are diethyl ketone, ethyl methyl ketone, dipropyl ketone, methyl isobutyl ketone, butyl acetate, dipropyl ether, dioxane, tetrahydrofuran, chlorobenzene and dichlorobenzene.  Specified monofunctional amines and alcohols are diisobutylamine, N-methyl aniline, aniline and ethanol.  Specified diluents are dimethyl formamide, dimethyl acetamide and dimethyl sulphoxide.  Excess of the monofunctional alcohols or amines in the final product may be neutralized by neutralization with a lower pyrocarbonic acid ester.  The examples disclose the preparation of reaction products from an ethylene glycol-adipic acid polyester, poly-1:4-butylene ether, a polythioether derived from thioglycol and a diethylene glycol-adipic acid polyester.ALSO:In Examples (1) to (6) cotton fabric webs are coated with compositions comprising kaolin, titanium dioxide, an organic pigment dyestuff, methylethyl ketone or n-butyl acetate, dimethyl formamide and polyurethanes made from:-(1) an adipic acid/ethylene glycol polyester, 4 : 4-diphenyl methane diisocyanate, butane-1 : 4-diol, dimethylcyclohexylamine and diisobutylamine; (2) the polyester of Example (1), 1 : 5-naphthylene diisocyanate, dimethylcyclohexylamine, butanediol and N-methylaniline; (3) poly-1 : 4-butylene ether, 4 : 4-diphenylmethane diisocyanate, butane-1 : 4-diol, trimethylol propane, dimethylcyclohexylamine and N-methyl aniline; (4) a polythioether derived from thiodiglycol, 1 : 4-diphenylmethane diisocyanate, butane-1 : 4-diol, dimethylcyclohexylamine and ethanolamine; (5) the polythioether of Example (4), 4-41-diphenylmethane diisocyanate, butane-1 : 4- diol, dimethylcyclohexylamine and diisobutylamine and (6) the polyester of Example (1), 4 : 41-diphenyl methane diisocyanate, butane-1 : 4-diol, dimethyl cyclohexylamine and diisobutylamine.  In Example (7) a woollen fleece is dipped in a solution in methylethyl ketone and dimethyl formamide of a polyurethane made from a diethylene glycol/adipic acid polyester, 4 : 41-diphenyl methane diisocyanate, butane-1 : 4-diol, p  dimethyl cyclohexylamine, diisobutylamine and N-methyl aniline, the coated materials obtained in Examples (1) to (7) being dried by heating.  In Example (8), knitted poly-caprolactam stockings dyed with the azo dyestuff of m-phenylene diamino-4-sulphonic acid and 4 nitro-2-aminophenol are dipped in a polyurethane solution similar to that of (1) squeezed, dried and treated with superheated steam.  In Example (9) a polycaprolactam fishing net is dipped into a solution as in Example (8) and squeezed. In Example (10), the solution of Example (9) diluted with methylene chloride is coated on a multifil polycaprolactam cable band and dried by heating.