Patent GB-885450-A (GB)
Title: Flexible isocyanate polymers and their production
Inventor: FRIEDERICH HERBERT
IPC: C08G18/02
Filed: 1958-12-09
Abstract: In a process for the production of flexible isocyanate polymers a mixture in the ratio of 1:1 to 1:0,06 of a monomeric or partly polymerized aliphatic diisocyanate and a saturated aliphatic or cycloaliphatic compound consisting of a hydrocarbon or halogenated hydrocarbon radical and one functional group capable of adding on to an isocyanate, said compound being a monohydric alcohol with 3 to 18 carbon atoms, a halogenated monohydric alcohol with 2 to 18 carbon atoms, a primary or secondary monoamine with 3 to 18 carbon atoms or a monocarboxylic acid with 3 to 18 carbon atoms is polymerized with the aid of a catalyst containing metal.  Up to 40% of aromatic or hydroaromatic isocyanates, e.g. phenyl isocyanate, naphthylene, 1,5-diisocyanate, cyclohexyl-1,4-diisocyanate or dicyclohexyl-4, 41-diisocyanate may also be present in the mixture. Specified aliphatic and cycloaliphatic derivatives are propanol, normal and tertiary butanols, 2-ethyl-hexanol, cyclohexanol, beta-decahydronaphthol, hexylamine, iso-octylamine, dibutylamine, cyclohexyl-amine, dicyclohexylamine, butyric acid, stearic acid, ethylene chlorhydrin and chlorbutanol.  As catalysts there can be used aluminium alcoholates, e.g. aluminium beta-decalolate, butylate or dimethylamino-propylate; sodium methylate or stearylate; titanium tetrachloride; calcium acetate, aluminium stearate or aluminium oxybutyrate; or tin acetylacetone.  Reaction temperatures of 50 DEG -200 DEG C. are suitable.  The products can be used as adhesives and coatings.  Suitable solvents are hydrocarbons, chloro-hydrocarbons, acetone, esters or ethers.  In Example (1) crude hexamethylene diisocyanate is heated at 140 DEG C. with butanol solution of aluminium butylate and the product is heated further with 2-ethylhexanol.  The product as a thin layer dries in air at 130 DEG C. or without external heating when aluminium butylate is added. Specification 809,809 is referred to.ALSO:In a process for the production of flexible isocyanate polymers a mixture in the ratio of 1 : 1 to 1 : 0.06 of a monomeric or partly polymerised aliphatic diisocyanate and a saturated aliphatic or cycloaliphatic compound consisting of a hydrocarbon or halogenated hydrocarbon radical and one functional group capable of adding on to an isocyanate, said compound being a monohydric alcohol with 3 to 18 carbon atoms, a halogenated monohydric alcohol with 2 to 18 carbon atoms, a primary or secondary monoamine with 3 to 18 carbon atoms or a monocarboxylic acid with 3 to 18 carbon atoms is polymerised with the aid of a catalyst containing metal.  Up to 40% of aromatic or hydroaromatic isocyanates, e.g. phenyl isocyanate, naphthylene-1,5-diisocyanate, cyclohexyl-1,4-diisocyanate or dicyclohexyl-4,41-diisocyanate may also be present in the mixture.  Specified aliphatic and cycloaliphatic derivatives are propanol, normal and tertiary butanols, 2-ethyl-hexanol, cyclohexanol, beta-decahydronaphthol, hexylamine, iso-octylamine, dibutylamine, cyclohexylamine, dicyclohexylamine, butyric acid, stearic acid, ethylene chlorohydrin and chlorbutanol.  As catalysts there can be used aluminium alcoholates, e.g. aluminium beta-decalolate, butylate or dimethylamino-propylate; sodium methylate or stearylate; titanium tetrachloride; calcium acetate, aluminium stearate or oxybutyrate; or tin acetyl-acetonate. Reaction temperatures of 50 DEG C.-200 DEG C. are suitable.  In an example (1) crude hexamethylene diisocyanate is heated at 140 DEG C. with a butanol solution of aluminium butylate and the product is heated further with 2-ethyl-hexanol.  The product, as a thin layer, dries on heating at 130 DEG  C. in air, or with heat when aluminium butylate is added.  Specification 809,809 is referred to.