Method for producing polyisocyanates
View Patent ↗The invention relates to a method for making oligomeric isocyanates by reacting diisocyanates in the presence of a catalyst, wherein the catalyst comprises a saline compound prepared from a five-membered N-heterocycles and the N-heterocycle comprises at least one N—H function in the five-membered ring, to the products produced in this way and to polymers prepared from these products.
1. A method for making oligomeric isocyanates comprising reacting a diisocyanate in the presence of a catalyst, wherein the catalyst consists of a saline compound prepared from an anion of a compound selected from the group consisting of pyrrole, substituted pyrrole, carbocyclically annellated derivatives of pyrrole, heterocyclically annellated derivatives of pyrrole, pyrazole, imidazole, substituted pyrazole, substituted imidazole, carbocyclically annellated derivatives of pyrazole, heterocyclically annellated derivatives of pyrazole, heterocyclically annellated derivatives of imidazole, 1,2,3- or 1,2,4-triazole, carbocyclically annellated species of 1,2,4-triazole, heterocyclically annellated species of 1,2,3- or 1,2,4-triazole, and mixtures thereof and a cation selected from alkali, alkaline-earth and/or monovalent ammonium cations and/or phosphonium cations of formula (5)
wherein
E represents nitrogen or phosphorus and R 1 , R2, R 3 and R 4 independently of one another represent the same or different radicals selected from a saturated aliphatic or cycloaliphatic, or an optionally substituted aromatic or araliphatic radical with up to 18 carbon atoms respectively; and
said anion is formed prior to reacting said dilsocyanate with said catalyst.
2. The method of claim 1 , wherein the monovalent ammonium cation and/or phosphonium cation is selected from the group consisting of tetra-methyl ammonium chloride; tetra-ethyl ammonium chloride; tetra-propyl ammonium chloride; tetra-butyl ammonium chloride; tetra-hexyl ammonium chloride; tetra-octyl ammonium chloride; benzyl-trimethylammonium chloride; methyl-trialkylammonium chlorides wherein the alkyl groups are straight-chain or branched C 6 to C 10 radicals; tetra-ethyl phosphonium chloride; tetra-propyl phosphonium chloride; tetra-butyl phosphonium chloride; tetra-hexyl phosphonium chloride; tetra-octyl phosphonium chloride; phosphonium chlorides with mixed substituents selected from alkyl-triethyl, alkyl-tributyl, alkyl-trihexyl, alkyl-trioctyl and alkyl-tridodecyl, wherein the alkyl group is a straight-chain or branched C 4 to C 20 radicals;
and combinations thereof.
3. The method of claim 1 wherein the dilsocyanate or the mixture of diisocyanates comprise 4 to 20 carbon atoms in the carbon skeleton besides the NCO groups.
4. The method of claim 1 wherein the dilsocyanate or the mixture of diisocyanates comprise aliphatically and/or cycloaliphatically bound NCO groups.
5. The method of claim 1 wherein the diisocyanate or the mixture of diisocyanates comprise hexamethylenediisocyanate (HDI), trimethyl-HDI (TMDI), 2-methylpentane-1,5-diisocyanate (MPDI), isophoronediisocyanate (IPDI), 1,3- and 1,4-bis(isocyanatomethyl)cyclohexane (H 6 XDI), bis(isocyanatomethy)norbomane (NBDI), 3(4)-isocyanatomethyl-1-methyl-cyclohexylcyanate (IMCI) and/or 4,4′-bis(isocyanatocyclohexyl)methane (H 12 MDI).