Uretdione formation in solution
View Patent ↗The invention relates to a process for preparing polyisocyanates having a high uretdione group content by phosphine-catalysed isocyanate oligomerization in the presence of organic carbonates and/or nitriles.
1. Process for preparing polyisocyanates containing uretdione groups, in which polyisocyanates are oligomerized in the presence of a catalyst system comprising A) phosphines and B) organic nitriles or mixtures of organic nitriles and organic carbonates.
2. Process for preparing polyisocyanates containing uretdione groups according to claim 1 , characterized in that tertiary phosphines are used in amounts of from 0.05 to 3 mol %, based on the sum of the amount of isocyanate, in A).
3. Process for preparing polyisocyanates containing uretdione groups according to claim 1 , characterized in that carbonates having a cyclic structure are used in B).
4. Process for preparing polyisocyanates containing uretdione groups according claim 1 , characterized in that 1,3-dioxolan-2-one (ethylene carbonate), 4-methyl-1,3-dioxolan-2-one (propylene carbonate), 4-ethyl-1,3-dioxolan-2-one (butylene carbonate) or glycerol carbonates are used in B), with the OH group of the exocyclic CH 2 —OH group in the latter being capped by NCO-unreactive alkyl, acyl, aryl or aralkyl groups.
5. Process for preparing polyisocyanates containing uretdione groups according to claim 1 , characterized in that organic nitriles of the general formula (I)R—CN(I) where R is a linear, branched or cyclic radical which has up to 20 carbon atoms and optionally contains heteroatoms, are used in B).
6. Process for preparing polyisocyanates containing uretdione groups according to claim 1 , characterized in that acetonitrile, adiponitrile, succinonitrile and/or 1,3,5-tris (cyano)hexane are used in B).
7. Process for preparing polyisocyanates containing uretdione groups according to claim 1 , characterized in that the component B) is used in amounts of from 5 to 30% by weight, based on the amount of isocyanate to be oligomerized.
8. Process for preparing polyisocyanates containing uretdione groups according to claim 1 , characterized in that unreacted isocyanate and the organic carbonate or nitrile are removed by distillation subsequent to the isocyanate oligomerization.
9. Process for preparing polyisocyanates containing uretdione groups according to claim 8 , characterized in that the catalyst is separated off by distillation together with the organic carbonate and/or nitrile and unreacted isocyanate.
10. Polyisocyanate mixtures obtained from a process according to claim 1 .
11. Polyurethane polymers and coatings obtained using polyisocyanate mixtures according to claim 10 .