Hydrophilically modified polyisocyanurate plastic and process for production thereof

Patent metadata

Field	Value
Publication number	US-11286331-B2
Application number	US-201616095119-A
Country	US
Kind code	B2
Filing date	Oct 25, 2016
Priority date	Apr 21, 2015
Publication date	Mar 29, 2022
Grant date	Mar 29, 2022

Abstract

The present invention relates to novel modified polyisocyanurate plastics obtainable by catalytic trimerization of a composition A), wherein the composition A) comprises oligomeric modified polyisocyanates B) that are a reaction product of an oligomeric polyisocyanate B1) and at least one functionalizing reagent B2) reactive toward isocyanate groups, where the composition A) has a content of monomeric diisocyanates of not more than 20% by weight and where the at least one functionalizing reagent B2) reactive toward isocyanate groups has at least one functional group reactive toward isocyanate groups which is not an isocyanate group. The invention further relates to the process from which the polyisocyanurate plastics of the invention are obtainable, to the use of the polyisocyanurate plastics of the invention for production of coatings, films, semifinished products, composites and moldings, and to substrates coated with such a coating.

First claim

The invention claimed is:

1. A modified polyisocyanurate plastic obtained by a process comprising the steps of:
(a1) providing a composition A), containing oligomeric, modified polyisocyanates B) and not more than 20% by weight of monomeric diisocyanates based on the weight of the composition A), wherein the oligomeric modified polyisocyanates B) constitute a reaction product of an oligomeric polyisocyanate B1) and at least one isocyanate-reactive functionalization reagent B2), and wherein the at least one isocyanate-reactive functionalization reagent B2) comprises at least one isocyanate-reactive functional group which is not an isocyanate group, wherein the at least one isocyanate-reactive functionalization reagent B2) is chosen such that after reaction with the polyisocyanate B1) and catalytic trimerization of the composition A) it increases the surface energy of the polyisocyanurate plastic by at least 2 mN/m;
(a2) catalytic trimerization of the composition A), wherein the modified polyisocyanurate plastic is a solid, transparent and bubble-free molding.

2. The modified polyisocyanurate plastic as claimed in claim 1 , wherein the at least one isocyanate-reactive functionalization reagent B2) has a surface tension of >20 mN/m and <70 mN/m.

3. The modified polyisocyanurate plastic as claimed in claim 1 , wherein the at least one isocyanate-reactive functionalization reagent B2) is chosen such that after reaction with polyisocyanate B1) it increases the surface tension of B) by at least 2 mN/m.

4. The modified polyisocyanurate plastic as claimed in claim 1 , wherein the at least one isocyanate-reactive functionalization reagent B2) is a polyether alcohol.

5. The modified polyisocyanurate plastic as claimed in claim 4 , wherein the polyether alcohol is a polyalkylene oxide polyether alcohol having a statistical average of 5 to 50 ethylene oxide units per molecule.

6. The modified polyisocyanurate plastic as claimed in claim 5 , wherein the polyalkylene oxide polyether alcohol consist of ethylene oxide units to an extent of at least 70 mol %.

7. The modified polyisocyanurate plastic as claimed in claim 5 , wherein the polyalkylene oxide polyether alcohol is a polyethylene glycol monomethyl ether alcohol.

8. The modified polyisocyanurate plastic as claimed in claim 1 , wherein the oligomeric polyisocyanate B1) is constructed on the basis of 1,5-diisocyanatopentane (PDI), 1,6-diisocyanatohexane (HDI), isophorone diisocyanate (IPDI), 1,3-bis(isocyanatomethyl)cyclohexane, 1,4-bis(isocyanatomethyl)cyclohexane, 2,4′-diisocyanatodicyclohexylmethane or 4,4′-diisocyanatodicyclohexylmethane (H12MDI) or mixtures thereof.

9. The modified polyisocyanurate plastic as claimed in claim 1 , wherein the catalytic trimerization is carried out in the presence of a trimerization catalyst C), wherein the trimerization catalyst C) comprises at least one alkali metal or alkaline earth metal salt.

10. The modified polyisocyanurate plastic as claimed in claim 1 , wherein it constitutes a highly converted modified polyisocyanurate plastic in which not more than 20% of the isocyanate groups originally contained in the composition A) have been preserved.

11. A process for producing a modified polyisocyanurate plastic solid, transparent and bubble-free body, comprising the steps of:
(a1) providing a composition A), containing oligomeric, modified polyisocyanates B) and not more than 20% by weight of monomeric diisocyanates based on the weight of the composition A), wherein the oligomeric modified polyisocyanates B) constitute a reaction product of an oligomeric polyisocyanate B1) and at least one isocyanate-reactive functionalization reagent B2), and wherein the at least one isocyanate-reactive functionalization reagent B2) comprises at least one isocyanate-reactive functional group which is not an isocyanate group, wherein the at least one isocyanate-reactive functionalization reagent B2) is chosen such that after reaction with the polyisocyanate B1) and catalytic trimerization of the composition A) it increases the surface energy of the polyisocyanurate plastic by at least 2 mN/m;
(a2) catalytic trimerization of the composition A),
wherein the solid, transparent and bubble-free body is a molding.

12. The process as claimed in claim 11 , wherein the catalytic trimerization is carried out in the presence of a trimerization catalyst C).

13. The process as claimed in claim 11 , wherein the oligomeric polyisocyanate B1) is constructed on the basis of 1,5-diisocyanatopentane (PDI), 1,6-diisocyanatohexane (HDI), isophorone diisocyanate (IPDI), 1,3-bis(isocyanatomethyl)cyclohexane, 1,4-bis(isocyanatomethyl)cyclohexane, 2,4′-diisocyanatodicyclohexylmethane or 4,4′-diisocyanatodicyclohexylmethane (H12MDI) or mixtures thereof, and wherein the at least one isocyanate-reactive functionalization reagent B2) has a surface tension of >20 mN/m and <70 mN/m.

14. The process as claimed in claim 11 , wherein the catalytic trimerization is continued at least up to a degree of conversion at which only not more than 20% of the isocyanate groups originally contained in the composition A) remain present, so that a highly converted modified polyisocyanurate plastic is obtained.

Assignees

• Covestro Deutschland Ag

Inventors

• Klimmasch Thomas
• Weikard Jan
• Matner Mathias
• Achten Dirk
• Laas Hans-Josef
• Hocke Heiko
• Mager Dieter

Classifications

• C08G18/8064

  with monohydroxy compounds · CPC title

• C08G18/022 Primary

  the polymeric products containing isocyanurate groups · CPC title

• C08G18/289

  containing silicon · CPC title

• C08G18/792

  formed by oligomerisation of aliphatic and/or cycloaliphatic isocyanates or isothiocyanates · CPC title

• C08J5/18

  Manufacture of films or sheets · CPC title