Hydrophobically modified polyisocyanurate plastic and method for production thereof

Patent metadata

Field	Value
Publication number	US-11286332-B2
Application number	US-201616095205-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 invention relates to novel modified polyisocyanurate plastics, obtainable by means of catalytic trimerization of a composition (A), wherein the composition (A) contains oligomeric, modified polyisocyanates (B), which represent a reaction product from an oligomeric polyisocyanate (B1) and at least one functionalization reagent (B2) which is reactive to isocyanate groups, wherein the composition (A) comprises a content of monomeric diisocyanates of 20 wt % at maximum and wherein the at least one functionalization reagent (B2) which is reactive to isocyanate groups has at least one relative functional group which is reactive to isocyanate groups and which is not an isocyanate group. The invention further relates to the method by which the polyisocyanurate plastics according to the invention are obtainable, to the use of the polyisocyanurate plastics according to the invention for producing coatings, films, semi-finished products, composite materials and molded parts, and substrates coated by 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, and wherein the at least one isocyanate-reactive functionalization reagent B2) after reaction with polyisocyanate B1) lowers 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.

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

4. The modified polyisocyanurate plastic as claimed in claim 1 , wherein an oligomeric, modified polyisocyanate B) of an oligomeric structure is used as oligomeric, modified polyisocyante B), wherein the oligomeric structure is chosen from uretdione, isocyanurate, allophanate, biuret, iminooxadiazinedione and/or oxadiazinetrione structure.

5. 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.

6. 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.

7. The modified polyisocyanurate plastic as claimed in claim 6 , wherein the trimerization catalyst C) comprises potassium acetate as the alkali metal salt.

8. The modified polyisocyanurate plastic as claimed in claim 6 , wherein the trimerization catalyst C) comprises a polyether.

9. The modified polyisocyanurate plastic as claimed in claim 1 , wherein the composition A) has a content of monomeric diisocyanate of not more than 15% by weight, not more than 10% by weight or not more than 5% by weight, based in each case on the weight of the composition A).

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, and wherein the at least one isocyanate-reactive functionalization reagent B2) after reaction with polyisocyanate B1) lowers 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 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, wherein the at least one isocyanate-reactive functionalization reagent B2) has a surface tension of <20 mN/m and/or wherein the composition A) has a content of monomeric diisocyanate of not more than 15% by weight, not more than 10% by weight or not more than 5% by weight, based in each case on the weight of the composition A).

13. 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

• Achten Dirk
• Matner Mathias
• Laas Hans-Josef
• Weikard Jan
• Mager Dieter
• Golling Florian

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

• C08G18/809

  containing silicon · CPC title

• C08G18/73 Primary

  acyclic · CPC title