Method for producing a polyisocyanate polymer and a polyisocyanurate plastic

Patent metadata

Field	Value
Publication number	US-11319402-B2
Application number	US-201917053822-A
Country	US
Kind code	B2
Filing date	May 13, 2019
Priority date	May 17, 2018
Publication date	May 3, 2022
Grant date	May 3, 2022

Abstract

The invention relates to a method for producing a polyisocyanate polymer and to the polyisocyanate polymer obtainable from the method and to the use thereof as part of a two-stage method for producing a polyisocyanurate plastic, in particular for producing coatings, films, semi-finished products or molded parts containing such a polyisocyanurate plastic.

First claim

The invention claimed is:

1. A process for producing a semifinished product, comprising
a) providing a reaction mixture comprising a component having isocyanate-reactive groups, wherein a molar ratio of isocyanate groups to isocyanate-reactive groups is at least 3:1, the reaction mixture comprising
(i) a polyisocyanate composition A,
(ii) a catalyst B1 that catalyzes the reaction of isocyanate groups to give uretdione groups, and

(iii) a catalyst B2 that catalyzes the reaction of isocyanate and uretdione groups to give isocyanurate groups, wherein catalyst B1 is different than catalyst B2;
b) wetting a fiber, a woven fabric, a nonwoven scrim or a knit with the reaction mixture; and
c) catalytically polymerizing the polyisocyanate composition A to give a polyisocyanate polymer C that forms a layer on the fiber, the woven fabric, the nonwoven scrim or the knit, wherein the polyisocyanate polymer C has a modulus G″ of ≥1*10 6 Pa as determined by a plate/plate rheometer at 1/s at 23° C. based on ISO 6721-10:2015-09 and comprises uretdione groups; and
wherein the catalytic polymerization is conducted at an average temperature of not more than 100° C. over a period of 30 minutes up to 14 days.

2. A process for producing a composite material having a matrix comprising a polyisocyanurate plastic, comprising
a) providing a reaction mixture comprising a component having isocyanate-reactive groups, wherein a molar ratio of isocyanate groups to isocyanate-reactive groups is at least 3:1, the reaction mixture comprising
(i) a polyisocyanate composition A,
(ii) a catalyst B1 that catalyzes the reaction of isocyanate groups to give uretdione groups, and
(iii) a catalyst B2 that catalyzes the reaction of isocyanate and uretdione groups to give isocyanurate groups, wherein catalyst B1 is different than catalyst B2;

b) wetting a fiber, a woven fabric, a nonwoven scrim or a knit with the reaction mixture; and
c) catalytically polymerizing the polyisocyanate composition A to give a polyisocyanate polymer C that forms a layer on the fiber, the woven fabric, the nonwoven scrim or the knit, wherein the polyisocyanate polymer C has a modulus G″ of ≥1*10 6 Pa as determined by a plate/plate rheometer at 1/s at 23° C. based on ISO 6721-10:2015-09 and comprises uretdione groups, and wherein the catalytic polymerization is conducted at an average temperature of not more than 100° C. over a period of 30 minutes up to 14 days; and
d) comprising catalytically trimerizing polyisocyanate polymer C to give a polyisocyanurate plastic D at a temperature of at least 100° C., wherein the temperature in process step d) is at least 20° C. higher than the temperature in process step c).

3. A process for producing a polyisocyanurate plastic D, comprising
a) providing a polyisocyanate polymer C having a modulus G″ of at least 1*10 6 Pa as determined by a plate/plate rheometer at 1/s at 23° C. based on ISO 6721-10:2015-09, comprising
(i) uretdione groups; and
(ii) a catalyst B2 that catalyzes the reaction of uretdione groups to give isocyanurate groups;
obtained by
a1) providing a reaction mixture comprising a component having isocyanate-reactive groups, wherein a molar ratio of isocyanate groups to isocyanate-reactive groups is at least 3:1, the reaction mixture comprising
(i) a polyisocyanate composition A,
(ii) a catalyst B1 that catalyzes the reaction of isocyanate groups to give uretdione groups, and
(iii) a catalyst B2 that catalyzes the reaction of isocyanate and uretdione groups to give isocyanurate groups, wherein catalyst B1 is different than catalyst B2; and

a2) catalytically polymerizing the polyisocyanate composition A to give the polyisocyanate polymer C;

wherein the polymerization to give the polyisocyanate polymer C is conducted at an average temperature of not more than 100° C. over a period of 30 minutes up to 14 days, and

b) catalytically trimerizing polyisocyanate polymer C to give a polyisocyanurate plastic D at a temperature between 100° C. and 400° C., wherein the temperature in catalytically trimerizing polyisocyanate polymer C to give polyisocyanate plastic D is at least 20° C. higher than the temperature in catalytically polymerizing the polyisocyanate composition A to prepare the polyisocyanate polymer C.

4. The process as claimed in claim 3 , wherein the polyisocyanate polymer C is provided in process step a) at a site at least 10 m removed from a site at which the catalytic trimerization in process step b) is performed.

5. The process as claimed in claim 3 , wherein the polyisocyanate polymer C provided in process step a) is reshaped prior to performing the catalytic trimerization in process step b).

6. The process as claimed in claim 1 , wherein a proportion of aliphatically and cycloaliphatically bonded isocyanate groups in the polyisocyanate composition A is at least 80 mol % based on a total amount of all isocyanate groups present therein.

7. The process as claimed in claim 1 , wherein the catalyst B2, at temperatures of not more than 60° C., by comparison with catalyst B1, has a reaction rate coefficient for the conversion of isocyanate groups k(T) ISOB2 that is at least a factor of 2 less than the reaction rate coefficient k(T) ISOB1 .

8. The process as claimed in claim 1 , wherein the polyisocyanate polymer C has a glass transition temperature of not more than 60° C.

9. An isocyanurate plastic obtained by the process as claimed in claim 3 .

10. A semifinished product obtained by the process as claimed in claim 1 .

11. A coating, film, semifinished product or molding comprising the polyisocyanurate plastic D prepared by the process as claimed in claim 3 .

12. The process as claimed in claim 1 , wherein the component comprising isocyanate-reactive groups comprises the polyisocyanate composition A, the catalyst B1, the catalyst B2, or a combination thereof.

13. The process as claimed in claim 2 , wherein the component comprising isocyanate-reactive groups comprises the polyisocyanate composition A, the catalyst B1, the catalyst B2, or a combination thereof.

14. The process as claimed in claim 3 , wherein the component comprising isocyanate-reactive groups comprises the polyisocyanate composition A, the catalyst B1, the catalyst B2, or a combination thereof.

Assignees

• Covestro Intellectual Property Gmbh & Co Kg

Inventors

• Hocke Heiko
• Matner Mathias
• Achten Dirk
• Laas Hans-Josef
• Mager Dieter

Classifications

• C08G18/168

  Organic compounds · CPC title

• C08J5/043

  with glass fibres · CPC title

• C08G18/225

  of alkali or alkaline earth metals · CPC title

• C08G18/097

  oligomerisation to urethdione groups · CPC title

• C08G18/092 Primary

  oligomerisation to isocyanurate groups · CPC title