Biobased urethane (meth)acrylate for use in cladding

Patent metadata

Field	Value
Publication number	US-12305069-B2
Application number	US-202017611757-A
Country	US
Kind code	B2
Filing date	Jun 16, 2020
Priority date	Jun 18, 2019
Publication date	May 20, 2025
Grant date	May 20, 2025

Abstract

A radiation curable and at least partially biobased urethane (meth)acrylate for use in a one-component coating composition for cladding an outdoor surface of a building, obtained from the reaction of at least the following compounds: a. a polyisocyanate compound having a biobased carbon content of at least 20%, preferably at least 50%, as determined by method A of the standard ASTM D6866-12:2008, and b. a (meth)acrylate compound, different from compound a, and containing a reactive group capable to react with isocyanate groups.

First claim

The invention claimed is:

1. A radiation curable and at least partially biobased urethane (meth)acrylate for use in a coating composition for cladding an outdoor surface of a building, obtained from the reaction of at least the following compounds:
a. a polyisocyanate compound having a biobased carbon content of at least 20%, as determined by method A of the standard ASTM D6866-12:2008, wherein the polyisocyanate compound comprises an oligomer of a diisocyanate, and
b. a (meth)acrylate compound, different from compound a, and containing a reactive group capable to react with isocyanate groups.

2. The urethane (meth)acrylate according to claim 1 , wherein the coating composition is a one-component coating composition.

3. The urethane (meth)acrylate according to claim 1 , wherein the compound a comprises at least 2 isocyanate groups.

4. The urethane (meth)acrylate according to claim 1 , wherein the oligomer of the diisocyanate is a trimer.

5. The urethane (meth)acrylate according to claim 1 , wherein the polyisocyanate compound is aliphatic.

6. The urethane (meth)acrylate according to claim 5 , wherein the polyisocyanate compound is an oligomer of a C 2 -C 8 , aliphatic diisocyanate.

7. The urethane (meth)acrylate according to claim 1 , wherein the polyisocyanate compound has an isocyanate content of at least 15 wt %.

8. The urethane (meth)acrylate according to claim 1 , wherein said following compounds further comprise:
c. a polyol, different from the compound a and the compound b.

9. A coating composition for cladding an outdoor surface of a building comprising the urethane (meth)acrylate according to claim 1 .

10. A coating composition according to claim 9 , which is a one-component coating composition.

11. The composition according to claim 9 , further comprising a reactive diluent.

12. The composition according to claim 9 , further comprising a UV absorber and/or a hindered amine light stabilizer.

13. The composition according to claim 9 , further comprising a one or more additives selected from the group consisting of rheology modifiers, photoinitiators, inhibitors, light absorbers, wetting agents, plasticizers, non-reactive diluents, and flexibilizers.

14. A process for preparing a radiation curable and at least partially biobased urethane (meth)acrylate for use in a coating for cladding an outdoor surface of a building, comprising the step of reacting together at least the following compounds:
a. a polyisocyanate having a biobased carbon content of at least 20%, preferably at least 50%, as determined by method A of the standard ASTM D6866-12:2008, wherein the polyisocyanate compound comprises an oligomer of a diisocyanate, and
b. a (meth)acrylate compound, different from compound a, and containing a reactive group capable to react with isocyanate groups.

15. A process for curing a urethane (meth)acrylate according to claim 1 comprising exposing the urethane (meth)acrylate to one or more of an electron beam or an UV radiation.

16. Substrate coated with a urethane (meth)acrylate according to claim 1 .

17. The urethane (meth)acrylate according to claim 1 , wherein the polyisocyanate compound has a biobased carbon content of at least 50% as determined by method A of the standard ASTM D6866-12:2008.

18. The urethane (meth)acrylate according to claim 1 , wherein the polyisocyanate compound comprises an allophanate (R—NH—CO—NR—CO—O—R), a biuret (R—NH—CO—NR—CO—N—R), or an isocyanurate group of the following formula:

wherein R is an aliphatic chain having from 2 to 8 carbon atoms comprising an isocyanate group, usually in a terminal position.

19. The urethane (meth)acrylate according to claim 3 , wherein the compound a comprises from 2 to 5 isocyanate groups.

20. The urethane (meth)acrylate according to claim 3 , wherein the compound a comprises from 3 to 5 isocyanate groups.

21. The urethane (meth)acrylate according to claim 3 , wherein the compound a comprises from 3.5 to 4.5 isocyanate groups.

22. The urethane (meth)acrylate according to claim 6 , wherein the polyisocyanate compound is an oligomer of a C 5 -C 6 aliphatic diisocyanate.

Assignees

• ALLNEX Belgium SA

Inventors

• Van Holen Jurgen
• Vanmeulder Guido
• Tielemans Michel

Classifications

• C08K5/17

  Amines; Quaternary ammonium compounds · CPC title

• C08G18/73

  acyclic · CPC title

• C08G18/6755

  Unsaturated carboxylic acids · CPC title

• C09D7/63

  organic · CPC title

• C09D7/48

  Stabilisers against degradation by oxygen, light or heat · CPC title