Radiation-curable coating composition, method of coating a substrate and coated substrate

Patent metadata

Field	Value
Publication number	US-12410319-B2
Application number	US-202118009882-A
Country	US
Kind code	B2
Filing date	Jun 21, 2021
Priority date	Jun 23, 2020
Publication date	Sep 9, 2025
Grant date	Sep 9, 2025

Abstract

A radiation-curable coating composition is provided comprising a 5-hydroxy or 5-alkoxy-2 (5H)-furanone compound A, and a compound B with two or more vinyl ether or vinyl ester groups, wherein the molar ratio of vinyl moieties in compound B and furanone moieties in compound A is at least 0.5, and wherein the coating composition is free of a compound with two or more acryloyl or methacryloyl groups. Also provided are a method of coating a substrate comprising applying such coating composition to a substrate and radiation-curing the coating composition to form a cured coating, and a coated substrate obtainable by such method.

First claim

The invention claimed is:

1. A radiation-curable coating composition comprising:
a 5-substituted-2 (5H)-furanone compound A of general formula (I)

wherein n is 0 or an integer with a value in the range of from 1 to 5, and wherein,
if n is 0, R is a hydrogen atom or an organic group comprising in the range of from 1 to 40 carbon atoms, and,
if n is an integer with a value in the range of from 1 to 5, R is an organic group comprising in the range of from 1 to 40 carbon atoms; and
a compound B with two or more vinyl ether or vinyl ester groups,
wherein the molar ratio of vinyl moieties in compound B and furanone moieties in compound A is at least 0.5, and
wherein the coating composition is free of a compound with two or more acryloyl or methacryloyl groups.

2. The coating composition according to claim 1 , wherein n is 0.

3. The coating composition according to claim 2 , wherein R is a hydrogen atom or an alkyl radical having 1 to 12 carbon atoms.

4. The coating composition according to claim 3 , wherein the 5-substituted-2 (5H)-furanone compound is a 5-alkoxy-2 (5H)-furanone compound.

5. The coating composition according to claim 1 , wherein compound B is a compound with two or three vinyl ether or vinyl ester groups.

6. The coating composition according to claim 1 , wherein compound B is a compound with two or more vinyl ether groups.

7. The coating composition according to claim 6 , wherein compound B is a compound with a polymeric backbone and two or more vinyl ether groups.

8. The coating composition according to claim 7 , wherein the compound with a polymeric backbone and two or more vinyl ether groups has a molecular weight of 500 to 3,000 g/mol.

9. The coating composition according to claim 1 , wherein the composition further comprises
a compound C with one vinyl group.

10. The coating composition according to claim 9 , wherein compound C is a monovinyl ester, a monovinyl ether, and/or a (meth)acryloyl monomer with a molecular weight of 50 to 500 g/mol.

11. The coating composition according to claim 1 , wherein the molar ratio of furanone moieties and vinyl moieties is in the range of from 1.5:1.0 to 1.0:1.5.

12. The coating composition according to claim 1 , wherein the composition further comprises
a photo-initiator D.

13. A method of coating a substrate comprising:
providing a substrate
applying a coating composition according to claim 1 to the substrate; and
radiation-curing the coating composition to form a cured coating.

14. The method according to claim 13 , wherein the coating composition further comprises a photo-initiator D, and wherein the applied coating composition is cured by exposing it to photo-radiation.

15. A coated substrate obtainable by a method according to claim 13 .

Assignees

• Akzo Nobel Coatings Int Bv

Inventors

• Feringa Bernard Lucas
• Hermens Johannes George Hendrik
• Van Den Berg Keimpe Jan
• Van Gemert Rogier

Classifications

• C08F234/02

  in a ring containing oxygen (coumarone-indene polymers C08F244/00) · CPC title

• C08F216/125

  Monomers containing two or more unsaturated aliphatic radicals, e.g. trimethylolpropane triallyl ether or pentaerythritol triallyl ether · CPC title

• C09D4/00 Primary

  Coating compositions, e.g. paints, varnishes or lacquers, based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond {; Coating compositions, based on monomers of macromolecular compounds of groups C09D183/00 - C09D183/16} · CPC title