Curable film-forming compositions demonstrating increased wet-edge time

Patent metadata

Field	Value
Publication number	US-10053596-B2
Application number	US-201615251216-A
Country	US
Kind code	B2
Filing date	Aug 30, 2016
Priority date	Aug 30, 2016
Publication date	Aug 21, 2018
Grant date	Aug 21, 2018

Abstract

The present invention is directed to a curable film-forming composition comprising: (a) a curing agent comprising reactive isocyanate functional groups; (b) a film-forming compound comprising functional groups reactive with the reactive isocyanate functional groups in (a); (c) a photo-latent catalyst; (d) a beta-diketone having a flash point higher than 60° C. (140° F.); and (e) a beta-diketone having a flash point lower than or equal to 60° C. (140° F.). The invention is further directed to methods of controlling the rate of cure and increasing the wet-edge time of a curable film-forming composition comprising an isocyanate functional curing agent, by adding to the curable film-forming composition a catalyst component comprising: (i) a photo-latent catalyst; (ii) a beta-diketone having a flash point higher than 60° C. (140° F.); and (iii) a beta-diketone having a flash point lower than or equal to 60° C. (140° F.).

First claim

Therefore, we claim:

1. A curable film-forming composition comprising:
(a) a curing agent comprising reactive isocyanate functional groups;
(b) a film-forming compound comprising functional groups reactive with the reactive isocyanate functional groups in (a);
(c) a photo-latent catalyst;
(d) a beta-diketone having a flash point higher than 60° C. (140° F.) as measured using ASTM D56-16; and
(e) a beta-diketone having a flash point lower than or equal to 60° C. (140° F.) as measured using ASTM D56-16.

2. The curable film-forming composition of claim 1 , wherein the beta-diketone (d) comprises an aliphatic, hindered beta-diketone.

3. The curable film-forming composition of claim 1 , wherein the beta-diketone (e) comprises an aliphatic beta-diketone.

4. The curable film-forming composition of claim 3 , wherein the beta-diketone (e) comprises 2,4-pentanedione.

5. The curable film-forming composition of claim 1 , wherein the curing agent (a) comprises a diisocyanate and/or a triisocyanate.

6. The curable film-forming composition of claim 1 , wherein the film-forming compound (b) comprises an acrylic polymer, a polyether polymer, and/or a polyester polymer.

7. The curable film-forming composition of claim 1 , wherein the photo-latent catalyst (c) comprises at least one organometallic compound of titanium, tin, aluminum, zirconium and/or bismuth.

8. The curable film-forming composition of claim 1 , wherein the photo-latent catalyst (c) is present in the curable film-forming composition in an amount of 0.01 to 2.0 percent by weight, based on the total weight of resin solids in the curable film-forming composition.

9. The curable film-forming composition of claim 1 , wherein the beta-diketone (d) is present in the curable film-forming composition in an amount of 0.01 to 8.0 percent by weight, based on the total weight of resin solids in the curable film-forming composition.

10. The curable film-forming composition of claim 1 , wherein the curable film-forming composition comprises a clear coat.

11. A method of controlling the rate of cure of a curable film-forming composition, comprising adding to the curable film-forming composition a catalyst component comprising:
(i) a photo-latent catalyst;
(ii) a beta-diketone having a flash point higher than 60° C. (140° F.) as measured using ASTM D56-16; and
(iii) an aliphatic beta-diketone having a flash point lower than or equal to 60° C. (140° F.) as measured using ASTM D56-16, wherein the curable film-forming composition comprises:
(a) a curing agent comprising reactive isocyanate functional groups; and
(b) a film-forming compound comprising functional groups reactive with the reactive isocyanate functional groups in the curing agent (a).

12. The method of claim 11 , wherein the beta-diketone (ii) comprises an aliphatic, hindered beta-diketone.

13. The method of claim 11 , wherein the beta-diketone (iii) comprises 2,4-pentanedione.

14. The method of claim 11 , wherein the curing agent (a) comprises at least one of a diisocyanate and a triisocyanate.

15. The method of claim 11 , wherein the film-forming compound (b) comprises at least one of an acrylic polymer, a polyether polymer, and a polyester polymer.

16. The method of claim 11 , wherein the photo-latent catalyst (i) comprises at least one organometallic compound of titanium, tin, aluminum, zirconium or bismuth.

17. The method of claim 11 , further comprising after adding the catalyst component to the curable film-forming composition: applying the curable film-forming composition to a substrate to form a coated substrate; and exposing the coated substrate to conditions for a time sufficient to at least partially cure the curable film-forming composition.

18. The method of claim 17 , wherein the coated substrate is exposed to actinic radiation or to an elevated temperature for a time sufficient to at least partially cure the curable film-forming composition.

19. A method of increasing the wet-edge time of a curable film-forming composition, comprising adding to the curable film-forming composition a catalyst component comprising:
(i) a photo-latent catalyst;
(ii) a beta-diketone having a flash point higher than 60° C. (140° F.) as measured using ASTM D56-16; and
(iii) an aliphatic beta-diketone having a flash point lower than or equal to 60° C. (140° F.) as measured using ASTM D56-16, wherein the curable film-forming composition comprises:
(a) a curing agent comprising reactive isocyanate functional groups; and
(b) a film-forming compound comprising functional groups reactive with the reactive isocyanate functional groups in the curing agent (a).

20. The method of claim 19 , wherein the beta-diketone (ii) comprises an aliphatic, hindered beta-diketone.

21. The method of claim 19 , wherein the beta-diketone (iii) comprises 2,4-pentanedione.

Assignees

• Prc Desoto Int Inc

Inventors

• Tang Guangliang
• Khudiakov Mikhail

Classifications

• C08G18/18

  containing secondary or tertiary amines or salts thereof · CPC title

• C08G18/08

  Processes · CPC title

• C09D175/04

  Polyurethanes · CPC title

• C08G18/0852 Primary

  the solvents being organic · CPC title

• C08G18/161

  containing two or more components to be covered by at least two of the groups C08G18/166, C08G18/18 or C08G18/22 · CPC title