Curable film-forming compositions demonstrating decreased cure time with stable pot life

Patent metadata

Field	Value
Publication number	US-11306174-B2
Application number	US-201816611763-A
Country	US
Kind code	B2
Filing date	Mar 1, 2018
Priority date	May 8, 2017
Publication date	Apr 19, 2022
Grant date	Apr 19, 2022

Abstract

The present invention is directed to an aqueous curable film-forming composition comprising: (a) a film-forming component comprising an aliphatic di- or higher functional polyisocyanate; and (b) a catalyst additive comprising: (i) a catalytic organic compound comprising iron and/or tin; and (ii) a beta-diketone. The present invention is further directed to a method of controlling the rate of cure of an aqueous curable film-forming composition. The method comprises adding to the aqueous curable film-forming composition the catalyst additive described above; the aqueous curable film-forming composition comprises a film-forming component comprising an aliphatic di- or higher functional polyisocyanate. The present invention is additionally directed to a coated article comprising a cured coating layer applied on at least one surface of a substrate to form a coated substrate; wherein the cured coating layer is deposited from the aqueous curable film-forming composition described above.

First claim

Therefore, we claim:

1. A curable, aqueous film-forming composition comprising:
(a) a film-forming component comprising an aliphatic di- or higher functional polyisocyanate; and
(b) a catalyst additive comprising:
(i) a catalytic organic compound comprising iron; and
(ii) a beta-diketone.

2. The curable film-forming composition of claim 1 , wherein the polyisocyanate has an average isocyanate functionality greater than two.

3. The curable film-forming composition of claim 1 , wherein the film-forming component (a) further comprises a film-forming polymer that is different from the polyisocyanate, comprising functional groups reactive with isocyanate functional groups in the polyisocyanate.

4. The curable film-forming composition of claim 3 , wherein the film-forming polymer comprises an acrylic polymeric polyol, a polyether polymeric polyol, and/or a polyester polymeric polyol.

5. The curable film-forming composition of claim 3 , wherein the equivalent ratio of isocyanate groups in the polyisocyanate to the reactive functional groups in the film-forming polymer is higher than 2:1.

6. The curable film-forming composition of claim 5 , wherein the equivalent ratio of isocyanate groups in the polyisocyanate to the reactive functional groups in the film-forming polymer is at least 5:1.

7. The curable film-forming composition of claim 1 , wherein the catalyst additive (b) further comprises (iii) a tertiary amine.

8. The curable film-forming composition of claim 7 , wherein the tertiary amine (iii) comprises dimethylcyclohexylamine, diethylcyclohexylamine, dimethylethanolamine, a dimethylethanolamine ether, N-methylpiperidine, 1,4-diazabicyclo[2.2.2]octane, and/or triethylamine.

9. The curable film-forming composition of claim 7 , wherein the molar ratio of catalytic organic compound (i) to tertiary amine (iii) ranges from 0.05 to 0.10.

10. The curable film-forming composition of claim 1 , wherein the catalytic organic compound (i) comprises ferric acetylacetonate.

11. The curable film-forming composition of claim 1 , wherein the catalytic organic compound (i) is present in the curable film-forming composition in an amount of 0.10 to 0.8 percent by weight, based on the total weight of resin solids in the curable film-forming composition.

12. The curable film-forming composition of claim 1 , wherein the beta-diketone (ii) comprises 2,4-pentanedione and/or 3-methyl-2,4-pentanedione.

13. The curable film-forming composition of claim 1 , wherein the beta-diketone (ii) is present in the curable film-forming composition in an amount of 4 to 50 percent by weight, based on the total weight of resin solids in the curable film-forming composition.

14. The curable film-forming composition of claim 3 , wherein the composition is a two-package composition, and each component of the catalyst additive (b) is independently present with the polyisocyanate in a first package and/or with the film-forming polymer in a second package.

15. A chemical agent resistant coating formed from the curable film-forming composition of claim 3 .

16. A method of controlling the rate of cure of an aqueous curable film-forming composition, comprising adding to the aqueous curable film-forming composition a catalyst additive comprising:
(i) a catalytic organic compound comprising iron; and
(ii) a beta-diketone;
wherein the aqueous curable film-forming composition comprises a film-forming component comprising an aliphatic di- or higher functional polyisocyanate.

17. The method of claim 16 , wherein the film-forming component further comprises a polymer that is different from the polyisocyanate, comprising functional groups reactive with isocyanate functional groups in the polyisocyanate.

18. The method of claim 16 , wherein the catalytic organic compound (i) comprises ferric acetylacetonate.

19. The method of claim 16 , wherein the catalyst additive further comprises (iii) a tertiary amine.

20. The method of claim 19 , wherein tertiary amine (iii) comprises dimethylcyclohexylamine, dimethylethanolamine, and/or dimethylethanolamine ether.

21. The method of claim 16 , wherein the beta-diketone (ii) comprises 2,4-pentanedione and/or 3-methyl-2,4-pentanedione.

22. A coated article comprising:
(A) a substrate having at least one coatable surface; and
(B) a cured coating layer applied on at least one surface of the substrate to form a coated substrate; wherein the cured coating layer is deposited from the aqueous curable film-forming composition of claim 1 .

23. The coated article of claim 22 , wherein a primer coating layer is applied to the surface of the substrate prior to the application of the aqueous curable film-forming composition.

24. The coated article of claim 22 , wherein said coated article comprises an aircraft or military land vehicle.

25. A coated article comprising:
(A) a substrate having at least one coatable surface; and
(B) a cured coating layer applied on at least one surface of the substrate to form a coated substrate; wherein the cured coating layer is deposited from the aqueous curable film-forming composition of claim 3 .

Assignees

• Ppg Ind Ohio Inc

Inventors

• Bezer Silvia
• Zawacky Steven R
• Schillinger Diane

Classifications

• C08G18/222

  metal compounds not provided for in groups C08G18/225 - C08G18/26 · CPC title

• C08G18/246

  containing also tin-carbon bonds · CPC title

• C08G18/161 Primary

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

• C09D175/06

  from polyesters · CPC title

• C08G18/70

  characterised by the isocyanates or isothiocyanates used · CPC title