IP Library Granted Patent US 8,987,404
Granted Patent B2
US 8,987,404 · App. 13/379,537 · Granted Mar 24, 2015

Two-component coating compositions

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Quick Facts
Patent No.
US 8,987,404
App. No.
13/379,537
Granted
Mar 24, 2015
Kind
B2
Abstract

The invention relates to a coating composition comprising: A) at least one thiol-functional compound having at least one thiol group, B) at least one polyisocyanate cross-linking agent with at least one free isocyanate group and C) at least one catalyst compound, said catalyst compound comprising at least one catalyst for the curing reaction between the thiol groups of component A and the free isocyanate groups of component B, and at least one cyclodextrine.

Claims (28)

1. Coating composition comprising components A) and B), and composition C), as follows:

A) at least one thiol-functional compound having at least one thiol group;

B) at least one polyisocyanate cross-linking agent with at least one free isocyanate group; and

C) at least one catalyst composition, said catalyst composition comprising at least one catalyst for promoting a curing reaction between the at least one thiol group of component A) and the at least one free isocyanate group of component B), the at least one catalyst being bound with cyclodextrin in a guest-host cyclodextrin complex, wherein the catalyst has little or no catalytic activity when bound in the guest-host cyclodextrin complex, wherein the catalyst regains catalytic activity upon release from the cyclodextrin by thermal curing, and wherein the catalyst comprises a metal complex that comprises a metal compound with an organic ligand.

2. The coating composition of claim 1 , comprising the at least one catalyst composition C) in a ratio by weight solids of catalyst compound C) to the sum of weight solids of thiol component A) and isocyanate component B) of 0.5 to 15.

3. The coating composition of claim 1 , comprising the at least one catalyst composition C) in a ratio by weight solids of catalyst compound C) to the sum of weight solids of thiol component A) and isocyanate component B) of 1 to 8.

4. The coating composition of claim 1 , wherein the cyclodextrin is methylated and/or hydroxypropylated cyclodextrin.

5. The coating composition of claim 1 , wherein the at least one thiol-functional compound comprises pentaerythritol tetrakis(3-mercapto propionate) or trimethylolpropane tris(3-mercaptopropionate).

6. The coating composition of claim 1 , wherein the catalyst composition C) is a solid compound.

7. The coating composition of claim 1 , wherein the catalyst composition C) is a liquid compound.

8. The coating composition of claim 1 , wherein the metal compound comprises a Periodic Table Group 3 to Group 13 metal.

9. The coating composition of claim 8 , wherein the metal compound comprises a Periodic Table Group 4 metal.

10. The coating composition of claim 9 , wherein the metal compound comprises zirconium or titanium.

11. The coating composition of claim 1 , wherein the metal compound comprises a metal salt.

12. The coating composition of claim 11 , wherein the metal compound comprises a metal salt comprising a carboxylate anion.

13. The coating composition of claim 12 , wherein the metal compound comprises a metal salt comprising an anion that is selected from the group consisting of: propionate, butyrate, pentanoate, 2-ethyl hexanoate, naphthenate, oxalate, malonate, succinate, glutamate, adipate, and combinations thereof.

14. The coating composition of claim 1 , wherein the organic ligand comprises ligands selected from the group consisting of: beta-diketones, alkyl acetoacetates, alcoholates, and combinations thereof.

15. The coating composition of claim 14 , wherein the organic ligand comprises ligands selected from the group consisting of: acetyl acetone (2,4-pentanedione), 2,4-heptanedione, 6-methyl-2,4-heptadione, 2,4-octanedione, propoxide, isopropoxide, butoxide, and combinations thereof.

16. The coating composition of claim 1 , wherein the metal complex is selected from the group consisting of: aluminium complexed with 2,4-pentanedione, aluminium triacetyl acetonate, zirconium tetraacetyl acetonate, zirconium tetrabutanolate, titanium tetrabutanolate, zirconium complexed with 6-methyl-2,4-heptadione, aluminium triisopropoxide, titanium diisopropoxide bis-2,4(pentadionate), titanium acetyl acetonate, and combinations thereof.

17. A process for preparing the coating composition of claim 1 , wherein the process comprises performing steps I, II, and III, as follows:

I. providing component A);

II. mixing component A) provided in step I with catalyst composition C) to obtain a first mixed composition; and

III. mixing the first mixed composition obtained in step II with polyisocyanate component B).

18. A process for using the coating composition of claim 1 for preparing a coating layer, wherein the process comprises performing steps 1) and 2), as follows:

1) applying to a substrate the coating composition of claim 1 to form a coating layer on the substrate; and

2) thermally curing the coating layer.

19. The process of claim 18 , wherein the coating composition functions as a primer, a primer surfacer, a clear top coat composition, or a pigmented single-stage top coat composition.

20. The process of claim 18 , wherein the substrate comprises an automotive body or an automotive body part.

Assignments (5)
RELEASE OF SECURITY INTEREST Recorded Sep 29, 2016
From: WILMINGTON TRUST, NATIONAL ASSOCIATION, AS COLLATERAL AGENT
To: AXALTA COATING SYSTEMS IP CO. LLC (FORMERLY KNOWN AS U.S. COATINGS IP CO. LLC)
Reel/Frame 040184/0192 →
SECURITY AGREEMENT Recorded Nov 19, 2013
From: U.S. COATINGS IP CO. LLC (N/K/A AXALTA COATING SYSTEMS IP CO. LLC)
To: WILMINGTON TRUST, NATIONAL ASSOCIATION, AS COLLATERAL AGENT
Reel/Frame 031668/0001 →
CHANGE OF NAME Recorded Jun 18, 2013
From: U.S. COATINGS IP CO., LLC
To: AXALTA COATING SYSTEMS IP CO., LLC
Reel/Frame 030639/0164 →
SECURITY AGREEMENT Recorded Mar 28, 2013
From: U.S. COATINGS IP CO. LLC
To: BARCLAYS BANK PLC, AS COLLATERAL AGENT
Reel/Frame 030119/0163 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 13, 2013
From: E. I. DU PONT DE NEMOURS AND COMPANY
To: U.S. COATINGS IP CO. LLC
Reel/Frame 029803/0826 →