IP Library Granted Patent US 7,858,692
Granted Patent B2
US 7,858,692 · App. 10/617,585 · Granted Dec 28, 2010

Two component coating compositions and coatings produced therefrom

Assignee: E.I. du Pont de Nemours and Company
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Quick Facts
Patent No.
US 7,858,692
App. No.
10/617,585
Granted
Dec 28, 2010
Kind
B2
Abstract

The present invention is directed to two component coating compositions that cure under ambient conditions and more particularly to those having low VOC (volatile organic content) that are suitable for use in automotive refinish and Original Equipment Manufacturing (OEM) applications. The coating composition includes crosslinkable and crosslinking components, wherein the crosslinkable component includes a low polydispersity, low molecular weight copolymer having on an average 2 to 25 functional groups, such as hydroxyl, carboxyl, acetoacetoxy, primary and secondary amine, and epoxy. The copolymer is polymerized from a monomer mixture that includes one or more non-functional acrylate monomers and one or more functional methacrylate monomers provided with the functional groups. The crosslinking component includes polyisocyanate, polyamine, ketimine, melamine, epoxy, polyacid or a combination thereof. The invention is also directed to coating produced from the coating composition.

Claims (28)

1. A coating composition comprising crosslinkable and crosslinking components, wherein said crosslinkable component comprises:

a copolymer having on an average 2 to 25 crosslinkable groups selected from the group consisting of hydroxyl, acetoacetoxy, and a combination thereof; a weight average molecular weight ranging from about 1000 to 4500; a polydispersity ranging from about 1.05 to 2.5; wherein said copolymer is polymerized from a monomer mixture comprising one or more non-functional acrylate monomers and one or more functional methacrylate monomers provided with said crosslinkable groups; wherein said functional methacrylate monomers are present in an effective amount for producing said copolymer having on an average 2 to 25 crosslinkable groups and having said weight average molecular weight; wherein said copolymer is produced by free radical polymerization of said monomer mixture at a polymerization temperature ranging from about 120° C. to 300° C.; and

wherein said crosslinking component for said crosslinkable groups is selected from the group consisting of polyisocyanate, polyamine, ketimine, melamine and a combination thereof; and

wherein said monomer mixture includes 100% to 80% of the total amount of the non-functional acrylate monomers and the functional methacrylate monomers, percentage being in weight percentage based on the weight of the monomer mixture.

2. The coating composition of claim 1 wherein when said copolymer has said hydroxyl functional groups said crosslinking component is polyisocyanate.

3. The coating composition of claim 1 wherein said non-functional acrylate monomer is provided with a non-functional group selected from the group consisting of linear C 1 to C 20 alkyl, branched C 3 to C 20 alkyl, cyclic C 3 to C 20 alkyl, bicyclic or polycyclic C 5 to C 20 alkyl, aromatic with 2 to 3 rings, phenyl and C 1 to C 20 fluorocarbon.

4. The coating composition of claim 1 wherein said copolymer has a Tg ranging from about −10° C. to 80° C.

5. The coating composition of claim 1 wherein said composition has a VOC ranging from 0.1 kilograms to 0.72 kilograms per liter.

6. The coating composition of claim 1 wherein said polyisocyanate is provided with in the range of 2 to 10 isocyanate functionalities.

7. The coating composition of claim 1 wherein said crosslinkable component further comprises a catalyst selected from the group consisting of a tin compound, tertiary amine, acid catalyst and a combination thereof.

8. The coating composition of claim 1 wherein said composition is a clear coating composition, pigmented composition, metallized coating composition, basecoat composition, monocoat composition or a primer.

9. The coating composition of claim 1 wherein said monomer mixture further comprises acid monomers.

10. The coating composition of claim 1 wherein said copolymer is provided with silane functionalities by post reacting said copolymer having said hydroxyl functionalities with isocyanatopropyl trimethoxy silane.

11. The coating composition of claim 1 wherein said monomer mixture comprises 0.01% to 10% by weight of functional acrylate monomers.

12. The coating composition of claim 1 wherein said monomer mixture comprises 0.01% to 10% by weight of non-functional methacrylate monomers.

13. The composition of claim 1 wherein said crosslinkable component further comprises 0.1 weight percent to 95 weight percent based on the total weight of the crosslinkable component of an acrylic polymer, a polyester, reactive oligomer, non-alicylic oligomer or a combination thereof.

14. The composition of claim 1 wherein said crosslinkable component further comprises 0.1 to 50 weight percent of a dispersed acrylic polymer, the percentage being based on the total weight of the composition solids.

15. The coating composition of claim 1 further comprising an aldimine, polyaspartic ester or a combination thereof.

16. The coating composition of claim 1 wherein a ratio of said non-functional acrylate monomers to said functional methacrylate monomers in said mixture ranges from about 90:10::10:90.

17. The coating composition of claim 1 wherein total amount of said non-functional acrylate monomers and said functional methacrylate monomers in said monomer mixture ranges from about 100 percent to about 60 percent based on the total weight of said monomer mixture.

18. The coating composition of claim 1 wherein said free radical polymerization takes place at a reactor gage pressure ranging from 0.1 to 2.86 MPa.

19. A coating composition comprising crosslinkable and crosslinking components, wherein said crosslinkable component consists essentially of:

a copolymer having on an average 2 to 25 crosslinkable groups selected from the group consisting of hydroxyl, acetoacetoxy, and a combination thereof; a weight average molecular weight ranging from about 1000 to 4500; a polydispersity ranging from about 1.05 to 2.5; wherein said copolymer is polymerized from a monomer mixture consisting of one or more non-functional acrylate monomers and one or more functional methacrylate monomers provided with said crosslinkable groups, and one or both of: (i) 0.01% to 10% by weight of one or more functional acrylate monomers provided with said crosslinkable groups and (ii) 0.01% to 10% by weight of one or more non-functional methacrylate monomers, percentage being in weight percentage based on the total weight of the monomer mixture; and

wherein said crosslinking component for said crosslinkable groups is selected from the group consisting of polyisocyanate, ketimine, melamine, and a combination thereof.

20. The coating composition of claim 1 having less than 1% non-functional polymer chains.

21. The coating composition of claim 1 having less than 5% polymer chains having one of said crosslinkable groups.

22. The coating composition of claim 19 having less than 1% non-functional polymer chains.

23. The coating composition of claim 19 having less than 5% polymer chains having one of said crosslinkable groups.

Assignments (6)
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 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 13, 2003
From: PAQUET JR., DONALD ALBERT; BARSOTTI, ROBERT JOHN; DOUGLAS, CARL BRENT; GRADY, MICHAEL CHARLES; LEWIN, LAURA ANN
To: E. I. DU PONT DE NEMOURS AND COMPANY
Reel/Frame 013872/0484 →
Continuity (2)
Provisional Application 6039511600 · Jul 11, 2002
Related Publication 20040010091A1 · Jan 15, 2004