IP Library › Granted Patent US 6,984,693
Granted Patent B2
US 6,984,693 · App. 10/837,383 · Granted Jan 10, 2006

Two stage cure two component coating composition containing hydroxylbutyl acrylate polymers

Assignee: E. I. du Pont de Nemours and Company
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Quick Facts
Patent No.
US 6,984,693
App. No.
10/837,383
Granted
Jan 10, 2006
Kind
B2
Abstract

A two-stage cure coating composition of a binder and a crosslinking component; the binder comprises and acrylic polymer having a weight average molecular weight of 3,000 to 50,000 and hydroxyl moieties in the range of 7.0 to 40.0 weight; wherein at least 40.0 weight percent of the hydroxyl moieties are provided by hydroxy butyl acrylate; the crosslinking component comprises an organic polyisocyanate; and the first stage curing of a finish of the composition forms a water spot free finish within 90 minutes of application and the composition has a pot life of less than a 2 second rise in Zahn cup viscosity in 150 minutes; and the invention also is directed to a method of producing a finish on a substrate utilizing the coating composition.

Claims (31)

1. A two-stage cure coating composition comprising a binder and a crosslinking component,

wherein said binder comprises (1) an acrylic polymer having weight average molecular weight of 3,000 to 50,000 and having in the range of 7.0 weight percent to 40.0 weight percent, based on the weight of the acrylic polymer, of hydroxyl moieties wherein 40.0 to 70.0 weight percent of the hydroxyl moieties are provided by hydroxy butyl acrylate and the remaining hydroxyl moieties are provided by fast reacting hydroxyl constituents selected from the group consisting of hydroxy ethyl acrylate, hydroxy ethyl methacrylate and any mixtures thereof and by slow reacting hydroxyl constituents selected from the group consisting of secondary hydroxyl containing hydroxy propyl acrylate and secondary hydroxyl containing hydroxy propyl methacrylate and any mixtures thereof; and (2) the binder further comprises in the range of 1 to 20 percent by weight, based on the weight of the binder, of at least one acrylic oligomer having a weight average molecular weight in the range of 100 to 3,000, a polydispersity of 1.01 to 1.7 and one or more reactive functionalities reactive with isocyanate groups and said crosslinking component comprises an organic polyisocyanate having at least two reactive isocyanate groups and

wherein the first stage curing of a finish of the composition on a substrate forms a water spot free finish within 90 minutes of application and wherein the composition has a pot life, measured at 25° C. on a composition having 38% solids of binder and crosslinking component, of less than a 2 second rise in Zahn cup viscosity in 150 minutes.

2. The coating composition of claim 1 wherein the acrylic polymer is a linear polymer having a weight average molecular weight in the range of 3,000 to 30,000 and a Tg in the range of −20° to 100° C.

3. The coating composition of claim 1 wherein the acrylic polymer is a branched polymer having a weight average molecular weight in the range of 3,000 to 30,000 and a Tg in the range of −20° to 100° C.

4. The coating composition of claim 1 wherein the binder contains organic solvent for the binder.

5. The coating composition of claim 1 wherein the organic polyisocyanate is selected from the group consisting of aliphatic isocyanates, aromatic isocyanates, cycloaliphatic isocyanates, trifunctional isocyanates and isocyanate functional adducts.

6. A two-stage cure coating composition comprising a binder and a crosslinking component,

wherein said binder comprises (1) an acrylic polymer comprising a core-shell polymer having an insoluble core and a soluble shell attached to the core comprising polymer arms, said shell containing the majority of the hydroxyl groups of the polymer, wherein the core having a weight average molecular weight of 50,000 to 500,000 and the arms having a weight average molecular weight of 1,000 to 50,000 and wherein the acrylic polymer having in the range of 7.0 weight percent to 40.0 to weight percent, based on the weight of the acrylic polymer, of hydroxyl moieties wherein 40.0 to 70 weight percent of the hydroxyl moieties are provided by hydroxy butyl acrylate and the remaining hydroxyl moieties are provided by fast reacting hydroxyl constituents selected from the group consisting of hydroxy ethyl acrylate, hydroxy ethyl methacrylate and any mixtures thereof and by slow reacting hydroxyl constituents selected from the group consisting of secondary hydroxyl containing hydroxy propyl acrylate and secondary hydroxyl containing hydroxy propyl methacrylate and any mixtures thereof; and (2) the binder further comprises in the range of 1 to 20 percent by weight, based on the weight of the binder, of at least one acrylic oligomer having a weight average molecular weight in the range of 100 to 3,000, a polydispersity of 1.01 to 1.7 and one or more reactive functionalities reactive with isocyanate groups and; and said crosslinking component comprises an organic polyisocyanate having at least two reactive isocyanate groups and

wherein the first stage curing of a finish of the composition on a substrate forms a water spot free finish within 90 minutes of application and wherein the composition has a pot life, measured at 25° C. on a composition having 38% solids of binder and crosslinking component, of less than a 2 second rise in Zahn cup viscosity in 150 minutes.

7. A method of producing a finish on a substrate utilizing a two component coating composition; wherein the method comprises the following steps:

a. Forming a two stage cure coating composition by mixing together a binder component of the coating composition and a cross-linking component of the composition comprising an organic polyisocyanate, wherein the binder component comprises (1) an acrylic polymer having weight average molecular weight of 3,000 to 50,000 and having in the range of 7.0 to 40.0 weight percent, based on the weight of the acrylic polymer, of hydroxyl moieties wherein 40.0 to 70 weight percent of the hydroxyl moieties are provided by hydroxyl butyl acrylate and the remaining hydroxyl moieties are provided by fast reacting hydroxyl constituents selected from the group consisting of hydroxy ethyl acrylate, hydroxy ethyl methacrylate and any mixtures thereof and by slow reacting hydroxyl constituents selected from the group consisting of secondary hydroxyl containing hydroxy propyl acrylate and secondary hydroxyl containing hydroxy propyl methacrylate and any mixtures thereof; and (2) the binder further comprises in the range of 1 to 20 percent by weight, based on the weight of the binder, of at least one acrylic oligomer having a weight average molecular weight in the range of 100 to 3,000, a polydispersity of 1.01 to 1.7 and one or more reactive functionalities reactive with isocyanate groups and;

wherein the composition has a pot life, measured on a composition having 38% solids of binder and crosslinking component at 25° C. of less than a 2 second rise in Zahn cup viscosity in 150 minutes;

b. Applying a layer of the coating composition to the substrate;

c. First stage curing the layer of the coating composition on the substrate to a water spot free finish within 90 minutes of application; and

d. Second stage curing the first stage cured layer into a finish on the substrate having excellent appearance and excellent physical properties.

8. The method of claim 7 wherein the acrylic polymer is a linear polymer having a weight average molecular weight in the range of 3,000 to 30,000 and a Tg in the range of −20° to 100° C.

9. The method of claim 7 wherein the acrylic polymer is a branched polymer having a weight average molecular weight in the rang of 3,000 to 30,000 and a Tg in the range of −20° to 100° C.

10. The method of claim 7 wherein the binder contains organic solvent for the binder.

11. The method of claim 7 wherein the organic polyisocyanate is selected from the group consisting of aliphatic isocyanates, aromatic isocyanates, cycloaliphatic isocyanates, trifunctional isocyanates and isocyanate functional adducts.

12. A method of producing a finish on a substrate utilizing a two component coating composition; wherein the method comprises the following steps:

a. Forming a two stage cure coating composition by mixing together a binder component of the coating composition and a cross-linking component of the composition comprising an organic polyisocyanate, wherein the binder component comprises (1) an acrylic polymer comprising a core-shell polymer having an insoluble core and a soluble shell attached to the core comprising polymer arms, said shell containing the majority of the hydroxyl groups of the polymer, wherein the core having a weight average molecular weight of 50,000 to 500,000 and the arms having a weight average molecular weight of 1,000 to 50,000 and wherein the acrylic polymer having in the range of 7.0 to 40.0 weight percent, based on the weight of the acrylic polymer, of hydroxyl moieties wherein 40.0 to 70 weight percent of the hydroxyl moieties are provided by hydroxyl butyl acrylate and the remaining hydroxyl moieties are provided by fast reacting hydroxyl constituents selected from the group consisting of hydroxy ethyl acrylate, hydroxy ethyl methacrylate and any mixtures thereof and by slow reacting hydroxyl constituents selected from the group consisting of secondary hydroxyl containing hydroxy propyl acrylate and secondary hydroxyl containing hydroxy propyl methacrylate and any mixtures thereof; and (2) the binder further comprises in the range of 1 to 20 percent by weight, based on the weight of the binder, of at least one acrylic oligomer having a weight average molecular weight in the range of 100 to 3,000, a polydispersity of 1.01 to 1.7 and one or more reactive functionalities reactive with isocyanate groups and; wherein the composition has a pot life, measured on a composition having 38% solids of binder and crosslinking component at 25° C. of less than a 2 second rise in Zahn cup viscosity in 150 minutes;

b. Applying a layer of the coating composition to the substrate;

c. First stage curing the layer of the coating composition on the substrate to a water spot free finish within 90 minutes of application; and

d. Second stage curing the first stage cured layer into a finish on the substrate having excellent appearance and excellent physical properties.

13. A substrate coated with a layer of the cured coating composition of claim 1 .

14. A substrate coated with a layer of the cured coating composition of claim 7 .

15. The two stage cure coating composition of claim 1 wherein the binder comprises 30–90% by weight, based on the weight of the binder, of the acrylic polymer and complementary 10–70% by weight, based on the weight of the binder, of a second acrylic polymer.

16. The two stage cure coating composition of claim 6 wherein the binder comprises 30–90% by weight, based on the weight of the binder, of the acrylic polymer comprising a core-shell polymer and complementary 10–70% by weight, based on the weight of the binder, of a second acrylic polymer.

17. The method of claim 7 wherein the binder comprises 30–90% by weight, based on the weight of the binder of the acrylic polymer and complementary 10–70% by weight, based on the weight of the binder, of a second acrylic polymer.

18. The method of claim 12 wherein the binder comprises 30–90% by weight, based on the weight of the binder of the acrylic polymer comprising a core-shell polymer and complementary 10–70% by weight, based on the weight of the binder, of a second acrylic polymer.

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 Sep 13, 2004
From: LEWIN, LAURA ANN; ADAMS, JAMES LAMONTE; DEVLIN, BRIAN PATRICK; PAQUET, JR, DONALD ALBERT
To: E. I. DU PONT DE NEMOURS AND COMPANY
Reel/Frame 015117/0394 →
Continuity (2)
Provisional Application 6049202300 · Aug 1, 2003
Related Publication 20050027074A1 · Feb 3, 2005