IP Library Granted Patent US 9,029,475
Granted Patent B2
US 9,029,475 · App. 13/096,302 · Granted May 12, 2015

Process for producing a low VOC coating composition and use thereof

Inventors: Ayumu Yokoyama (Wallingford, PA); Jennifer Majlak (Turnersville, NJ); Ross Sydney Morgan (Avondale, PA)
Assignee: Axalta Coating Systems IP Co., LLC
C09D5/024C09D131/02C09D133/02C09D175/04C09D175/08C08K5/101C08K5/29
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Quick Facts
Patent No.
US 9,029,475
App. No.
13/096,302
Granted
May 12, 2015
Kind
B2
Abstract

The present disclosure is directed to a process for producing a low VOC (volatile organic content) coating composition. The present disclosure is particularly directed to a process for producing a low VOC (volatile organic content) coating composition by mixing a water based crosslinking component and an organic solvent based crosslinkable component. The present disclosure is further directed to a low VOC coating composition produced by the process.

Claims (29)

1. A process for producing a low VOC coating composition, said process comprising the steps of:

A) providing a crosslinking component comprising one or more water dispersible crosslinking agents, said crosslinking component comprises in a range of from 10% to 90% of water based on the weight of the crosslinking component;

B) providing a crosslinkable component comprising one or more organic solvents and at least one compound having one or more crosslinkable functional groups, said crosslinkable component comprises in a range of from 0% to 10% of water based on the weight of the crosslinkable component; and

C) mixing said crosslinking component and said crosslinkable component to produce said low VOC coating composition;

wherein, said low VOC coating composition comprises in a range of from 10% to 90% of water based on the weight of the low VOC coating composition and at least one of the one or more organic solvents consist of one or more water immiscible organic solvents that have a solubility in water from 0 to 2 wt. %.

2. The process of claim 1 , wherein said crosslinking component is essentially free from organic solvents.

3. The process of claim 1 , wherein at least one of said water dispersible crosslinking agents comprises a reaction product of an isocyanate and one or more monofunctional polyalkylene alcohols, or a reaction product of an isocyanate and one or more monofunctional polyalkylene oxides.

4. The process of claim 3 , wherein said isocyanate is selected from aliphatic polyisocyanate, cycloaliphatic polyisocyanate, aromatic polyisocyanate, or a combination thereof.

5. The process of claim 3 , wherein said isocyanate is selected from 2,4-toluene diisocyanate, 2,6-toluene diisocyanate (“TDI”), 4,4-diphenylmethane diisocyanate (“MDI”), 4,4′-dicyclohexyl methane diisocyanate, (“H12MDI”), 3,3′-dimethyl-4,4′-biphenyl diisocyanate (“TODI”), 1,4-benzene diisocyanate, trans-cyclohexane-1,4-diisocyanate, 1,5-naphthalene diisocyanate (“NDI”), 1,6-hexamethylene diisocyanate (“HDI”), 4,6-xylene diisocyanate, isophorone diisocyanate, (“IPDI”), 1,2-propylene diisocyanate, tetramethylene diisocyanate, 2,3-butylene diisocyanate, octamethylene diisocyanate, 2,2,4-trimethyl hexamethylene diisocyanate, dodecamethylene diisocyanate, omega-dipropyl ether diisocyanate, 1,3-cyclopentane diisocyanate, 1,2-cyclohexane diisocyanate, 1,4-cyclohexane diisocyanate, 4-methyl-1,3-diisocyanatocyclohexane, dicyclohexylmethane-4,4′-diisocyanate, 3,3′-imethyl-dicyclohexylmethane 4,4′-diisocyanate, triphenyl methane triisocyanate, 1,3,5-benzene triisocyanate, 2,4,6-toluene triisocyanate, a trimer of hexamethylene diisocyanate, or a combination thereof.

6. The process of claim 3 , wherein at least one of said monofunctional polyalkylene alcohols is a polyethylene glycol.

7. The process of claim 3 , wherein at least one of said monofunctional polyalkylene oxides is a polyethylene oxide.

8. A coating composition comprising:

(a) a crosslinking component comprising one or more water dispersible crosslinking agents, said crosslinking component comprises in a range of from 10% to 90% of water based on the weight of the crosslinking component; and

(b) a crosslinkable component comprising one or more organic solvents and at least one compound having one or more crosslinkable functional groups, said crosslinkable component comprises in a range of from 0% to 10% of water based on the weight of the crosslinkable component; and

wherein, said coating composition comprises in a range of from 10% to 90% of water based on the weight of the coating composition and at least one of the one or more organic solvents consist of one or more water immiscible organic solvents that have a solubility in water from 0 to 2 wt. %.

9. The coating composition of claim 8 , wherein said crosslinking component is essentially free from organic solvents.

10. The coating composition of claim 8 , wherein at least one of said water dispersible crosslinking agents comprises a reaction product of an isocyanate and one or more monofunctional polyalkylene alcohols, or a reaction product of an isocyanate and one or more monofunctional polyalkylene oxides.

11. The coating composition of claim 10 , wherein said isocyanate is selected from aliphatic polyisocyanate, cycloaliphatic polyisocyanate, aromatic polyisocyanate, or a combination thereof.

12. The coating composition of claim 10 , wherein said isocyanate is selected from 2,4-toluene diisocyanate, 2,6-toluene diisocyanate (“TDI”), 4,4-diphenylmethane diisocyanate (“MDI”), 4,4′-dicyclohexyl methane diisocyanate, (“H12MDI”), 3,3′-dimethyl-4,4′-biphenyl diisocyanate (“TODI”), 1,4-benzene diisocyanate, trans-cyclohexane-1,4-diisocyanate, 1,5-naphthalene diisocyanate (“NDI”), 1,6-hexamethylene diisocyanate (“HDI”), 4,6-xylene diisocyanate, isophorone diisocyanate, (“IPDI”), 1,2-propylene diisocyanate, tetramethylene diisocyanate, 2,3-butylene diisocyanate, octamethylene diisocyanate, 2,2,4-trimethyl hexamethylene diisocyanate, dodecamethylene diisocyanate, omega-dipropyl ether diisocyanate, 1,3-cyclopentane diisocyanate, 1,2-cyclohexane diisocyanate, 1,4-cyclohexane diisocyanate, 4-methyl-1,3-diisocyanatocyclohexane, dicyclohexylmethane-4,4′-diisocyanate, 3,3′-dimethyl-dicyclohexylmethane 4,4′-diisocyanate, triphenyl methane triisocyanate, 1,3,5-benzene triisocyanate, 2,4,6-toluene triisocyanate, a trimer of hexamethylene diisocyanate, or a combination thereof.

13. The coating composition of claim 10 , wherein at least one or said monofunctional polyalkylene alcohols is a polyethylene glycol.

14. The coating composition of claim 10 , wherein at least one or said monofunctional polyalkylene oxides is a polyethylene oxide.

15. An article coated with the coating composition of claim 8 , 9 , 10 , 11 , 12 , 13 , or 14 .

16. The article of claim 15 , wherein said article is a vehicle, vehicle parts, or a combination thereof.

17. A coating composition comprising:

(a) a crosslinking component comprising one or more water dispersible crosslinking agents, said crosslinking component comprises in a range of from 10% to 90% of water based on the weight of the crosslinking component; and

(b) a crosslinkable component consisting essentially of a solvent component and a binder component, said binder component consisting essentially of one or more binder compounds selected from the group consisting of one or more linear or branched acrylic polymers, one or more linear or branched polyesters, one or more linear or branched acrylic polymers having one or more crosslinkable functional groups, one or more linear or branched polyesters having one or more crosslinkable functional groups, and a combination thereof, wherein at least one of the one or more binder compounds has one or more said crosslinkable functional groups, said solvent component consisting essentially of in a range of from 0% to 10% of water and in a range of from 90% to 100% of one or more organic solvents; and

wherein, said coating composition comprises in a range of from 10% to 90% of water based on the weight of the coating composition and at least one of the one or more organic solvents consist of one or more water immiscible organic solvents that have a solubility in water from 0 to 2 wt. %.

18. The coating composition of claim 17 , wherein all of said one or more organic solvents are water immiscible organic solvents.

19. The process of claim 1 , wherein the one or more organic solvents is selected from the group consisting of tolune, xylene, methyl ethyl ketone, methyl isobutyl ketone, methyl amyl ketone, diisobutyl ketone, ethyl acetate, isobutyl acetate, tert-butyl acetate, dimenthyl carbonate, and a combination thereof.

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 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 4, 2013
From: YOKOYAMA, AYUMU; MAJLAK, JENNIFER; MORGAN, ROSS SYDNEY
To: E. I. DU PONT DE NEMOURS AND COMPANY
Reel/Frame 030938/0084 →
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 →
Continuity (2)
Provisional Application 61329202 · Apr 29, 2010
Related Publication 20110269884A1 · Nov 3, 2011