IP Library Granted Patent US 7,037,584
Granted Patent B2
US 7,037,584 · App. 10/506,984 · Granted May 2, 2006

Coatings having low volatile organic compound content

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Quick Facts
Patent No.
US 7,037,584
App. No.
10/506,984
Granted
May 2, 2006
Kind
B2
Abstract

The present invention provides a method of making an aqueous coating composition comprising an aqueous dispersion of an epoxy acrylate resin and a polymerized reactive diluent. The aqueous coating composition preferably has a volatile organic compound content of no greater than 0.4 kilogram per liter of solids.

Claims (50)

1. A method of making a coating composition, comprising the steps of:

blending an epoxy material, a reactive diluent, and an acrylic resin;

reacting the epoxy material and the acrylic resin to form an epoxy acrylate resin;

dispersing the reactive diluent and the epoxy acrylate resin into water; and

polymerizing the reactive diluent, wherein the aqueous coating composition formed has a volatile organic compound content of no greater than 0.4 kilogram per liter of solids.

2. The method of claim 1 , wherein the epoxy material comprises diglycidyl ether of bisphenol-A.

3. The method of claim 1 , wherein the molecular weight of the epoxy material is 350 to 6,000.

4. The method of claim 1 , wherein the molecular weight of the epoxy material is 1,500 to 4,000.

5. The method of claim 1 , wherein the acrylic resin comprises a polymeric backbone having at least one pendant or terminal carboxylic acid moiety.

6. The method of claim 5 , wherein the acrylic resin is formed using a monomer selected from the group consisting of acrylic acid, methacrylic acid, fumaric acid, crotonic acid, maleic acid, and itaconic acid.

7. The method of claim 5 , wherein the acrylic resin is formed using a monomer selected from the group consisting of ethyl acrylate, methyl acrylate, butyl acrylate, ethyl methacrylate, methyl methacrylate, butyl methacrylate, styrene, substituted styrene, vinyl acetate, vinyl chloride, vinylidene chloride, 2-ethylbexyl acrylate, isobutyl acrylate, tert-butyl acrylate, 2-hydroxyethyl acrylate, poly(ethylene glycol) acrylate, isobornyl acrylate, acrylamide, and acrylonitrile.

8. The method of claim 5 , wherein the acrylic resin is formed using acrylic acid, styrene, and ethyl acrylate.

9. The method of claim 1 , wherein the composition further comprises an initiator.

10. The method of claim 1 , wherein the volatile organic compound content of the coating composition is no greater than 0.3 kilogram per liter of solids.

11. The method of claim 1 , wherein the volatile organic compound content of the coating composition is no greater than 0.2 kilogram per liter of solids.

12. The method of claim 1 , wherein the volatile organic compound content of the coating composition is no greater than 0.1 kilogram per liter of solids.

13. The method of claim 1 , wherein the coating composition is substantially free of formaldehyde.

14. A method of coating a substrate comprising the steps of:

applying a coating prepared according to the method of claim 1 on a substrate; and

hardening the coating.

15. The method of claim 14 , wherein the substrate is metal.

16. The method of claim 14 , wherein the substrate is a portion of a container.

17. A coating composition prepared by the method of claim 1 .

18. A substrate coated with a coating composition prepared according to the method of claim 1 .

19. A method of making a coating composition, comprising the steps of:

blending an epoxy material, a reactive diluent, and an acrylic resin;

reacting the epoxy material and the acrylic resin to form an epoxy acrylate resin;

dispersing the reactive diluent and the epoxy acrylate resin into water; and

polymerizing the reactive diluent, wherein the aqueous coating composition formed has a volatile organic compound content of no greater than 0.4 kilogram per liter of solids, and

wherein the reactive diluent is selected from the group consisting of ethyl acrylate, 2-ethylhexyl acrylate, methyl acrylate, butyl acrylate, isobutyl acrylate, tert-butyl acrylate, 2-hydroxyethyl acrylate, poly(ethylene glycol) acrylate, isobornyl acrylate, butyl methacrylate, methyl methacrylate, ethyl methacrylate, isobutyl methacrylate, 2-hydroxyethyl methacrylate, poly(ethylene glycol) methacrylate, poly(propylene glycol) methacrylate, styrene, substituted styrene, vinyl acetate, vinyl chloride, vinylidene chloride, acrylamide, and acrylonitrile.

20. The method of claim 19 , wherein the reactive diluent comprises butyl acrylate and styrene.

21. The method of claim 19 , wherein the reactive diluent comprises butyl acrylate.

22. A method of making a coating composition, comprising the steps of:

blending an epoxy material, a reactive diluent, and an acrylic resin;

reacting the epoxy material and the acrylic resin to form an epoxy acrylate resin;

dispersing the reactive diluent and the epoxy acrylate resin into water; and

polymerizing the reactive diluent, wherein the aqueous coating composition formed has a volatile organic compound content of no greater than 0.4 kilogram per liter of solids, and

wherein the composition further comprises an initiator selected from the group consisting of peroxides, persulfates, sulfites, bisulfites, azoalkanes, UV light initiators, and visible light initiators.

23. A method of making a coating composition, comprising the steps of:

blending an epoxy material, a reactive diluent, and an acrylic resin;

reacting the epoxy material and the acrylic resin to form an epoxy acrylate resin;

dispersing the reactive diluent and the epoxy acrylate resin into water; and

polymerizing the reactive diluent, wherein the aqueous coating composition formed has a volatile organic compound content of no greater than 0.4 kilogram per liter of solids, and

wherein the composition further comprises an initiator selected from the group consisting of benzoyl peroxide, t-butyl hydroperoxide, ammonium persulfate, hydrazine, ammonium sulfites, alkali metal sulfites, bisulfites, metabisulfites, hydrosulfites, and combinations thereof.

24. A method of making a coating composition, comprising the steps of:

blending an epoxy material, a reactive diluent, and an acrylic resin;

reacting the epoxy material and the acrylic resin to form an epoxy acrylate resin;

dispersing the reactive diluent and the epoxy acrylate resin into water; and

polymerizing the reactive diluent, wherein the aqueous coating composition formed has a volatile organic compound content of no greater than 0.4 kilogram per liter of solids, and

wherein the composition further comprises an initiator comprising benzoin and hydrogen peroxide.

Assignments (9)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 6, 2023
From: THE SHERWIN-WILLIAMS HEADQUARTERS COMPANY
To: SWIMC LLC
Reel/Frame 063275/0494 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 11, 2022
From: THE SHERWIN-WILLIAMS COMPANY
To: THE SHERWIN-WILLIAMS HEADQUARTERS COMPANY
Reel/Frame 060366/0979 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 30, 2021
From: THE VALSPAR CORPORATION
To: THE SHERWIN-WILLIAMS COMPANY
Reel/Frame 057204/0946 →
MERGER Recorded Oct 29, 2020
From: ENGINEERED POLYMER SOLUTIONS, INC.
To: THE VALSPAR CORPORATION
Reel/Frame 054443/0772 →
MERGER Recorded Sep 2, 2020
From: VALSPAR SOURCING, INC.
To: ENGINEERED POLYMER SOLUTIONS, INC.
Reel/Frame 053826/0606 →
NUNC PRO TUNC ASSIGNMENT Recorded Mar 24, 2020
From: THE SHERWIN-WILLIAMS COMPANY
To: VALSPAR SOURCING, INC.
Reel/Frame 052217/0640 →
CORRECTIVE ASSIGNMENT TO CORRECT THE INCORRECT PATENT NO. 8465946 PREVIOUSLY RECORDED AT REEL: 045281 FRAME: 0529. ASSIGNOR(S) HEREBY CONFIRMS THE MERGER. Recorded May 4, 2018
From: VALSPAR SOURCING, INC.
To: THE SHERWIN-WILLIAMS COMPANY
Reel/Frame 046087/0150 →
MERGER Recorded Feb 8, 2018
From: VALSPAR SOURCING. INC
To: THE SHERWIN-WILLIAMS COMPANY
Reel/Frame 045281/0529 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 15, 2004
From: WIND, DONALD G.; O'BRIEN, ROBERT M.; EVANS, RICHARD H.
To: VALSPAR SOURCING, INC.
Reel/Frame 015465/0771 →