Phosphatized polyesters and coating compositions containing the same

• US 10,280,332 B2
• Filed: 12/08/2016
• Issued: 05/07/2019
• Est. Priority Date: 05/23/2011
• Status: Active Grant

• Current Assignee: PPG Industries Ohio Incorporated (Nouryon BV)
• Original Assignee: PPG Industries Ohio Incorporated (Nouryon BV)
• Inventors: Moussa, Youssef, Knotts, Claudia
• Primary Examiner(s): Weddle, Alexander M
• Application Number:
  US15/372,557
• Publication Number:
  US 20170081549A1
• Time in Patent Office: 880 Days
• CPC Class Codes: B05D 1/02 performed by spraying
• CPC Class Codes: B05D 3/0236 with ovens B05D3/0227 takes precedence
• CPC Class Codes: B05D 7/227 of containers, cans or the like
• CPC Class Codes: C08G 63/6926 Dicarboxylic acids and dihydroxy compounds
• CPC Class Codes: C08K 5/0025 Crosslinking or vulcanising agents; including accelerators
• CPC Class Codes: C08L 67/02 Polyesters derived from dicarboxylic acids and dihydroxy compounds C08L67/06 takes precedence
• CPC Class Codes: C09D 167/00 Coating compositions based on polyesters obtained by reactions forming a carboxylic ester link in the main chain based on polyester-amides C09D177/12; based on polyester-imides C09D179/08; Coating compositions based on derivatives of such polymers
• CPC Class Codes: C09D 167/02 Polyesters derived from dicarboxylic acids and dihydroxy compounds C09D167/06 takes precedence
• CPC Class Codes: Y10T 428/1352 Polymer or resin containing [i.e., natural or synthetic]

Abstract

A coating composition comprising a resinous binder and up to 10 percent by weight of a phosphatized polyester. The compositions are useful for coating containers of all sorts such as food and beverage containers, and the phosphatized polyester provides enhanced adhesion of the coating to the container substrate. The compositions can be formulated to be substantially free of bisphenol A (BPA) and bisphenol A diglycidyl ether (BADGE).

Claims

1. A method for applying a cured coating to a food or beverage container, the method comprising:

(a) depositing a liquid coating composition on a substrate, wherein the coating composition comprises a resinous binder, and 0.1 to 10 percent by weight of a phosphatized polyester based on weight of resin solids in the coating composition, wherein the phosphatized polyester comprises a reaction product comprising;

(A) a polyester having an Mn of 2,000 to 10,000, a hydroxyl number of 20 to 75, and an acid value of 15 to 25, wherein the polyester comprises a polycondensate of;

(I) a polyol component comprising a mixture of diols and triols, and

(II) a polyacid component comprising an alpha, beta-ethylenically unsaturated polycarboxylic acid, and

(B) a phosphorus acid;

wherein the coating composition is dissolved or dispersed in a diluent; and

(b) heating the substrate with the deposited coating composition to a temperature and for a time sufficient to evaporate the diluent from the coating composition and to cure the coating composition.

2. The method of claim 1, wherein the diluent is water, organic solvent or a mixture of water and organic solvent.

3. The method of claim 1, wherein the diluent is present in an amount of 20 to 83 percent by weight based on total weight of the coating composition.

4. The method of claim 1, wherein the liquid coating composition is applied to the interior surface of a preformed food or beverage container.

5. The method of claim 4, wherein the liquid coating composition is applied to a can end.

6. The method of claim 1, wherein the liquid coating composition is deposited to a metal substrate before the substrate is formed into the food or beverage container, and the method further comprises:

(c) forming the coated substrate into the food or beverage container.

7. The method of claim 6, wherein the metal substrate is a metal coil.

8. The method of claim 1, wherein mixture of diols and triols of the polyol component is provided as a weight ratio of 0.5:

1 to 10;

1 diol;

triol.

9. The method of claim 1, wherein the polyol and polyacid components are provided as a weight ratio of 0.9:

1 to 1.1;

1 polyol;

polyacid.

10. The method of claim 1, wherein the phosphorous acid is provided in amounts of 0.2 to 0.5 equivalents phosphorous acid per hydroxyl equivalent of the polyester.

11. A metal coil coated with a liquid coating composition according to the method of claim 1.

12. The metal coil of claim 11, wherein the metal coil is formed into a food or beverage container comprising the liquid coating composition on an interior surface thereof.

13. A food or beverage container coated with a liquid coating composition according to the method of claim 1.

14. The container of claim 13, wherein the substrate is a can, and the liquid coating composition is coated on an interior surface of the can.

15. A method for coating a substrate, the method comprising:

(a) depositing a liquid coating composition on a substrate, wherein the coating composition comprises a resinous binder, and 0.1 to 10 percent by weight of a phosphatized polyester based on weight of resin solids in the coating composition, wherein the phosphatized polyester comprises a reaction product comprising;

(A) a polyester having an Mn of 2,000 to 10,000, a hydroxyl number of 20 to 75, and an acid value of 15 to 25, wherein the polyester comprises a polycondensate of;

(I) a polyol component comprising a mixture of diols and triols provided as a weight ratio of 0.5;

1 to 10;

1 diol;

triol, and

(II) a polyacid component comprising an alpha, beta-ethylenically unsaturated polycarboxylic acid, and

(B) a phosphorus acid provided in amounts of 0.2-0.5 equivalents phosphorous acid per hydroxyl equivalent of the polyester;

wherein the coating composition is dissolved or dispersed in a diluent; and

(b) heating the substrate with the deposited coating composition to a temperature and for a time sufficient to evaporate the diluent from the coating composition and to cure the coating composition.

16. The method of claim 15, wherein the substrate is a metal coil, and the liquid coating composition is deposited on the substrate before the substrate is formed into a food or beverage container, and the method further comprises:

(c) forming the substrate into the food or beverage container.

17. The method of claim 15, wherein the substrate is a food or beverage container.

18. The method of claim 17, wherein the liquid coating composition is deposited on an interior surface of the food or beverage container.

19. The method of claim 17, wherein the substrate is a can.

20. The method of claim 15, wherein the substrate is a metal substrate for use as all or a portion of a food or beverage container.