Containers coated with compositions having enhanced heat-aging properties

• US 10,370,151 B2
• Filed: 01/15/2016
• Issued: 08/06/2019
• Est. Priority Date: 01/15/2016
• Status: Active Grant

• Current Assignee: PPG Industries Ohio Incorporated (Nouryon BV)
• Original Assignee: PPG Industries Ohio Incorporated (Nouryon BV)
• Inventors: Molleo, Max, Kaleem, Kareem, Seneker, Carl, Moussa, Youssef, Dean, Edward
• Primary Examiner(s): Lan, Yan
• Application Number:
  US14/996,363
• Publication Number:
  US 20170203878A1
• Time in Patent Office: 1,299 Days
• CPC Class Codes: B05D 3/007 After-treatment
• CPC Class Codes: B65D 1/165 Cylindrical cans
• CPC Class Codes: B65D 25/14 Linings or internal coatings of containers made by folding or erecting blanks made of paper B65D5/56 ; linings for domestic water storage heaters F24H1/183
• CPC Class Codes: C08G 63/914 derived from polycarboxylic acids and polyhydroxy compounds
• 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

Abstract

Food or beverage containers coated with polyester coating compositions containing capped polyesters are disclosed.

Claims

1. An article comprising:

(a) a substrate of a food or beverage container including a portion thereof,

(b) a crosslinked coating applied to at least a portion of the substrate;

the cured coating being derived from a coating composition comprising;

(i) a polyester resin that is prepared by reacting;

(A) a polyester resin containing terminal carboxylic acid groups having an acid number of at least 5, with

(B) an end capping agent that reacts with the carboxylic acid groups to reduce the acid number to below 2.5, wherein the end capping agent comprises an oxazoline or an epoxide;

(ii) a crosslinking agent that is reactive with the polyester resin.

2. The article of claim 1 in which the substrate is a metal substrate.

3. The article of claim 1 in which the cured coating is applied to the interior surface of a substrate.

4. The article of claim 1 in which the polyester resin has an M_n of from 3000 to 20,000.

5. The article of claim 4 in which the end capping agent is a monoepoxide.

6. The article of claim 5 in which the monoepoxide comprises a hydroxyl-functional epoxide, a glycidyl ether or a glycidyl ester.

7. The article of claim 6 in which the monoepoxide comprises glycidol, octyl glycidyl ether, decyl glycidyl ether, hexadecyl glycidyl ether, 2-biphenyl glycidyl ether, the glycidyl ester of versatic acid or glycidyl methacrylate.

8. The article of claim 1 in which the polyester resin has a hydroxyl number of from 5 to 50.

9. The article of claim 1 in which the crosslinking agent comprises an aminoplast, a phenolplast, and/or a blocked isocyanate.

10. The article of claim 1 in which the crosslinked coating has a thickness of 1 to 10 mg/in^t.

11. The article of claim 1 in which the coating composition is substantially free of bisphenol A and reaction products thereof.

12. The article of claim 1 in which the coating composition contains 0.1 to 20 percent by weight based on weight of resin solids of a phosphated polyester.

13. The article of claim 1 in which the crosslinked coating composition has a WACO Enamel Rater value less than 10 when tested according to the L-85 protocol.

14. The article of claim 1 which is a beverage can and/or a can end.

15. The article of claim 1 in which the coating composition is applied to the interior walls of the container or the interior surface of a can end.

16. The article of claim 1 in which the substrate is a length of coil metal to which the coating composition is applied and crosslinked at a temperature of 200 to 260°

C. peak metal temperature for about 5 to 30 seconds.

17. A method comprising:

(a) applying the coating composition of claim 1 to a substrate prior to or after forming the substrate into a food or beverage container or portion thereof; and

heating the coated substrate to a temperature and for a time sufficient to crosslink the coating composition.

18. The method of claim 17 in which the coating composition is applied to the interior portion of a food or beverage container or a portion thereof.

19. The method of claim 17 comprising applying the coating composition to a planar substrate;

heating the coated substrate to a time and temperature sufficient to crosslink the coating composition; and

forming the substrate into a food or beverage container or a portion thereof with the crosslinked coating being on the interior surface of the food or beverage container or portion thereof.

20. The method of claim 17 in which the coated substrate is heated to a temperature of from 200 to 260°

C. for 5 to 30 seconds.

21. The method of claim 17 in which the crosslinked coating has a thickness of 1 to 10 mg/in^t.

22. The method of claim 17 in which the substrate is a metal substrate.

23. The method of claim 17 in which the polyester resin has an M_n of from 3000 to 20,000.

24. The method of claim 17 in which the end capping agent is a monoepoxide.

25. The method of claim 24 in which the monoepoxide comprises a hydroxyl-functional epoxy, a glycidyl ether or a glycidyl ester.

26. The method of claim 25 in which the monoepoxide comprises glycidol, octyl glycidyl ether, decyl glycidyl ether, hexadecyl glycidyl ether, 2-biphenyl glycidyl ether, the glycidyl ester of versatic acid or glycidyl methacrylate.

27. The method of claim 17 in which the polyester resin containing terminal carboxylic acid groups is reacted with the end capping agent at a temperature of from 60 to 150°

C.

28. The method of claim 17 in which the polyester resin has a hydroxyl number of from 5 to 50.

29. The method of claim 17 in which the crosslinking agent comprises an aminoplast, a phenolplast, and/or a blocked isocyanate.

30. The method of claim 17 in which the coating composition contains 0.1 to 20 percent by weight based on weight of resin solids of a phosphated polyester.

31. The method of claim 17 in which the crosslinked coating composition has a WACO Enamel Rater value less than 5 when tested according to the L-85 protocol.

32. The method of claim 19 in which the planar substrate is a length of coil metal to which the coating composition is applied and crosslinked at a temperature of 200 to 260°

C. peak metal temperature for about 5 to 30 seconds.