IP Library Granted Patent US 7,910,170
Granted Patent B2
US 7,910,170 · App. 11/550,451 · Granted Mar 22, 2011

Coating compositions for containers and methods of coating

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Quick Facts
Patent No.
US 7,910,170
App. No.
11/550,451
Granted
Mar 22, 2011
Kind
B2
Abstract

This invention provides a coating composition for use on a food-contact surface of a container (e.g., a food or beverage can) that includes a polymer having one or more segments of Formula I: —O—Ar—R n —C(O)—O—R 1 —O—C(O)—R n —Ar—O— wherein each Ar is independently a divalent aryl group (i.e., an arylene group) or heteroarylene group; R 1 is a divalent organic group; each R is independently a divalent organic group; and n is 0 or 1. Containers comprising the polymer and methods of making such containers are also provided.

Claims (59)

1. A container comprising a food or beverage container, wherein at least a portion of an inside surface of the container is coated with a composition comprising a polymer having one or more segments of Formula I:

—O—Ar—R n —C(O)—O—R 1 —O—C(O)—R n —Ar—O—

wherein:

each Ar is independently a divalent aryl group or heteroarylene group;

each R is independently a divalent organic group;

R 1 is a divalent organic group; and

each n is 0 or 1.

2. The container of claim 1 , wherein the polymer further comprises —CH 2 —CH(OH)—CH 2 — segments.

3. The container of claim 1 , wherein R 1 provides hydrolytic stability to at least one of the adjacent ester linkages.

4. The container of claim 1 , wherein R 1 is —C(R 2 ) 2 —Y t —C(R 2 ) 2 — wherein each R 2 is independently hydrogen or an organic group, each Y is independently a divalent organic group, and t is 0 or 1.

5. The container of claim 4 , wherein Y includes one or more ether or ester linkages.

6. The container of claim 4 , wherein R 1 has the formula —(C(R 2 ) 2 ) s — wherein s is at least 2, wherein each R 2 is independently hydrogen or an organic group.

7. The container of claim 4 , wherein Y is —[Z w —C(R 2 ) 2 —O—C(O)—R 3 —C(O)—O—C(R 2 ) 2 —] v Z w —, wherein w is 0 or 1, v is 1 to 10, each R 3 is independently a divalent organic group, and each Z is independently a divalent organic group.

8. The container of claim 7 , wherein each Z provides hydrolytic stability to at least one adjacent ester linkages.

9. The container of claim 4 , wherein each Y provides hydrolytic stability to at least one of the ester linkages adjacent R 1 in Formula I.

10. The container of claim 1 , wherein n is 0.

11. The container of claim 1 , wherein each Ar is independently a phenylene group.

12. The container of claim 11 , wherein each Ar is independently a phenylene group of the formula —C 6 (R 4 ) 4 —, wherein each R 4 is independently hydrogen, a halogen, or an organic group, wherein two R 4 groups can optionally join to form a ring optionally containing one or more heteroatoms.

13. The container of claim 12 , wherein each R 4 is independently hydrogen or an organic group, wherein two R 4 groups can optionally join to form a 6-membered ring.

14. The container of claim 12 , wherein R 4 is hydrogen.

15. The container of claim 1 , wherein the composition is prepared from a water-based system.

16. The container of claim 1 , wherein the composition is prepared from an organic solvent-based system.

17. The container of claim 1 , which is a metal food or beverage can.

18. The container of claim 15 , wherein the coating composition includes at least 25 weight percent of the polymer having segments of Formula I, based on the non-volatile film-forming components of the coating composition.

19. The container of claim 16 , wherein the coating composition includes at least 50 weight percent of the polymer having segments of Formula I, based on the non-volatile film-forming components of the coating composition.

20. The container of claim 1 , wherein the polymer, prior to any cure of the composition, includes ether linkages.

21. The container of claim 1 , wherein the composition is substantially free of bound BPA, BADGE, BPF, and BFDGE.

22. The container of claim 1 , wherein the polymer has a number average molecular weight of at least 2,000.

23. The container of claim 1 , wherein the polymer has a number average molecular weight of at least 4,000.

24. The container of claim 1 , wherein R 1 includes at least 5 carbon atoms.

25. The container of claim 1 , wherein R 1 includes at least 8 carbon atoms.

26. The container of claim 1 , wherein the polymer is made from a compound of Formula II:

HO—Ar—R n —C(O)—O—R 1 —O—C(O)—R n —Ar—OH,

wherein each Ar, R, R 1 , and n are as described in Formula I.

27. An article, comprising:

a metal food or beverage container including: a coating composition applied to at least a portion of an inside surface of the container comprising a liquid carrier and a polymer having ether linkages and one or more backbone segments of Formula I:

—O—Ar—R n —C(O)—O—R 1 —O—C(O)—R n —Ar—O—

wherein:

each Ar is independently a divalent phenylene group of the formula —C 6 (R 4 ) 4 —, wherein each R 4 is independently hydrogen, a halogen, or an organic group, wherein two R 4 groups can optionally join to form a ring optionally containing one or more heteroatoms;

each R is independently a divalent organic group;

R 1 is a divalent organic group; and

each n is 0 or 1.

28. The article of claim 27 , wherein the polymer comprises a reaction product of a non-BPA or non-BPF based diepoxide reacted with a compound of Formula II:

HO—Ar—R n —C(O)—O—R 1 —O—C(O)—R n —Ar—OH,

wherein each Ar, R, R 1 , and n are as described for Formula I.

29. The article of claim 27 , wherein the polymer further comprises —CH 2 —CH(OH)—CH 2 — segments.

30. The article of claim 27 , wherein the coating composition is substantially free of bound BPA, BADGE, BPF, and BFDGE.

31. The article of claim 27 , wherein the coating composition comprises a cured coating.

32. An article, comprising:

a metal food or beverage can including: a coating composition applied to at least a portion of an inside surface of the can comprising at least 25 weight percent of a polymer, based on the non-volatile film forming components of the coating composition, having:

ether linkages;

—CH 2 —CH(OH)—CH 2 — segments; and

segments of Formula I:

—O—Ar—R n —C(O)—O—R 1 —O—C(O)—R n —Ar—O—;

wherein:

each Ar is independently a divalent phenylene group of the formula —C 6 (R 4 ) 4 —, wherein each R 4 is independently hydrogen, a halogen, or an organic group, wherein two R 4 groups can optionally join to form a ring optionally containing one or more heteroatoms,

each R is independently a divalent organic group,

R 1 is a divalent organic group, and

each n is 0 or 1.

Assignments (8)
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 →