IP Library Granted Patent US 10,208,200
Granted Patent B2
US 10,208,200 · App. 15/474,254 · Granted Feb 19, 2019

Dual oxygen-scavenging compositions requiring no induction period

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Quick Facts
Patent No.
US 10,208,200
App. No.
15/474,254
Granted
Feb 19, 2019
Kind
B2
Abstract

A composition comprising: a polyester base polymer; a blend of two distinct polyether-based oxygen scavenging additives, OS1 and OS2, wherein each of OS1 and OS2 is selected from the group consisting of a polyether diol, an ester end-capped derivative of a polyether diol, a polyether-polyester block copolymer, and an ether end-capped derivative of a polyetherdiol, wherein OS1 has a molecular weight of from 10,000 to 100,000 and OS2 has a molecular weight of from 200 to 5,000; and a transition metal catalyst.

Claims (44)

1. A composition comprising:

a polyester base polymer;

a blend of two distinct polyether-based oxygen scavenging additives, OS1 and OS2, wherein each of OS1 and OS2 is selected from the group consisting of a polyether diol, an ester end-capped derivative of a polyether diol, a polyether-polyester block copolymer, and an ether end-capped derivative of a polyether diol, wherein OS1 has a number average molecular weight (M N ) from 10,000 to 100,000 and OS2 has a number average molecular weight (M N ) from 200 to 5,000; and

a transition metal catalyst.

2. The composition of claim 1 , wherein the polyester base polymer comprises polyethylene terephthalate.

3. The composition of claim 1 wherein OS1 has a number average molecular weight (M N ) from 15,000 to 75,000 and OS2 has a number average molecular weight (M N ) from 400 to 2,900.

4. The composition of claim 3 wherein OS1 has a number average molecular weight (M N ) from 20,000 to 50,000 and OS2 has a number average molecular weight (M N ) from 650 to 2,000.

5. The composition of claim 1 wherein OS1 is a polyether-polyester block copolymer.

6. The composition of claim 1 wherein OS1 is a polyether-polyester block copolymer and OS2 is a polyether diol selected from the group consisting of polyethylene glycol, polypropylene glycol, and polytetramethylene ether glycol (PTMEG).

7. The composition of claim 6 wherein OS2 is PTMEG polytetramethylene ether glycol.

8. The composition of claim 7 wherein the polyether-polyester block copolymer has a number average molecular weight (M N ) from 20,000 to 50,000 and the polytetramethylene ether glycol has a number average molecular weight (M N ) from 650 to 2000.

9. The composition of claim 1 wherein the polyether diol is selected from the group consisting of polyethylene glycol, polypropylene glycol, and polytetramethylene ether glycol (PTMEG).

10. The composition of claim 1 wherein the ester end-capped derivative of a polyether diol is selected from the group consisting of PTMEG dibenzoate and PTMEG dioctaoate.

11. The composition of claim 10 wherein the polyether-polyester block copolymer is selected from the group consisting of PTMEG-b-PET and PTMEG-b-PBT.

12. The composition of claim 11 wherein the ether end-capped derivative of polyetherdiol is selected from the group consisting of PTMEG-μ,w-dimethyl ether and PTMEG-μ,w-diethyl ether.

13. The composition of claim 1 , wherein the polyester base polymer contains less than 10 ppm of antimony.

14. The composition of claim 13 , wherein the polyester base polymer contains less than 40 ppm of phosphorous.

15. The composition of claim 1 , wherein the transition metal catalyst comprises cobalt.

16. The composition of claim 1 , wherein the transition metal catalyst comprises a carboxylate salt.

17. The composition of claim 1 , wherein the transition metal catalyst comprises cobalt neodecanoate.

18. A composition comprising:

PET;

a blend of polyether-based oxygen scavenging additives comprising PTMEG-b-PET copolymer having a number average molecular weight (M N ) from 20,000 to 50,000 and PTMEG having a number average molecular weight (M N ) from 650 to 2,000; and

a transition metal catalyst comprising cobalt.

19. A wall for a package comprising:

a polyester base polymer;

a blend of two distinct polyether-based oxygen scavenging additives, OS1 and OS2, wherein each of OS1 and OS2 is selected from the group consisting of a polyether diol, an ester end-capped derivative of a polyether diol, a polyether-polyester block copolymer, and an ether end-capped derivative of a polyether diol, wherein OS1 has a number average molecular weight (M N ) from 10,000 to 100,000 and OS2 has a number average molecular weight (M N ) from 200 to 5,000; and

a transition metal catalyst.

20. The wall of claim 19 , wherein the polyester base polymer comprises polyethylene terephthalate.

21. The wall of claim 19 wherein OS1 has a number average molecular weight (M N ) from 15,000 to 75,000 and OS2 has a number average molecular weight (M N ) from 400 to 2,900.

22. The wall of claim 21 wherein OS1 has a number average molecular weight (M N ) from 20,000 to 50,000 and OS2 has a number average molecular weight (M N ) from 650 to 2,000.

23. The wall of claim 19 wherein OS1 is a polyether-polyester block copolymer.

24. The wall of claim 19 wherein OS1 is a polyether-polyester block copolymer and OS2 is a polyether diol selected from the group consisting of polyethylene glycol, polypropylene glycol, and polytetramethylene ether glycol (PTMEG).

25. The wall of claim 24 wherein OS2 is PTMEG polytetramethylene ether glycol.

26. The wall of claim 25 wherein the polyether-polyester block copolymer has a number average molecular weight (M N ) from 20,000 to 50,000 and the polytetramethylene ether glycol has a number average molecular weight (M N ) from 650 to 2,000.

27. The wall of claim 19 wherein the polyether diol is selected from the group consisting of polyethylene glycol, polypropylene glycol, and polytetramethylene ether glycol (PTMEG).

28. The wall of claim 19 wherein the ester end-capped derivative of a polyether diol is selected from the group consisting of PTMEG dibenzoate and PTMEG dioctaoate.

29. The wall of claim 28 wherein the polyether-polyester block copolymer is selected from the group consisting of PTMEG-b-PET and PTMEG-b-PBT.

30. The wall of claim 29 wherein the ether end-capped derivative of polyetherdiol is selected from the group consisting of PTMEG-μ,w-dimethyl ether and PTMEG-μ,w-diethyl ether.

31. The wall of claim 19 , wherein the polyester base polymer contains less than 10 ppm of antimony.

32. The wall of claim 31 , wherein the polyester base polymer contains less than 40 ppm of phosphorous.

33. The wall of claim 19 , wherein the transition metal catalyst comprises cobalt.

34. The wall of claim 19 , wherein the transition metal catalyst comprises a carboxylate salt.

35. The wall of claim 19 , wherein the transition metal catalyst comprises cobalt neodecanoate.

Assignments (3)
RELEASE OF SECURITY INTEREST Recorded Jan 26, 2026
From: UBS AG, STAMFORD BRANCH, AS COLLATERAL AGENT
To: GRAHAM PACKAGING COMPANY, L.P.; GRAHAM PACKAGING PET TECHNOLOGIES INC.; GRAHAM PACKAGING PLASTIC PRODUCTS LLC
Reel/Frame 074480/0105 →
SECURITY INTEREST Recorded Aug 4, 2020
From: GRAHAM PACKAGING COMPANY, L.P.; GRAHAM PACKAGING PET TECHNOLOGIES INC.; GRAHAM PACKAGING PLASTIC PRODUCTS LLC
To: CREDIT SUISSE AG, CAYMAN ISLANDS BRANCH, AS ADMINISTRATIVE AGENT
Reel/Frame 053398/0381 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 23, 2017
From: AKKAPEDDI, MURALI K.; LYNCH, BRIAN A.
To: GRAHAM PACKAGING COMPANY, L.P.
Reel/Frame 042480/0607 →
Cited By (1)
US 12,435,181