IP Library Granted Patent US 8,721,920
Granted Patent B2
US 8,721,920 · App. 12/720,049 · Granted May 13, 2014

Oxygen scavenging compositions and packaging comprising said compositions

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Quick Facts
Patent No.
US 8,721,920
App. No.
12/720,049
Granted
May 13, 2014
Kind
B2
Abstract

The instant invention concerns a composition comprising a base polymer, at least one compound of the formula E-(L-E) x wherein: E is and L is a linking group; and at least one transition metal in a positive oxidation state. The invention also concerns packages containing walls comprising such compositions, methods of forming such packages, and methods of packaging an oxygen-sensitive item within such a package.

Claims (32)

1. A wall of a package comprising at least one layer, the layer comprising a composition, the composition comprising:

(a) at least one base polymer comprising a polyester polymer;

(b) at least one non-polymeric oxidizable organic component present in an amount of about 0.10 to 10 weight present of the composition and the component comprising at least one compound of the formula E-(L-E) x wherein:

E is

L is a linking group of the formula —(O—R 21 ) z —O—, —(NH—R 21 ) z —NH—, —(NH—C(═O)R 22 ) t —NH, —NH—R 25 —NH(C(═O)R 26 NHR 25 NH) u —, —(O—R 23 —O—R 24 —C(═O) s —O— where L is attached to a carbon atom of Ar in structure (I);

x is 0, 1, or 2;

Ar is aryl or heteroaryl;

R 1 , R 2 , are each independently, H, C 1 -C 12 alkyl, C 1 -C 6 alkoxy, C 6 -C 20 aryloxy, hydroxy, C 2 -C 6 alkenyl, NR 19 R 20 , acetyl, nitro, glyceryl, carbohydrate, —C(═O)H, L, or two R 1 or two R 2 groups can form a group of the formula —O—R 18 —O;

R 3 , R 4 are each H;

R 5 to R 10 are each, independently, H or C 1 -C 3 alkyl;

R 18 is C 2 -C 6 alkyl;

R 19 and R 20 are each, independently, H, C 1 -C 6 alkyl, or C 6 -C 20 aryl;

R 21 and R 24 are each, independently, C 1 -C 6 alkyl;

R 22 , R 23 , R 25 and R 26 are each, independently, C 1 -C 6 alkyl or C 6 -C 20 aryl;

n and p are independently 0 or an integer from 1 to 5;

s and z are, independently 1, 2, or 3;

t and u are, independently 1 or 2; and

(c) at least one transition metal in a positive oxidation state, the metal being present in the composition in an amount of 10 to 400 ppm;

and wherein the permeability for oxygen of the composition is not more than about 3.0 cm 3 mm/(m 2 atmday).

2. The wall of a package of claim 1 , wherein the compound of the formula E-(L-E) x is

3. The wall of a package of claim 2 , where n and p are each 0, 1, or 2 and R 1 and R 2 are each independently H, C 1 -C 4 alkyl, hydroxy, C 1 -C 3 alkoxy, or carbohydrate.

4. The wall of a package of claim 3 , wherein R 1 and R 2 are each independently H, methyl, ethyl, hydroxy, methoxy, ethoxy, or glucose.

5. The wall of a package of claim 3 , where R 5 to R 10 are H.

6. The wall of a package of claim 3 , where R 1 and R 2 are each H.

7. The wall of a package of claim 1 , wherein the compound of the formula E-(L-E) x is:

8. The wall of a package of claim 1 , wherein the at least one transition metal is cobalt.

9. The wall of a package of claim 8 , wherein the at least one transition metal further comprises zinc.

10. The wall of a package of claim 1 , wherein the polyester polymer is polyethylene terephthalate.

11. The wall of a package of claim 1 , wherein the oxidizable organic component is present in an amount of about 1 to about 10 weight percent based on the weight of the composition.

12. The wall of a package of claim 1 , wherein the oxidizable organic component is present in an amount of about 1 to about 5 weight percent based on the weight of the composition.

13. The wall of a package of claim 1 , wherein the oxidizable organic component is present in an amount of about 1 to about 3 weight percent based on the weight of the composition.

14. The wall of a package of claim 1 , wherein the concentration of transition metal is 30 to 150 ppm.

Assignments (10)
SECURITY INTEREST Recorded Dec 22, 2025
From: PLASTIPAK PACKAGING, INC.
To: WELLS FARGO BANK, N.A., AS ADMINISTRATIVE AGENT
Reel/Frame 074028/0732 →
SECURITY INTEREST Recorded Oct 12, 2017
From: PLASTIPAK PACKAGING, INC.
To: WELLS FARGO BANK, N.A., AS ADMINISTRATIVE AGENT
Reel/Frame 044204/0547 →
CORRECTIVE ASSIGNMENT TO CORRECT THE NAME OF THE RECEIVING PARTY FROM "CONSTAR INTERNATIONAL L.L.C." TO "CONSTAR INTERNATIONAL LLC" PREVIOUSLY RECORDED ON REEL 026479 FRAME 0078. ASSIGNOR(S) HEREBY CONFIRMS THE CHANGE OF NAME. Recorded Jun 28, 2011
From: CONSTAR INTERNATIONAL INC.
To: CONSTAR INTERNATIONAL LLC
Reel/Frame 026515/0141 →
SECURITY AGREEMENT Recorded Jun 23, 2011
From: CONSTAR INTERNATIONAL LLC
To: WELLS FARGO CAPITAL FINANCE, LLC
Reel/Frame 026481/0858 →
ROLL-OVER PATENT SECURITY AGREEMENT Recorded Jun 23, 2011
From: CONSTAR GROUP, INC.; CONSTAR INTERNATIONAL LLC; CONSTAR, INC.; BFF INC.; DT INC.; CONSTAR FOREIGN HOLDINGS, INC.
To: BLACK DIAMOND COMMERCIAL FINANCE L.L.C.
Reel/Frame 026498/0338 →
SHAREHOLDER PATENT SECURITY AGREEMENT Recorded Jun 23, 2011
From: CONSTAR GROUP, INC.; CONSTAR INTERNATIONAL LLC; CONSTAR, INC.; BFF INC.; DT, INC.; CONSTAR FOREIGN HOLDINGS, INC.
To: BLACK DIAMOND COMMERCIAL FINANCE, L.L.C.
Reel/Frame 026498/0368 →
RELEASE OF SECURITY INTEREST Recorded Jun 22, 2011
From: BLACK DIAMOND COMMERCIAL FINANCE, L.L.C.
To: CONSTAR INTERNATIONAL, INC.
Reel/Frame 026478/0545 →
CHANGE OF NAME Recorded Jun 22, 2011
From: CONSTAR INTERNATIONAL INC.
To: CONSTAR INTERNATIONAL L.L.C.
Reel/Frame 026479/0078 →
SECURITY AGREEMENT Recorded Feb 17, 2011
From: CONSTAR INTERNATIONAL, INC.
To: BLACK DIAMOND COMMERCIAL FINANCE, L.L.C.
Reel/Frame 025824/0114 →
RELEASE OF SECURITY INTEREST Recorded Feb 1, 2011
From: GENERAL ELECTRIC CAPITAL CORPORATION
To: CONSTAR INTERNATIONAL INC.
Reel/Frame 025729/0091 →