IP Library Granted Patent US 8,562,861
Granted Patent B2
US 8,562,861 · App. 13/123,431 · Granted Oct 22, 2013

Oxygen scavenging composition and article formed therefrom

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Quick Facts
Patent No.
US 8,562,861
App. No.
13/123,431
Granted
Oct 22, 2013
Kind
B2
Abstract

The present invention provides an oxygen-scavenging composition and articles formed therefrom. The oxygen-scavenging composition preferably includes an oxygen-scavenging polymer having an unsaturated bicyclic group, a based polymer, and an optional oxidation catalyst. The base polymer preferably includes a substituted or unsubstituted addition backbone, which may include heteratoms.

Claims (37)

1. A packaging article comprising:

a barrier layer that includes:

at least about 40 weight percent of a base polymer having a substituted or unsubstituted addition backbone;

at least about 0.1 weight percent of an oxygen-scavenging polymer having an unsaturated bicyclic group and a condensation backbone that may optionally include addition segments; and

an oxidation catalyst.

2. The packaging article of claim 1 , wherein the bicyclic group comprises a structure represented by the nomenclature expression:

bicyclo[x,y,z]alkene;

wherein:

x is 2 or more, and

y and z are each at least 1.

3. The packaging article of claim 1 , wherein the bicyclic group comprises bicyclo[2.1.1]hexene, bicyclo[2.2.1]heptene, bicyclo[2.2.1]heptadiene, bicyclo[2.2.2]octene, bicyclo[2.2.2]octadiene, or a mixture thereof.

4. The packaging article of claim 1 , wherein a pendant group attached to a backbone of the oxygen-scavenging polymer includes the bicyclic group.

5. The packaging article of claim 4 , wherein the pendant group is formed using an unsaturated fatty acid as a feedstock.

6. The packaging article of claim 1 , wherein the base polymer and the oxygen-scavenging polymer have solubility parameters that differ by less than 10 (calories-centimeters −3 ) 0.5 .

7. The packaging article of claim 6 , wherein the condensation backbone comprises a polyester, copolyester, polyamide, polycarbonate, polyether, polyurethane, polyepoxide, polylactone, a derivative or copolymer thereof, or a mixture thereof.

8. The packaging article of claim 6 , wherein a pendant group including a substituted or unsubstituted hydrocarbon chain comprising at least 5 carbon atoms is attached to the condensation backbone.

9. The packaging article of claim 6 , wherein the oxygen-scavenging polymer comprises a polyester polymer.

10. The packaging article of claim 1 , wherein the base polymer comprises a substituted or unsubstituted polyethylene, a low-density polyethyelene (LDPE), a high-density polyethylene (HDPE), a polypropylene, a polyisoprene, an ethylene vinyl alcohol (EVOH), an ethylene vinyl acetate (EVA), a polyvinyl acetate (PVA), a polymethyl methacrylate, a polystyrene, a polybutylene, a polyvinylidene chloride, a poly vinyl chloride, a styrene-butadiene rubber (SBR), a copolymer or derivative thereof, or a mixture thereof.

11. The packaging article of claim 1 , wherein the base polymer comprises an ethylene vinyl alcohol (EVOH).

12. The packaging article of claim 1 , wherein the base polymer comprises an ethylene vinyl acetate (EVA).

13. The packaging article of claim 1 , wherein the addition backbone of the base polymer includes one or more heteratoms.

14. The packaging article of claim 1 , wherein the oxidation catalyst comprises from about 10 ppm to about 1,000 ppm of a transition metal, a complex of a transition metal, a photoinitiator or a mixture thereof.

15. The packaging article of claim 1 , wherein the oxidation catalyst comprises a cobalt, a cobalt oxide, a cobalt chloride, a cobalt salt of a long chain acid, or a mixture thereof.

16. The article of claim 1 , wherein the article comprises a multi-layer article.

17. A method, comprising:

providing an oxygen-scavenging composition that includes:

at least about 40 weight percent of a base polymer having a substituted or unsubstituted addition backbone that is at least substantially free of heteroatoms;

at least about 0.1 weight percent of an oxygen-scavenging polymer having a bicyclic group that includes a double bond and a condensation backbone that may optionally include addition segments; and

an oxidation catalyst; and

forming a packaging article having a barrier layer formed from the oxygen-scavenging composition.

18. The method of claim 17 , wherein the bicyclic group comprises a structure represented by the nomenclature expression:

bicyclo[x,y,z]alkene;

wherein:

x is 2 or more, and

y and z are each at least 1.

19. The method of claim 17 , wherein the oxygen-scavenging polymer comprises a polyester polymer.

20. The method of claim 17 , base polymer and the oxygen-scavenging polymer have solubility parameters that differ by less than 10 (calories-centimters −3 ) 0.5 .

Assignments (9)
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 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 14, 2011
From: SHARE, PAUL; NIEDERST, JEFFREY; EVANS, RICHARD; SCHUTTE, GRANT
To: VALSPAR SOURCING, INC.
Reel/Frame 026907/0040 →