IP Library Granted Patent US 12,060,474
Granted Patent B2
US 12,060,474 · App. 17/239,293 · Granted Aug 13, 2024

Oxygen scavengers, compositions comprising the scavengers, and articles made from the compositions

Inventors: Shenshen Li (Park Ridge, IL); Matthew J. Dauzvardis (Manhattan, IL)
Assignee: PLASTIPAK PACKAGING, INC.
C08K5/17C07D209/08C07D221/06C07D257/10C09K15/18C09K15/30
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Quick Facts
Patent No.
US 12,060,474
App. No.
17/239,293
Granted
Aug 13, 2024
Kind
B2
Abstract

The disclosure relates to oxygen scavenging molecules, compositions, methods of making the compositions, articles prepared from the compositions, and methods of making the articles. This abstract is intended as a scanning tool for purposes of searching in the particular art and is not intended to be limiting of the present invention.

Claims (31)

1. A compound having the formula

wherein n is 3 or greater;

and wherein each of R 8 and R 9 is independently selected from hydrogen, halogen, C1-C4 alkyl, and electron withdrawing groups.

2. The compound of claim 1 , wherein the compound is a cyclic polymeric compound.

3. The compound of claim 1 , wherein the compound has the structure:

4. A compound having a structure represented by a formula:

wherein each Q is independently N or P;

wherein R 33 represents four groups, each group independently selected from hydrogen, halogen, C1-C4 alkyl, electron donating groups, and

wherein R 36 represents four groups independently selected from hydrogen, halogen, C1-C4 alkyl, and electron donating groups;

wherein each Q 2 is independently N or P;

wherein R 34 represents four groups, each group independently selected from hydrogen, halogen, C1-C4 alkyl, and electron donating groups; and

wherein R 35 represents four groups, each group independently selected from hydrogen, halogen, C1-C4 alkyl, and electron donating groups.

5. The compound of claim 4 , wherein the compound has the structure

6. A method for producing a packaging material having a wall with oxygen barrier properties comprising:

a. combining a base polymer with at least one compound according to claim 4 to form a composition, the composition having at least one transition metal in a positive oxidation state, said metal being present in the composition in an amount of 10 to 400 ppm; and

wherein said compound is present in an amount of about 0.10 to 10 weight present of said composition,

b. forming the product of step (a) into a wall; and

c. forming a container which comprises said wall.

7. A method for making an article comprising:

(a) forming a melt by combining in a melt processing zone:

i. a base polymer; and

ii. at least one compound according to claim 4 , to form a composition, the composition having at least one transition metal in a positive oxidation state, said metal being present in the composition in an amount of 10 to 400 ppm;

wherein said compound is present in an amount of about 0.10 to 10 weight present of said composition;

(b) forming an article from said melt.

8. The method of claim 7 , wherein the article is a preform, sheet, bottle, cup, or jar.

9. A composition comprising organic material normally susceptible to gradual degradation in the presence of oxygen during use over an extended period containing an antioxidant effective amount of a compound according to claim 4 .

10. An oxygen scavenging composition that reacts with oxygen in the presence of transition metals and salts thereof comprising, an effective amount of a compound according to claim 4 .

11. An oxygen scavenging system comprising:

(a) an oxygen scavenging composition comprising a compound according to claim 4 ;

(b) an effective amount of a transition metal catalyst; and

a functional barrier permeable to oxygen.

Assignments (1)
SECURITY INTEREST Recorded Dec 22, 2025
From: PLASTIPAK PACKAGING, INC.
To: WELLS FARGO BANK, N.A., AS ADMINISTRATIVE AGENT
Reel/Frame 074028/0732 →