Platelet particle polymer composite with oxygen scavenging organic cations

• US 6,610,772 B1
• Filed: 08/02/2000
• Issued: 08/26/2003
• Est. Priority Date: 08/10/1999
• Status: Expired due to Fees

• Current Assignee: Eastman Chemical Company
• Original Assignee: Eastman Chemical Company
• Inventors: Helton, Tony Wayne, Clauberg, Horst, Cyr, Michael John, Barbee, Robert Boyd
• Primary Examiner(s): Cain, Edward J.
• Assistant Examiner(s): Lee, Katarzyna Wyrozebski
• Application Number:
  US09/630,518
• Time in Patent Office: 1,119 Days
• Field of Search: 524/186, 524/398, 524/413, 524/431, 524/435, 524/445, 501/145, 501/146, 501/148, 523/210, 523/211
• US Class Current: 524/445
• CPC Class Codes: B82Y 30/00 Nanotechnology for materials or surface science, e.g. nanocomposites
• CPC Class Codes: C08J 5/005 Reinforced macromolecular compounds with nanosized materials, e.g. nanoparticles, nanofibres, nanotubes, nanowires, nanorods or nanolayered materials
• CPC Class Codes: C08K 5/0091 Complexes with metal-heteroatom-bonds
• CPC Class Codes: C08K 5/098 Metal salts of carboxylic acids
• CPC Class Codes: C08K 9/04 Ingredients treated with organic substances treated with macromolecular compounds C08K9/08

Abstract

The present invention relates to oxygen scavenging compositions comprising a) platelet particles having attached thereto at least one oxygen scavenging organic cation and b) at least one oxidation catalyst. The oxygen scavenging compositions of the present invention maybe readily incorporated into a variety of matrix polymers to create polymer composites, which display improved passive barrier and oxygen scavenging capabilities. Articles formed from these composites are also disclosed.

Claims

1. A composition comprising a) platelet particles having attached thereto at least one oxygen scavenging organic cation and at least one intercalating organic cation;

and b) at least one oxidation catalyst wherein said composition is dispersed in at least one matrix polymer.

2. The composition of claim 1 wherein said oxidation catalyst comprises a transition metal salt wherein said transition metal is selected from the first, second or third transition series of the Periodic Table.

3. The composition of claim 1 wherein said oxidation catalyst is selected from the group consisting of manganese II or III, iron II or III, cobalt II or III, nickel II or III, copper I or II, rhodium II, III or IV and ruthenium.

4. The composition of claim 2 wherein said transition metal salt comprises at least one counterion for the metal selected from the group consisting of chloride, acetate, acetylacetonate, stearate, palmitate, 2-ethylhexanoate, neodecanoate, naphthylate and mixtures thereof.

5. The composition of claim 2 wherein said transition metal salt comprises an ionomer and said oxidation catalyst further comprises a polymeric counterion.

6. The composition of claim 1 wherein said matrix polymer is a thermoplastic polymer present in amounts up to about 99.9 weight percent of said total composition.

7. The composition of claim 6 wherein said thermoplastic polymer is selected from the group consisting of polyesters, polyolefins, polyamides, polyurethanes, polystyrene, polyacrylates, epoxy-amines, polyvinyl chloride, acrylonitrile polymers, acrylonitrile copolymers, vinylidene chloride polymers, vinylidene chloride copolymers, polycarbonates, ethylene copolymers, and mixtures thereof.

8. The composition of claim 6 wherein said thermoplastic polymer is selected from the group consisting of polyesters, polyamides, polyolefins, polycarbonates, EVOH, and mixtures thereof.

9. The composition of claim 1 wherein said oxygen scavenging organic cation is capable of hydrogen bonding with said matrix polymer, binding free oxygen and represented as:

wherein M represents nitrogen, phosphorous or sulfur, X⁻

represents an anion, selected from the group consisting of halogen, hydroxide, or acetate anions; and

R₁, R₂, R₃, and R₄ are independently selected from organic or oligomeric organic moieties and hydrogen and at least one of R₁, R₂, R₃ or R₄ comprises an organic moiety containing an easily abstractable hydrogen atom or one or more olefinic unsaturations.

10. The composition of claim 9 wherein M is sulfur and one of R₁, R₂, R₃ and R₄ represents a lone pair of electrons.

11. The composition of claim 10 wherein said organic moiety is selected from the group consisting of benzylic, allylic, ether, poly (alkylene glycol), molecules with tertiary hydrogens, polyolefins with some level of remaining unsaturation, amines, amides, poly(amines), and poly(amides).

12. The composition of claim 10 wherein said organic moiety is selected from the group consisting of benzyl, allyl, poly(ethylene glycol), poly(propylene glycol), poly(tetramethylene glycol), poly(pentamethylene glycol), poly(hexamethylene glycol), poly(heptamethylene glycol), poly(octamethylene glycol), polystyrene, poly(propylene), and poly(butadiene).

21. The composition of claim 1 wherein said matrix polymer comprises recycled polymer.

22. The composition of claim 21 wherein said recycled polymer is selected from the group consisting of polyesters, polyolefins, polyamides, polyurethanes, polystyrene, polyacrylates, epoxy-amines, polyvinyl chloride, acrylonitrile polymers, acrylonitrile copolymers, vinylidene chloride polymers, vinylidene chloride copolymers, polycarbonates, ethylene copolymers, and mixtures thereof.

13. An article comprising at least one layer comprising a matrix polymer having dispersed therein

a) platelet particles having attached thereto at least one oxygen scavenging organic cation and at least one intercalating organic cation;

and

b) at least one oxygen scavenging catalyst.

14. The article of claim 13 wherein said article is selected from the group consisting of film, sheet, tubing, profiles, pipes, fiber, containers, preforms, thermoformed articles and flexible bags.

15. The article of claim 13 wherein said article is selected from the group consisting of film, sheet, tubing, profiles, pipes, containers and preforms.

16. The article of claim 13 wherein said article is a container or a preform comprising at least three layers in at least a portion of said article.

17. The article of claim 13 wherein an intermediate layer comprises said polymer composite and is disposed between a first and third layer each of which comprises at least one polyester.

18. The article of claim 13 wherein said article is a container or a preform comprising at least four layers in at least a portion of said article.

19. The article of claim 18 wherein said polymer composite is disposed in an intermediate layer between a first and fourth layer each of which comprises at least one polyester.

20. The article of claim 19 wherein at least one layer comprises recycled polyester.