IP Library Granted Patent US 9,193,847
Granted Patent B2
US 9,193,847 · App. 13/141,357 · Granted Nov 24, 2015

Polymer compositions with improved barrier properties against the permeation of oxygen

Inventors: Christoph Kröhnke (München, DE); Csaba Kenyō (Farmos, HU); Károly Renner (Gyorzámoly, HU); Béla Pukánszky (Budapest, HU)
Assignee: Clariant Production (France) S.A.S.
C08K5/34C08K2201/012Y10T428/139Y10T428/1352
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Quick Facts
Patent No.
US 9,193,847
App. No.
13/141,357
Granted
Nov 24, 2015
Kind
B2
Abstract

The present invention relates to polymer compositions comprising (a) a polymer containing hydroxyl alkylene repeating units and (b) an additive selected from compounds of the formulae (1) to (6) wherein R a1 , R a2 , R a3 and R a4 can be the same or different and independently represent a group selected from the moieties having formula (A) or formula (B), wherein R b is selected from hydrogen, C 1-6 alkyl, C 1-6 alkoxy and —CO—C 1-4 alkyl.

Claims (21)

1. A polymer composition consisting of:

(a) a polymer selected from: polyvinyl alcohol and an ethylene-vinyl alcohol copolymer consisting of ethylene and hydroxyl ethylene repeating units, the polymer comprising hydroxyl ethylene-repeating units in ethylene-vinyl alcohol copolymer are present in the polymer in an amount of at least 50% relative to the total number of repeating units present in the polymer,

(b) 0.2 to 2% by weight relative to said polymer (a) of at least one additive selected from the group consisting of compounds represented by the following formulae (1) to (6)

wherein

R a1 , R a2 , R a3 and R a4 can be the same or different and independently represent a group selected from the moieties having formula (A) or formula (B),

wherein

R b is selected from the group consisting of hydrogen, C 1-6 alkyl, C 1-6 alkoxy, —CO—C 1-4 alkyl and combinations thereof; and

(c) optionally 0.005 to 5% by weight, relative to said polymer (a) of additives selected from the group consisting of stabilizers against thermooxidative and light-induced degradation, fillers, processing additives, colorants and clay-based additives.

2. The composition according to claim 1 , wherein the polymer (a) comprises hydroxyl ethylene repeating units in an amount of at least 65% relative to the total number of repeating units present in the polymer (a).

3. The composition according to claim 1 , wherein said polymer (a) is an ethylene-vinyl alcohol copolymer.

4. The composition according to claim 3 , wherein the polymer (a) is an ethylene-vinyl alcohol copolymer comprising hydroxyl ethylene repeating units in an amount in the range of 75% to less than 100% relative to the total number of repeating units present in the polymer (a).

5. The composition according to claim 1 , wherein the polymer (a) is polyvinyl alcohol.

6. The composition according to claim 1 , wherein said additive is a compound represented by formula (1) or (2), wherein both R a1 and R a2 represent a moiety having formula (A).

7. The composition according to claim 6 , wherein said additive comprises N,N′-bis(2,2,6,6-tetramethyl-4-piperidyl)-1,3-benzenedicarboxamide as represented by the following formula

8. The composition according to claim 1 , wherein said additive (b) is present in an amount of 0.3-0.5% by weight relative to said polymer (a).

9. A packaging material comprising a composition according to claim 1 .

10. A packaging material according to claim 9 in a form selected from the group consisting of a film, bag, pouch, tube, cylinder, bottle, and canister.

11. The composition according to claim 1 , wherein the composition has absolute oxygen permeability of less than about 27.1 cm 3 /m 2 /day when measured under pure oxygen at 22° C. and 60% relative humidity.

12. The composition according to claim 1 , wherein the composition has relative oxygen permeability of less than about 63.9% as compared to an identical material lacking the additive (b) when measured under pure oxygen at 22° C. and 60% relative humidity.

13. The composition according to claim 1 , wherein the at least one additive (b) is present in an amount of 0.1 to 0.8% by weight relative to the polymer (a).

14. The composition according to claim 3 , wherein the polymer (a) comprises hydroxyl ethylene repeating units in an amount in the range of 65% to less than 100% relative to the total number of repeating units present in the polymer (a).

Assignments (3)
CONFIRMATORY DEED OF ASSIGNMENT EFFECTIVE DEC. 1, 2015 Recorded Sep 14, 2021
From: CLARIANT PRODUCTION (FRANCE) S.A.S.
To: CLARIANT INTERNATIONAL LTD
Reel/Frame 057499/0983 →
MERGER Recorded Jun 13, 2013
From: AIRSEC S.A.S.
To: CLARIANT PRODUCTION (FRANCE) S.A.S.
Reel/Frame 030602/0922 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 14, 2011
From: KROHNKE, CHRISTOPH; KENYO, CSABA; RENNER, KAROLY; PUKANSZKY, BELA
To: AIRSEC S.A.S.
Reel/Frame 026591/0522 →
Priority Claims (1)
EP 08172890 · Dec 24, 2008 · regional
Continuity (1)
Related Publication 20110262673A1 · Oct 27, 2011