IP Library Granted Patent US 8,048,959
Granted Patent B2
US 8,048,959 · App. 12/423,523 · Granted Nov 1, 2011

Ethylene alkyl acrylate toughened poly(hydroxyalkanoic acid) compositions

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Quick Facts
Patent No.
US 8,048,959
App. No.
12/423,523
Granted
Nov 1, 2011
Kind
B2
Abstract

Disclosed are poly(hydroxyalkanoic acid) compositions comprising a poly(hydroxyalkanoic acid) polymer, such as poly(lactic acid), and an impact modifier comprising a copolymer of ethylene and one or more alkyl acrylates of the formula CH 2 ═C(R 1 )CO 2 R 2 , where R 1 is hydrogen or an alkyl group with 1-8 carbon atoms and R 2 is an alkyl group with 1-8 carbon atoms, such as methyl, ethyl, or butyl.

Claims (29)

1. A composition comprising, or produced from, a poly(hydroxyalkanoic acid) and an ethylene-alkyl acrylate copolymer, wherein (a) the ethylene-alkyl acrylate copolymer is present in the composition from about 0.1 to less than about 5 wt %, based on the total weight of the composition, (b) the ethylene-alkyl acrylate copolymer comprises about 50 to about 95 wt % polymerized units of ethylene and 5 to about 50 wt % polymerized units of one or more alkyl acrylates of the formula CH 2 ═C(R 1 )CO 2 R 2 , based on the total weight of the copolymer, (c) R 1 is hydrogen or an alkyl group with 1 to 8 carbon atoms and R 2 is an alkyl group with 1 to 8 carbon atoms, and (d) the ethylene-alkyl acrylate copolymer is substantially free of comonomers having glycidyl groups.

2. The composition of claim 1 , wherein the poly(hydroxyalkanoic acid) comprises polymerized units of 6-hydroxyhexanoic acid, 3-hydroxyhexanoic acid, 4-hydroxyhexanoic acid, 3-hydroxyheptanoic acid, or combinations of two or more thereof.

3. The composition of claim 1 , wherein the poly(hydroxyalkanoic acid) comprises polymerized units derived from glycolic acid, lactic acid, 3-hydroxypropionic acid, 2-hydroxy-butyric acid, 3-hydroxybutyric acid, 4-hydroxybutyric acid, 3-hydroxy-valeric acid, 4-hydroxyvaleric acid, 5-hydroxyvaleric acid, or combinations of two or more thereof.

4. The composition of claim 3 , wherein the poly(hydroxyalkanoic acid) is poly(glycolic acid), poly(lactic acid), poly(hydroxy-butyric acid), poly(hydroxybutyrate-hydroxyvalerate) copolymer, copolymer of glycolic acid and lactic acid, or combinations of two or more thereof.

5. The composition of claim 4 , wherein the poly(hydroxyalkanoic acid) is poly(lactic acid).

6. The composition in claim 5 , wherein the poly(lactic acid) is a stereo complex of poly(D-lactic acid) and poly(L-lactic acid).

7. The composition of claim 1 , wherein the ethylene-alkyl acrylate copolymer is selected from the group consisting of ethylene-methyl (meth)acrylate copolymers, ethylene-ethyl (meth)acrylate copolymers, ethylene-butyl (meth)acrylate copolymers, and combinations of two or more thereof.

8. The composition of claim 7 , wherein the ethylene-alkyl acrylate copolymer is an ethylene-butyl acrylate copolymer.

9. The composition of claim 1 , wherein the ethylene-alkyl acrylate is present at about 1 to about 4 wt %, based on the total weight of the composition.

10. The composition of claim 9 , wherein the ethylene-alkyl acrylate is present at about 2 to about 3 wt %, based on the total weight of the composition.

11. The composition of claim 1 , wherein the ethylene-alkyl acrylate copolymer comprises about 15 to about 40 wt % polymerized units of CH 2 ═C(R 1 )CO 2 R 2 , based on the total weight of the composition.

12. The composition of claim 11 , wherein the ethylene-alkyl acrylate copolymer comprises about 20 to about 30 wt % polymerized units of CH 2 ═C(R 1 )CO 2 R 2 , based on the total weight of the composition.

13. An article comprising or produced from a composition wherein the article is a molded article, an extruded article, a thermoformed article, an oriented article or a combination of two or more thereof and the composition comprises, or is produced from, a poly(hydroxyalkanoic acid) and an ethylene-alkyl acrylate copolymer, wherein (a) the ethylene-alkyl acrylate copolymer is present in the composition from about 0.1 to less than about 5 wt %, based on the total weight of the composition, (b) the ethylene-alkyl acrylate copolymer comprises about 50 to about 95 wt % polymerized units of ethylene and 5 to about 50 wt % polymerized units of one or more alkyl acrylates of the formula CH 2 ═C(R 1 )CO 2 R 2 based on the total weight of the copolymer, (c) R 1 is hydrogen or an alkyl group with 1 to 8 carbon atoms and R 2 is an alkyl group with 1 to 8 carbon atoms, and (d) the ethylene-alkyl acrylate copolymer is substantially free of comonomers having glycidyl groups.

14. The article of claim 13 , wherein

the poly(hydroxyalkanoic acid) is poly(glycolic acid), poly(lactic acid), poly(hydroxy-butyric acid), poly(hydroxybutyrate-hydroxyvalerate) copolymer, copolymer of glycolic acid and lactic acid, or combinations of two or more thereof; and

the ethylene-alkyl acrylate copolymer is selected from the group consisting of ethylene-methyl (meth)acrylate copolymers, ethylene-ethyl (meth)acrylate copolymers, ethylene-butyl (meth)acrylate copolymers, and combinations of two or more thereof.

15. The article of claim 14 , wherein

the poly(hydroxyalkanoic acid) is poly(lactic acid) or a stereo complex of poly(D-lactic acid) and poly(L-lactic acid);

the ethylene-alkyl acrylate copolymer is an ethylene-butyl acrylate copolymer; and

the ethylene-alkyl acrylate is present at about 1 to about 4 wt %, based on the total weight of the composition.

16. The article of claim 15 , wherein

the poly(hydroxyalkanoic acid) is poly(lactic acid); and

the ethylene-alkyl acrylate is present at about 2 to about 3 wt %.

17. The article of claim 13 , wherein the article is a film or sheet.

18. The article of claim 15 , wherein

the poly(hydroxyalkanoic acid) is the stereo complex of poly(D-lactic acid) and poly(L-lactic acid); and

the ethylene-alkyl acrylate is present at about 2 to about 3 wt %.

19. The article of claim 16 , wherein the article is a film or sheet.

20. The article of claim 18 , wherein the article is a film or sheet.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 22, 2019
From: E.I. DU PONT DE NEMOURS AND COMPANY
To: PERFORMANCE MATERIALS NA, INC.
Reel/Frame 050237/0001 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 15, 2009
From: URADNISHECK, JULIUS
To: E. I. DU PONT DE NEMOURS AND COMPANY
Reel/Frame 023231/0826 →