IP Library Granted Patent US 8,334,348
Granted Patent B2
US 8,334,348 · App. 12/281,139 · Granted Dec 18, 2012

Process for the modification of biodegradable polymers

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Quick Facts
Patent No.
US 8,334,348
App. No.
12/281,139
Granted
Dec 18, 2012
Kind
B2
Abstract

Process for the modification of a polymer or copolymer having the following general structure for one or more of the repeating units: (1) wherein n is an integer, m is an integer in the range 0 to 6, and R is selected from hydrogen, substituted or unsubstituted C 1 -C 20 alkyl, C 3 -C 20 cycloalkyl, C 6 -C 20 aryl, C 7 -C 20 aralkyl, and C 7 -C 20 alkaryl, which groups may include linear or branched alkyl moieties; the optional one or more substituents being selected from the group consisting of hydroxy, alkoxy, linear or branched alk(en)yl, aryloxy, halogen, carboxylic acid, ester, carboxy, nitrile, and amido groups, which process involves contacting the polymer or copolymer with a cyclic organic peroxide under conditions whereby at least some of said peroxide is decomposed. This process results in a (co)polymer with a high degree of branching but free of gel formation.

Claims (25)

1. A process for the modification of a polymer or copolymer having the following general structure for one or more of the repeating units:

wherein n is an integer, m is an integer in the range 0 to 6, and R is selected from the group consisting of hydrogen, substituted or unsubstituted C l -C 20 alkyl, C 3 -C 20 cycloalkyl, C 6 -C 20 aryl, C 7 -C 20 aralkyl, and C 7 -C 20 alkaryl, which groups may include linear or branched alkyl moieties; the optional one or more substituents being selected from the group consisting of hydroxy, alkoxy, linear or branched alk(en)yl, aryloxy, halogen, carboxylic acid, ester, carboxy, nitrile, and amido groups,

the process comprising contacting the polymer or copolymer with a cyclic organic peroxide under conditions whereby at least some of said peroxide is decomposed and wherein the melt strength of the polymer or copolymer is improved.

2. The process according to claim 1 wherein the polymer or copolymer and the cyclic peroxide are contacted at a temperature in the range of 180-260° C.

3. The process according to claim 2 wherein the polymer or copolymer and the cyclic peroxide are contacted at a temperature in the range of 200-240° C.

4. The process according to claim 1 wherein the contacting comprises injecting the cyclic peroxide into a melt of the polymer or copolymer.

5. The process according to claim 1 wherein the cyclic peroxide is selected from the group consisting of cyclic ketone peroxides and 1,2,4-trioxepanes.

6. The process according to claim 1 wherein the polymer is polylactic acid.

7. The process according to claim 1 wherein the (co)polymer is present in a blend with one or more other (co)polymers or materials.

8. A modified polymer or copolymer having the following general structure for one or more of the repeating units:

wherein n is an integer, m is an integer in the range 0 to 6, and R is selected from the group consisting of hydrogen, substituted or unsubstituted C l -C 20 alkyl, C 3 - C 20 cycloalkyl, C 6 -C 20 aryl, C 7 -C 20 aralkyl, and C 7 -C 20 alkaryl, which groups may include linear or branched alkyl moieties; the optional one or more substituents being selected from the group consisting of hydroxy, alkoxy, linear or branched alk(en)yl, aryloxy, halogen, carboxylic acid, ester, carboxy, nitrile, and amido groups, wherein the modified polymer or copolymer is obtained by the process of claim 1 .

9. A film, coating, or article comprising the modified polymer of claim 8 .

10. A composition comprising (i) a polymer or copolymer having the following general structure for one or more of the repeating units:

wherein n is an integer, m is an integer in the range 0 to 6, and R is selected from the group consisting of substituted or unsubstituted C l -C 20 alkyl, C 3 -C 20 cycloalkyl, C 6 -C 20 aryl, C 7 -C 20 aralkyl, and C 7 -C 20 alkaryl, which groups may include linear or branched alkyl moieties; the optional one or more substituents being selected from the group consisting of hydroxy, alkoxy, linear or branched alk(en)yl, aryloxy, halogen, carboxylic acid, ester, carboxy, nitrile, and amido groups; and (ii) a cyclic organic peroxide.

11. The process according to claim 3 wherein the contacting comprises injecting the cyclic peroxide into a melt of the polymer or copolymer.

12. The process according to claim 2 wherein the cyclic peroxide is selected from the group consisting of cyclic ketone peroxides and 1,2,4-trioxepanes.

13. The process according to claim 4 wherein the cyclic peroxide is selected from the group consisting of cyclic ketone peroxides and 1,2,4-trioxepanes.

14. The process according to claim 11 wherein the cyclic peroxide is selected from the group consisting of cyclic ketone peroxides and 1,2,4-trioxepanes.

15. The process according to claim 2 wherein the polymer is polylactic acid.

16. The process according to claim 4 wherein the polymer is polylactic acid.

17. The process according to claim 5 wherein the polymer is polylactic acid.

18. The process according to claim 2 wherein the (co)polymer is present in a blend with one or more other (co)polymers or materials.

19. The process according to claim 4 wherein the (co)polymer is present in a blend with one or more other (co)polymers or materials.

20. The process according to claim 5 wherein the (co)polymer is present in a blend with one or more other (co)polymers or materials.

21. The composition according to claim 10 wherein the cyclic peroxide is selected from the group consisting of cyclic ketone peroxides and 1,2,4-trioxepanes.

Assignments (3)
CHANGE OF NAME Recorded Sep 18, 2019
From: AKZO NOBEL CHEMICALS INTERNATIONAL B.V.
To: NOURYON CHEMICALS INTERNATIONAL B.V.
Reel/Frame 050426/0671 →
SECURITY INTEREST Recorded Oct 1, 2018
From: STARFRUIT US MERGER SUB 1 LLC; STARFRUIT US MERGER SUB 2 LLC; AKZO NOBEL SURFACE CHEMISTRY LLC; AKZO NOBEL CHEMICALS B.V.; AKZO NOBEL CHEMICALS INTERNATIONAL B.V.
To: WILMINGTON TRUST (LONDON) LIMITED, AS COLLATERAL AGENT
Reel/Frame 047231/0001 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 13, 2017
From: AKZO NOBEL N.V.
To: AKZO NOBEL CHEMICALS INTERNATIONAL B.V.
Reel/Frame 044427/0759 →