Biodegradable polylactic acid for use in nonwoven webs

Patent metadata

Field	Value
Publication number	US-9091004-B2
Application number	US-30738909-A
Country	US
Kind code	B2
Filing date	Jul 14, 2006
Priority date	Jul 14, 2006
Publication date	Jul 28, 2015
Grant date	Jul 28, 2015

Abstract

A method for forming a biodegradable polylactic acid suitable for use in fibers is provided. In one embodiment, for example, a polylactic acid is melt blended with an alcohol to initiate an alcoholysis reaction that results in a polylactic acid having one or more hydroxyalkyl or alkyl terminal groups. By selectively controlling the alcoholysis conditions (e.g., alcohol and polymer concentrations, catalysts, temperature, etc.), a modified polylactic acid may be achieved that has a molecular weight lower than the starting polylactic acid. Such lower molecular weight polymers also have the combination of a higher melt flow index and lower apparent viscosity, which is useful in a wide variety of fiber forming applications, such as in the meltblowing of nonwoven webs.

First claim

What is claimed is:

1. A method for forming a biodegradable polymer for use in fiber formation, the method comprising melt blending a first polylactic acid polymer with at least one alcohol, wherein melt blending occurs at a temperature of from about 60° C. to about 300° C. and an apparent shear rate of from about 100 seconds −1 to about 10,000 seconds −1 , so that the first polylactic acid polymer undergoes an alcoholysis reaction, the alcoholysis reaction resulting in a second, modified polylactic acid polymer having a melt flow index that is greater than the melt flow index of the first polylactic acid polymer, determined at a load of 2160 grams and temperature of 190° C. in accordance with ASTM Test Method D1238-E, wherein the ratio of the melt flow index of the second, modified polylactic acid polymer to the melt flow index of the first polylactic acid polymer is at least about 1.5, and further wherein the second, modified polylactic acid polymer has a number average molecular weight of from about 10,000 to about 105,000 grams per mole and a weight average molecular weight of from about 20,000 to about 140,000 grams per mole.

2. The method of claim 1 , wherein the ratio of the melt flow index of the second polylactic acid polymer to the melt flow index of the first polylactic acid polymer is at least about 5.

3. The method of claim 1 , wherein the ratio of the melt flow index of the second polylactic acid polymer to the melt flow index of the first polylactic acid polymer is at least about 10.

4. The method of claim 1 , wherein the ratio of the apparent viscosity of the first polylactic acid polymer to the apparent viscosity of the second polylactic acid polymer is at least about 1.1, determined at a temperature of 190° C. and a shear rate of 1000 sec −1 .

5. The method of claim 1 , wherein the ratio of the apparent viscosity of the first polylactic acid polymer to the apparent viscosity of the second polylactic acid polymer is at least about 2, determined at a temperature of 190° C. and a shear rate of 1000 sec −1 .

6. The method of claim 1 , wherein the second polylactic acid polymer has a number average molecular weight of from about 30,000 to about 90,000 grams per mole and a weight average molecular weight of from about 50,000 to about 100,000 grams per mole.

7. The method of claim 1 , wherein the polydispersity index of the first and second polylactic acid polymers is from about 1.1 to about 2.0.

8. The method of claim 1 , wherein the melt flow index of the second polylactic acid polymer is from about 10 to about 1000 grams per 10 minutes.

9. The method of claim 1 , wherein the melt flow index of the second polylactic acid polymer is from about 100 to about 800 grams per 10 minutes.

10. The method of claim 1 , wherein the second polylactic acid polymer has an apparent viscosity of from about 5 to about 250 Pascal-seconds, determined at a temperature of 190° C. and a shear rate of 1000 sec −1 .

11. The method of claim 1 , wherein the second polylactic acid polymer has an apparent viscosity of from about 10 to about 100 Pascal-seconds, determined at a temperature of 190° C. and a shear rate of 1000 sec −1 .

12. The method of claim 1 , wherein the second polylactic acid polymer is terminated with an alkyl group, hydroxyalkyl group, or a combination thereof.

13. The method of claim 12 , wherein the second polylactic acid polymer has the following general structure:

wherein,
y is an integer greater than 1; and
R 1 and R 2 are independently selected from hydrogen; hydroxyl groups; straight chain or branched, substituted or unsubstituted C 1 -C 10 alkyl groups; and straight chain or branched, substituted or unsubstituted C 1 -C 10 hydroxalkyl groups.

14. The method of claim 1 , wherein the first polylactic acid polymer contains monomer units derived from L-lactic acid, D-lactic acid, meso-lactic acid, or mixtures thereof.

15. The method of claim 14 , wherein the first polylactic acid polymer is a copolymer that contains monomer units derived from L-lactic acid and monomer units derived from D-lactic acid.

16. The method of claim 1 , wherein the alcohol is employed in an amount of from about 0.1 wt. % to about 20 wt. %, based on the weight of the first polylactic acid polymer.

17. The method of claim 1 , wherein the alcohol is employed in an amount of from about 0.5 wt. % to about 5 wt. %, based on the weight of the first polylactic acid polymer.

18. The method of claim 1 , wherein the alcohol is a monohydric alcohol.

19. The method of claim 1 , wherein the alcohol is a polyhydric alcohol.

20. The method of claim 19 , wherein the alcohol is a dihydric alcohol.

21. The method of claim 1 , wherein a catalyst is employed to facilitate the alcoholysis reaction.

22. The method of claim 21 , wherein the catalyst is a transition metal catalyst based on a Group IVA metal, a Group IVB metal, or a combination thereof.

23. The method of claim 21 , wherein the catalyst is employed in an amount of from about 50 to about 2000 parts per million of the first polylactic acid polymer.

24. The method of claim 1 , wherein the alcoholysis reaction is conducted in the presence of a solvent.

25. The method of claim 1 , wherein melt blending occurs at a temperature of from about 150° C. to about 220° C. and an apparent shear rate of from about 800 seconds −1 to about 1200 seconds −1 .

26. The method of claim 1 , wherein melt blending occurs within an extruder.

27. The method of claim 1 , wherein the second polylactic acid polymer is extruded through a meltblowing die.

28. The method of claim 22 , wherein the catalyst is a titanium-based catalyst.

Assignees

• He Aimin
• Wang James H
• Kimberly Clark Co

Inventors

• He Aimin
• Wang James H

Classifications

• D04H1/56

  in association with fibre formation, e.g. immediately following extrusion of staple fibres · CPC title

• C08G63/912

  derived from hydroxycarboxylic acids · CPC title

• D01D5/0985

  by means of a flowing gas (e.g. melt-blowing) · CPC title

• D04H1/42 Primary

  characterised by the use of certain kinds of fibres insofar as this use has no preponderant influence on the consolidation of the fleece · CPC title

• C08J11/24

  containing hydroxyl groups · CPC title