Biodegradable polyester-based blends
View Patent ↗Compositions of biodegradable polymer blends and methods for making these polymers are disclosed. A polymer blend may have a composition of at least one biodegradable polyester present in about 50 weight percent to about 90 weight percent of the polymer composition, at least one biodegradable elastomer with cross-linked epoxy functional groups, and at least one catalytic curing agent. The at least one biodegradable elastomer and the at least one catalytic curing agent can be present in a total amount of about 10 weight percent to about 50 weight percent of the polymer composition, and can be present in a weight-to-weight ratio of about 19:1 to about 1:1. Further, the polymer may have a notched Izod impact strength according to ASTM D256 of about 150 Joules/meter to about 1200 Joules/meter.
1. A polymer composition comprising:
at least one biodegradable polyester present in about 50 weight percent to about 90 weight percent of the polymer composition;
a biodegradable elastomer with cross-linked epoxy functional groups, wherein the biodegradable elastomer is poly(glycerol sebacate), poly(diol citrate), poly(r-caprolactone-co-D L-lactide), poly(tri-methylene carbonate-co-ε-caprolactone), poly(tri-methylene carbonate-co-D L-lactide), poly(butylene adipate-co-terephthalate), polyhydroxyalkanoates, or a combination thereof; and
at least one catalytic curing agent,
wherein the biodegradable elastomer and the at least one catalytic curing agent are present in a total amount of about 10 weight percent to about 50 weight percent of the polymer composition, and are present in a weight to weight ratio of about 19:1 to about 1:1.
2. The composition of claim 1 , wherein the biodegradable polyester is a polymer of an aliphatic carboxylic acid, a polymer of an ester derivative of an aliphatic carboxylic acid, a polymer of a cycloaliphatic dicarboxylic acid, a polymer of an ester derivative of a cycloaliphatic dicarboxylic acid, a polymer of a hydroxyalkanoate, or a combination thereof.
3. The composition of claim 1 , wherein the biodegradable polyester is a copolymer of an aliphatic dicarboxylic acid polymer, an aliphatic dicarboxylic acid ester polymer, a cycloaliphatic dicarboxylic acid polymer, a cycloaliphatic dicarboxylic acid ester polymer, a hydroxyalkanoate polymer, or a combination thereof.
4. The composition of claim 1 , wherein the biodegradable polyester is a polymer of one or more of lactic acid, malonic acid, succinic acid, glutaric acid, adipic acid, pimelic acid, azelaic acid, sebacic acid, fumaric acid, 2,2-dimethylglutaric acid, suberic acid, diglycolic acid, itaconic acid, and maleic acid.
5. The composition of claim 1 , wherein the biodegradable polyester is a polymer of one or more of 1,3-cyclopentanedicarboxylic acid, 1,4-cyclohexanedicarboxylic acid, 1,3-cyclo hexanedicarboxylic acid, and 2,5-norbornane dicarboxylic acid.
6. The composition of claim 1 , wherein the biodegradable polyester is a polymer of one or more of 3-hydroxybutyrate, 4-hydroxybutyrate, 3-hydroxybutyrate-co-3-hydroxyvalerate, 3-hydroxydodecanoate, 3-hydroxyoctanoate, and 3-hydroxytetradecenoate.
7. The composition of claim 1 , wherein the catalytic curing agent is an ionomer of the biodegradable elastomer, an acid anhydride polymer, a divalent metal oxide, or a combination thereof.
8. The composition of claim 1 , wherein the at least one catalytic curing agent comprises an ionomer of the biodegradable elastomer, comprising transition metal ions.
9. The composition of claim 1 , wherein the at least one biodegradable polyester is polylactide, the biodegradable elastomer is poly(butylene adipate-co-terephthalate) with cross-linked epoxy functional groups, and the at least one catalytic curing agent is a zinc ionomer of poly(butylene adipate-co-terephthalate), and wherein the biodegradable polyester, the biodegradable elastomer and the catalytic curing agent are present in a weight to weight ratio of 80:15:5.
10. A biodegradable polymer composition comprising:
at least one biodegradable polyester present in about 50 weight percent to about 90 weight percent of the polymer composition;
a biodegradable elastomer with cross-linked epoxy functional groups, wherein the biodegradable elastomer is poly(glycerol sebacate), poly(diol citrate), poly(r-caprolactone-co-D L-lactide), poly(tri-methylene carbonate-co-ε-caprolactone), poly(tri-methylene carbonate-co-D L-lactide), poly(butylene adipate-co-terephthalate), polyhydroxyalkanoates, or a combination thereof; and
at least one catalytic curing agent,
wherein the biodegradable elastomer and the at least one catalytic curing agent are present in a total amount of about 10 weight percent to about 50 weight percent of the polymer composition, and are present in a weight-to-weight ratio of about 19:1 to about 1:1, and wherein the biodegradable polymer composition has a notched Izod impact strength according to ASTM D256 of about 150 Joules/meter to about 1200 Joules/meter, a tensile strength of about 35 MPa to about 50 MPa, and an average particle diameter of about 0.5 microns to about 2 microns.
11. The biodegradable polymer composition of claim 10 , wherein the at least one biodegradable polyester is polylactide, the biodegradable elastomer is poly(butylene adipate-co-terephthalate) with cross-linked epoxy functional groups, and the at least one catalytic curing agent is a zinc ionomer of poly(butylene adipate-co-terephthalate), and wherein the biodegradable polyester, the biodegradable elastomer and the catalytic curing agent are present in a weight to weight ratio of 80:15:5.
12. A method of making a biodegradable polymer, the method comprising:
melt blending a mixture of:
at least one biodegradable polyester present in about 50 weight percent to about 90 weight percent of the mixture;
a biodegradable elastomer with cross-linked epoxy functional groups, wherein the biodegradable elastomer is poly(glycerol sebacate), poly(diol citrate), poly(r-caprolactone-co-D L-lactide), poly(tri-methylene carbonate-co-ε-caprolactone), poly(tri-methylene carbonate-co-D L-lactide), poly(butylene adipate-co-terephthalate), polyhydroxyalkanoates, or a combination thereof; and
at least one catalytic curing agent,
wherein the biodegradable elastomer and the at least one catalytic curing agent are present in a total amount of about 10 weight percent to about 50 weight percent of the mixture, and are present in a weight-to-weight ratio of about 19:1 to about 1:1.
13. The method of claim 12 , wherein the melt blending of the mixture comprises blending at a temperature of about 150° C. to about 250° C.
14. The method of claim 12 , wherein the melt blending of the mixture comprises blending the biodegradable polyester selected from a polymer of an aliphatic carboxylic acid, a polymer of an ester derivative of an aliphatic dicarboxylic acid, a polymer of a cycloaliphatic dicarboxylic acid, a polymer of an ester derivative of a cycloaliphatic dicarboxylic acid, a polymer of a hydroxyalkanoate, or a combination thereof.
15. The method of claim 12 , wherein the melt blending of the mixture comprises blending the catalytic curing agent selected from an ionomer of the biodegradable elastomer, an acid anhydride polymer, a divalent metal oxide, or a combination thereof.
16. A biodegradable polymer article made from a biodegradable polymer composition, the polymer composition comprising:
at least one biodegradable polyester present in about 50 weight percent to about 90 weight percent of the polymer composition;
a biodegradable elastomer with cross-linked epoxy functional groups, wherein the biodegradable elastomer is poly(glycerol sebacate), poly(diol citrate), poly(r-caprolactone-co-D L-lactide), poly(tri-methylene carbonate-co-ε-caprolactone), poly(tri-methylene carbonate-co-D L-lactide), poly(butylene adipate-co-terephthalate), polyhydroxyalkanoates, or a combination thereof; and
at least one catalytic curing agent,
wherein the biodegradable elastomer and the at least one catalytic curing agent are present in a total amount of about 10 weight percent to about 50 weight percent of the polymer composition, and are present in a weight-to-weight ratio of about 19:1 to about 1:1, and wherein the polymer composition has a notched Izod impact strength according to ASTM D256 of about 150 Joules/meter to about 1200 Joules/meter.
17. The biodegradable polymer article of claim 16 , wherein the biodegradable polyester is a polymer of an aliphatic carboxylic acid, a polymer of an ester derivative of an aliphatic dicarboxylic acid, a polymer of a cycloaliphatic dicarboxylic acid, a polymer of an ester derivative of a cycloaliphatic dicarboxylic acid, a polymer of a hydroxyalkanoate, or a combination thereof.
18. The biodegradable polymer article of claim 16 , wherein the catalytic curing agent is an ionomer of the biodegradable elastomer, an acid anhydride polymer, a divalent metal oxide, or a combination thereof.
19. A disposable food utensil made from a polymer composition, the polymer composition comprising:
at least one biodegradable polyester present in about 50 weight percent to about 90 weight percent of the polymer composition;
a biodegradable elastomer with cross-linked epoxy functional groups, wherein the biodegradable elastomer is poly(glycerol sebacate), poly(diol citrate), poly(r-caprolactone-co-D L-lactide), poly(tri-methylene carbonate-co-ε-caprolactone), poly(tri-methylene carbonate-co-D L-lactide), poly(butylene adipate-co-terephthalate), polyhydroxyalkanoates, or a combination thereof; and
at least one catalytic curing agent,
wherein the biodegradable elastomer and the at least one catalytic curing agent are present in a total amount of about 10 weight percent to about 50 weight percent of the polymer composition, and are present in a weight to weight ratio of about 19:1 to about 1:1.
20. The disposable food utensil of claim 19 , wherein the biodegradable polyester is a polymer of an aliphatic carboxylic acid, a polymer of an ester derivative of an aliphatic dicarboxylic acid, a polymer of a cycloaliphatic dicarboxylic acid, a polymer of an ester derivative of a cycloaliphatic dicarboxylic acid, a polymer of a hydroxyalkanoate, or a combination thereof.
21. The disposable food utensil of claim 19 , wherein the catalytic curing agent is an ionomer of the biodegradable elastomer, an acid anhydride polymer, a divalent metal oxide, or a combination thereof.