Block copolymer

Patent metadata

Field	Value
Publication number	US-11359057-B2
Application number	US-201816615625-A
Country	US
Kind code	B2
Filing date	Dec 31, 2018
Priority date	Jan 5, 2018
Publication date	Jun 14, 2022
Grant date	Jun 14, 2022

Abstract

Provided is a lactic acid-based block copolymer which is biodegradable while having excellent mechanical properties.

First claim

What is claimed is:

1. A block copolymer, comprising a first block and a second block, wherein:
the first block is a lactic acid-polymerized repeating unit;
the second block is a 3-hydroxypropionic acid (3-HP)-polymerized repeating unit; and
the first block and the second block are linked to each other via a group —X 1 -L-X 2 —, wherein:
X 1 and X 2 are each independently an ester bond, an amide bond, a urethane bond, a urea bond, or a carbonate bond; and
L is a substituted or unsubstituted C 1-10 alkylene, a substituted or unsubstituted C 6-60 arylene, or a substituted or unsubstituted C 2-60 heteroarylene containing one or more heteroatoms selected from the group consisting of O, N, Si, and S.

2. The block copolymer of claim 1 ,
wherein a number (m) of lactic acid-polymerized repeating units is an integer from 1 to 10,000, and a number (n) of 3-HP-polymerized repeating units is an integer from 1 to 10,000.

3. The block copolymer of claim 2 , wherein a ratio of n to m is 1:1 to 1:10.

4. The block copolymer of claim 1 , wherein:
the first block is a lactic acid-polymerized repeating unit of the following Chemical Formula 3; and
the second block is a 3-HP-polymerized repeating unit of the following Chemical Formula 4:

5. A block copolymer, comprising a first block and a second block, wherein:
the first block is a lactic acid-polymerized repeating unit;
the second block is a 3-hydroxypropionic acid (3-HP)-polymerized repeating unit; and
the block copolymer has the following Chemical Formula 1:

wherein in Chemical Formula 1:
X 1 and X 2 are each independently an ester bond, an amide bond, a urethane bond, a urea bond, or a carbonate bond;
L is a substituted or unsubstituted C 1-10 alkylene, a substituted or unsubstituted C 6-60 arylene, or a substituted or unsubstituted C 2-60 heteroarylene including one or more heteroatoms selected from the group consisting of O, N, Si, and S; and
n and m are each independently an integer from 1 to 10,000.

6. A block copolymer, comprising a first block and a second block, wherein:
the first block is a lactic acid-polymerized repeating unit;
the second block is a 3-hydroxypropionic acid (3-HP)-polymerized repeating unit; and
the block copolymer has the following Chemical Formula 2:

wherein in Chemical Formula 2:
L is a substituted or unsubstituted C 1-10 alkylene, a substituted or unsubstituted C 6-60 arylene, or a substituted or unsubstituted C 2-60 heteroarylene including one or more heteroatoms selected from the group consisting of O, N, Si, and S; and
n and m are each independently an integer from 1 to 10,000.

7. The block copolymer of claim 5 , wherein in Chemical Formula 1, L is a linear C 8 alkylene.

8. The block copolymer of claim 5 , wherein in Chemical Formula 1, a ratio of n to m is 1:1 to 1:10.

9. The block copolymer of claim 1 , wherein the block copolymer has a weight average molecular weight of 1000 g/mol or more.

10. The block copolymer of claim 1 , wherein the block copolymer has a first peak at a melting point (Tm) of 60° C. to 80° C. and a second peak at a melting point (Tm) of 125° C. to 150° C. in DSC (Differential Scanning Calorimeter) patterns.

11. The block copolymer of claim 1 , wherein the block copolymer has a tensile strength of 40 MPa to 55 MPa.

12. The block copolymer of claim 1 , wherein the block copolymer has a tensile modulus of 1 GPa to 3.3 GPa.

13. The block copolymer of claim 1 , wherein the block copolymer has an elongation at break of 1.8% to 540%.

14. The block copolymer of claim 2 , wherein a ratio of n to m is 1:1.5 to 1:9.

15. The block copolymer of claim 2 , wherein a ratio of n and m is 1:2 to 1:8.

16. The block copolymer of claim 1 , wherein a molar ratio of lactic acid-polymerized repeating units to 3-HP-polymerized repeating units is 1:0.1 to 1:1.

17. The block copolymer of claim 1 , wherein a molar ratio of lactic acid-polymerized repeating units to 3-HP-polymerized repeating units is 1:0.3 to 1:0.9.

18. The block copolymer of claim 1 , wherein a molar ratio of lactic acid-polymerized repeating units to 3-HP-polymerized repeating units is 1:0.4 to 1:0.7.

19. The block copolymer of claim 1 , wherein the block copolymer is prepared by reacting polylactic acid and poly(3-hydroxypropionic acid) to form the block copolymer.

Assignees

• Lg Chemical Ltd

Inventors

• Choi Jung Yun
• Kang Hye Ok
• Kang Donggyun
• Cho Younghyun
• Kim Jae Hyung
• Kim Chul Woong
• Huh In Young

Classifications

• C08G63/08 Primary

  Lactones or lactides · CPC title

• C08G2230/00

  Compositions for preparing biodegradable polymers · CPC title

• C08G81/027 Primary

  containing polyester or polycarbonate sequences · CPC title

• C08G18/73

  acyclic · CPC title

• C08G81/00 Primary

  Macromolecular compounds obtained by interreacting polymers in the absence of monomers, e.g. block polymers (involving only carbon-to-carbon unsaturated bond reactions C08F299/00 {; polyester-amides C08G69/44; polyester-imides C08G73/16; polyamides-imides C08G73/14; block- or graft polymers containing polysiloxane sequences C08G77/42}) · CPC title