IP Library Granted Patent US 10,077,340
Granted Patent B2
US 10,077,340 · App. 15/304,568 · Granted Sep 18, 2018

Poly(beta-methyl-delta-valerolactone) block polymers

Inventors: Marc A. Hillmyer (Minneapolis, MN); Deborah Kay Schneiderman (Minneapolis, MN); Frank Steven Bates (St. Louis Park, MN); Kechun Zhang (Roseville, MN)
Assignee: REGENTS OF THE UNIVERSITY OF MINNESOTA
C08G81/00C08G18/10C08G18/428C08G18/4266C08G18/4275C08G18/7671C08G63/00C08G63/08
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Quick Facts
Patent No.
US 10,077,340
App. No.
15/304,568
Granted
Sep 18, 2018
Kind
B2
Abstract

Block copolymers include a poly β-methyl-δ-valerolactone (PMVL) block. The PMVL blocks can be formed from biosynthesized β-methyl-δ-valerolactone (MVL). The PMVL block may be formed from biosynthesized β-methyl-δ-valerolactone (MVL) with a 14 C/ 12 C ratio greater than zero. The block copolymers can include hard blocks. The block copolymers can be thermoplastic elastomers. The block copolymers may include a polylactic acid (PLA) block.

Claims (24)

1. A block copolymer comprising:

a poly((β-methyl-δ-valerolactone) (PMVL) block, wherein the block copolymer has a 14 C/ 12 C ratio greater than zero.

2. A block copolymer according to claim 1 , wherein the PMVL block has a mass average molar mass (M w ) of 0.25 kDa or greater.

3. A block copolymer according to claim 1 , further comprising a second polymer block having a glass transition temperature 10° C. or more greater than the glass transition temperature of the PMVL block.

4. A block copolymer according to claim 3 , wherein the second block has a glass transition temperature of about 30° C. or greater.

5. A block copolymer according to claim 3 , wherein the second block has a glass transition temperature of about 50° C. or greater.

6. A block copolymer according to claim 3 , wherein the second block is a crystalline or semi-crystalline block at about 23° C.

7. A block copolymer according to claim 1 , further comprising a second block formed from a polymer selected from the group consisting of polylactic acid, polyhydroxybutyrate, polybutylene succinate and polyurethane.

8. A block copolymer according to claim 1 , further comprising a second block formed from polylactic acid or polyhydroxybutyrate.

9. A block copolymer according to claim 1 , further comprising a second block formed from polylactic acid.

10. A block copolymer according to claim 1 , further comprising a second block, wherein the PMVL block and the second block each have an M w of about 0.25 kDa or greater.

11. A block copolymer according to claim 1 , wherein the PMVL block has a 14 C/ 12 C ratio greater than zero.

12. A block copolymer according to claim 1 , wherein the block copolymer is an ABA block copolymer, wherein the mid-block is the PMVL block, and wherein the end blocks are formed from a polymer having glass transition temperature 30° C. or more.

13. A method of forming a block copolymer, comprising:

providing a living poly((β-methyl-δ-valerolactone) (PMVL) polymer or a telechelic PMVL block; and

polymerizing one or more monomers from the living PMVL polymer or the telechelic PMVL block,

wherein polymerizing the one or more monomers produces a polymer block having a glass transition temperature 10° C. or more greater than the glass transition temperature of the PMVL block,

wherein the living PMVL polymer or the telechelic PMVL block has a 14 C/ 12 C ratio greater than zero.

14. A method of forming a block copolymer, comprising:

providing a poly((β-methyl-δ-valerolactone) (PMVL) block;

providing a polymer block having a glass transition temperature 10° C. or more greater than the glass transition temperature of the PMVL block; and

coupling the PMVL block to the polymer block having a glass transition temperature 10° C. or more greater than the glass transition temperature of the PMVL block, wherein providing the PMVL block comprises providing a PMVL block having a 14 / 12 C ratio greater than zero.

15. A block copolymer comprising:

a poly((β-methyl-δ-valerolactone) (PMVL) block, further comprising a second block formed from polylactic acid.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 17, 2016
From: BATES, FRANK STEVEN; SCHNEIDERMAN, DEBORAH KAY; ZHANG, KECHUN; HILLMYER, MARC A.
To: REGENTS OF THE UNIVERSITY OF MINNESOTA
Reel/Frame 040361/0848 →
CONFIRMATORY LICENSE Recorded Nov 17, 2016
From: UNIVERSITY OF MINNESOTA
To: NATIONAL SCIENCE FOUNDATION
Reel/Frame 040634/0473 →
Continuity (4)
Provisional Application 61980684 · Apr 17, 2014
Provisional Application 61980686 · Apr 17, 2014
Provisional Application 62135759 · Mar 20, 2015
Related Publication 20170044326A1 · Feb 16, 2017