IP Library Granted Patent US 11,643,548
Granted Patent B2
US 11,643,548 · App. 16/623,266 · Granted May 9, 2023

Highly elastic lactide-based polymer blend, object made from the polymer blend and method of producing the object

Inventors: Andreas Lendlein (Berlin, DE); Axel Thomas Neffe (Berlin, DE); Paul Jakob Hommes-Schattmann (Berlin, DE); Quanchao Zhang (Jiangxi, CN)
Assignee: HELMHOLTZ-ZENTRUM HEREON GMBH
C08L67/04D01D5/0007D01F6/92C08L2203/12C08L2205/025
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Quick Facts
Patent No.
US 11,643,548
App. No.
16/623,266
Granted
May 9, 2023
Kind
B2
Abstract

A polymer blend is provided, comprising or consisting of: (A) a first polymer component, being a copolymer having a substantially random, partially blocky structure and selected from poly[(L-lactide)-co-(£-caprolactone)] and poly[(D-lactide)-co-(£-caprolactone)] and (B) a second polymer component different from the first polymer component (A) selected from poly(L-lactide), poly(D-lactide), poly[(L-lactide)-co-(£-caprolactone)] and poly[(D-lactide)-co-(£-caprolactone)], wherein the first and second polymer components (A) and (B) are selected such that the resulting polymer blend comprises a combination of constitution units derived from L-lactide and constitution units derived from D-lactide. The highly elastic material may be processed by electrospinning to produce elastic porous objects having a non-woven fibrous structure.

Claims (28)

1. A polymer blend, comprising or consisting of:

(A) a first polymer component, being a copolymer which is poly[(L-lactide)-co-(e-caprolactone)] or poly[(D-lactide)-co-(ϵcaprolactone)], wherein the first polymer component (A) has a substantially random, partially blocky structure expressed by a dyad ratio of lactide-lactide dyads (LA-LA) to lactide-e-caprolactone dyads (LA-CL) of at least 2.5:1; and

(B) a second polymer component different from the first polymer component (A) selected from poly(L-lactide), poly(D-lactide), poly[(L-lactide)-co-(e-caprolactone)] and poly[(D-lactide)-co-(e-caprolactone)],

wherein the first and second polymer components (A) and (B) are selected such that the resulting polymer blend comprises a combination of constitution units derived from L-lactide and constitution units derived from D-lactide.

2. The polymer blend according to claim 1 , comprising or consisting of 80 to 99 wt % of the first polymer component (A) and 1 to 20 wt % of the second polymer component (B) selected from poly(L-lactide) or poly(D-lactide).

3. The polymer blend according to claim 1 , wherein poly[(L-lactide)-co-(e-caprolactone)] or poly[(D-lactide)-co-(e-caprolactone)] has a weight average molecular weight M w of at least 80 kDa, as determined by universally calibrated gel permeation chromatography.

4. The polymer blend according to claim 1 , wherein poly(L-lactide) or poly(D-lactide) has a weight average molecular weight M w in the range of 1 to 40 kDa, as determined by universally calibrated gel permeation chromatography.

5. The polymer blend according to claim 1 , wherein a weight content of e-caprolactone in the first polymer component (A) is in the range of 25 to 47 wt %, based on the total weight of the copolymer (A).

6. The polymer blend according to claim 1 , wherein a fraction of e-caprolactone present in an amorphous phase in the first polymer component (A) is at least 25 mol %, based on the total molar amount of e-caprolactone in the first polymer component (A), as determined by NMR and DSC measurements.

7. The polymer blend according to claim 1 , selected from:

a blend comprising poly[(L-lactide)-co-(e-caprolactone)] and poly(D-lactide);

a blend comprising poly[(D-lactide)-co-(e-caprolactone)] and poly(L-lactide); and

a blend comprising poly[(L-lactide)-co-(e-caprolactone)] and poly[(D-lactide)-co-(e-caprolactone)].

8. The polymer blend according to claim 1 , wherein the polymer blend has an elongation at break in the range of 400 to 1000% at 25° C., as determined by uniaxial tensile testing.

9. The polymer blend according to claim 1 , wherein the polymer blend has an elastic modulus in the range of 25 to 150 MPa at 25° C., as determined by uniaxial tensile testing.

10. An object prepared from a polymer blend according to claim 1 , the object having a porous, non-woven fibrous structure.

11. The object according to claim 10 , wherein the fibers have an average fiber diameter in the range of 0.5 to 10 μm, as determined from SEM images.

12. The object according to claim 10 , wherein the object has an elongation at break at 25° C. in the range of 250 to 850%, as determined by tensile testing.

13. The object according to claim 10 , wherein the object has an elastic modulus at 25° C. in the range of 0.3 to 5 MPa, as determined by tensile testing.

14. A method of processing a polymer blend, comprising:

providing a solution of a polymer blend in a solvent, the polymer blend comprising or consisting of: (A) a first polymer component, being a copolymer having a substantially random, partially blocky structure and selected from poly[(L-lactide)-co-(e-caprolactone)] and poly[(-lactide)-co-(e-caprolactone)], wherein the first polymer component (A) has a dyad ratio of lactide-lactide dyads (LA-LA) to lactide-e-caprolactone dyads (LA-CL) of at least 2.5:1; and (B) a second polymer component different from the first polymer component (A) selected from poly(L-lactide), poly(D-lactide), poly[(L-lactide)-co-(e-caprolactone)] and poly[(D-lactide)-co-(e-caprolactone)], wherein the first and second polymer components (A) and (B) are selected such that the resulting polymer blend comprises a combination of constitution units derived from L-lactide and constitution units derived from D-lactide;

subjecting the solution to electrospinning to produce fibers of the polymer blend; and

depositing the fibers to form a non-woven fibrous structure building-up the object.

15. A method of producing an object having a porous, non-woven fibrous structure, comprising:

providing a solution of a polymer blend in a solvent, the polymer blend comprising or consisting of: (A) a first polymer component, being a copolymer having a substantially random, partially blocky structure and selected from poly[(L-lactide)-co-(e-caprolactone)] and poly[(D-lactide)-co-(e-caprolactone)], wherein the first polymer component (A) has a dyad ratio of lactide-lactide dyads (LA-LA) to lactide-e-caprolactone dyads (LA-CL) of at least 2.5:1; and (B) a second polymer component different from the first polymer component (A) selected from poly(L-lactide), poly(D-lactide), poly[(L-lactide)-co-(e-caprolactone)] and poly[(D-lactide)-co-(e-caprolactone)], wherein the first and second polymer components (A) and (B) are selected such that the resulting polymer blend comprises a combination of constitution units derived from L-lactide and constitution units derived from D-lactide;

subjecting the solution to electrospinning to produce fibers of the polymer blend; and

depositing the fibers to form a non-woven fibrous structure building-up the object.

16. The polymer blend according to claim 1 , comprising or consisting of 50 to 95 wt % of the first polymer component (A) and 5 to 50 wt % of the second polymer component (B) selected from poly[(L-lactide)-co-(e-caprolactone)] or poly[(D-lactide)-co-(e-caprolactone)].

Assignments (2)
CHANGE OF NAME Recorded Mar 8, 2023
From: HELMHOLTZ-ZENTRUM GEESTHACHT ZENTRUM FUER MATERIAL- UND KUESTENFORSCHUNG GMBH
To: HELMHOLTZ-ZENTRUM HEREON GMBH
Reel/Frame 063009/0348 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 16, 2019
From: LENDLEIN, ANDREAS; HOMMES-SCHATTMANN, PAUL JAKOB; ZHANG, QUANCHAO; NEFFE, AXEL THOMAS
To: HELMHOLTZ-ZENTRUM GEESTHACHT ZENTRUM FUER MATERIAL-UND KUESTENFORSCHUNG GMBH
Reel/Frame 051297/0471 →
Priority Claims (1)
WO 17193882 · Sep 28, 2017 · international
Continuity (1)
Related Publication 20200181396A1 · Jun 11, 2020