IP Library Granted Patent US 11,602,721
Granted Patent B2
US 11,602,721 · App. 16/735,251 · Granted Mar 14, 2023

Cured biodegradable microparticles and scaffolds and methods of making and using the same

Inventors: Steven Lu (Cambridge, MA); Peter D. Gabriele (Frisco, TX); Julia Donnelly (Chalfront, PA); Brian Ginn (Chalfont, PA); Charles Brendan Nicholson (Coopersburg, PA); Jeremy J. Harris (Doylestown, PA); Michael S. Flemmens (Redmond, WA)
Assignee: THE SECANT GROUP, LLC
B01J13/08A61L15/22A61L15/225A61L15/425A61L15/44A61L15/64A61L24/0015A61L24/0036A61L24/0042A61L24/04A61L24/043A61L27/14A61L27/18A61L27/20A61L27/26A61L27/54A61L27/56A61L27/58A61L31/04C08J9/24C09J123/20C09J133/06A61L2300/404A61L2300/41
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Quick Facts
Patent No.
US 11,602,721
App. No.
16/735,251
Granted
Mar 14, 2023
Kind
B2
Abstract

A method of forming cured microparticles includes providing a poly(glycerol sebacate) resin in an uncured state. The method also includes forming the composition into a plurality of uncured microparticles and curing the uncured microparticles to form the plurality of cured microparticles. The uncured microparticles are free of a photo-induced crosslinker. A method of forming a scaffold includes providing microparticles including poly(glycerol sebacate) in a three-dimensional arrangement. The method also includes stimulating the microparticles in the three-dimensional arrangement to sinter the microparticles, thereby forming the scaffold having a plurality of pores. A scaffold is formed of a plurality of microparticles including a poly(glycerol sebacate) thermoset resin in a three-dimensional arrangement. The scaffold has a plurality of pores.

Claims (29)

1. A method of forming a plurality of cured microparticles comprising:

providing a composition comprising a poly(glycerol sebacate) resin in an uncured state and lacking a solvent; and

forming the composition into a plurality of uncured microparticles in a phase-incompatible liquid, wherein the phase-incompatible liquid is non-reactive with the poly(glycerol sebacate), the plurality of uncured microparticles being free of a photo-induced crosslinker, and curing the plurality of uncured microparticles to form the plurality of cured microparticles, wherein the plurality of cured microparticles are free of a photo-induced crosslinker;

wherein the poly(glycerol sebacate) resin comprises a poly(glycerol sebacate urethane) resin.

2. The method of claim 1 , wherein the forming comprises combining the composition with the phase-incompatible liquid and suspending the plurality of uncured microparticles in a matrix of the phase-incompatible liquid.

3. The method of claim 2 , wherein the phase-incompatible liquid is an oil.

4. The method of claim 1 , wherein the forming comprises shear mixing the composition in the phase-incompatible liquid.

5. The method of claim 1 , wherein the forming comprises metering the composition into a vessel containing the phase-incompatible liquid.

6. The method of claim 5 , wherein the vessel is a vertical column and the metering is with a needle.

7. The method of claim 1 , wherein the forming comprises sonicating the composition into the phase-incompatible liquid.

8. The method of claim 1 , wherein the curing comprises conductively heating the plurality of uncured microparticles.

9. The method of claim 1 , wherein the curing comprises applying microwave radiation to the plurality of uncured microparticles.

10. The method of claim 1 further comprising loading the poly(glycerol sebacate) resin with at least one controlled release agent.

11. The method of claim 1 , wherein the plurality of cured microparticles are free of photoinitiators.

12. The method of claim 1 , wherein the plurality of uncured microparticles consists of the poly(glycerol sebacate) resin.

13. The method of claim 1 , wherein the poly(glycerol sebacate) resin further comprises a poly(glycerol sebacate acrylate) resin.

14. The method of claim 1 , wherein the forming the composition into a plurality of uncured microparticles occurs without a mold and the curing the plurality of uncured microparticles to form the plurality of cured microparticles occurs without a mold.

15. The method of claim 1 , wherein the poly(glycerol sebacate) resin has a weight average molecular weight in the range of from about 5,000 to about 50,000 Da.

16. A method of forming a scaffold comprising:

providing a plurality of microparticles comprising poly(glycerol sebacate) in a three-dimensional arrangement; and

stimulating the plurality of microparticles comprising poly(glycerol sebacate) in the three-dimensional arrangement to sinter the plurality of microparticles, thereby forming the scaffold having a plurality of pores;

wherein the plurality of microparticles comprising poly(glycerol sebacate) in the three-dimensional arrangement further comprise a coating of poly(glycerol sebacate) resin-based glue.

17. The method of claim 16 , wherein the stimulating comprises applying microwave radiation.

18. The method of claim 16 , wherein the stimulating comprises convectively heating.

19. The method of claim 16 , wherein the stimulating comprises curing uncured portions of the poly(glycerol sebacate) in the plurality of microparticles.

20. The method of claim 16 , wherein the plurality of microparticles comprising poly(glycerol sebacate) comprises a plurality of micronized poly(glycerol sebacate) thermoset filler particles.

21. The method of claim 16 , wherein the plurality of microparticles comprising poly(glycerol sebacate) further comprise at least one controlled release agent.

22. The method of claim 16 , wherein the three-dimensional arrangement provides the scaffold with a spherical shape of a shell around a hollow core.

23. The method of claim 16 , wherein the providing a plurality of microparticles comprising poly(glycerol sebacate) comprises providing a plurality of spherical microparticles comprising poly(glycerol sebacate).

Assignments (2)
SECURITY INTEREST Recorded May 28, 2021
From: THE SECANT GROUP, LLC
To: JPMORGAN CHASE BANK, N.A., AS ADMINISTRATIVE AGENT
Reel/Frame 056421/0952 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 7, 2020
From: LU, STEVEN; GABRIELE, PETER D.; DONNELLY, JULIA; GINN, BRIAN; NICHOLSON, CHARLES BRENDAN; HARRIS, JEREMY J.; FLEMMENS, MICHAEL S.
To: THE SECANT GROUP, LLC
Reel/Frame 051431/0532 →
Continuity (4)
Continuation 15941745 · Mar 30, 2018
Provisional Application 62547559 · Aug 18, 2017
Provisional Application 62479661 · Mar 31, 2017
Related Publication 20200139330A1 · May 7, 2020