IP Library › Granted Patent US 12,708,892
Granted Patent B2
US 12,708,892 · App. 18/262,278 · Granted Aug 18, 2026

Shape memory poly(β-hydroxythioether) foams rapidly produced from multifunctional epoxides and thiols

Inventor: Andrew Weems (Athens, OH)
Assignee: Ohio University
B01J20/264A61L27/18C08G83/003A61L2400/16C08G2101/00C08G2280/00
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Quick Facts
Patent No.
US 12,708,892
App. No.
18/262,278
Filed
Jul 20, 2023
Granted
Aug 18, 2026
Kind
B2
Art Unit
1766
USPC
521/89
Abstract

A shape memory polymer foam comprising a reaction product of a reaction of an epoxide and a thiol monomer in the presence of an organobase is provided. In addition, a method of making the shape memory polymer foam is provided. The method includes reacting an epoxide with thiol monomers in the presence of an organobase to form the shape memory polymer foam.

Claims (22)

1 . A method of making a shape memory polymer foam, the method comprising:

reacting an epoxide with a thiol monomer in the presence of an organobase to form the shape memory polymer foam;

wherein the reacting the epoxide with the thiol monomer is further in the presence of acetone.

2 . The method of claim 1 , wherein the organobase comprises 1,8-diazabicyclo[5.4.0]undec-7-ene.

3 . The method of claim 1 , wherein the thiol monomers comprise pentaerythritoltetra(3-mercaptopropionate).

4 . The method of claim 1 , wherein the epoxide comprises bisphenol A diglycidyl ether.

5 . The method of claim 1 , wherein the shape memory polymer foam comprises poly(β-thioether).

6 . A method of making a shape memory polymer foam, the method comprising:

reacting an epoxide with a thiol monomer in the presence of an organobase, a salt, and acetone to form a shape memory polymer foam-salt composite

removing at least a portion of the salt from the shape memory the shape memory polymer foam-salt composite to form the shape memory polymer foam.

7 . The method of claim 6 , wherein removing at least the portion of the salt is done by washing the shape memory polymer foam-salt composite.

8 . The method of claim 6 , wherein the epoxide is selected from a group consisting of bisphenol A diglycidyl ether (BADGE), BADGE derivatives, neopentyl monomer (NEO), NEO derivatives, N epoxide, Isophorone di(oxiran-2-methyl carbamate) (IDPI) epoxide, IDPI epoxide derivatives, and combinations thereof.

9 . A method of making a shape memory polymer foam, the method comprising:

reacting pentaerythritoltetra(3-mercaptopropionate) and bisphenol A diglycidyl ether in the presence of 1,8-diazabicyclo[5.4.0]undec-7-ene to form a filament;

printing the filament into a form using a 3-D printer.

10 . A method of making a shape memory polymer foam, the method comprising:

reacting an epoxide with a thiol monomer in the presence of an organobase to form the shape memory polymer foam;

wherein the organobase comprises 1,8-diazabicyclo[5.4.0]undec-7-ene.

11 . The method of claim 10 , wherein the thiol monomers comprise pentaerythritoltetra(3-mercaptopropionate).

12 . The method of claim 10 , wherein the epoxide comprises bisphenol A diglycidyl ether.

13 . The method of claim 10 , wherein the shape memory polymer foam comprises poly(β-thioether).

14 . The method of claim 10 , wherein the reacting the epoxide with the thiol monomer is further in the presence of acetone.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 14, 2026
From: WEEMS, ANDREW
To: OHIO UNIVERSITY
Reel/Frame 075266/0638 →
Continuity (2)
Provisional Application 63140487 · Jan 22, 2021
Related Publication 20240075455A1 · Mar 7, 2024
References Cited (11)
US 10179831B2 · Weippert · 2019 [cited by applicant]
US 20030055198A1 · Langer et al. · 2003 [cited by applicant]
US 20170174823A1 · Weippert · 2017 [cited by examiner]
US 20200165490A1 · Kryger et al. · 2020 [cited by applicant]
CN 108276739A · 2018 [cited by examiner]
Ellson et al., “Tunable thiol-epoxy shape memory polymer foams,” Smart Materials and Structures, 24, (2015), 1-11. (Year: 2015). [cited by examiner]
Translation of CN 108276739. (Year: 2018). [cited by examiner]
King et al., “Shape Memory Poly(β-hydroxythioether) Foams for Oil Remediation in Aquatic Environments,” Applied Materials & Interfaces, 2021, 13, 20641-20652 (Year: 2021). [cited by examiner]
International Searching Authority, International Search Report and Written Opinion issued in corresponding PCT Application No. PCT/US2022/013481, dated May 4, 2022. [cited by applicant]
Rodriguez JN, et al., “Reticulation of low density shape memory polymer foam with an in vivo demonstration of vascuar occlusion”, Journal of the Mechanical Behavior of Biomedical Materials, Amsterdahm, NL, vol. 40, Aug.… [cited by applicant]
Landsman TL, et al., “A shape memory foam composite with enhanced fluid uptake and bactericidal properties as a hemostatic agent”, Acta Biomaterialia 47 (2017), pp. 91-99. [cited by applicant]