IP Library Granted Patent US 10,730,991
Granted Patent B2
US 10,730,991 · App. 15/548,212 · Granted Aug 4, 2020

Processable, tunable thio-ene crosslinked polyurethane shape memory polymers

Inventors: Keith Hearon (Augusta, GA); Landon D. Nash (College Station, TX); Thomas Wilson (San Leandro, CA); Duncan J. Maitland (College Station, TX); Mark A. Wierzbicki (College Station, TX)
Assignees: Lawrence Livermore National Security, LLC; The Texas A&M University System
C08G18/3206C08G18/3212C08G18/675C08G18/6715C08G18/73C08G18/758C08L75/04C08L75/16C08L81/02B29K2105/04
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Quick Facts
Patent No.
US 10,730,991
App. No.
15/548,212
Granted
Aug 4, 2020
Kind
B2
Abstract

An embodiment includes a platform shape memory polymer system. Such an embodiment exhibits a blend of tunable, high performance mechanical attributes in combination with advanced processing capabilities and good biocompatibility. A post-polymerization crosslinking synthetic approach is employed that combines polyurethane and thiol-ene synthetic processes. Other embodiments are described herein.

Claims (12)

1. A polymer composition comprising:

a thermoplastic polymer comprising crosslinkable alkene groups spaced along a polymer chain;

a polythiol crosslinker; and

an initiator including at least one of a UV photoinitiator, a thermal initiator, or combinations thereof;

wherein (a) the thermoplastic polymer is configured so crosslinking the alkene groups with the polythiol crosslinker via a thiol-ene reaction forms a thermoset polymer having shape memory properties; (b) the thermoplastic polymer includes trimethylolpropane allyl ether (TMPAE), and (c) the initiator is configured to initiate the thiol-ene reaction to form the thermoset polymer.

2. The polymer composition of claim 1 wherein the thermoset polymer is a poly(thioether-co-urethane).

3. The polymer composition of claim 1 wherein the thermoset polymer is a poly(thioether-co-ester).

4. The polymer composition of claim 1 wherein the polythiol crosslinker includes at least one of ethylene glycol bis(3-mercaptopropionate) (EGBMP), dipentaerythritol hexakis(3-mercaptopropionate) (DPHMP), tris[2-(3-mercaptopropionyloxy)ethyl] isocyanurate (3TI), pentaerythritol tetrakis(3-mercaptopropionate) (PETMP), or combinations thereof.

5. The polymer composition of claim 4 wherein the thermoset polymer includes a poly(thioether-co-ester).

6. The polymer composition of claim 5 , wherein the thermoplastic polymer further comprises at least one monomer selected from the group consisting of Hexamethylene diisocyanate (HDI), trimethylhexamethylene diisocyanate (TMHDI), dicyclohexylmethane 4,4′-diisocyanate (DCHMDI), Isophorone diisocyanate (IPDI), 2-butene-1,4-diol (2-but), diethylene glycol (DEG), diethanolamine (DEA), 4-dimethylaminopyridine (DMAP), triethylamine (TEA), allyl alcohol (AA), 3-methyl-1,5-pentanediol (3-MPD), diethylene glycol (DEG), 3 methylpentanediol (3-MPD), 1,4-butanediol (1,4-BD), 2-methylpropanediol (2-MPD), 2,2′-dimethylpropanediol (2,2-DMPD), and 1,4-cyclohexanedimethanol (CHDM), or combinations thereof.

7. The polymer composition of claim 1 wherein the initiator includes the UV photoinitiator.

8. The polymer composition of claim 4 wherein the initiator includes the UV photoinitiator.

Assignments (5)
CONFIRMATORY LICENSE (SEE DOCUMENT FOR DETAILS) Recorded May 29, 2020
From: LAWRENCE LIVERMORE NATIONAL SECURITY, LLC
To: U.S. DEPARTMENT OF ENERGY
Reel/Frame 052794/0587 →
CONFIRMATORY LICENSE Recorded Jan 25, 2018
From: TEXAS A&M UNIVERSITY SYSTEM
To: NIH - DEITR
Reel/Frame 044724/0530 →
CONFIRMATORY LICENSE Recorded Jan 8, 2018
From: TEXAS ENGINEERING EXPERIMENT STATION
To: NATIONAL INSTITUTES OF HEALTH (NIH), U.S. DEPT. OF HEALTH AND HUMAN SERVICES (DHHS), U.S. GOVERNMENT
Reel/Frame 045016/0400 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 2, 2017
From: WILSON, THOMAS
To: LAWRENCE LIVERMORE NATIONAL SECURITY, LLC
Reel/Frame 043170/0916 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 2, 2017
From: HEARON, KEITH; NASH, LANDON D.; MAITLAND, DUNCAN J.; WIERZBICKI, MARK A.
To: THE TEXAS A&M UNIVERSITY SYSTEM
Reel/Frame 043171/0070 →
Continuity (3)
Provisional Application 62111233 · Feb 3, 2015
Provisional Application 62144819 · Apr 8, 2015
Related Publication 20180009932A1 · Jan 11, 2018
Cited By (1)
US 12,209,159