IP Library Granted Patent US 11,993,673
Granted Patent B2
US 11,993,673 · App. 17/950,731 · Granted May 28, 2024

Shape memory polymers

Inventors: Thomas S. Wilson (Castro Valley, CA); Jane P. Bearinger (Berwyn, PA)
Assignee: LAWRENCE LIVERMORE NATIONAL SECURITY, LLC
C08G18/3203B82Y30/00C08G18/08C08G18/3221C08G18/3271C08G18/3281C08G18/3284C08G18/3287C08G18/3851C08G18/73C08J9/0085A61B2017/00867A61B2017/00871A61B2017/2932A61B17/3498C08G2280/00C08L75/04C08L75/12C08L75/14
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Quick Facts
Patent No.
US 11,993,673
App. No.
17/950,731
Granted
May 28, 2024
Kind
B2
Abstract

New shape memory polymer compositions, methods for synthesizing new shape memory polymers, and apparatus comprising an actuator and a shape memory polymer wherein the shape memory polymer comprises at least a portion of the actuator. A shape memory polymer comprising a polymer composition which physically forms a network structure wherein the polymer composition has shape-memory behavior and can be formed into a permanent primary shape, re-formed into a stable secondary shape, and controllably actuated to recover the permanent primary shape. Polymers have optimal aliphatic network structures due to minimization of dangling Chains by using monomers that are symmetrical and that have matching amine and hydroxyl groups providing polymers and polymer foams with clarity, tight (narrow temperature range) single transitions, and high shape recovery and recovery force that are especially useful for implanting in the human body.

Claims (8)

1. An apparatus comprising:

a biodegradable, amorphous, crosslinked polyurethane thermoset open cell shape memory polymer (SMP) foam that is a reaction product of: (a) at least one aliphatic diisocyanate monomer, and (b) at least one aliphatic hydroxyl monomer with an average functionality greater than 3;

wherein the at least one aliphatic diisocyanate monomer includes hexamethylene diisocyanate (HDI);

wherein the at least one aliphatic hydroxyl monomer includes N,N,N′,N′-Tetrakis(2-hydroxypropyl)ethylenediamine (HPED) and triethanol amine (TEA);

wherein the at least one aliphatic diisocyanate monomer includes isocyanate groups to match and react with hydroxyl groups of the at least one aliphatic hydroxyl monomer;

wherein the HPED is present in an amount of 10.8-37.5 wt %, the TEA is present in an amount of 6.7-28.2 wt %, and the HDI is present in an amount of 55.9-61.0 wt %; and

wherein the SMP foam has a glass transition temperature of at least 35 degrees Celsius but no greater than 132 degrees Celsius.

2. The apparatus of claim 1 , wherein the at least one aliphatic diisocyanate monomer further includes trimethyl hexamethylene methylene diisocyanate, ethylene diisocyanate, propylene diisocyanate, butylene diisocyanate, pentamethylene diisocyanate, heptamethylene diisocyanate, octamethylene diisocyanate, n-alkane diisocyanates, dicyclohexylmethane-4,4′-diisocyanate, methylene biscyclohexane diisocyanate, tetramethylene diisocyanate, trimethylene diisocyanate, methylene diphenyl diisocyanate (MDI), toluene diisocyanate (TDI), 1,2-diisocyanatoethane, 1,3-diisocyanatopropane, 1,4-diisocyanatobutane, 1,5-diisocyanatopentane, 1,7-diisocyanatoheptane, 1,8-diisocyanatooctane, 1,9-diisocyanatononane, 1,10-diisocyanatodecane, 1,4-diisocyanatocyclohexane, methylene-bis(4-cyclohexylisocyanate), or combinations thereof.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 26, 2026
From: WILSON, THOMAS S.; BEARINGER, JAN P.
To: LAWRENCE LIVERMORE NATIONAL SECURITY, LLC
Reel/Frame 074760/0887 →
CONFIRMATORY LICENSE (SEE DOCUMENT FOR DETAILS) Recorded Oct 19, 2022
From: LAWRENCE LIVERMORE NATIONAL SECURITY, LLC
To: U.S. DEPARTMENT OF ENERGY
Reel/Frame 061713/0707 →
Continuity (6)
Continuation 16725327 · Dec 23, 2019
Continuation 15676740 · Aug 14, 2017
Continuation 13893033 · May 13, 2013
Division 12905949 · Oct 15, 2010
Provisional Application 61332039 · May 6, 2010
Related Publication 20230029649A1 · Feb 2, 2023