IP Library Granted Patent US 9,840,577
Granted Patent B2
US 9,840,577 · App. 15/269,516 · Granted Dec 12, 2017

Ultra low density biodegradable shape memory polymer foams with tunable physical properties

Inventors: Pooja Singhal (Dublin, CA); Thomas S. Wilson (San Leandro, CA); Elizabeth Cosgriff-Hernandez (College Station, TX); Duncan J. Maitland (College Station, TX)
Assignees: Lawrence Livermore National Security, LLC; The Texas A&M University System
C08G18/6622A61B17/0057C08G18/10C08G18/14C08G18/165C08G18/73C08G63/00C08G63/6852C08G71/04C08J9/00A61B2017/00592A61B2017/00606A61B2017/00623C08G2101/005C08G2101/0083C08G2230/00C08G2280/00C08J2375/06
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Quick Facts
Patent No.
US 9,840,577
App. No.
15/269,516
Granted
Dec 12, 2017
Kind
B2
Abstract

Compositions and/or structures of degradable shape memory polymers (SMPs) ranging in form from neat/unfoamed to ultra low density materials of down to 0.005 g/cc density. These materials show controllable degradation rate, actuation temperature and breadth of transitions along with high modulus and excellent shape memory behavior. A method of m ly low density foams (up to 0.005 g/cc) via use of combined chemical and physical aking extreme blowing agents, where the physical blowing agents may be a single compound or mixtures of two or more compounds, and other related methods, including of using multiple co-blowing agents of successively higher boiling points in order to achieve a large range of densities for a fixed net chemical composition. Methods of optimization of the physical properties of the foams such as porosity, cell size and distribution, cell openness etc. of these materials, to further expand their uses and improve their performance.

Claims (18)

1. A shape memory polymer composition comprising:

at least two units, each comprising three or more branches; wherein (a) at least one of the branches comprise an ester, and (b) at least some of the at least two units are crosslinked to others of the at least two units through linkages comprising urethane;

wherein at least one of the at least two units comprises a derivative of citric acid;

wherein the at least one of the branches comprises a derivative of an aliphatic diol;

wherein the urethane comprises a derivative of diisocyanate and the diisocyanate is selected from a group consisting of: hexamethylene diisocyanate (HDI), tri-methyl hexamethylene diisocyanate, isophorone diisocyanate, toluene diisocyanate, and methylene diphenyl diisocyanate.

2. The polymer composition of claim 1 , wherein the polymer composition is biodegradable.

3. A shape memory foam comprising the polymer composition of claim 2 .

4. A shape memory polymer composition comprising at least two units; wherein (a) at least one of the at least two units comprises three or more branches, (b) at least one of the three or more branches comprises an ester, and (c) each of the at least two of units is crosslinked to another of the at least two units with a linkage comprising urethane, wherein the urethane is a derivative of hexamethylene diisocyanate;

wherein at least one of the at least two units comprises a derivative of Triethanol amine (TEA);

wherein at least one of the three or more branches comprises a derivative of 3-Hydroxybutyrate.

5. The polymer composition of claim 4 , wherein the polymer composition is biodegradable.

6. A shape memory foam comprising the polymer composition of claim 5 .

7. The polymer composition of claim 1 ,

wherein another one of the at least two units comprises a derivative selected from the group consisting of: Triethanol amine (TEA), Hydroxy propyl ethylene diamine (HPED), Glycerol, Pentaerythritol, Bis-tris methane, Bis-tris propane, 1,2,4 Butane triol, Miglitol, Trimethylolethane, and Tris(hydroxymethyl)aminomethane;

wherein another one of the branches comprises a derivative selected from the group consisting of: 3-Hydroxybutyrate, Lactic acid, and Glycolic acid.

8. The polymer composition of claim 1 , wherein the urethane comprises a derivative of diisocyanate and the diisocyante is selected from a group consisting of: tri-methyl hexamethylene diisocyanate, isophorone diisocyanate, toluene diisocyanate, and methylene diphenyl diisocyanate.

9. The foam of claim 3 having a portion of the foam with a density of between 0.025 g/cc and 0.005 g/cc.

10. The foam of claim 6 having a portion of the foam with a density of between 0.025 g/cc and 0.005 g/cc.

Assignments (3)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 21, 2017
From: MAITLAND, DUNCAN J.; COSGRIFF-HERNANDEZ, ELIZABETH
To: THE TEXAS A&M UNIVERSITY SYSTEM
Reel/Frame 043343/0292 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 5, 2016
From: SINGHAL, POOJA; WILSON, THOMAS S.
To: LAWRENCE LIVERMORE NATIONAL SECURITY, LLC
Reel/Frame 040519/0710 →
CONFIRMATORY LICENSE Recorded Oct 24, 2016
From: LAWRENCE LIVERMORE NATIONAL SECURITY, LLC
To: U.S. DEPARTMENT OF ENERGY
Reel/Frame 040100/0883 →
Continuity (3)
Continuation 13797631 · Mar 12, 2013
Provisional Application 61651477 · May 24, 2012
Related Publication 20170002130A1 · Jan 5, 2017