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

Patent metadata

Field	Value
Publication number	US-9840577-B2
Application number	US-201615269516-A
Country	US
Kind code	B2
Filing date	Sep 19, 2016
Priority date	May 24, 2012
Publication date	Dec 12, 2017
Grant date	Dec 12, 2017

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.

First claim

The invention claimed is:

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.

Assignees

• L Livermore Nat Security Llc
• Texas A & M Univ Sys

Inventors

• Singhal Pooja
• Wilson Thomas S
• Cosgriff-Hernandez Elizabeth
• Maitland Duncan J

Classifications

• A61B2017/00592

  Elastic or resilient implements · CPC title

• C08G2280/00

  Compositions for creating shape memory · CPC title

• C08G18/6622 Primary

  with compounds of group C08G18/3271 · CPC title

• C08G18/10

  Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step · CPC title

• C08G63/60 Primary

  derived from the reaction of a mixture of hydroxy carboxylic acids, polycarboxylic acids and polyhydroxy compounds · CPC title