Processable, tunable thiol-ene crosslinked polyurethane shape memory polymers
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.
- Inventors:
- Issue Date:
- Research Org.:
- Lawrence Livermore National Laboratory (LLNL), Livermore, CA (United States); Texas A&M Univ., College Station, TX (United States)
- Sponsoring Org.:
- USDOE; National Science Foundation (NSF); National Institutes of Health (NIH)
- OSTI Identifier:
- 1987253
- Patent Number(s):
- 11613603
- Application Number:
- 16/924,819
- Assignee:
- Lawrence Livermore National Security, LLC (Livermore, CA); The Texas A&M University System (College Station, TX)
- Patent Classifications (CPCs):
-
B - PERFORMING OPERATIONS B29 - WORKING OF PLASTICS B29K - INDEXING SCHEME ASSOCIATED WITH SUBCLASSES B29B, B29C OR B29D, RELATING TO MOULDING MATERIALS OR TO MATERIALS FOR {MOULDS, } REINFORCEMENTS, FILLERS OR PREFORMED PARTS, e.g. INSERTS
C - CHEMISTRY C08 - ORGANIC MACROMOLECULAR COMPOUNDS C08G - MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- DOE Contract Number:
- AC52-07NA27344; CHE-1057441; R01EB000462
- Resource Type:
- Patent
- Resource Relation:
- Patent File Date: 07/09/2020
- Country of Publication:
- United States
- Language:
- English
Citation Formats
Hearon, Keith, Nash, Landon D., Wilson, Thomas S., Maitland, Duncan J., and Wierzbicki, Mark A. Processable, tunable thiol-ene crosslinked polyurethane shape memory polymers. United States: N. p., 2023.
Web.
Hearon, Keith, Nash, Landon D., Wilson, Thomas S., Maitland, Duncan J., & Wierzbicki, Mark A. Processable, tunable thiol-ene crosslinked polyurethane shape memory polymers. United States.
Hearon, Keith, Nash, Landon D., Wilson, Thomas S., Maitland, Duncan J., and Wierzbicki, Mark A. Tue .
"Processable, tunable thiol-ene crosslinked polyurethane shape memory polymers". United States. https://www.osti.gov/servlets/purl/1987253.
@article{osti_1987253,
title = {Processable, tunable thiol-ene crosslinked polyurethane shape memory polymers},
author = {Hearon, Keith and Nash, Landon D. and Wilson, Thomas S. and Maitland, Duncan J. and Wierzbicki, Mark A.},
abstractNote = {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.},
doi = {},
journal = {},
number = ,
volume = ,
place = {United States},
year = {2023},
month = {3}
}
Works referenced in this record:
Novel triol-crosslinked polyurethanes and their thermorheological characterization as shape-memory materials
journal, February 2007
- Buckley, C. P.; Prisacariu, C.; Caraculacu, A.
- Polymer, Vol. 48, Issue 5
Sulfur curable millable polyurethane gum
patent, June 1982
- Singh, Ajaib
- US Patent Document 4,335,231
Post polymerization cure shape memory polymers
patent, November 2014
- Wilson, Thomas S.; Hearon, Michael Keith; Bearinger, Jane P.
- US Patent Document 8,883,871
In vivo response to an implanted shape memory polyurethane foam in a porcine aneurysm model
journal, May 2013
- Rodriguez, Jennifer N.; Clubb, Fred J.; Wilson, Thomas S.
- Journal of Biomedical Materials Research Part A, Vol. 102, Issue 5, p. 1231-1242
Optical Article Containing Self-Healing and Abrasion-Resistant Coatings
patent-application, April 2014
- Zheng, Haipeng
- US Patent Application 14/097789; 20140092360
Comparison of Small Molecule and Polymeric Urethanes, Thiourethanes, and Dithiourethanes: Hydrogen Bonding and Thermal, Physical, and Mechanical Properties
journal, February 2009
- Li, Qin; Zhou, Hui; Wicks, Douglas A.
- Macromolecules, Vol. 42, Issue 6
Three-Dimensional Flexible Electronics Enabled by Shape Memory Polymer Substrates for Responsive Neural Interfaces
journal, November 2012
- Ware, Taylor; Simon, Dustin; Hearon, Keith
- Macromolecular Materials and Engineering, Vol. 297, Issue 12
Newly UV-curable polyurethane coatings prepared by multifunctional thiol- and ene-terminated polyurethane aqueous dispersions mixtures: Preparation and characterization
journal, March 2009
- Yang, Zhenglong; Wicks, Douglas A.; Hoyle, Charles E.
- Polymer, Vol. 50, Issue 7
Thiol-click chemistry: a multifaceted toolbox for small molecule and polymer synthesis
journal, January 2010
- Hoyle, Charles E.; Lowe, Andrew B.; Bowman, Christopher N.
- Chemical Society Reviews, Vol. 39, Issue 4
Biomedical applications of thermally activated shape memory polymers
journal, January 2010
- Small, IV, Ward; Singhal, Pooja; Wilson, Thomas S.
- Journal of Materials Chemistry, Vol. 20, Issue 17, p. 3356-3366
The effect of free radical inhibitor on the sensitized radiation crosslinking and thermal processing stabilization of polyurethane shape memory polymers
journal, February 2013
- Hearon, Keith; Smith, Sarah E.; Maher, Cameron A.
- Radiation Physics and Chemistry, Vol. 83
Design and Characterization of a Resistively Heated Shape Memory Polymer Micro-Release Device1
journal, April 2014
- Nash, Landon D.; Wierzbicki, Mark A.; Maitland, Duncan J.
- Journal of Medical Devices, Vol. 8, Issue 2
Thiol-Ene Click Chemistry
journal, February 2010
- Hoyle, Charles E.; Bowman, Christopher N.
- Angewandte Chemie International Edition, Vol. 49, Issue 9, p. 1540-1573
Synthesis and thermomechanical behavior of (qua)ternary thiol-ene(/acrylate) copolymers
journal, November 2009
- Kasprzak, Scott E.; Martin, Blanton; Raj, Tulika
- Polymer, Vol. 50, Issue 23
Post Polymerization Cure Shape Memory Polymers
patent-application, November 2011
- Wilson, Thomas; Hearon, Michael; Bearinger, Jane
- US Patent Application 13/099146; 20110275726
Shape memory polymers based on uniform aliphatic urethane networks
journal, January 2007
- Wilson, T. S.; Bearinger, J. P.; Herberg, J. L.
- Journal of Applied Polymer Science, Vol. 106, Issue 1, p. 540-551
Evaluation of fracture toughness and mechanical properties of ternary thiol–ene–methacrylate systems as resin matrix for dental restorative composites
journal, July 2013
- Beigi, Saeed; Yeganeh, Hamid; Atai, Mohammad
- Dental Materials, Vol. 29, Issue 7
UV curable glycidyl carbamate based resins
journal, January 2012
- Harkal, Umesh D.; Muehlberg, Andrew J.; Webster, Dean C.
- Progress in Organic Coatings, Vol. 73, Issue 1
Novel waterborne UV-crosslinkable thiol–ene polyurethane dispersions: Synthesis and film formation
journal, September 2005
- Otts, Daniel B.; Heidenreich, Erik; Urban, Marek W.
- Polymer, Vol. 46, Issue 19
Shape-Memory Polymers for Biomedical Applications
book, January 2009
- Yakacki, Christopher M.; Gall, Ken
- Shape-Memory Polymers
Thiol-yne Shape Memory Polymer
patent-application, December 2010
- Clapper, Jason D.; Lewandowski, Kevin M.
- US Patent Application 12/778439; 20100311861
Review of progress in shape-memory polymers
journal, January 2007
- Liu, C.; Qin, H.; Mather, P. T.
- Journal of Materials Chemistry, Vol. 17, Issue 16
Mechanical Requirements of Shape-Memory Polymers in Biomedical Devices
journal, January 2013
- Safranski, David L.; Smith, Kathryn E.; Gall, Ken
- Polymer Reviews, Vol. 53, Issue 1
Photothermal properties of shape memory polymer micro-actuators for treating stroke
journal, January 2002
- Maitland, Duncan J.; Metzger, Melodie F.; Schumann, Daniel
- Lasers in Surgery and Medicine, Vol. 30, Issue 1
Thiol-vinyl and Thiol-yne Systems for Shape Memory Polymers
patent-application, June 2011
- Bowman, Christopher; Cramer, Neil; Shandas, Robin
- US Patent Application 12/988983; 20110144227
Effect of chemical structure and crosslinking density on the thermo-mechanical properties and toughness of (meth)acrylate shape memory polymer networks
journal, September 2008
- Safranski, David L.; Gall, Ken
- Polymer, Vol. 49, Issue 20
Porous Shape-Memory Polymers
journal, January 2013
- Hearon, Keith; Singhal, Pooja; Horn, John
- Polymer Reviews, Vol. 53, Issue 1
Recent Trends in the Chemistry of Shape-Memory Polymers
journal, December 2012
- Julich-Gruner, Konstanze K.; Löwenberg, Candy; Neffe, Axel T.
- Macromolecular Chemistry and Physics, Vol. 214, Issue 5
Processable, tunable thio-ene crosslinked polyurethane shape memory polymers
patent, August 2020
- Hearon, Keith; Nash, Landon D.; Wilson, Thomas S.
- US Patent Document 10,730,991
A Structural Approach to Establishing a Platform Chemistry for the Tunable, Bulk Electron Beam Cross-Linking of Shape Memory Polymer Systems
journal, November 2013
- Hearon, Keith; Besset, Celine J.; Lonnecker, Alexander T.
- Macromolecules, Vol. 46, Issue 22
Photopolymerized thiol-ene systems as shape memory polymers
journal, September 2010
- Nair, Devatha P.; Cramer, Neil B.; Scott, Timothy F.
- Polymer, Vol. 51, Issue 19
Post-polymerization crosslinked polyurethane shape memory polymers
journal, February 2011
- Hearon, Keith; Gall, Ken; Ware, Taylor
- Journal of Applied Polymer Science, Vol. 121, Issue 1, p. 144-153