Block copolymers including poly(phenylene) and methods thereof

Fujimoto, Cy

Title: Block copolymers including poly(phenylene) and methods thereof

Patent · Tue Nov 19 00:00:00 EST 2019

OSTI ID:1600290

Fujimoto, Cy

The present invention relates to polymers and copolymer including a poly(phenylene) structure, as well as a long tether. In some embodiments, the long tether facilitates a reaction between the poly(phenylene) structure and another subunit of a second polymer. In some embodiments, the tether is flexible.

View Patent

Cite

Export

Save

Research Organization:: Sandia National Lab. (SNL-NM), Albuquerque, NM (United States)

Sponsoring Organization:: USDOE National Nuclear Security Administration (NNSA)

DOE Contract Number:: NA0003525

Assignee:: National Technology & Engineering Solutions of Sandia, LLC (N/A)

Patent Number(s):: 10,479,866

Application Number:: 15/908,507

OSTI ID:: 1600290

Resource Relation:: Patent File Date: 02/28/2018

Country of Publication:: United States

Language:: English

References (52)

Vanadium redox flow battery efficiency and durability studies of sulfonated Diels Alder poly(phenylene)s Fujimoto, Cy; Kim, Soowhan; Stains, Ronald Electrochemistry Communications, Vol. 20, p. 48-51 https://doi.org/10.1016/j.elecom.2012.03.037	journal	July 2012
Proton exchange membrane materials for the advancement of direct methanol fuel-cell technology Cornelius, Christopher https://doi.org/https://image-ppubs.uspto.gov/dirsearch-public/print/downloadPdf/7022810 US Patent Document 7,022,810	patent	April 2006
Anion exchange polymer electrolytes Kim, Yu Seung; Kim, Dae-sik; Lee, Kwan-Soo https://doi.org/https://image-ppubs.uspto.gov/dirsearch-public/print/downloadPdf/8492049 US Patent Document 8,492,049	patent	July 2013
Polyarylene polymers and ion conducting functionalized polyarylene polymers resulting from pairing bis-diene arylenes and bis-dienophile arylenes via a Diels-Alder reaction Loy, Dougles Anson https://doi.org/https://image-ppubs.uspto.gov/dirsearch-public/print/downloadPdf/20090264544 US Patent Application 12/148341; 20090264544	patent-application	October 2009
Investigation of Ionic Conductivity, Uptake and Cation Diffusion of Perfluorsulfonate and Sulfonated Block Copolymer Ion Exchange Membrane in Non-Aqueous Solvents Lou, Kun; Peng, Jing; Tang, Zhijiang ECS Meeting Abstracts, Vol. MA2017-01, Issue 2 https://doi.org/10.1149/MA2017-01/2/166	journal	April 2017
Importance of Resonance Structure on Alkaline Stability Maurya, Sandip; Lee, Kwan-Soo; Fujimoto, Cy ECS Meeting Abstracts, Vol. MA2017-01, Issue 31 https://doi.org/10.1149/MA2017-01/31/1456	journal	April 2017
Processes for Preparing Of Glucopyranosyl-Substituted Benzyl-Benzene Derivatives Weber, Dirk; Fiedler, Tobias; Filser, Christian https://doi.org/https://image-ppubs.uspto.gov/dirsearch-public/print/downloadPdf/20110237789 US Patent Application 12/892326; 20110237789	patent-application	September 2011
Poly(phenylene)-based anion exchange membrane Hibbs, Michael; Cornelius, Christopher; Fujimoto, Cy https://doi.org/https://image-ppubs.uspto.gov/dirsearch-public/print/downloadPdf/7888397 US Patent Document 7,888,397	patent	February 2011
Sulfonated polyphenylene polymers Cornelius, Christopher; Fujimoto, Cy; Hickner, Michael https://doi.org/https://image-ppubs.uspto.gov/dirsearch-public/print/downloadPdf/7301002 US Patent Document 7,301,002	patent	November 2007
Multi-block sulfonated poly(phenylene) copolymer proton exchange membranes Fujimoto, Cy; Hibbs, Michael; Ambrosini, Andrea https://doi.org/https://image-ppubs.uspto.gov/dirsearch-public/print/downloadPdf/8110636 US Patent Document 8,110,636	patent	February 2012
Stable Elastomeric Anion Exchange Membranes Based on Quaternary Ammonium-Tethered Polystyrene-b-poly(ethylene-co-butylene)-b-polystyrene Triblock Copolymers Mohanty, Angela D.; Ryu, Chang Y.; Kim, Yu Seung Macromolecules, Vol. 48, Issue 19, p. 7085-7095 https://doi.org/10.1021/acs.macromol.5b01382	journal	September 2015
Process catalysed by bis-trifilmide compounds Earle, Martyn; Mcauley, Barry Joseph; Ramani, Alwar https://doi.org/https://image-ppubs.uspto.gov/dirsearch-public/print/downloadPdf/7781625 US Patent Document 7,781,625	patent	August 2010
Alkaline stability of poly(phenylene)-based anion exchange membranes with various cations Hibbs, Michael R.; Hickner, Michael A.; Coughlin, E. Bryan Journal of Polymer Science Part B: Polymer Physics, Vol. 51, Issue 24, p. 1736-1742 https://doi.org/10.1002/polb.23149	journal	August 2012
Importance of Polymer Backbone Stability of Anion Exchange Polymer Electrolytes Kim, Yu Seung; Lee, Kwan-Soo; Choe, Yoong-Kee ECS Meeting Abstracts, Vol. MA2015-01, Issue 16 https://doi.org/10.1149/MA2015-01/16/1231	journal	April 2015
Palladium-Catalyzed Phosphonation of Polyphenylsulfone Jakoby, Kai; Peinemann, K. V.; Nunes, Suzana P. Macromolecular Chemistry and Physics, Vol. 204, Issue 1, p. 61-67 https://doi.org/10.1002/macp.200290066	journal	February 2003
Transport in sulfonated poly(phenylene)s: Proton conductivity, permeability, and the state of water Hickner, Michael A.; Fujimoto, Cy H.; Cornelius, Chris J. Polymer, Vol. 47, Issue 11, p. 4238-4244 https://doi.org/10.1016/j.polymer.2006.02.034	journal	May 2006
Evaluation of hydrogen and methanol fuel cell performance of sulfonated diels alder poly(phenylene) membranes Stanis, Ronald J.; Yaklin, Melissa A.; Cornelius, Chris J. Journal of Power Sources, Vol. 195, Issue 1, p. 104-110 https://doi.org/10.1016/j.jpowsour.2009.06.082	journal	January 2010
Anion exchange polymer electrolytes Kim, Yu Seung; Kim, Dae Sik https://doi.org/https://image-ppubs.uspto.gov/dirsearch-public/print/downloadPdf/20140024728 US Patent Application 13/584183; 20140024728	patent-application	January 2014
Backbone stability of quaternized polyaromatics for alkaline membrane fuel cells Fujimoto, Cy; Kim, Dae-Sik; Hibbs, Michael Journal of Membrane Science, Vol. 423-424, p. 438-449 https://doi.org/10.1016/j.memsci.2012.08.045	journal	December 2012
Branched Polyphenylenes by Repetitive Diels−Alder Cycloaddition Shifrina, Zinaida B.; Averina, Marina S.; Rusanov, Alexander L. Macromolecules, Vol. 33, Issue 10, p. 3525-3529 https://doi.org/10.1021/ma991369f	journal	May 2000
An operationally flexible fuel cell based on quaternary ammonium-biphosphate ion pairs Lee, Kwan-Soo; Spendelow, Jacob S.; Choe, Yoong-Kee Nature Energy, Vol. 1, Issue 9, Article No. 16120 https://doi.org/10.1038/nenergy.2016.120	journal	August 2016
Synthesis and Characterization of Poly(phenylene)-Based Anion Exchange Membranes for Alkaline Fuel Cells Hibbs, Michael R.; Fujimoto, Cy H.; Cornelius, Christopher J. Macromolecules, Vol. 42, Issue 21, p. 8316-8321 https://doi.org/10.1021/ma901538c	journal	November 2009
Poly(arylene)-based anion exchange polymer electrolytes Kim, Yu Seung; Bae, Chulsung https://doi.org/https://image-ppubs.uspto.gov/dirsearch-public/print/downloadPdf/9051431 US Patent Document 9,051,431	patent	June 2015
Electrophilic Aromatic Aroylation with CF₃‐Bearing Arenecarboxylic Acid Derivatives: Reaction Behavior and Acidic Mediator Dependence Akiko, Okamoto; Katsuya, Maeyama; Hideaki, Oike Synthetic Communications, Vol. 37, Issue 16, p. 2701-2715 https://doi.org/10.1080/00397910701465479	journal	August 2007
Resonance Stabilized Perfluorinated Ionomers for Alkaline Membrane Fuel Cells Kim, Dae Sik; Fujimoto, Cy H.; Hibbs, Michael R. Macromolecules, Vol. 46, Issue 19, p. 7826-7833 https://doi.org/10.1021/ma401568f	journal	September 2013
Advanced membrane electrode assemblies for fuel cells Kim, Yu Seung; Pivovar, Bryan S. https://doi.org/https://image-ppubs.uspto.gov/dirsearch-public/print/downloadPdf/8227147 US Patent Document 8,227,147	patent	July 2012
Resonance-Stabilized Guanidinium-Tethered Poly(Phenylene)s Lee, Kwan-Soo; Fujimoto, Cy; Kim, Yu Seung ECS Meeting Abstracts, Vol. MA2016-02, Issue 38 https://doi.org/10.1149/MA2016-02/38/2572	journal	September 2016
Anion-conducting polymer, composition, and membrane Pivovar, Bryan S.; Thorn, David L. https://doi.org/https://image-ppubs.uspto.gov/dirsearch-public/print/downloadPdf/7582683 US Patent Document 7,582,683	patent	September 2009
Anion-conducting polymer, composition, and membrane Pivovar, Bryan S.; Thorn, David L. https://doi.org/https://image-ppubs.uspto.gov/dirsearch-public/print/downloadPdf/7846980 US Patent Document 7,846,980	patent	December 2010
Luminescent material for organic optoelectric device and organic optoelectric device and display device Lee, Han-Ill; Yu, Eun-Sun; Kang, Dong-Min https://doi.org/https://image-ppubs.uspto.gov/dirsearch-public/print/downloadPdf/20150349269 US Patent Application 14/760169; 20150349269	patent-application	December 2015
Rhodium(i) complexes with N-heterocyclic carbenes bearing a 2,3,4,5-tetraphenylphenyl and its higher dendritic frameworks Sato, Hiromichi; Fujihara, Tetsuaki; Obora, Yasushi Chemical Communications, Vol. 0, Issue 3, p. 269-271 https://doi.org/10.1039/B612385F	journal	January 2007
Functionalization of poly(phenylene) by the attachment of sidechains Hibbs, Michael https://doi.org/https://image-ppubs.uspto.gov/dirsearch-public/print/downloadPdf/8809483 US Patent Document 8,809,483	patent	August 2014
Structurally-Defined, Sulfo-Phenylated, Oligophenylenes and Polyphenylenes Skalski, Thomas J. G.; Britton, Benjamin; Peckham, Timothy J. Journal of the American Chemical Society, Vol. 137, Issue 38, p. 12223-12226 https://doi.org/10.1021/jacs.5b07865	journal	September 2015
Factors enabling high mobility of protons and water in perfluorosulfonate membranes under low hydration conditions Maalouf, Manale; Sun, Che-Nan; Pyle, Brandon International Journal of Hydrogen Energy, Vol. 39, Issue 6, p. 2795-2800 https://doi.org/10.1016/j.ijhydene.2013.11.006	journal	February 2014
Epoxy-crosslinked sulfonated poly (phenylene) copolymer proton exchange membranes Hibbs, Michael; Fujimoto, Cy; Norman, Kirsten https://doi.org/https://image-ppubs.uspto.gov/dirsearch-public/print/downloadPdf/7816482 US Patent Document 7,816,482	patent	October 2010
Carboxylated and Sulfonated Poly(arylene- co -arylene sulfone)s: Thermostable Polyelectrolytes for Fuel Cell Applications Poppe, D.; Frey, H.; Kreuer, K. D. Macromolecules, Vol. 35, Issue 21, p. 7936-7941 https://doi.org/10.1021/ma012198t	journal	September 2002
Polymer Electrolyte Membranes Derived from New Sulfone Monomers with Pendent Sulfonic Acid Groups Li, Nanwen; Shin, Dong Won; Hwang, Doo Sung Macromolecules, Vol. 43, Issue 23, p. 9810-9820 https://doi.org/10.1021/ma102107a	journal	December 2010
Hybrid membrane—PSA system for separating oxygen from air Staiger, Chad; Vaughn, Mark R.; Miller, A. Keith https://doi.org/https://image-ppubs.uspto.gov/dirsearch-public/print/downloadPdf/7875101 US Patent Document 7,875,101	patent	January 2011
Anion exchange membranes for alkaline fuel cells: A review Merle, Géraldine; Wessling, Matthias; Nijmeijer, Kitty Journal of Membrane Science, Vol. 377, Issue 1-2, p. 1-35 https://doi.org/10.1016/j.memsci.2011.04.043	journal	July 2011
Anion exchange polymer electrolytes Kim, Yu Seung; Kim, Dae-sik https://doi.org/https://image-ppubs.uspto.gov/dirsearch-public/print/downloadPdf/9048480 US Patent Document 9,048,480	patent	June 2015
Anion exchange polymer electrolytes Kim, Yu Seung; Kim, Dae-sik https://doi.org/https://image-ppubs.uspto.gov/dirsearch-public/print/downloadPdf/8530109 US Patent Document 8,530,109	patent	September 2013
Nitrogen-containing carbon alloy, method for producing same, carbon alloy catalyst, and fuel cell Tanabe, Jun; Hatakeyama, Naoya; Ono, Michio https://doi.org/https://image-ppubs.uspto.gov/dirsearch-public/print/downloadPdf/20140356760 US Patent Application 14/463291; 20140356760	patent-application	December 2014
Poly(phenylene)-based anion exchange polymers and methods thereof Kim, Yu Seung; Lee, Kwan-Soo; Fujimoto, Cy https://doi.org/https://image-ppubs.uspto.gov/dirsearch-public/print/downloadPdf/20170190831 US Patent Application 15/398547; 20170190831	patent-application	July 2017
Synthesis and properties of sulfonated poly(phenylene sulfone)s without ether linkage by Diels–Alder reaction for PEMFC application Lim, Youngdon; Lee, Hyunchul; Lee, Soonho Electrochimica Acta, Vol. 119, p. 16-23 https://doi.org/10.1016/j.electacta.2013.11.190	journal	February 2014
Functionalization of Diels-Alder polyphenylene polymers Fujimoto, Cy https://doi.org/https://image-ppubs.uspto.gov/dirsearch-public/print/downloadPdf/20170190830 US Patent Application 15/398545; 20170190830	patent-application	July 2017
Evaluation of Diels–Alder poly(phenylene) anion exchange membranes in all-vanadium redox flow batteries Sun, Che-Nan; Tang, Zhijiang; Belcher, Cami Electrochemistry Communications, Vol. 43, p. 63-66 https://doi.org/10.1016/j.elecom.2014.03.010	journal	June 2014
Ionomer for alkaline fuel cell Kim, Yu Seung; Kim, Dae Sik https://doi.org/https://image-ppubs.uspto.gov/dirsearch-public/print/downloadPdf/20120225371 US Patent Application 13/409505; 20120225371	patent-application	September 2012
Hair shaping composition comprising at least one polyguanidine other than hydroxide Malle, Gerard; Blaise, Christian; Radisson, Xavier https://doi.org/https://image-ppubs.uspto.gov/dirsearch-public/print/downloadPdf/20060269498 US Patent Application 11/434741; 20060269498	patent-application	November 2006
High performance, durable polymers including poly(phenylene) Fujimoto, Cy; Pratt, Harry; Anderson, Travis Mark https://doi.org/https://image-ppubs.uspto.gov/dirsearch-public/print/downloadPdf/9580541 US Patent Document 9,580,541	patent	February 2017
Phosphonated and sulfonated polyhphenylsulfone membranes for fuel cell application Parcero, Ethel; Herrera, Rafael; Nunes, Suzana P. Journal of Membrane Science, Vol. 285, Issue 1-2, p. 206-213 https://doi.org/10.1016/j.memsci.2005.12.065	journal	November 2006
Ionomeric Poly(phenylene) Prepared by Diels−Alder Polymerization: Synthesis and Physical Properties of a Novel Polyelectrolyte Fujimoto, Cy H.; Hickner, Michael A.; Cornelius, Christopher J. Macromolecules, Vol. 38, Issue 12, p. 5010-5016 https://doi.org/10.1021/ma0482720	journal	June 2005
Block Copolymer Sdapp Membranes for Vanadium Redox Flow Batteries-Strategy to Address Transport and Durability Tang, Zhijiang; Fujimoto, Cy; Zawodzinski, Thomas A. ECS Meeting Abstracts, Vol. MA2016-02, Issue 1 https://doi.org/10.1149/MA2016-02/1/19	journal	September 2016

Similar Records

Block copolymers including poly(phenylene) and methods thereof

Patent · Tue Oct 13 00:00:00 EDT 2020 · OSTI ID:1600290

Fujimoto, Cy

High performance, durable polymers including poly(phenylene)

Patent · Tue Feb 28 00:00:00 EST 2017 · OSTI ID:1600290

Fujimoto, Cy; Pratt, Harry; Anderson, Travis Mark

Poly(phenylene)-based anion exchange polymers and methods thereof

Patent · Tue Aug 06 00:00:00 EDT 2019 · OSTI ID:1600290

Kim, Yu Seung; Lee, Kwan -Soo; Fujimoto, Cy

Related Subjects

36 MATERIALS SCIENCE
37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY

Title: Block copolymers including poly(phenylene) and methods thereof

Citation Formats

References (52)

Similar Records

Related Subjects