Quaternized aryl ether-free polyaromatics for alkaline membrane fuel cells: synthesis, properties, and performance – a topical review

Park, Eun Joo; Kim, Yu Seung

doi:10.1039/C8TA05428B

Quaternized aryl ether-free polyaromatics for alkaline membrane fuel cells: synthesis, properties, and performance – a topical review

Journal Article · Sun Dec 31 23:00:00 EST 2017 · Journal of Materials Chemistry A

DOI:https://doi.org/10.1039/C8TA05428B· OSTI ID:1463038

Park, Eun Joo ^[1]; ^[1]

MPA-11: Materials Synthesis & Integrated Devices Group, Los Alamos National Laboratory, Los Alamos, USA

This review article presents the recent progress in the area of synthesis of quaternized aryl ether-free polyaromatics for alkaline membrane fuel cells.

View Accepted Manuscript (Publisher)

Sponsoring Organization:: USDOE

Grant/Contract Number:: AC52-06NA25396

OSTI ID:: 1463038

Journal Information:: Journal of Materials Chemistry A, Journal Name: Journal of Materials Chemistry A Journal Issue: 32 Vol. 6; ISSN JMCAET; ISSN 2050-7488

Publisher:: Royal Society of Chemistry (RSC)Copyright Statement

Country of Publication:: United Kingdom

Language:: English

References (119)

The Diels-Alder Reaction in Total Synthesis Nicolaou, K. C.; Snyder, Scott A.; Montagnon, Tamsyn Angewandte Chemie International Edition, Vol. 41, Issue 10 https://doi.org/10.1002/1521-3773(20020517)41:10<1668::AID-ANIE1668>3.0.CO;2-Z	journal	May 2002
Poly(arylene piperidinium) Hydroxide Ion Exchange Membranes: Synthesis, Alkaline Stability, and Conductivity Olsson, Joel S.; Pham, Thanh Huong; Jannasch, Patric Advanced Functional Materials, Vol. 28, Issue 2 https://doi.org/10.1002/adfm.201702758	journal	November 2017
An Extremely Low Methanol Crossover and Highly Durable Aromatic Pore-Filling Electrolyte Membrane for Direct Methanol Fuel Cells Yamaguchi, T.; Zhou, H.; Nakazawa, S. Advanced Materials, Vol. 19, Issue 4 https://doi.org/10.1002/adma.200601086	journal	February 2007
Superelectrophiles Olah, George A. Angewandte Chemie International Edition in English, Vol. 32, Issue 6 https://doi.org/10.1002/anie.199307673	journal	June 1993
Anode Catalysts for Direct Hydrazine Fuel Cells: From Laboratory Test to an Electric Vehicle Serov, Alexey; Padilla, Monica; Roy, Aaron J. Angewandte Chemie International Edition, Vol. 53, Issue 39 https://doi.org/10.1002/anie.201404734	journal	August 2014
Poly(phenylene) and m -Terphenyl as Powerful Protecting Groups for the Preparation of Stable Organic Hydroxides Wright, Andrew G.; Weissbach, Thomas; Holdcroft, Steven Angewandte Chemie International Edition, Vol. 55, Issue 15 https://doi.org/10.1002/anie.201511184	journal	March 2016
Co-adsorption of Cations as the Cause of the Apparent pH Dependence of Hydrogen Adsorption on a Stepped Platinum Single-Crystal Electrode Chen, Xiaoting; McCrum, Ian T.; Schwarz, Kathleen A. Angewandte Chemie International Edition, Vol. 56, Issue 47 https://doi.org/10.1002/anie.201709455	journal	October 2017
Stabilizing the Imidazolium Cation in Hydroxide-Exchange Membranes for Fuel Cells Wang, Junhua; Gu, Shuang; Kaspar, Robert B. ChemSusChem, Vol. 6, Issue 11 https://doi.org/10.1002/cssc.201300285	journal	August 2013
Alkaline Stability of Quaternary Ammonium Cations for Alkaline Fuel Cell Membranes and Ionic Liquids Marino, M. G.; Kreuer, K. D. ChemSusChem, Vol. 8, Issue 3 https://doi.org/10.1002/cssc.201403022	journal	November 2014
Configuring Anion-Exchange Membranes for High Conductivity and Alkaline Stability by Using Cationic Polymers with Tailored Side Chains Jannasch, Patric; Weiber, Eva Annika Macromolecular Chemistry and Physics, Vol. 217, Issue 10 https://doi.org/10.1002/macp.201500481	journal	February 2016
Polybenzimidazolium-Based Solid Electrolytes Henkensmeier, Dirk; Kim, Hyoung-Juhn; Lee, Hye-Jin Macromolecular Materials and Engineering, Vol. 296, Issue 10 https://doi.org/10.1002/mame.201100100	journal	July 2011
A Novel, One-Pot Synthesis of Novel 3F, 5F, and 8F Aromatic Polymers Diaz, Adan M.; Zolotukhin, Mikhail G.; Fomine, Serguei Macromolecular Rapid Communications, Vol. 28, Issue 2 https://doi.org/10.1002/marc.200600656	journal	January 2007
Diels-Alder polymerizations: Polymers containing controlled aromatic segments Stille, J. K.; Harris, F. W.; Rakutis, R. O. Journal of Polymer Science Part B: Polymer Letters, Vol. 4, Issue 10 https://doi.org/10.1002/pol.1966.110041023	journal	October 1966
Ionene polymers. II. Formation of cyclic and linear compounds or polymers from N,N,N′,N′-tetramethyl-α,ω-diaminoalakanes and α,ω-dibromoalkanes Noguchi, H.; Rembaum, A. Journal of Polymer Science Part B: Polymer Letters, Vol. 7, Issue 5 https://doi.org/10.1002/pol.1969.110070511	journal	May 1969
Comb-shaped guanidinium functionalized poly(ether sulfone)s for anion exchange membranes: Effects of the spacer types and lengths: Effects of the Spacer Types and Lengths Chen, Ying; Tao, Yanping; Wang, Jinlei Journal of Polymer Science Part A: Polymer Chemistry, Vol. 55, Issue 8 https://doi.org/10.1002/pola.28496	journal	February 2017
Partially fluorinated and ammonium-functionalized terpolymers: Effect of aliphatic groups on the properties of anion conductive membranes Ono, Hideaki; Miyake, Junpei; Miyatake, Kenji Journal of Polymer Science Part A: Polymer Chemistry, Vol. 55, Issue 8 https://doi.org/10.1002/pola.28513	journal	February 2017
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
An ionene with spirane structure (spiroionene) Müllen, Klaus; Lex, Johann; Schulz, Rolf C. Polymer Bulletin, Vol. 24, Issue 3 https://doi.org/10.1007/BF00306573	journal	September 1990
On the development of proton conducting polymer membranes for hydrogen and methanol fuel cells Kreuer, K. D. Journal of Membrane Science, Vol. 185, Issue 1, p. 29-39 https://doi.org/10.1016/S0376-7388(00)00632-3	journal	April 2001
Novel ion exchange membranes based on an aromatic polyethersulfone Zschocke, P.; Quellmalz, D. Journal of Membrane Science, Vol. 22, Issue 2-3 https://doi.org/10.1016/S0376-7388(00)81290-9	journal	February 1985
Design, synthesis, and biological evaluation of simplified α-Keto heterocycle, trifluoromethyl ketone, and formyl substituted folate analogues as potential inhibitors of GAR transformylase and AICAR transformylase Marsilje, Thomas H.; Hedrick, Michael P.; Desharnais, Joel Bioorganic & Medicinal Chemistry, Vol. 11, Issue 20 https://doi.org/10.1016/S0968-0896(03)00456-5	journal	October 2003
Homopolymer and multi-block Diels-Alder polyphenylenes: Synthesis, physical properties, X-ray diffraction, and gas transport Largier, Timothy; Huang, Fei; Cornelius, Chris J. European Polymer Journal, Vol. 89 https://doi.org/10.1016/j.eurpolymj.2017.02.030	journal	April 2017
Chemically durable polymer electrolytes for solid-state alkaline water electrolysis Park, Eun Joo; Capuano, Christopher B.; Ayers, Katherine E. Journal of Power Sources, Vol. 375 https://doi.org/10.1016/j.jpowsour.2017.07.090	journal	January 2018
Anion exchange membrane fuel cells: Current status and remaining challenges Gottesfeld, Shimshon; Dekel, Dario R.; Page, Miles Journal of Power Sources, Vol. 375 https://doi.org/10.1016/j.jpowsour.2017.08.010	journal	January 2018
Alkaline polymer electrolyte fuel cells stably working at 80 °C Peng, Hanqing; Li, Qihao; Hu, Meixue Journal of Power Sources, Vol. 390 https://doi.org/10.1016/j.jpowsour.2018.04.047	journal	June 2018
Low fuel crossover anion exchange pore-filling membrane for solid-state alkaline fuel cells Jung, Hyangmi; Fujii, Keitaro; Tamaki, Takanori Journal of Membrane Science, Vol. 373, Issue 1-2 https://doi.org/10.1016/j.memsci.2011.02.044	journal	May 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
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
Anion exchange membranes based on tetra-quaternized poly(arylene ether ketone) Zhang, Zhenpeng; Shen, Kunzhi; Lin, Liming Journal of Membrane Science, Vol. 497 https://doi.org/10.1016/j.memsci.2015.09.003	journal	January 2016
Ion transport and electrochemical stability of strongly basic anion-exchange membranes under high current electrodialysis conditions Zabolotskiy, V. I.; But, A. Yu.; Vasil'eva, V. I. Journal of Membrane Science, Vol. 526 https://doi.org/10.1016/j.memsci.2016.12.028	journal	March 2017
Hyperbranched poly(arylene ether ketone) anion exchange membranes for fuel cells Yang, Qian; Li, Ling; Lin, Chen Xiao Journal of Membrane Science, Vol. 560 https://doi.org/10.1016/j.memsci.2018.05.015	journal	August 2018
Mechanically Tough and Chemically Stable Anion Exchange Membranes from Rigid-Flexible Semi-Interpenetrating Networks Pan, Jing; Zhu, Liang; Han, Juanjuan Chemistry of Materials, Vol. 27, Issue 19 https://doi.org/10.1021/acs.chemmater.5b02557	journal	September 2015
Effect of Water on the Stability of Quaternary Ammonium Groups for Anion Exchange Membrane Fuel Cell Applications Dekel, Dario R.; Amar, Michal; Willdorf, Sapir Chemistry of Materials, Vol. 29, Issue 10 https://doi.org/10.1021/acs.chemmater.7b00958	journal	May 2017
Toward Improved Alkaline Membrane Fuel Cell Performance Using Quaternized Aryl-Ether Free Polyaromatics Maurya, Sandip; Fujimoto, Cy H.; Hibbs, Michael R. Chemistry of Materials, Vol. 30, Issue 7 https://doi.org/10.1021/acs.chemmater.8b00358	journal	March 2018
Cation–Hydroxide–Water Coadsorption Inhibits the Alkaline Hydrogen Oxidation Reaction Chung, Hoon Taek; Martinez, Ulises; Matanovic, Ivana The Journal of Physical Chemistry Letters, Vol. 7, Issue 22 https://doi.org/10.1021/acs.jpclett.6b02025	journal	October 2016
Benzene Adsorption: A Significant Inhibitor for the Hydrogen Oxidation Reaction in Alkaline Conditions Matanovic, Ivana; Chung, Hoon Taek; Kim, Yu Seung The Journal of Physical Chemistry Letters, Vol. 8, Issue 19 https://doi.org/10.1021/acs.jpclett.7b02228	journal	September 2017
Exploring Different Cationic Alkyl Side Chain Designs for Enhanced Alkaline Stability and Hydroxide Ion Conductivity of Anion-Exchange Membranes Dang, Hai-Son; Jannasch, Patric Macromolecules, Vol. 48, Issue 16 https://doi.org/10.1021/acs.macromol.5b01302	journal	August 2015
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
Systematic Alkaline Stability Study of Polymer Backbones for Anion Exchange Membrane Applications Mohanty, Angela D.; Tignor, Steven E.; Krause, Jessica A. Macromolecules, Vol. 49, Issue 9 https://doi.org/10.1021/acs.macromol.5b02550	journal	April 2016
Multication Side Chain Anion Exchange Membranes Zhu, Liang; Pan, Jing; Wang, Ying Macromolecules, Vol. 49, Issue 3 https://doi.org/10.1021/acs.macromol.5b02671	journal	January 2016
Anion Conductive Aromatic Copolymers from Dimethylaminomethylated Monomers: Synthesis, Properties, and Applications in Alkaline Fuel Cells Akiyama, Ryo; Yokota, Naoki; Nishino, Eriko Macromolecules, Vol. 49, Issue 12 https://doi.org/10.1021/acs.macromol.6b00408	journal	June 2016
Functionalization of Poly(2,6-dimethyl-1,4-phenylene oxide)s with Hindered Fluorene Side Chains for Anion Exchange Membranes Zhu, Liang; Pan, Jing; Christensen, Caroline M. Macromolecules, Vol. 49, Issue 9 https://doi.org/10.1021/acs.macromol.6b00578	journal	April 2016
Poly( N , N -diallylazacycloalkane)s for Anion-Exchange Membranes Functionalized with N -Spirocyclic Quaternary Ammonium Cations Olsson, Joel S.; Pham, Thanh Huong; Jannasch, Patric Macromolecules, Vol. 50, Issue 7 https://doi.org/10.1021/acs.macromol.7b00168	journal	March 2017
High Hydroxide Ion Conductivity with Enhanced Alkaline Stability of Partially Fluorinated and Quaternized Aromatic Copolymers as Anion Exchange Membranes Mahmoud, Ahmed Mohamed Ahmed; Elsaghier, Ahmed Mohamed Mohamed; Otsuji, Kanji Macromolecules, Vol. 50, Issue 11 https://doi.org/10.1021/acs.macromol.7b00401	journal	May 2017
Synthesis of Alkaline Anion Exchange Membranes with Chemically Stable Imidazolium Cations: Unexpected Cross-Linked Macrocycles from Ring-Fused ROMP Monomers You, Wei; Hugar, Kristina M.; Coates, Geoffrey W. Macromolecules, Vol. 51, Issue 8 https://doi.org/10.1021/acs.macromol.8b00209	journal	April 2018
Cross-Linked Poly(vinylbenzyl chloride) Anion Exchange Membranes with Long Flexible Multihead for Fuel Cells Hu, En Ning; Lin, Chen Xiao; Liu, Fang Hua ACS Applied Energy Materials, Vol. 1, Issue 7 https://doi.org/10.1021/acsaem.8b00698	journal	June 2018
Phenolphthalein-based Poly(arylene ether sulfone nitrile)s Multiblock Copolymers As Anion Exchange Membranes for Alkaline Fuel Cells Lai, Ao Nan; Wang, Li Sha; Lin, Chen Xiao ACS Applied Materials & Interfaces, Vol. 7, Issue 15 https://doi.org/10.1021/acsami.5b01475	journal	April 2015
Facilitating Anion Transport in Polyolefin-Based Anion Exchange Membranes via Bulky Side Chains Zhang, Min; Shan, Chunrong; Liu, Lei ACS Applied Materials & Interfaces, Vol. 8, Issue 35 https://doi.org/10.1021/acsami.6b06426	journal	August 2016
Anion Conductive Triblock Copolymer Membranes with Flexible Multication Side Chain Lin, Chen Xiao; Wu, Hong Yue; Li, Ling ACS Applied Materials & Interfaces, Vol. 10, Issue 21 https://doi.org/10.1021/acsami.8b03757	journal	May 2018
Huge Instability of Pt/C Catalysts in Alkaline Medium Zadick, Anicet; Dubau, Laetitia; Sergent, Nicolas ACS Catalysis, Vol. 5, Issue 8 https://doi.org/10.1021/acscatal.5b01037	journal	July 2015
Fluorene-Based Hydroxide Ion Conducting Polymers for Chemically Stable Anion Exchange Membrane Fuel Cells Lee, Woo-Hyung; Mohanty, Angela D.; Bae, Chulsung ACS Macro Letters, Vol. 4, Issue 4 https://doi.org/10.1021/acsmacrolett.5b00145	journal	April 2015
Robust Hydroxide Ion Conducting Poly(biphenyl alkylene)s for Alkaline Fuel Cell Membranes Lee, Woo-Hyung; Kim, Yu Seung; Bae, Chulsung ACS Macro Letters, Vol. 4, Issue 8 https://doi.org/10.1021/acsmacrolett.5b00375	journal	July 2015
Poly(terphenylene) Anion Exchange Membranes: The Effect of Backbone Structure on Morphology and Membrane Property Lee, Woo-Hyung; Park, Eun Joo; Han, Junyoung ACS Macro Letters, Vol. 6, Issue 5 https://doi.org/10.1021/acsmacrolett.7b00148	journal	April 2017
Cationic Polyelectrolytes, Stable in 10 M KOH _aq at 100 °C Fan, Jiantao; Wright, Andrew G.; Britton, Benjamin ACS Macro Letters, Vol. 6, Issue 10 https://doi.org/10.1021/acsmacrolett.7b00679	journal	September 2017
Highly Conductive Anion Exchange Membrane for High Power Density Fuel-Cell Performance Ren, Xiaoming; Price, Samuel C.; Jackson, Aaron C. ACS Applied Materials & Interfaces, Vol. 6, Issue 16 https://doi.org/10.1021/am503870g	journal	August 2014
Light-Emitting Diodes from Fluorene-Based π-Conjugated Polymers Donat-Bouillud, Anne; Lévesque, Isabelle; Tao, Ye Chemistry of Materials, Vol. 12, Issue 7 https://doi.org/10.1021/cm0001298	journal	July 2000
Alkaline Stable C2-Substituted Imidazolium-Based Anion-Exchange Membranes Lin, Bencai; Dong, Huilong; Li, Youyong Chemistry of Materials, Vol. 25, Issue 9, p. 1858-1867 https://doi.org/10.1021/cm400468u	journal	April 2013
Alkaline Stability of Benzyl Trimethyl Ammonium Functionalized Polyaromatics: A Computational and Experimental Study Choe, Yoong-Kee; Fujimoto, Cy; Lee, Kwan-Soo Chemistry of Materials, Vol. 26, Issue 19 https://doi.org/10.1021/cm502422h	journal	September 2014
Palladium-Catalyzed Cross-Coupling Reactions of Organoboron Compounds Miyaura, Norio.; Suzuki, Akira. Chemical Reviews, Vol. 95, Issue 7 https://doi.org/10.1021/cr00039a007	journal	November 1995
Synthesis of Conjugated Polymers for Organic Solar Cell Applications Cheng, Yen-Ju; Yang, Sheng-Hsiung; Hsu, Chain-Shu Chemical Reviews, Vol. 109, Issue 11 https://doi.org/10.1021/cr900182s	journal	November 2009
Polymerization of Benzene to p -Polyphenyl by Aluminum Chloride-Cupric Chloride Kovacic, Peter.; Kyriakis, Alexander. Journal of the American Chemical Society, Vol. 85, Issue 4 https://doi.org/10.1021/ja00887a019	journal	February 1963
A Stable Hydroxide-Conducting Polymer Thomas, Owen D.; Soo, Kristen J. W. Y.; Peckham, Timothy J. Journal of the American Chemical Society, Vol. 134, Issue 26 https://doi.org/10.1021/ja303067t	journal	June 2012
Phosphonium-Functionalized Polyethylene: A New Class of Base-Stable Alkaline Anion Exchange Membranes Noonan, Kevin J. T.; Hugar, Kristina M.; Kostalik, Henry A. Journal of the American Chemical Society, Vol. 134, Issue 44 https://doi.org/10.1021/ja307466s	journal	October 2012
Highly Stable, Anion Conductive, Comb-Shaped Copolymers for Alkaline Fuel Cells Li, Nanwen; Leng, Yongjun; Hickner, Michael A. Journal of the American Chemical Society, Vol. 135, Issue 27 https://doi.org/10.1021/ja403671u	journal	June 2013
N -Spirocyclic Quaternary Ammonium Ionenes for Anion-Exchange Membranes Pham, Thanh Huong; Olsson, Joel S.; Jannasch, Patric Journal of the American Chemical Society, Vol. 139, Issue 8 https://doi.org/10.1021/jacs.6b12944	journal	February 2017
Bistetracyclones and Bishexaphenylbenzenes. II Ogliaruso, Michael A.; Becker, Ernest I. The Journal of Organic Chemistry, Vol. 30, Issue 10 https://doi.org/10.1021/jo01021a022	journal	October 1965
“Bistetracyclones” and “Bishexaphenylbenzenes” Ogliaruso, Michael A.; Shadoff, Lewis A.; Becker, Ernest I. The Journal of Organic Chemistry, Vol. 28, Issue 10 https://doi.org/10.1021/jo01045a055	journal	October 1963
Mechanism of Tetraalkylammonium Headgroup Degradation in Alkaline Fuel Cell Membranes Chempath, Shaji; Einsla, Brian R.; Pratt, Lawrence R. The Journal of Physical Chemistry C, Vol. 112, Issue 9 https://doi.org/10.1021/jp7115577	journal	March 2008
Synthesis of poly(3-phenyl-2,5-thiophene) by nickel-catalyzed coupling polymerization of 3-phenyl-2,5-dichlorothiophene Ueda, Mitsuru; Miyaji, Yoshiyuki; Ito, Takashi Macromolecules, Vol. 24, Issue 10 https://doi.org/10.1021/ma00010a008	journal	May 1991
Poly(benzimidazole) synthesis by direct reaction of diacids and diamines Ueda, Mitsuru; Sato, Masaki; Mochizuki, Amane Macromolecules, Vol. 18, Issue 12 https://doi.org/10.1021/ma00154a060	journal	December 1985
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
A Soluble and Conductive Polyfluorene Ionomer with Pendant Imidazolium Groups for Alkaline Fuel Cell Applications Lin, Bencai; Qiu, Lihua; Qiu, Bo Macromolecules, Vol. 44, Issue 24 https://doi.org/10.1021/ma202159d	journal	December 2011
Precision Synthesis of Narrow Polydispersity, Ultrahigh Molecular Weight Linear Aromatic Polymers by A ₂ + B ₂ Nonstoichiometric Step-Selective Polymerization Cruz, Alfredo R.; Hernandez, M. Carmen G.; Guzmán-Gutiérrez, Maria T. Macromolecules, Vol. 45, Issue 17 https://doi.org/10.1021/ma301691f	journal	August 2012
Novel High Molecular Weight Aromatic Fluorinated Polymers from One-Pot, Metal-Free Step Polymerizations Olvera, Lilian I.; Guzmán-Gutiérrez, Maria T.; Zolotukhin, Mikhail G. Macromolecules, Vol. 46, Issue 18 https://doi.org/10.1021/ma401306s	journal	September 2013
Anion Exchange Fuel Cell Membranes Prepared from C–H Borylation and Suzuki Coupling Reactions Mohanty, Angela D.; Lee, Yeong-Beom; Zhu, Liang Macromolecules, Vol. 47, Issue 6 https://doi.org/10.1021/ma500125t	journal	March 2014
Aromatic Copolymers Containing Ammonium-Functionalized Oligophenylene Moieties as Highly Anion Conductive Membranes Yokota, Naoki; Shimada, Manai; Ono, Hideaki Macromolecules, Vol. 47, Issue 23 https://doi.org/10.1021/ma5019878	journal	November 2014
High- T _g Functional Aromatic Polymers Hernández-Cruz, Olivia; Zolotukhin, Mikhail G.; Fomine, Serguei Macromolecules, Vol. 48, Issue 4 https://doi.org/10.1021/ma502288d	journal	January 2015
Origin of Toughness in Dispersion-Cast Nafion Membranes Kim, Yu Seung; Welch, Cynthia F.; Hjelm, Rex P. Macromolecules, Vol. 48, Issue 7 https://doi.org/10.1021/ma502538k	journal	March 2015
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
Anion Exchange Membranes by Bromination of Benzylmethyl-Containing Poly(sulfone)s Yan, Jingling; Hickner, Michael A. Macromolecules, Vol. 43, Issue 5 https://doi.org/10.1021/ma902430y	journal	March 2010
Synthesis and Characterization of Poly[[1,1‘-biphenyl]-4,4‘-diyl[2,2,2-trifluoro-1-(trifluoromethyl)ethylidene]] Havelka-Rivard, Pamela A.; Nagai, Kazukiyo; Freeman, Benny D. Macromolecules, Vol. 32, Issue 20 https://doi.org/10.1021/ma990301x	journal	October 1999
Nafion in Dilute Solvent Systems: Dispersion or Solution? Welch, Cynthia; Labouriau, Andrea; Hjelm, Rex ACS Macro Letters, Vol. 1, Issue 12 https://doi.org/10.1021/mz3005204	journal	November 2012
Hydroxide-Stable Ionenes Wright, Andrew G.; Holdcroft, Steven ACS Macro Letters, Vol. 3, Issue 5 https://doi.org/10.1021/mz500168d	journal	April 2014
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
Pt–Ru catalyzed hydrogen oxidation in alkaline media: oxophilic effect or electronic effect? Wang, Ying; Wang, Gongwei; Li, Guangwei Energy & Environmental Science, Vol. 8, Issue 1 https://doi.org/10.1039/C4EE02564D	journal	January 2015
Mechanistic analysis of ammonium cation stability for alkaline exchange membrane fuel cells Mohanty, Angela D.; Bae, Chulsung J. Mater. Chem. A, Vol. 2, Issue 41 https://doi.org/10.1039/C4TA03300K	journal	January 2014
A durable anion conducting membrane with packed anion-exchange sites and an aromatic backbone for solid-state alkaline fuel cells Sailaja, G. S.; Miyanishi, Shoji; Yamaguchi, Takeo Polymer Chemistry, Vol. 6, Issue 46 https://doi.org/10.1039/C5PY01058F	journal	January 2015
Poly(phenylene oxide) functionalized with quaternary ammonium groups via flexible alkyl spacers for high-performance anion exchange membranes Dang, Hai-Son; Weiber, Eva Annika; Jannasch, Patric Journal of Materials Chemistry A, Vol. 3, Issue 10 https://doi.org/10.1039/C5TA00350D	journal	January 2015
Comb-shaped alkyl imidazolium-functionalized poly(arylene ether sulfone)s as high performance anion-exchange membranes Rao, Anil H. N.; Nam, SangYong; Kim, Tae-Hyun Journal of Materials Chemistry A, Vol. 3, Issue 16 https://doi.org/10.1039/C5TA01123J	journal	January 2015
Highly stable anion exchange membranes based on quaternized polypropylene Zhang, Min; Liu, Jinling; Wang, Yiguang Journal of Materials Chemistry A, Vol. 3, Issue 23 https://doi.org/10.1039/C5TA01420D	journal	January 2015
Anion exchange membranes composed of perfluoroalkylene chains and ammonium-functionalized oligophenylenes Ono, Hideaki; Miyake, Junpei; Shimada, Shigehumi Journal of Materials Chemistry A, Vol. 3, Issue 43 https://doi.org/10.1039/C5TA06454F	journal	January 2015
Ether cleavage-triggered degradation of benzyl alkylammonium cations for polyethersulfone anion exchange membranes Miyanishi, Shoji; Yamaguchi, Takeo Physical Chemistry Chemical Physics, Vol. 18, Issue 17 https://doi.org/10.1039/C6CP00579A	journal	January 2016
An optimised synthesis of high performance radiation-grafted anion-exchange membranes Wang, Lianqin; Magliocca, Emanuele; Cunningham, Emma L. Green Chemistry, Vol. 19, Issue 3 https://doi.org/10.1039/C6GC02526A	journal	January 2017
Alkali-stable and highly anion conducting poly(phenylene oxide)s carrying quaternary piperidinium cations Dang, Hai-Son; Jannasch, Patric Journal of Materials Chemistry A, Vol. 4, Issue 30 https://doi.org/10.1039/C6TA01905F	journal	January 2016
Side-chain-type anion exchange membranes bearing pendant quaternary ammonium groups via flexible spacers for fuel cells Lin, Chen Xiao; Huang, Xiao Ling; Guo, Dong Journal of Materials Chemistry A, Vol. 4, Issue 36 https://doi.org/10.1039/C6TA05090E	journal	January 2016
Non-fluorinated pre-irradiation-grafted (peroxidated) LDPE-based anion-exchange membranes with high performance and stability Wang, Lianqin; Brink, Jethro J.; Liu, Ye Energy & Environmental Science, Vol. 10, Issue 10 https://doi.org/10.1039/C7EE02053H	journal	January 2017
Intermediate temperature fuel cells via an ion-pair coordinated polymer electrolyte Lee, Kwan-Soo; Maurya, Sandip; Kim, Yu Seung Energy & Environmental Science, Vol. 11, Issue 4 https://doi.org/10.1039/C7EE03595K	journal	January 2018
Base stable poly(diallylpiperidinium hydroxide) multiblock copolymers for anion exchange membranes Strasser, Derek J.; Graziano, Brendan J.; Knauss, Daniel M. Journal of Materials Chemistry A, Vol. 5, Issue 20 https://doi.org/10.1039/C7TA00905D	journal	January 2017
Robust anion conductive polymers containing perfluoroalkylene and pendant ammonium groups for high performance fuel cells Ono, Hideaki; Kimura, Taro; Takano, Aoi Journal of Materials Chemistry A, Vol. 5, Issue 47 https://doi.org/10.1039/C7TA09409D	journal	January 2017
Radiation-induced grafting of a butyl-spacer styrenic monomer onto ETFE: the synthesis of the most alkali stable radiation-grafted anion-exchange membrane to date Ponce-González, Julia; Ouachan, Imad; Varcoe, John R. Journal of Materials Chemistry A, Vol. 6, Issue 3 https://doi.org/10.1039/C7TA10222D	journal	January 2018
Beyond catalysis and membranes: visualizing and solving the challenge of electrode water accumulation and flooding in AEMFCs Omasta, Travis J.; Park, Andrew M.; LaManna, Jacob M. Energy & Environmental Science, Vol. 11, Issue 3 https://doi.org/10.1039/C8EE00122G	journal	January 2018
Anion exchange membranes with branched ionic clusters for fuel cells He, Yubin; Ge, Xiaolin; Liang, Xian Journal of Materials Chemistry A, Vol. 6, Issue 14 https://doi.org/10.1039/C8TA01114A	journal	January 2018
Optimization of the pendant chain length in partially fluorinated aromatic anion exchange membranes for alkaline fuel cells Ahmed Mahmoud, Ahmed Mohamed; Miyatake, Kenji Journal of Materials Chemistry A, Vol. 6, Issue 29 https://doi.org/10.1039/C8TA04310H	journal	January 2018
Proton-conducting membranes based on benzimidazole polymers for high-temperature PEM fuel cells. A chemical quest Asensio, Juan Antonio; Sánchez, Eduardo M.; Gómez-Romero, Pedro Chemical Society Reviews, Vol. 39, Issue 8 https://doi.org/10.1039/b922650h	journal	January 2010
Anion conducting poly(dialkyl benzimidazolium) salts Thomas, Owen D.; Soo, Kristen J. W. Y.; Peckham, Timothy J. Polymer Chemistry, Vol. 2, Issue 8 https://doi.org/10.1039/c1py00142f	journal	January 2011
Two-dimensional NMR spectroscopy reveals cation-triggered backbone degradation in polysulfone-based anion exchange membranes Arges, C. G.; Ramani, V. Proceedings of the National Academy of Sciences, Vol. 110, Issue 7 https://doi.org/10.1073/pnas.1217215110	journal	January 2013
Aromatic Polymers: Synthesis via Nickel Catalyzed Coupling of Aryl Chlorides Kwiatkowski, G. T.; Matzner, M.; Colon, I. Journal of Macromolecular Science, Part A, Vol. 34, Issue 10 https://doi.org/10.1080/10601329708010319	journal	October 1997
Fuel Cell Membrane Characterizations Kim, Yu Seung; Lee, Kwan-Soo Polymer Reviews, Vol. 55, Issue 2 https://doi.org/10.1080/15583724.2015.1011275	journal	April 2015
The Membrane–Electrode Interface in PEFCs Pivovar, B. S.; Kim, Y. S. Journal of The Electrochemical Society, Vol. 154, Issue 8 https://doi.org/10.1149/1.2740005	journal	January 2007
Stability of Cations for Anion Exchange Membrane Fuel Cells Einsla, Brian R.; Chempath, Shaji; Pratt, Lawrence 212th ECS Meeting, ECS Transactions https://doi.org/10.1149/1.2781031	conference	January 2007
The Membrane–Electrode Interface in PEFCs Kim, Yu Seung; Pivovar, Bryan S. Journal of The Electrochemical Society, Vol. 157, Issue 11 https://doi.org/10.1149/1.3481581	journal	January 2010
Thermochemical Stability Study of Alkyl-Tethered Quaternary Ammonium Cations for Anion Exchange Membrane Fuel Cells Mohanty, Angela D.; Tignor, Steven E.; Sturgeon, Matthew R. Journal of The Electrochemical Society, Vol. 164, Issue 13 https://doi.org/10.1149/2.0141713jes	journal	January 2017
Full Cell Study of Diels Alder Poly(phenylene) Anion and Cation Exchange Membranes in Vanadium Redox Flow Batteries Pezeshki, A. M.; Tang, Z. J.; Fujimoto, C. Journal of The Electrochemical Society, Vol. 163, Issue 1 https://doi.org/10.1149/2.0201601jes	journal	November 2015
Fabrication of Dense Cerium Pyrophosphate-Polystyrene Composite for Application as Low-Temperature Proton-Conducting Electrolytes Kim, Ji-Hye; Park, Eun J.; Lim, Dae-Kwang Journal of The Electrochemical Society, Vol. 162, Issue 10 https://doi.org/10.1149/2.0351510jes	journal	January 2015
Influence of Sulfone Linkage on the Stability of Aromatic Quaternary Ammonium Polymers for Alkaline Fuel Cells Amel, Alina; Zhu, Liang; Hickner, Michael Journal of The Electrochemical Society, Vol. 161, Issue 5 https://doi.org/10.1149/2.044405jes	journal	January 2014
Effect of Organic Cations on Hydrogen Oxidation Reaction of Carbon Supported Platinum Chung, Hoon Taek; Choe, Yoong-Kee; Martinez, Ulises Journal of The Electrochemical Society, Vol. 163, Issue 14 https://doi.org/10.1149/2.0511614jes	journal	January 2016
Analysis of Double Layer and Adsorption Effects at the Alkaline Polymer Electrolyte-Electrode Interface Ünlü, Murat; Abbott, Daniel; Ramaswamy, Nagappan Journal of The Electrochemical Society, Vol. 158, Issue 11 https://doi.org/10.1149/2.075111jes	journal	January 2011
Quaternary Ammonium Cation Specific Adsorption on Platinum Electrodes: A Combined Experimental and Density Functional Theory Study McCrum, I. T.; Hickner, M. A.; Janik, M. J. Journal of The Electrochemical Society, Vol. 165, Issue 2 https://doi.org/10.1149/2.1351802jes	journal	January 2018
Preparation and Characterization of Tetra-Imidazolium Hydroxide Polyphenylene Membranes via Nickel Catalyzed C–C Coupling Polymerization Jang, Hohyoun; Lee, Soonho; Ha, Jaeseong Energies, Vol. 9, Issue 4 https://doi.org/10.3390/en9040271	journal	April 2016

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