Tuning the effects of N1 substituents on the 2-methylimidazolium functionalized polynorbornene alkaline anion exchange membranes

Vijayakumar, 2019, Recent advancements in applications of alkaline anion exchange membranes for polymer electrolyte fuel cells, J. Ind. Eng. Chem., 70, 70, 10.1016/j.jiec.2018.10.026 Mohanty, 2016, Systematic alkaline stability study of polymer backbones for anion exchange membrane applications, Macromolecules, 49, 3361, 10.1021/acs.macromol.5b02550 Dang, 2015, Exploring different cationic alkyl side chain designs for enhanced alkaline stability and hydroxide ion conductivity of anion-exchange membranes, Macromolecules, 48, 5742, 10.1021/acs.macromol.5b01302 Liu, 2018, Anion exchange membranes with well-developed conductive channels: effect of the functional groups, J. Membr. Sci., 564, 298, 10.1016/j.memsci.2018.07.038 W, 2020, You, K.J.T. Noonan, G.W. Coates, Alkaline-stable anion exchange membranes: a review of synthetic approaches, Prog. Polym. Sci., 100 Dekel, 2018, Review of cell performance in anion exchange membrane fuel cells, J. Power Sources, 375, 158, 10.1016/j.jpowsour.2017.07.117 Gottesfeld, 2018, Anion exchange membrane fuel cells: current status and remaining challenges, J. Power Sources, 375, 170, 10.1016/j.jpowsour.2017.08.010 Cha, 2019, Ether-free polymeric anion exchange materials with extremely low vanadium ion permeability and outstanding cell performance for vanadium redox flow battery (VRFB) application, J. Power Sources, 413, 158, 10.1016/j.jpowsour.2018.12.036 Lin, 2019, Construction of crosslinked polybenz imidazole-based anion exchange membranes with ether-bond-free backbone, J. Membr. Sci., 590, 10.1016/j.memsci.2019.117303 Hu, 2019, Comb-shaped anion exchange membrane with densely grafted short chains or loosely grafted long chains?, J. Membr. Sci., 585, 150, 10.1016/j.memsci.2019.05.034 Lai, 2020, Comb-shaped fluorene-based poly(arylene ether sulfone nitrile) as anion exchange membrane, Int. J. Hydrogen Energy, 45, 11148, 10.1016/j.ijhydene.2020.02.057 Wang, 2019, Branched poly(ether ether ketone) based anion exchange membrane for H2/O2 fuel cel, Int. J. Hydrogen Energy, 44, 23750, 10.1016/j.ijhydene.2019.07.080 Yang, 2018, Hyperbranched poly(arylene ether ketone) anion exchange membranes for fuel cells, J. Membr. Sci., 560, 77, 10.1016/j.memsci.2018.05.015 Lin, 2017, Thermoplastic interpenetrating polymer networks based on polybenzimidazole and poly (1, 2-dimethy-3-allylimidazolium) for anion exchange membranes. Electrochim, Acta, 257, 9 Ouadah, 2018, Imidazolium-grafted graphene oxide via free radical polymerization: an efficient and simple method for an interpenetrating polymer network as electrolyte membrane, Compos. Sci. Technol., 164, 204, 10.1016/j.compscitech.2018.05.003 Tadavani, 2019, A mechanically robust multication double-network polymer as an anion-exchange membrane: high ion conductivity and excellent chemical stability, Ploymer, 178, 121608, 10.1016/j.polymer.2019.121608 Zhang, 2020, Bis-imidazolium functionalized self-crosslinking block polynorbornene anion exchange membrane, Int. J. Hydrogen Energy, 45, 13090, 10.1016/j.ijhydene.2020.03.046 Lin, 2013, Alkaline stable C2-substituted imidazolium-based anion-exchange membranes, Chem. Mater., 25, 1858, 10.1021/cm400468u Ryo, 2015, A theoretical study of how C2-substitution affects alkaline stability in imidazolium-based anion exchange membranes, Solid State Ionics, 278, 5, 10.1016/j.ssi.2015.05.006 Si, 2014, Alkaline stable imidazolium-based ionomers containing poly(arylene ether sulfone) side chains for alkaline anion exchange membranes, J. Mater. Chem. A, 2, 4413, 10.1039/c3ta15178f Hugar, 2015, Imidazolium cations with exceptional alkaline stability: a systematic study of structure-stability relationships, J. Am. Chem. Soc., 137, 8730, 10.1021/jacs.5b02879 Jheng, 2017, Study on the alkaline stability of imidazolium and benzimidazolium based polyelectrolytes for anion exchange membrane fuel cells, Int. J. Hydrogen Energy, 42, 5315, 10.1016/j.ijhydene.2016.11.129 Zhu, 2018, A benzyltetramethylimidazolium-based membrane with exceptional alkaline stability in fuel cells: role of its structure in alkaline stability, J. Mater. Chem. A, 6, 527, 10.1039/C7TA09095A Diem, 2019, C2 and N3 substituted imidazolium functionalized poly(arylene ether ketone) anion exchange membrane for water electrolysis with improved chemical stability, J. Membr. Sci., 581, 139, 10.1016/j.memsci.2019.03.060 Gu, 2014, Highly stable N3-substituted imidazolium-based alkaline anion exchange membranes: experimental studies and theoretical calculations, Macromolecules, 47, 208, 10.1021/ma402334t Yang, 2015, Highly alkaline stable N1-alkyl substituted 2-methylimidazolium functionalized alkaline anion exchange membranes, J. Mater. Chem. A, 3, 8559, 10.1039/C5TA00562K Huang, 2020, Facile self-crosslinking to improve mechanical and durability of polynorbornene for alkaline anion exchange membranes, Int. J. Hydrogen Energy, 45, 13068, 10.1016/j.ijhydene.2020.03.013 Wang, 2016, Alkaline stability of poly(phenylene oxide) based anion exchange membranes containing imidazolium cations, J. Electrochem. Soc., 163, F824, 10.1149/2.0551608jes Chen, 2019, Highly conducting anion-exchange membranes based on cross-linked poly(norbornene): ring opening metathesis polymerization, ACS Appl. Energy Mater., 2, 2458, 10.1021/acsaem.8b02052 He, 2020, Alkaline anion exchange membranes with imidazolium-terminated flexible side-chain cross-linked topological structure based on ROMP-type norbornene copolymers, Polymer, 195, 122412, 10.1016/j.polymer.2020.122412 Du, 2018, Imidazolium-functionalized poly (arylene ether ketone) cross-linked anion exchange membranes, J. Membr. Sci., 566, 205, 10.1016/j.memsci.2018.09.020 Xu, 2018, Imidazolium functionalized poly(aryl ether ketone) anion exchange membranes having star main chains or side chains, Renew. Energy, 127, 910, 10.1016/j.renene.2018.04.077 Wang, 2019, Synthesized Geminal-imidazolium-type ionic liquids applying for PVA-FP/[DimL][OH] anion exchange membranes for fuel cells, Ploymer, 170, 31, 10.1016/j.polymer.2019.02.051 Lu, 2015, Polybenzimidazole-crosslinked poly(vinylbenzyl chloride) with quaternary 1,4-diazabicyclo (2.2.2) octane groups as high perforance anion exchange membrane for fuel cells, J. Power Sources, 296, 204, 10.1016/j.jpowsour.2015.07.048 Rao, 2013, Imidazolium-functionalized poly(arylene ether sulfone) block copolymer as an anion exchange membrane for alkaline fuel cell, Polymer, 54, 111, 10.1016/j.polymer.2012.11.023 Lin, 2014, Alkaline stable C2-substituted imidazolium-based cross-linked anion exchange membranes for alkaline fuel cell applications, J. Power Sources, 266, 186, 10.1016/j.jpowsour.2014.05.003 Zheng, 2018, Water uptake study of anion exchange membranes, Macromolecules, 51, 3264, 10.1021/acs.macromol.8b00034 Disabb-Miller, 2018, In cross-linked bis(terpyridine)ruthenium-based anion exchange membranes, Macromolecules, 46, 9279, 10.1021/ma401701n Yang, 2016, Preparation and investigation of various imidazolium-functionalized poly(2,6-dimethyl-1,4-phenylene oxide) anion exchange membranes, Electrochim. Acta, 207, 112, 10.1016/j.electacta.2016.04.176 Wang, 2018, N3-adamantyl imidazolium cations: alkaline stability assessment and the corresponding comb-shaped anion exchange membranes, J. Membr. Sci., 245, 116, 10.1016/j.memsci.2017.09.069 Peng, 2018, Effect of CO2 absorption on ion and water mobility in an anion exchange membrane, J. Power Sources, 380, 64, 10.1016/j.jpowsour.2018.01.071 Jin, 2018, A novel strategy to construct highly conductive and stabilized anionic channels by fluorocarbon grafted polymers,, J. Membr. Sci., 549, 631, 10.1016/j.memsci.2017.10.050 Zhang, 2019, Highly conductive anion exchange membranes based on one-step benzylation modification of poly(ether ether ketone), J. Membr. Sci., 574, 205, 10.1016/j.memsci.2018.12.080 Lai, 2015, Benzylmethyl-containing poly(arylene ether nitrile) as anion exchange membranes for alkaline fuel cells, J. Membr. Sci., 481, 9, 10.1016/j.memsci.2015.02.013 Ziv, 2018, A practical method for measuring the true hydroxide conductivity of anion exchange membranes, Electrochem, Commun. Now., 88, 109 Chen, 2017, Dimensionally stable hexamethylenetetramine functionalized polysulfone anion exchange membranes, J. Mater. Chem. A, 5, 15038, 10.1039/C7TA01218G Zhu, 2018, Exploring backbone-cation alkyl spacers for multi-cation side chain anion exchange membranes, J. Power Sources, 375, 433, 10.1016/j.jpowsour.2017.06.020 Wu, 2019, Novel crosslinked aliphatic anion exchange membranes with pendant pentafluorophenyl groups, Electrochim, Acta, 321, 134634 Lee, 2019, Development of highly alkaline stable OH--conductors based on imidazolium cations with various substituents for anion exchange membrane-based alkaline fuel cells, J. Phys. Chem. C, 123, 13508, 10.1021/acs.jpcc.9b02991 Dekel, 2017, The effect of water on the stability of quaternary ammonium groups for anion exchange membrane fuel cell applications, Chem. Mater., 29, 4425, 10.1021/acs.chemmater.7b00958 Diesendruck, 2018, Water – a key parameter in the stability of anion exchange membrane fuel cells, Curr. Opin. Electroche, 9, 173, 10.1016/j.coelec.2018.03.019 Dekel, 2018, The critical relation between chemical stability of cations and water in anion exchange membrane fuel cells environment, J. Power Sources, 375, 351, 10.1016/j.jpowsour.2017.08.026 Willdorf-Cohen, 2018, Chemical stability of poly(phenylene oxide)-based ionomers in an anion exchange-membrane fuel cell environment, J. Mater. Chem. A, 6, 22234, 10.1039/C8TA05785K Pan, 2018, Benzimidazolium functionalized polysulfone-based anion exchange membranes with improved alkaline stability, Chin. J. Polym. Sci., 36, 129, 10.1007/s10118-018-2049-3 Fan, 2019, Poly(bis-arylimidazoliums) possessing high hydroxide ion exchange capacity and high alkaline stability, Nat. Commun., 10, 2306, 10.1038/s41467-019-10292-z Mong, 2018, Alkaline anion exchange membrane from poly(arylene ether ketone)-g-polyimidazolium copolymer for enhanced hydroxide ion conductivity and thermal, mechanical, and hydrolytic stability, Electrochim. Acta, 209, 544, 10.1016/j.electacta.2018.09.122 Qiu, 2019, Preparation of anion exchange membrane with enhanced conductivity and alkaline stability by incorporating ionic liquid modified carbon nanotubes, J. Membr. Sci., 573, 1, 10.1016/j.memsci.2018.11.070 Wei, 2019, Side-chain-type imidazolium-functionalized anion exchange membranes: the effects of additional hydrophobic side chains and their hydrophobicity, J. Membr. Sci., 579, 219, 10.1016/j.memsci.2019.02.058 Zhang, 2020, Olefin metathesis-crosslinked, bulky imidazolium-based anion exchange membranes with excellent base stability and mechanical properties, J. Membr. Sci., 598, 117793, 10.1016/j.memsci.2019.117793 Li, 2018, Incorporating imidazolium-functionalized graphene oxide into imidazolium-functionalized poly(ether ether ketone) for enhanced hydroxide conductivity, J. Membr. Sci., 565, 233, 10.1016/j.memsci.2018.08.022 Maurya, 2018, Rational design of polyaromatic ionomers for alkaline membrane fuel cells with 1 W cm-2 power density, Energy Environ. Sci., 11, 3283, 10.1039/C8EE02192A Liu, 2018, Tuning the properties of poly(2,6-dimethyl-1,4-phenylene oxide) anion exchange membranes and their performance in H2/O2 fuel cells, Energy Environ. Sci., 11, 435, 10.1039/C7EE02468A Aeri, 2017, Characteristics of hydrogen crossover through pinhole in polymer electrolyte membrane fuel cells, J. Membr. Sci., 523, 138, 10.1016/j.memsci.2016.09.009