Abstract
Anion exchange membranes (AEMs) generally suffer from a trade-off between ionic conductivity and dimensional stability. Conventional crosslinking modification improves dimensional stability at the expense of ionic conductivity. To address this problem, a simultaneous quaternization and crosslinking strategy using tertiary diamine-based bis-imidazole crosslinkers was employed to form crosslinked networks in which imidazolium groups function as both crosslinking nodes and anion-conducting sites. In this study, six bis-imidazole-crosslinked polystyrene-based AEMs were synthesized by systematically varying the tether length, tether hydrophilicity, and C2 substitution on the imidazolium ring. All the crosslinked AEMs showed limited water uptake, good dimensional stability, and adequate mechanical strength. Additionally, they exhibited appreciable hydroxide ion conductivities, indicating that both imidazolium- and methylimidazolium-linked crosslinked networks can effectively facilitate ion transport. Among them, the unsubstituted imidazolium-linked membrane with a longer ether-containing tether showed the highest hydration number and achieved the highest hydroxide ion conductivity of 0.0839 S cm−1 at 80 °C. However, the unsubstituted imidazolium linkage was unstable under alkaline conditions. Notably, the C2-methyl-substituted imidazolium-linked membrane with a longer ether-containing tether maintained high conductivity after prolonged alkaline treatment and delivered a fuel cell performance comparable to that of the commercial polystyrene-based AEM Sustainion X37-RT, demonstrating its potential for AEMFC applications.
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References
Nnabuife SG, Oko E, Kuang B, Bello A, Onwualu AP, Oyagha S, et al. The prospects of hydrogen in achieving net zero emissions by 2050: a critical review. Sustain Chem Clim Action. 2023;2:100024.
Kumaraswamy A, Garud SS, Karimi IA, Farooq S. Hydrogen for net-zero emissions in ASEAN by 2050. Int J Hydrog Energy. 2024;90:575–87.
Qasem NAA, Abdulrahman GAQ. A recent comprehensive review of fuel cells: history, types, and applications. Int J Energy Res. 2024;2024:7271748.
Zhang H, Shen PK. Recent development of polymer electrolyte membranes for fuel cells. Chem Rev. 2012;112:2780–832.
Varcoe JR, Slade RCT. Prospects for alkaline anion-exchange membranes in low temperature fuel cells. Fuel Cells. 2005;5:187–200.
Cheng J, He G, Zhang F. A mini-review on anion exchange membranes for fuel cell applications: stability issue and addressing strategies. Int J Hydrog Energy. 2015;40:7348–60.
Chae JE, Lee SY, Yoo SJ, Kim JY, Jang JH, Park H-Y, et al. Polystyrene-based hydroxide-ion-conducting ionomer: binder characteristics and performance in anion-exchange membrane fuel cells. Polymers. 2021;13:690.
Tuli SK, Roy AL, Elgammal RA, Zawodzinski TA, Fujiwara T. Polystyrene-based anion exchange membranes via click chemistry: improved properties and AEM performance. Polym Int. 2018;67:1302–12.
Lin B, Xu F, Su Y, Zhu Z, Ren Y, Ding J, et al. Facile preparation of anion-exchange membrane based on polystyrene-b-polybutadiene-b-polystyrene for the application of alkaline fuel cells. Ind Eng Chem Res. 2019;58:22299–305.
Wang Z, Parrondo J, Ramani V. Anion exchange membranes based on polystyrene-block-poly(ethylene-ran-butylene)-block-polystyrene triblock copolymers: cation stability and fuel cell performance. J Electrochem Soc. 2017;164:F1216.
Jin Y, Zhao D, Wang J, Li Y, Li M, Zou X, et al. Preparation and properties of PPO-based anion exchange membranes with flexible side chains for fuel cells. React Funct Polym. 2024;197:105862.
Chen P-Y, Chiu T-H, Chen J-C, Chang K-P, Tung S-H, Chuang W-T, et al. Poly(ether sulfone)-based anion exchange membranes containing dense quaternary ammonium cations and their application for fuel cells. ACS Appl Energy Mater. 2021;4:2201–17.
Varcoe JR, Atanassov P, Dekel DR, Herring AM, Hickner MA, Kohl PA, et al. Anion-exchange membranes in electrochemical energy systems. Energy Environ Sci. 2014;7:3135–91.
Titirici M-M, Szilágyi PÁ. Hydroxide ion-conducting metal–organic frameworks for anion-exchange membrane applications. Mater Adv. 2022;3:8815–29.
Gottesfeld S, Dekel DR, Page M, Bae C, Yan Y, Zelenay P, et al. Anion exchange membrane fuel cells: current status and remaining challenges. J Power Sources. 2018;375:170–84.
Clemens AL, Jayathilake BS, Karnes JJ, Schwartz JJ, Baker SE, Duoss EB, et al. Tuning alkaline anion exchange membranes through crosslinking: a review of synthetic strategies and property relationships. Polymers. 2023;15:1534.
Lin CX, Zhuo YZ, Hu EN, Zhang QG, Zhu AM, Liu QL. Crosslinked side-chain-type anion exchange membranes with enhanced conductivity and dimensional stability. J Membr Sci. 2017;539:24–33.
Xue J, Liu L, Liao J, Shen Y, Li N. UV-crosslinking of polystyrene anion exchange membranes by azidated macromolecular crosslinker for alkaline fuel cells. J Membr Sci. 2017;535:322–30.
Qaisrani NA, Afzal W, Khalid U, Qaisrani MM, Azeem S, Ahmad A, et al. The role of cross-linkers in the performance of anion exchange membrane for fuel cell applications. Colloids Surf A Physicochem Eng Asp. 2025;705:135561.
Wang J, He G, Wu X, Yan X, Zhang Y, Wang Y, et al. Crosslinked poly (ether ether ketone) hydroxide exchange membranes with improved conductivity. J Membr Sci. 2014;459:86–95.
Lu W, Shao Z-G, Zhang G, Li J, Zhao Y, Yi B. Preparation of anion exchange membranes by an efficient chloromethylation method and homogeneous quaternization/crosslinking strategy. Solid State Ion. 2013;245–6:8–18.
Lin B, Xu F, Chu F, Ren Y, Ding J, Yan F. Bis-imidazolium based poly(phenylene oxide) anion exchange membranes for fuel cells: the effect of cross-linking. J Mater Chem A. 2019;7:13275–83.
Rao AHN, Nam S, Kim T-H. Alkyl bisimidazolium-mediated crosslinked comb-shaped polymers as highly conductive and stable anion exchange membranes. RSC Adv. 2016;6:16168–76.
Dai J, He G, Ruan X, Zheng W, Pan Y, Yan X. Constructing a rigid crosslinked structure for enhanced conductivity of imidazolium functionalized polysulfone hydroxide exchange membrane. Int J Hydrog Energy. 2016;41:10923–34.
Qaisrani NA, Ma L, Hussain M, Liu J, Li L, Zhou R, et al. Hydrophilic flexible ether containing, cross-linked anion-exchange membrane quaternized with DABCO. ACS Appl Mater Interfaces. 2020;12:3510–21.
Sung S, Mayadevi TS, Min K, Lee J, Chae JE, Kim T-H. Crosslinked PPO-based anion exchange membranes: the effect of crystallinity versus hydrophilicity by oxygen-containing crosslinker chain length. J Membr Sci. 2021;619:118774.
Jheng L-C, Tai C-K, Hsu SL-C, Lin B-Y, Chen L, Wang B-C, et al. Study on the alkaline stability of imidazolium and benzimidazolium based polyelectrolytes for anion exchange membrane fuel cells. Int J Hydrog Energy. 2017;42:5315–26.
Jheng L-C, Hsu C-Y, Yeh H-Y. Anion exchange membranes based on imidazoline quaternized polystyrene copolymers for fuel cell applications. Membranes. 2021;11:901.
Shiraishi K. Terminal end groups of poly(ethylene glycol) reduce antigenicity. Polym J. 2025;58:461–9.
Ting W-H, Dai SA, Lee H-T, Chen FMC, Su W-C, Jeng R-J. Facile Synthetic route toward high conversion primary aliphatic poly(vinyl benzyl isocyanate) via iodination. Polym J. 2009;41:1011–7.
Chen X, Zhan Y, Tang J, Yang X, Sun A, Lin B, et al. Advances in high performance anion exchange membranes: molecular design, preparation methods, and ion transport dynamics. J Environ Chem Eng. 2023;11:110749.
Vengatesan S, Santhi S, Jeevanantham S, Sozhan G. Quaternized poly (styrene-co-vinylbenzyl chloride) anion exchange membranes for alkaline water electrolysers. J Power Sources. 2015;284:361–8.
Jeevanantham S, Hosimin S, Vengatesan S, Sozhan G. Quaternized poly(styrene-co-vinylbenzyl chloride) anion exchange membranes: role of different ammonium cations on structural, morphological, thermal and physio-chemical properties. N J Chem. 2018;42:380–7.
Ulewicz M, Radzyminska-Lenarcik E. Application of hydrophobic alkylimidazoles in the separation of non-ferrous metal ions across plasticised membranes—a review. Membranes. 2020;10:331.
Rezayani M, Sharif F, Makki H. Understanding ion diffusion in anion exchange membranes; effects of morphology and mobility of pendant cationic groups. J Mater Chem A. 2022;10:18295–307.
Chen Q-G, Lee M-T. Anion exchange membranes for fuel cells based on quaternized polystyrene-b-poly(ethylene-co-butylene)-b-polystyrene triblock copolymers with spacer-sidechain design. Polymers. 2022;14:2860.
Clary JM, Wang L, Yan Y, Frischknecht AL, Vigil-Fowler D. Effect of stoichiometry and hydration level on water domain size and transport in poly(aryl piperidinium) alkaline anion-exchange membranes. J Membr Sci. 2025;717:123517.
Fernandez Bordín SP, Andrada HE, Carreras AC, Castellano GE, Oliveira RG, Galván Josa VM. Nafion membrane channel structure studied by small-angle X-ray scattering and Monte Carlo simulations. Polymer. 2018;155:58–63.
Hsu WY, Gierke TD. Ion transport and clustering in Nafion perfluorinated membranes. J Membr Sci. 1983;13:307–26.
Kusoglu A, Weber AZ. New insights into perfluorinated sulfonic-acid ionomers. Chem Rev. 2017;117:987–1104.
Su F-C, Yu H-H, Yang H. Anion-exchange membranes’ characteristics and catalysts for alkaline anion-exchange membrane fuel cells. Membranes. 2024;14:246.
Jheng LC, Hsu SLC, Lin BY, Hsu YL. Quaternized polybenzimidazoles with imidazolium cation moieties for anion exchange membrane fuel cells. J Membr Sci. 2014;460:160–70.
Salma U, Shalahin N. A mini-review on alkaline stability of imidazolium cations and imidazolium-based anion exchange membranes. Results Mater. 2023;17:100366.
Acknowledgements
The authors would like to thank the National Science and Technology Council (Taiwan, R.O.C.) for funding under project numbers MOST 110-2221-E-006-007 and MOST 111-2221-E-992-006-MY3. Additionally, the authors acknowledge the use of the Bruker Avance 600 NMR spectrometer and the Bruker NANOSTAR U system, which belong to the Instrument Center of National Cheng Kung University (NCKU), along with the operational assistance provided by Mrs. Bi-Yun Lin and Mr. Kun-Hsu Lee.
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Jheng, LC., Liu, TE., Yeh, HY. et al. Simultaneous quaternization and crosslinking of polystyrene-based anion exchange membranes using bis-imidazole crosslinkers for fuel cell applications. Polym J (2026). https://doi.org/10.1038/s41428-026-01191-4
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DOI: https://doi.org/10.1038/s41428-026-01191-4


