Membrane Science and Technology

Position：Home >> Abstract

Preparation and performance study of polyarylpiperidine
anion exchange membranes containing indole

Authors： LIU Zhizhuo, LIU Yingnuo, XUJingmei, WANG Zhe

Units： School of Chemical Engineering, Changchun University of Technology, Changchun 130102，China

KeyWords： anion exchange membrane； dimensional stability； ion conductivity； fuel cell

ClassificationCode：O631.6

year,volume(issue):pagination： 2026, 46(3):22-30

Abstract：

In response to the current urgent demand for membrane materials that possess both high chemical stability and efficient hydrogen-oxygen ion conductivity for anion exchange membrane fuel cells, this work aims to prepare a novel type of anion exchange membrane based on a rigid aromatic framework and quaternary ammonium functional sites. Random copolymers with “terphenyl-piperidine” and “terphenyl-indole” structures in the main chain were prepared by condensation polymerization of terphenyl, N-methyl-4-piperidone and indole-2,3-dione in dichloromethane solvent catalyzed by trifluoroacetic acid/trifluoromethanesulfonic acid. Subsequently, the copolymer was quaternized with methyl iodide to introduce quaternary ammonium groups. Finally, functional polymer featuring both a rigid aromatic backbone and ion-conducting sites was obtained. The ion conductivity of the prepared QPTIDP-50 membrane reached 101.98 mS/cm at 80 ℃, with a swelling ratio of 20.17%, demonstrating good dimensional stability. In this study, ether-free anion exchange membranes with good stability and high ionic conductivity were prepared through molecular structure design. The structure-performance relationship of the membrane material under the regulation of rigid monomer content was clarified, providing an important reference for the design and development of high performance membrane materials for anion exchange membrane fuel cells.

Funds：

国家自然科学基金（52473205，U24A20505）；吉林省自然科学基金（YDZJ202501ZYTS336）

AuthorIntro：

第一作者简介：刘治灼（2000-），男，吉林松原人，硕士，主要研究方向为阴离子交换膜.*通讯作者,徐晶美，E-mail：xujingmei@ccutedu.cn；王哲，E-mail：wangzhe@ ccut.edu.cn

Reference：

［1］Liu H, Wang H, Cheng L, et al. Beyond conventional chlor-alkali: The anion-exchange membrane breakthrough ［J］. AIChE Journal, 2025, 71(11): e70037.
［2］Zhou Y, Xiao Q, Li W, et al. Synthesis and properties of branched-crosslinked poly (aryl piperidinium) anion exchange membranes ［J］. Electron Mater Lett， 2025, 21(5): 726-41.
［3］张欣妍, 张本贵, 姜思男, 等. 吡啶型部分氟化含金刚烷结构聚芳醚膜的制备及钒液流电池性能研究［J］. 膜科学与技术, 2025, 45(6): 26-35.
［4］Tao R, Shao M, Kim Y. Polyarylene-based anion exchange membranes for fuel cells ［J］. Chem Eur J, 2024, 30(41): e202401208.
［5］Lei H, Yang X, Chen Z, et al. Multiscale understanding of anion exchange membrane fuel cells: Mechanisms, electrocatalysts, polymers, and cell management ［J］. Adv Mater, 2025, 37(8): 2410106.
［6］Yuan W, Zheng X, Yuan C, et al. Antioxidant poly (aryl piperidinium) anion exchange membrane for fuel cells ［J］. Macromolecules, 2025, 58(23): 12836-12844.
［7］袁坤坤, 廖德祥, 袁方朕, 等. 侧链型阴离子交换膜改性研究进展［J］. 膜科学与技术, 2025, 45(6): 166-173,183.
［8］Xu J M, Zhang Z G, Yang K, et al. Synthesis and properties of novel cross-linked composite sulfonated poly(aryl ether ketone sulfone) containing multiple sulfonic side chains for high-performance proton exchange membranes ［J］. Renew Energ, 2019, 138: 1104-1113.
［9］Vincent I, Kruger A, Bessarabov D. Development of efficient membrane electrode assembly for low cost hydrogen production by anion exchange membrane electrolysis ［J］. Int J Hydrog Energy, 2017, 42(16): 10752-10761.
［10］孙璇, 王曙光, 张蓉,等. 两性聚醚醚酮离子交换膜制备及应用［J］. 膜科学与技术, 2023, 43(2): 17-23.
［11］Sui Z, Wang Z, Wang S, et al. Side-chain type PPO based anion exchange membrane with steric hindrance containing dual conduction sites ［J］. Electrochim Acta, 2024, 496: 144511.
［12］Han Y, Xu F, Ji J, et al. Phosphoric acid-doped cross-linked poly (phenylene oxide)-based membranes for high temperature proton exchange membrane fuel cells ［J］. Int J Hydrog Energy, 2024, 50: 1417-1426.
［13］Han J, Lee H, Kim J, et al. Sulfonated poly (arylene ether sulfone) composite membrane having sulfonated polytriazole grafted graphene oxide for high-performance proton exchange membrane fuel cells［J］. J Membr Sci, 2020, 612: 118428.
［14］Cai Y Y, Yang Q, Zhu Z Y, et al. Achieving efficient proton conduction in a MOF-based proton exchange membrane through an encapsulation strategy［J］. J Membr Sci, 2019, 590: 117277.
［15］Wang H, Sun N, Xu X, et al. Adenosine triphosphate@ graphene oxide proton channels for proton exchange membranes constructed via electrostatic layer-by-layer deposition［J］. J Membr Sci, 2021, 620: 118880.
［16］Ma X, Liu A, Si J, et al. Hydrophobicity regulation of hyperbranched poly (aryl piperidine) anion exchange membranes for fuel cells ［J］. Macromolecules, 2024, 57(19): 9346-9354.
［17］Zhang X, Gong S, Han L, et al. β-Cyclodextrin-enabled, densely cross-linked anion-exchange membranes for fuel cell applications ［J］. J Membr Sci, 2024, 709: 123113.
［18］Tao R, Cui Y, Tian Y, et al. Poly (aryl piperidiniums) with imidazolium side chains for anion exchange membrane fuel cells ［J］. J Power Sources, 2025, 638: 236640.
［19］Jeevitha A, Arunkumar I, Asaithambi A, et al. Poly(biphenyl piperidinium)/poly(vinyl alcohol)-based blended anion exchange membrane for fuel cell application ［J］. ACS Appl Polym Mater, 2025, 7(13): 8547-8557.
［20］Zhang X, Yu Z, Tang J, et al. Advances in composite anion-exchange membranes for fuel cells: Modification approaches and synthesis strategies ［J］. Mater Today Chem, 2025, 43: 102496.
［21］Xie N, Han J, Kang H, et al. Enhanced performance and stability of poly(carbazole)-based anion exchange membranes via synergistic dual side chains for fuel cell applications ［J］. ACS Appl Polym Mater, 2024, 6(2): 1514-1527.
［22］Gokulapriyan R, Kim B H, Vijayapradeep S, et al. Synthesis of poly N-aryl piperidinium membrane and ionomer for anion exchange membrane fuel cell applications ［J］. J Membr Sci, 2024, 700: 122692.
［23］Zheng S, Ning N, Hua Y, et al. A novel side-chain type double-cation grafted poly(binaphthyl triphenyl piperidine) membranes for anion exchangemembrane fuel cells ［J］. ChemNanoMat, 2024, 10(7): e202300542.
［24］Mao J, Wang X, Nie Y, et al. Anion exchange ionomers for anion exchange membrane fuel cells:Properties, advances, and future directions ［J］. Int J Hydrog Energy, 2025, 196: 152593.
［25］Gong S, Han L, Zhang X, et al. Loosened hydrophobic microphase to facilitate ion channel formation in anion exchange membrane for fuel cell applications ［J］. Chem Eng J, 2025, 504: 158978.
［26］Li Y, Huang K, Xu F, et al. Semi-interpenetrating polymer network anion exchange membranes for anion exchange membrane fuel cell applications ［J］. ACS Appl Polym Mater, 2025, 7(3): 2053-2060.
［27］Sun B, Zhang Y, Gu Y, et al. Novel π-π stacked poly(aryl-piperidine) anion exchange membranes with excellent stability for fuel cells ［J］. J Membr Sci, 2025, 724: 123957.
［28］Hao X, Li Z, Xiao M, et al. Intermolecular acid-base-pairs containing poly(p-terphenyl-co-isatin piperidinium) for high temperature proton exchange membrane fuel cells ［J］. Energy Environ Mater, 2024, 7(3): e12621.
［29］Han L, Gong S, Zhang X, et al. Four-arm star-shaped high-performance poly(aryl piperidine) anion exchange membranes for fuel cells ［J］. J Mater Chem A, 2024, 12(11): 6341-6350.
［30］Peng Z, Ren Z, Chen S, et al. Flexibly linked and isomeric piperidinium-based anion exchange membrane with enhanced alkaline stability for durable alkaline water electrolysis［J］. Int J Hydrog Energy, 2025, 188: 151884.
［31］Lin Y, He B, Zhou Q, et al. High-strength anion-exchange fuel cell membranes based on imidazole-functionalized poly-ether-ether-ketone materials ［J］. Int J Hydrog Energy, 2024, 62: 760-768.
［32］Jin Y, Zhao D, Wang J, et al. Preparation and properties of PPO-based anion exchange membranes with flexible side chains for fuel cells［J］. React Funct Polym, 2024, 197: 105862.
［33］Wang Q, Wei T, Peng Z, et al. High-performance anion exchange membranes based on poly(oxindole benzofuran dibenzo-18-crown-6)s functionalized with hydroxyl and quaternary ammonium groups for alkaline water electrolysis［J］. J Colloid Interface Sci, 2025, 686: 304-317.
［34］Gong S, Li L, Ma L, et al. Blend anion exchange membranes containing polymer of intrinsic microporosity for fuel cell application ［J］. J Membr Sci, 2020, 595: 117541.

Service：

【Download】【Collect】

《膜科学与技术》编辑部 Address: Bluestar building, 19 east beisanhuan road, chaoyang district, Beijing; 100029 Postal code; Telephone：010-80492417/010-80485372; Fax：010-80485372 ; Email：mkxyjs@163.com