| 392 | 0 | 504 |
| 下载次数 | 被引频次 | 阅读次数 |
阴离子交换膜(AEMs)作为核心部件已被广泛应用于燃料电池、电解槽以及液流电池等多种能源转化与存储器件中，其性能直接影响这些电化学器件的性能。虽可以通过控制聚合物骨架结构以及离子基团在聚合物结构中的相对位置和分布等因素对AEMs的微相分离结构和性能进行调控，但AEMs材料通常存在多种降解途径，其离子传导率与吸水率或尺寸稳定性也存在Trade-off关系，发展综合性能优异的AEMs材料极具挑战性。文章以芴及其衍生的结构基元为核心，详细介绍了芴基结构修饰策略及其衍生物制备、芴基阴离子交换膜的聚合方法，以及芴基阴离子交换膜的微纳结构调控。文章聚焦高性能芴基AEMs新的发展趋势，尤其是近年来发展迅速的超酸催化体系制备主链非醚键的芴基AEMs材料，旨在为高性能AEMs材料的结构设计和性能调控提供参考和借鉴。
Abstract：Anion exchange membrane(AEMs), as a key component, has been widely used in fuel cells,electrolyzers, flow batteries and other energy conversion and storage devices, and its performance directly affects the performance of these electrochemical devices. The microphase separation structure and properties of AEMs can be regulated by controlling the polymer skeleton structure and the relative position and distribution of ionic groups in the polymer structure. However, AEMs materials usually have multiple degradation pathways and there is a trade-off relationship between ionic conductivity and water absorption(or dimensional stability), therefore the development of AEMs materials with excellent comprehensive properties is a great challenge. With fluorene and its derivative structure motifs as core, this paper introduces in detail the structural modification strategy of fluorene and the preparation of its derivatives, the Polymerization method of fluorene-based anion exchange membrane, and the micro and nano structure control of fluorene-based anion exchange membrane, focusing on the new development trend of high-performance fluorene-based AEMs, especially the preparation of fluorenebased AEMs materials with non-ether bond in main chain by superacid catalytic system which has developed rapidly in recent years, to provide a reference for the structural design and performance control of highperformance AEMs materials.
1张绍玲,徐铜文,刘兆明.阴离子交换膜的制备和改性研究进展[J].离子交换与吸附,2006,22(4):375-384.
2 Ge X L,Zhang F,Wu L,et al.Current challenges and perspectives of polymer electrolyte membranes[J].Macromolecules,2022,55:3773-3787.
3 Zuo P P,Xu Z,Zhu Q,et al.Ion exchange membranes:constructing and tuning ion transport channels[J].Adv.Funct.Mater.,2022,32:2207366.
4 Tao Z W,Wang C Y,Zhao X Y,et al.Progress in high-performance anion exchange membranes based on the design of stable cations for alkaline fuel cells[J].Adv.Mater.Technol,2021:2001220.
5 Song W J,Zhang X,Yang C,et al.Alkaline membranes toward electrochemical energy devices:Recent development and future perspectives[J].ACS Cent.Sci,2023,9:1538-1557.
6 Park E J,Arges C G,Xu H,et al.Membrane strategies for water electrolysis[J].ACS Energy Lett,2022,7:3447-3457.
7 Yang Y X,Li P,Zheng X B,et al.Anion-exchange membrane water electrolyzers and fuel cells[J].Chem.Soc.Rev,2022,51:9620-9693.
8 Du N Y,Roy C,Peach R,et al.Anion-exchange membrane water electrolyzers[J].Chem.Rev,2022,122:11830-11895.
9 Chen H H,Tao R,Bang K T,et al.Anion exchange membranes for fuel cells:State-of-the-art and perspectives[J].Adv.Energy Mater,2022,12:2200934.
10 Tanaka M,Koike M,Miyatake K,et al.Anion conductive aromatic ionomers containing fluorenyl groups[J].Macromolecules,2010,43:2657-2659.
11 Li X F,Yang K,Wang Z M,et al.Chain architecture dependence of morphology and water transport in poly(fluorene alkylene)-based anion-exchange membranes[J].Macromolecules,2022,55:10607-10617.
12 Li X F,Zhang B,Guo J,et al.High-strength,ultra-thin anion exchange membranes with a branched structure toward alkaline membrane fuel cells[J].J.Mater.Chem.A,2023,11:10738-10747.
13 Wang C Y,Li N W,Shin D W,et al.Fluorene-based poly(arylene ether sulfone)s containing clustered flexible pendant sulfonic acids as proton exchange membranes[J].Macromolecules,2011,44:7296-7306.
14 Chen D Y,Hickner M A.Degradation of imidazolium-and quaternary ammonium functionalized poly(fluorenyl ether ketone sulfone) anion exchange membranes[J].ACS Appl.Mater.Interfaces,2012,4:5775-578.
15 Xu P Y,Zhou K,Han G L,et al.Fluorene-containing poly(arylene ether sulfone)s as anion exchange membranes for alkaline fuel cells[J].Journal of Membrane Science,2014,457:29-38.
16 Wu X Y,Chen N J,Hu C,et al.Fluorinated poly(aryl piperidinium) membranes for anion exchange membrane fuel cells[J].Adv.Mater,2023,35:2210432.
17 Allushi A,Pham T H,Jannasch P.Highly conductive hydroxide exchange membranes containing fluorene-units tethered with dual pairs of quaternary piperidinium cations[J].Journal of Membrane Science,2021,632:119376.
18 Pan D,Olsson J S,Jannasch P.Poly(fluorene alkylene) anion exchange membranes with pendant spirocyclic and bis-Spirocyclic quaternary ammonium cations[J].ACS Appl.Energy Mater,2022,5:981-991.
19 Allushi A,Bakvand P M,Jannasch P.Polyfluorenes bearing N,N-dimethylpiperidinium cations on short spacers for durable anion exchange membranes[J].Macromolecules,2023,56:1165-1176.
20 Tanaka M,Fukasawa K,Nishino E,et al.Anion conductive block poly(arylene ether)s:synthesis,properties,and application in alkaline fuel cells[J].J.Am.Chem.Soc,2011,133:10646-10654.
21 Ozawa M,Kimura T,Akiyama R,et al.Copolymers composed of perfluoroalkyl and ammonium-functionalized fluorenyl groups as chemically stable anion exchange membranes[J].Bull.Chem.Soc.Jpn,2017,90:1088-1094.
22 Lin B,Qiu L H,Qiu B,et al.A Soluble and conductive polyfluorene ionomer with pendant imidazolium groups for alkaline fuel cell applications[J].Macromolecules,2011,44:9642-9649.
23 Cherney A H,Kadunce N T,Reisman S E.Enantioselective and enantiospecific transition-metal-catalyzed crosscoupling reactions of organometallic reagents to construct C-C bonds[J].Chem.Rev,2015,115:9587-9652.
24 Salma U,Nagao Y K.Alkaline stability of ether bond free fluorene-based anion exchange polymer containing cycloaliphatic quaternary ammonium groups[J].Polymer Degradation and Stability,2020,179:109299.
25 Xu F,Chen Y B,Lin B C,et al.Highly durable ether-free polyfluorene-based anion exchange membranes for fuel cell applications[J].ACS Macro Lett,2021,10:1180-1185.
26 Lai A,Wang Z,Yin Q,et al.Comb-shaped fluorene-based poly(arylene ether sulfone nitrile) as anion exchange membrane[J].International journal of hydrogen energy,2020,45:11148-11157.
27 Chen D Y,Hickner M A,Wang S J,et al.Synthesis and characterization of quaternary ammonium functionalized fluorene-containing cardo polymers for potential anion exchange membrane water electrolyzer applications[J].International journal of hydrogen energy,2012,37:16168-16176.
28 Lee W H,Mohanty A D,Bae C.Fluorene-based hydroxide ion conducting polymers for chemically stable anion exchange membrane fuel cells[J].ACS Macro Lett,2015,4:453-457.
29 Lim H Y,Jeong I,Choi J Y,et al.Anion exchange membranes and ionomer properties of a polyfluorene-based polymer with alkyl spacers for water electrolysis[J].Applied Surface Science,2023,610:155601.
30 Lim H Y,Jeong J Y,Lee D H,et al.Morphology and cell performance of poly(fluorene)-based anion exchange membranes for water electrolysis:effect of backbone core structure[J].J.Mater.Chem.A,2023,11:25938-25944.
31 Yamamoto T,Ito T,Kubota K.A soluble poly(arylene) with large degree of depolarization poly(2,5-pyridinediyl)prepared by dehalogenation polycondensation of 2,5-dibromopyridine with Ni(0)-complexes[J].Chem.Lett,1988,17:153-154.
32 Colon I,Kwiatkowski G T.High molecular weight aromatic polymers by nickel coupling of aryl polychlorides[J].Journal of Polymer Science:Part A:Polymer Chemistry,1990,28:367-383.
33 Dong X,Xue B X,Qian H D,et al.Novel quaternary ammonium microblock poly(p-phenylene-co-aryl ether ketone)s as anion exchange membranes for alkaline fuel cells[J].Journal of Power Sources,2017,342:605-615.
34 Ozawa M,Kimura T,Otsuji K,et al.Structurally well-defined anion-exchange membranes containing perfluoroalkyl and ammonium-functionalized fluorenyl groups[J].ACS Omega,2018,3:16143-16149.
35 Akiyama R,Yokota N,Miyatake K.Chemically stable,highly anion conductive polymers composed of quinquephenylene and pendant ammonium groups[J].Macromolecules,2019,52:2131-2138.
36 Shirase Y,Matsumoto A,Lim K L,et al.Properties and morphologies of anion-exchange membranes with different lengths of fluorinated hydrophobic chains[J].ACS Omega,2022,7:13577-13587.
37 Ahmed M A M,Kenji M.Highly conductive and ultra alkaline stable anion exchange membranes by superacidpromoted polycondensation for fuel cells[J].ACS Appl.Polym.Mater,2023,5:2243-2253.
38 Kim Y S.Polymer electrolytes with high ionic concentration for fuel cells and electrolyzers[J].ACS Appl.Polym.Mater,2021,3:1250-1270.
39 Lee W H,Kim Y S,Bae C.Robust hydroxide ion conducting poly(biphenyl alkylene)s for alkaline fuel cell membranes[J].ACS Macro Lett,2015,4:814-818.
40 Wang J H,Zhao Y,Setzler B P,et al.Poly(aryl piperidinium) membranes and ionomers for hydroxide exchange membrane fuel cells[J].Nature Energy,2019,4:392-398.
41 Peng H Q,Li Q h,Hu M X,et al.Alkaline polymer electrolyte fuel cells stably working at 80°C[J].Journal of Power Sources,2018,390:165-167.
42 Olsson J S,Pham T H,Jannasch P.Poly(arylene piperidinium) hydroxide ion exchange membranes:Synthesis,alkaline stability,and conductivity[J].Adv.Funct.Mater,2018,28:1702758.
43 Tang W Q,Mu T,Che X F,et al.Highly selective anion exchange membrane based on quaternized poly(triphenyl piperidine) for the vanadium redox flow battery[J].ACS Sustainable Chem.Eng,2021,9:14297-14306.
44 Song W J,Peng K,Xu W,et al.Upscaled production of an ultramicroporous anion-exchange membrane enables long-term operation in electrochemical energy devices[J].Nature Communications,2023,14:2732.
45 Jialin Z,Na L,Song W,et al.Highly conductive anion-exchange membrane based on poly(acenaphthylenyl aryl piperidinium)π-πself-assembly[J].Next Energy,2023,1:100075.
46 Wang X,Huang Y D,He M Z,et al.Poly(biphenyl piperidinium) anion exchange membranes for alkaline water electrolyzers:The effect of nonionic pendant groups[J].ACS Appl.Energy Mater,2023,6:11396-11407.
47 Chen N J,Wang H H,Kim S P,et al.Poly(fluorenyl aryl piperidinium) membranes and ionomers for anion exchange membrane fuel cells[J].Nature Communications,2021,12:2367.
48 Wu X Y,Chen N J,Klok H A,et al.Branched poly(aryl piperidinium) membranes for anion-exchange membrane fuel cells[J].Angew.Chem.Int.Ed,2022,6:e202114892.
49 Bai L,Ma L L,Li L,et al.Branched,side-chain grafted polyarylpiperidine anion exchange membranes for fuel cell application[J].ACS Appl.Energy Mater,2021,4:6957-6967.
50 Ren R,Zhang S M,Miller H A,et al.Facile preparation of an ether-free anion exchange membrane with pendant cyclic quaternary ammonium groups[J].ACS Appl.Energy Mater,2019,2:4576-4581.
51 Yang K,Li X F,Guo J,et al.Preparation and properties of anion exchange membranes with exceptional alkaline stable polymer backbone and cation groups[J].Journal of Membrane Science,2020,596:117720.
52 Yang K,Chu X M,Zhang X J,et al.The effect of polymer backbones and cation functional groups on properties of anion exchange membranes for fuel cells[J].Journal of Membrane Science,2020,603:118025.
53 Li X F,Yang K,Li Z Q,et al.The effect of side chain length on the morphology and transport properties of fluorene-based anion exchange membranes[J].International journal of hydrogen energy,2022,47:15044-15055.
54 Li X F,Zhang B,Wang Z M,et al.Confined nano-channels incorporated with multi-quaternized cations for highly phosphoric acid retention HT-PEMs[J].Small(Weinheim an der Bergstrasse,Germany) 2024,20(22):e2308860.
55 Wan X F,Wei X T,Ge J,et al.Towards highly conducting and stable poly(fluorenyl biphenyl)-based anion exchange membranes by grafting dual Y-shaped side-chains[J].Journal of Membrane Science,2023,680:121760.
56 Miyanishi S J,Yamaguchi T.Highly durable spirobifluorene-based aromatic anion conducting polymer for a solid ionomer of alkaline fuel cells and water electrolysis cells[J].J.Mater.Chem.A,2019,7:2219-2224.
57 Zhang H Q,Zhang Y,Zhang F,et al.Enhancing side chain swing ability by novel all-carbon twisted backbone for high performance anion exchange membrane at relatively low IEC level[J].Journal of Membrane Science Letters,2021,1:100007.
58 Adhikari S,Leonard D P,Lim K H,et al.Hydrophobic quaternized poly(fluorene) ionomers for emerging fuel cells[J].ACS Appl.Energy Mater,2022,5:2663-2668.
59 Wang H H,Hu C,Park J H,et al.Reinforced poly(fluorenyl-co-terphenyl piperidinium) anion exchange membranes for fuel cells[J].Journal of Membrane Science,2022,644:120160.
60 Wang T,Zhang W Z,Wang T,et al.Poly(spirofluorene)-based anion exchange membranes for alkaline electrochemical energy devices[J].Macromolecules,2024,57:5461-5471.
61 Liu Z Q,Lin K J,Yin W M,et al.High-performance side-chain-type anion exchange membranes with triptycenebased hydrophobic segments[J].Journal of Membrane Science,2024,708:123034.
基本信息:
DOI：10.16026/j.cnki.iea.2025010014
中图分类号:TM91;TQ425.236
引用信息:
[1]郑吉富,李胜海,张所波.高性能芴基阴离子交换膜的制备与微纳结构调控新进展[J].离子交换与吸附,2025,41(01):14-26.DOI:10.16026/j.cnki.iea.2025010014.
基金信息:
国家自然科学基金(基金号52273219,22075276,21875240,21774123,51661145024)