Poly(terphenylene) Anion Exchange Membranes: The Effect of Backbone Structure on Morphology and Membrane Property

Lee, Woo Hyung; Park, Eun Joo; Han, Junyoung; Shin, Dong Won; Kim, Yu Seung; Bae, Chulsung

doi:10.1021/acsmacrolett.7b00148

Cited by 221 publications

(179 citation statements)

References 25 publications

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“…5,6 The vast number of studies on AEMs based on different aromatic polymer backbones, including polyethers, polysulfones, polyphenylenes, polybenzimidazoles, etc., has shown that aryl ether links are sensitive to hydrolysis under alkaline conditions, especially if this reaction is activated by nearby electron-withdrawing groups such as sulfone links. [9][10][11][12][13][14][15][16][17][18][19][20] Hence, AEMs based on ether-free aromatic backbones, such as polyphenylenes, 9,[21][22][23] poly(arylene alkylene)s [24][25][26][27][28][29][30][31][32] and sterically protected polyimidazoliums, [33][34][35][36] as well as on aliphatic backbones such as poly(diallyldialkyl ammonium) 37 and polynorbornenes, 38,39 have shown excellent alkaline stability.…”

Section: Introductionmentioning

confidence: 99%

Ether-free polyfluorenes tethered with quinuclidinium cations as hydroxide exchange membranes

et al. 2019

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Section: Introductionmentioning

confidence: 99%

Ether-free polyfluorenes tethered with quinuclidinium cations as hydroxide exchange membranes

et al. 2019

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“…The nonacidic environment of AEMFCs allows the use of nonprecious metal catalysts, which intensely reduces the cost per kilowatt of power of fuel cell devices . In spite of the latest technological progress related to electrocatalysts and to the understanding of carbonation issues, one of the main remaining challenges in the AEMFCs is the availability of good, stable anion conducting membranes that enable the hydroxide anion and water conduction through the polymeric network, both as an anion exchange membrane (AEM) and as anion exchange ionomers (AEIs).…”

Section: Introductionmentioning

confidence: 99%

Electrospun Ionomeric Fibers with Anion Conducting Properties

Mann‐Lahav

Halabi

Shter

et al. 2019

Adv Funct Materials

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Anion conductive nanofiber mats from FAA-3 ionomers are obtained by electrospinning. Depending on the solvent used in the precursor solution, nanofibers with either nonhollow cylindrical or flat ribbon-like cross-sections are prepared. The anion conductivity and water uptake of the ionomeric nanofiber mats are measured as a function of the relative humidity in the 10-90% range and compared to that of a solid membrane cast from the same ionomer. In addition, the anion conductivity of an isolated single fiber of the ionomer is measured for the first time. The anion conductivity of the electrospun single fiber is found to be higher than that of the mats, which is, in turn, one order of magnitude higher than that of the solid ionomer membrane. The higher conductivity of the mats relative to the solid membrane (in both inplane and through-plane directions) is found to be related to the variation in water uptake, which stems from the morphological distinctions. These results increase the understanding of the electrospinning process of ionomers, toward the development and design of new anion conductive ionomer fibers, useful for high performance electrochemical devices.

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“…Fluorene‐based AEMs exhibited about 38 mS cm −1 OH − conductivity at 23 °C. Fluorene‐based AEMs (IEC = 3.61 mmol g −1 ) and poly(biphenyl alkylene)‐based AEMs (IEC = 2.61 mmol g −1 ) recently reported by Bae et al . exhibited about 50 mS cm −1 and 62 mS cm −1 OHˉ conductivity, respectively at 30 °C.…”

Section: Methodsmentioning

confidence: 91%

High Performance Ion Exchange Membranes Prepared via Direct Polyacylation of Racemic and (S)‐1,1′‐Binaphthyl‐Based Cationic/Anionic Monomers

Zhang

2018

Macro Materials & Eng

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in the case of benchmark Nafion membrane. Direct polymerization of ionized monomers is an appealing strategy that can accurately control the structures and contents of ionic groups in IEMs. However, synthetic methods fulfilling this strategy are limited, [7][8][9][10][11] especially for AEMs. [12] Our group has developed a succinct and versatile approach to both side-chain-type PEMs and AEMs via direct polyacylation of ionized monomers based on 2,2′-dihydroxybiphenyl (DHBP). [11,[13][14][15][16][17] In comparison with DHBP, 2,2′-dihydroxy-1,1′-binaphthyl (DHBN) has a more twisted structure between two stiffer naphthalene rings. Such a structure, if incorporated in the backbones of poly electrolytes, is favorable for enhancing conductivity as well as restraining swelling. However, to the best of our knowledge, there have been only scarce examples of PEMs containing 1,1′-binaphthyls. [18][19][20] More intriguingly, DHBN has stable (R)-and (S)-stereoisomers. Although binaphthyl-based stereochemistry including polymers has long been pursued, [21][22][23] stereoisomeric IEMs have barely been reported before. Herein, we present that both high performance sidechain-type PEMs and AEMs could be prepared via direct polyacylation of DHBN-based sulfonated/quaternized monomers. In addition, a PEM from (S)-DHBN was also prepared, and compared to that from racemic DHBN.As shown in Scheme 1, first, starting from racemic DHBN and optically active (S)-DHBN, side-chain-type ionic monomers including sulfonated S 4 BN, sulfonated (S)-S 4 BN, and quaternized Q 4 BN were synthesized via one-step reaction in very high yields (>90%); second, S 4 BN, (S)-S 4 BN, and Q 4 BN were successfully polymerized with comonomers at different ratios (i.e., y/x = 2.0, 1.5, and 1.0) in Eaton's reagent (a mixture of P 2 O 5 /CH 3 SO 3 H), yielding high molecular weight S 4 PEKBN-y/x, (S)-S 4 PEKBN-y/x, and Q 4 PEKBN-y/x, respectively.S 4 PEKBN-y/x and Q 4 PEKBN-y/x were all soluble in polar solvents such as DMSO and NMP. Representative 1 H NMR spectra of S 4 PEKBN-1.0 and Q 4 PEKBN-1.0 showed wellresolved signals, agreeing well with the expected structures (Figure 1, see the Supporting Information for more spectra). It is interesting to note that OCH 2 in the 1 H NMR spectrum of quaternized Q 4 BN ( Figure S3, Supporting Information) Polyacylation Side-chain-type sulfonated/quaternized aromatic polyelectrolytes with precisely controlled contents of ionized groups are successfully synthesized via direct polyacylation of sulfonated/quaternized monomers based on 2,2′-dihydroxy-1,1′-binaphthyl (DHBN). Both proton exchange membranes (PEMs) and anion exchange membranes (AEMs) of the corresponding polyelectrolytes exhibit outstanding properties. Proton conductivity (116 mS cm −1 at 30 °C) higher than Nafion 115 for the PEMs and OHconductivity (28.5-53.7 mS cm −1 at 30 °C) comparable to Tokuyama A901 for the AEMs are accomplished. In addition, the AEMs can withstand 60 days' aging in 1 mol L −1 NaOH at 60 °C without degradation, as proved by 1 H NMR. More intri...

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Poly(terphenylene) Anion Exchange Membranes: The Effect of Backbone Structure on Morphology and Membrane Property

Cited by 221 publications

References 25 publications

Ether-free polyfluorenes tethered with quinuclidinium cations as hydroxide exchange membranes

Ether-free polyfluorenes tethered with quinuclidinium cations as hydroxide exchange membranes

Electrospun Ionomeric Fibers with Anion Conducting Properties

High Performance Ion Exchange Membranes Prepared via Direct Polyacylation of Racemic and (S)‐1,1′‐Binaphthyl‐Based Cationic/Anionic Monomers

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