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Study of Anion Exchange Membrane Properties Incorporating N-spirocyclic Quaternary Ammonium Cations and Aqueous Organic Redox Flow Battery Performance.

ABSTRACT: Flexible cross-linked anion exchange membranes (AEMs) based on poly (p-phenylene oxide) grafted with N-spirocyclic quaternary ammonium cations were synthesized via UV-induced free-radical polymerization by using diallylpiperidinium chloride as an ionic monomer. Five membranes with ion exchange capacity (IEC) varying between 1.5 to 2.8 mmol Cl^-·g^-1 polymer were obtained and the correlation between IEC, water uptake, state of water in the membrane and ionic conductivity was studied. In the second part of this study, the influence of properties of four of these membranes on cell cycling stability and performance was investigated in an aqueous organic redox flow battery (AORFB) employing dimethyl viologen (MV) and N,N,N-2,2,6,6-heptamethylpiperidinyl oxy-4-ammonium chloride (TMA-TEMPO). The influence of membrane properties on cell cycling stability and performance was studied. At low-current density (20 mA·cm^-2), the best capacity retention was obtained with lower IEC membranes for which the water uptake, freezable water and TMA-TEMPO and MV crossover are low. However, at a high current density (80 mA·cm^-2), membrane resistance plays an important role and a membrane with moderate IEC, more precisely, moderate ion conductivity and water uptake was found to maintain the best overall cell performance. The results in this work contribute to the basic understanding of the relationship between membrane properties and cell performance, providing insights guiding the development of advanced membranes to improve the efficiency and power capability for AORFB systems.

SUBMITTER: Tsehaye MT

PROVIDER: S-EPMC8158339 | biostudies-literature |

REPOSITORIES: biostudies-literature

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Phenolphthalein Anilide Based Poly(Ether Sulfone) Block Copolymers Containing Quaternary Ammonium and Imidazolium Cations: Anion Exchange Membrane Materials for Microbial Fuel Cell.

Project description:A class of phenolphthalein anilide (PA)-based poly(ether sulfone) multiblock copolymers containing pendant quaternary ammonium (QA) and imidazolium (IM) groups were synthesized and evaluated as anion exchange membrane (AEM) materials. The AEMs were flexible and mechanically strong with good thermal stability. The ionomeric multiblock copolymer AEMs exhibited well-defined hydrophobic/hydrophilic phase-separated morphology in small-angle X-ray scattering and atomic force microscopy. The distinct nanophase separated membrane morphology in the AEMs resulted in higher conductivity (IECw = 1.3-1.5 mequiv./g, σ(OH-) = 30-38 mS/cm at 20 °C), lower water uptake and swelling. Finally, the membranes were compared in terms of microbial fuel cell performances with the commercial cation and anion exchange membranes. The membranes showed a maximum power density of ~310 mW/m2 (at 0.82 A/m2); 1.7 and 2.8 times higher than the Nafion 117 and FAB-PK-130 membranes, respectively. These results demonstrated that the synthesized AEMs were superior to Nafion 117 and FAB-PK-130 membranes.

| S-EPMC8233788 | biostudies-literature

Effect of Different Quaternary Ammonium Groups on the Hydroxide Conductivity and Stability of Anion Exchange Membranes.

Project description:Anion exchange membrane fuel cells (AEMFCs) are encouraging electrochemical structures for the competent and complaisant conversion of energy. Herein, the development of brominated poly(2,6-dimethyl phenylene oxide) (BPPO)-based anion exchange membranes (AEMs) with different quaternary ammonium groups for AEMFCs was reported. The successful preparation of AEMs was proved by utilizing proton nuclear magnetic resonance and Fourier transform infrared spectroscopy. They were explored in terms of water uptake (W R), ion exchange capacity (IEC), hydration number (λ), linear swelling ratio (LSR), morphology, tensile strength (TS), and elongation at break (E b). The alkaline stability of the prepared AEMs was assessed and compared with each other. The experimental outcomes demonstrated that the N-methylpyrrolidinium-based membrane (MPyPPO) exhibited higher alkaline stability, whereas the N-methylimidazolium-based membrane (MImPPO) showed the lowest alkaline stability among the prepared AEMs. Similarly, the hydroxide conductivity of the prepared AEMs was measured and compared with each other. The pyrrolidinium-based membrane (MPyPPO) exhibited higher hydroxide conductivity among the prepared AEMs.

| S-EPMC8014933 | biostudies-literature

Phenyl Acrylate-Based Cross-Linked Anion Exchange Membranes for Non-aqueous Redox Flow Batteries

Project description: Not available

| S-EPMC10510496 | biostudies-literature

Systematic Study of Quaternary Ammonium Cations for Bromine Sequestering Application in High Energy Density Electrolytes for Hydrogen Bromine Redox Flow Batteries.

Project description:Bromine complexing agents (BCAs) are used to reduce the vapor pressure of bromine in the aqueous electrolytes of bromine flow batteries. BCAs bind hazardous, volatile bromine by forming a second, heavy liquid fused salt. The properties of BCAs in a strongly acidic bromine electrolyte are largely unexplored. A total of 38 different quaternary ammonium halides are investigated ex situ regarding their properties and applicability in bromine electrolytes as BCAs. The focus is on the development of safe and performant HBr/Br2/H2O electrolytes with a theoretical capacity of 180 Ah L-1 for hydrogen bromine redox flow batteries (H2/Br2-RFB). Stable liquid fused salts, moderate bromine complexation, large conductivities and large redox potentials in the aqueous phase of the electrolytes are investigated in order to determine the most applicable BCA for this kind of electrolyte. A detailed study on the properties of BCA cations in these parameters is provided for the first time, as well as for electrolyte mixtures at different states of charge of the electrolyte. 1-ethylpyridin-1-ium bromide [C2Py]Br is selected from 38 BCAs based on its properties as a BCA that should be focused on for application in electrolytes for H2/Br2-RFB in the future.

| S-EPMC8124678 | biostudies-literature

Anion Exchange Composite Membranes Composed of Quaternary Ammonium-Functionalized Poly(2,6-dimethyl-1,4-phenylene oxide) and Silica for Fuel Cell Application.

Project description:Anion exchange membranes (AEMs) with good alkaline stability and ion conductivity are fabricated by incorporating quaternary ammonium-modified silica into quaternary ammonium-functionalized poly(2,6-dimethyl-1,4-phenylene oxide) (QPPO). Quaternary ammonium with a long alkyl chain is chemically grafted to the silica in situ during synthesis. Glycidyltrimethylammoniumchloride functionalization on silica (QSiO2) is characterized by Fourier transform infrared and transmission electron microscopic techniques. The QPPO/QSiO2 membrane having an ion exchange capacity of 3.21 meq·g-1 exhibits the maximum hydration number (λ = 11.15) and highest hydroxide ion conductivity of 45.08 × 10-2 S cm-1 at 80 °C. In addition to the high ion conductivity, AEMs also exhibit good alkaline stability, and the conductivity retention of the QPPO/QSiO2-3 membrane after 1200 h of exposure in 1 M potassium hydroxide at room temperature is about 91% ascribed to the steric hindrance offered by the grafted long glycidyl trimethylammonium chain in QSiO2. The application of the QPPO/QSiO2-3 membrane to an alkaline fuel cell can yield a peak power density of 142 mW cm-2 at a current density of 323 mA cm-2 and 0.44 V, which is higher than those of commercially available FAA-3-50 Fumatech AEM (OCV: 0.91 V; maximum power density: 114 mW cm-2 at current density: 266 mA cm-2 and 0.43 V). These membranes provide valuable insights on future directions for advanced AEM development for fuel cells.

| S-EPMC8153668 | biostudies-literature

Rational Design of Molecularly Imprinted Polymers Using Quaternary Ammonium Cations for Glyphosate Detection.

Project description:Molecularly imprinted polymers have emerged as cost-effective and rugged artificial selective sorbents for combination with different sensors. In this study, quaternary ammonium cations, as functional monomers, were systematically evaluated to design imprinted polymers for glyphosate as an important model compound for electrically charged and highly water-soluble chemical compounds. To this aim, a small pool of monomers were used including (3-acrylamidopropyl)trimethylammonium chloride, [2-(acryloyloxy)ethyl]trimethylammonium chloride, and diallyldimethylammonium chloride. The simultaneous interactions between three positively charged monomers and glyphosate were preliminary evaluated using statistical design of the experiment method. Afterwards, different polymers were synthesized at the gold surface of the quartz crystal microbalance sensor using optimized and not optimized glyphosate-monomers ratios. All synthesized polymers were characterized using atomic force microscopy, contact angle, Fourier-transform infrared, and X-ray photoelectron spectroscopy. Evaluated functional monomers showed promise as highly efficient functional monomers, when they are used together and at the optimized ratio, as predicted by the statistical method. Obtained results from the modified sensors were used to develop a simple model describing the binding characteristics at the surface of the different synthesized polymers. This model helps to develop new synthesis strategies for rational design of the highly selective imprinted polymers and to use as a sensing platform for water soluble and polar targets.

| S-EPMC7795498 | biostudies-literature

Properties of Bromine Fused Salts Based on Quaternary Ammonium Molecules and Their Relevance for Use in a Hydrogen Bromine Redox Flow Battery.

Project description:Bromine complexing agents (BCA) in aqueous electrolytes for hydrogen bromine flow batteries are used to reduce bromine's vapour pressure, while an insoluble and liquid fused salt is formed. The properties (concentrations, composition, conductivity and viscosity) of this fused salt are investigated in this study systematically ex situ by using 7 BCAs at different state of charge in HBr/Br2 /H2 O electrolytes with a theoretical capacity of 179.6 Ah L-1 . Bromine is stored in the fused salt at concentrations up to 13.6 M, reaching theoretical volumetrical capacities up to 730 Ah L-1 in fused salts. The fused salt consists of a pure, bromine- and water-free ionic liquid of organic [BCA]+ cations and polybromides, and its conductivity bases on a hopping mechanism among the polybromides. Alkyl side chain length of the BCAs and distribution of polybromides influence strongly the conductivity and viscosity of the fused salts. 1-ethylpyridin-1-iumbromide results to be favoured BCA for application.

| S-EPMC9304276 | biostudies-literature

Stabilized four-electron aqueous zinc-iodine batteries by quaternary ammonium complexation.

Project description:Four-electron aqueous zinc-iodine batteries (4eZIBs) leveraging the I-/I0/I+ redox couple have garnered attention for their potential high voltage, capacity, and energy density. However, the electrophilic I+ species is highly susceptible to hydrolysis due to the nucleophilic attack by water. Previous endeavors to develop 4eZIBs primarily relied on highly concentrated aqueous electrolytes to mitigate the hydrolysis issue, nonetheless, it introduced challenges associated with dissolution, high electrolyte viscosity, and sluggish electrode kinetics. In this work, we present a novel complexation strategy that capitalizes on quaternary ammonium salts to form solidified compounds with I+ species, rendering them impervious to solubilization and hydrolysis in aqueous environments. The robust interaction in this complexation chemistry facilitates a highly reversible I-/I0/I+ redox process, significantly improving reaction kinetics within a conventional ZnSO4 aqueous electrolyte. The proposed 4eZIB exhibits a superior rate capability and an extended lifespan of up to 2000 cycles. This complexation chemistry offers a promising pathway for the development of advanced 4eZIBs.

| S-EPMC10901522 | biostudies-literature

Binding and Degradation Reaction of Hydroxide Ions with Several Quaternary Ammonium Head Groups of Anion Exchange Membranes Investigated by the DFT Method.

Project description:Commercialization of anion exchange membrane fuel cells (AEMFCs) has been limited due to the chemical degradation of various quaternary ammonium (QA) head groups, which affects the transportation of hydroxide (OH-) ions in AEMs. Understanding how various QA head groups bind and interact with hydroxide ions at the molecular level is of fundamental importance to developing high-performance AEMs. In this work, the binding and degradation reaction of hydroxide ions with several QA head groups-(a) pyridinium, (b) 1,4-diazabicyclo [2.2.2] octane (DABCO), (c) benzyltrimethylammonium (BTMA), (d) n-methyl piperidinium, (e) guanidium, and (f) trimethylhexylammonium (TMHA)-are investigated using the density functional theory (DFT) method. Results of binding energies ("∆" EBinding) show the following order of the binding strength of hydroxide ions with the six QA head groups: (a) > (c) > (f) > (d) > (e) > (b), suggesting that the group (b) has a high transportation rate of hydroxide ions via QA head groups of the AEM. This trend is in good agreement with the trend of ion exchange capacity from experimental data. Further analysis of the absolute values of the LUMO energies for the six QA head groups suggests the following order for chemical stability: (a) < (b)~(c) < (d) < (e) < (f). Considering the comprehensive studies of the nucleophilic substitution (SN2) degradation reactions for QA head groups (c) and (f), the chemical stability of QA (f) is found to be higher than that of QA (c), because the activation energy ("∆" EA) of QA (c) is lower than that of QA (f), while the reaction energies ("∆" ER) for QA (c) and QA (f) are similar at the different hydration levels (HLs). These results are also in line with the trends of LUMO energies and available chemical stability data found through experiments.

| S-EPMC9104685 | biostudies-literature

A comparative study of side-chain-type poly(ether ether ketone) anion exchange membrane functionalized with different hetero-cycloaliphatic quaternary ammonium groups.

Project description:Anion exchange membranes based on side-chain-type quarternized poly(ether ether ketone)s (QPEEKs), containing different hetero-cycloaliphatic quaternary ammonium groups, were prepared via a multi-step procedure, including polycondensation with a monomer containing pendant methylphenyl groups, bromomethylation, and followed by quaternization with 1-methylpyrrolidine (MPY), 1-methylpiperidine (MPRD), 1-methylimidazole (MIDZ) and N-methyl morpholine (MMPH), respectively. The properties of these membranes were then compared with the properties of conventional quarternized poly(ether ether ketone)s containing benzyltrimethylammonium (QPEEK-TMA). Model compounds, QMPY, QMPRD, QMIDZ and QMMPH, were synthesized and used to quantitatively compare the alkaline stability of hetero-cycloaliphatic quaternary ammonium groups using 1H NMR. The results of this study indicated that the alkaline stability of all these model compounds is in the order of QMPY > QMPRD > QTMA > QMIDZ > QMMPH. These QPEEKs membranes display superior thermal, dimensional and mechanical stability. QPEEK-TMA, QPEEK-MPY and QPEEK-MPRD exhibit higher hydroxide conductivities and lower activation energies than QPEEK-MIDZ and QPEEK-MMPH. Furthermore, after exposure to 1 M NaOH at 60 °C for 24 days, QPEEK-MPY and QPEEK-MPRD demonstrated a loss in hydroxide conductivity of 28.5% and 33.4%, respectively. Both values were lower than that of QPEEK-TMA (37.7%). Therefore, among these side-chain-type QPEEKs membranes, QPEEK-MPY and QPEEK-MPRD, containing benzylmethylpyrrolidinium and benzylmethylpiperidinium as cation head-groups, are promising AEM materials for fuel cell construction.

| S-EPMC9061272 | biostudies-literature

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