Structural evaluation and protium-deuterium exchange in 1-ethyl-3-methylimidazolium halide-ethylene glycol mixtures

Chen, Zhengfei; Tonouchi, Yuto; Matsumoto, Kazuhiko; Tsuzuki, Seiji; Nagata, Takashi; Katahira, Masato; Hagiwara, Rika

doi:10.1016/j.jfluchem.2020.109637

Cited by 4 publications

(4 citation statements)

References 71 publications

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“…ILs, in general, are organic salts that consist only of ions with low melting points of below ca. 100 °C. − ILs, particularly room-temperature ionic liquids (RTILs), have attracted a great deal of interest owing to their unique properties because they are non-volatile and have excellent chemical and thermal stability, high polarity, good electrical conductivity, and high ionic mobility. − Consequently, a very broad range of applications of ILs have been explored as “green” solvents in the synthesis of organic or inorganic materials to replace conventional volatile solvents, ,, thus reducing solvent impact on the environment, catalysis in chemical reactions, electrolytes in energy storage and conversion devices, in liquid chromatography, performance additives in industrial applications, and even as versatile lubricants . The most commonly used/reported types of ILs are imidazolium-, pyridinium-, and pyrrolidinium-based ILs, because of the advantage of these ILs being tunable by adjusting the structure of ions; thus, they are also described as designer solvents.…”

Section: Introductionmentioning

confidence: 99%

Open-Structured Oxyfluorinated Titanium Phosphate Nanosheets Synthesized with the Assistance of an Ionic Liquid and Their Use as an Anode in Lithium-Ion Batteries

Gao

et al. 2021

Energy Fuels

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Two-dimensional Ti 2 (PO 4 ) 2 F nanosheets were synthesized with an ionic liquid (IL) containing PF 6 ([Bmim]PF 6 ) via a hydrothermal method. In comparison, only anatase titanium dioxide (TiO 2 ) nanoparticles were obtained when changing the type of anion ([Bmim]Br or [Bmim]BF 4 ) under the same conditions, suggesting that the anion type could greatly affect the crystalline phase, particle size, specific surface, and morphology of the final products; two-dimensional nanosheets were obtained in [Bmim]PF 6 , whereas nanocrystals with a relatively large surface were formed in the latter two ILs, as revealed by X-ray diffraction, nitrogen gas sorption, scanning electron microscopy, and transmission electron microscopy measurements. 1 H and 19 F nuclear magnetic resonance examinations of the fresh and recycled ILs suggest that the IL with the PF 6 anion experienced complete hydrolysis, which could be the key factor for the formation of such unique Ti 2 (PO 4 ) 2 F nanosheets. The electrochemical performances of such Ti 2 (PO 4 ) 2 F nanosheets were evaluated as anode materials in lithium-ion batteries (LIBs) in comparison to TiO 2 nanomaterials. The rate capability and cycling performance of the Ti 2 (PO 4 ) 2 F electrode outperformed the other two electrodes studied, as illustrated by cyclic voltammetry curves, charge/discharge behavior, and long cycling test, which is mainly due its unique layered structure and low surface area, which resulted in low volume change. The Ti 2 (PO 4 ) 2 F electrode derived from [Bmim]PF 6 displays a steady reversible capacity of 170 mAh/g and high cycling stability with over 70% capacity retention after 100 cycles. The synthesis of the controllable crystalline phase and morphology of Ti 2 (PO 4 ) 2 F nanomaterials with such ILs paves a useful route to prepare such alternative anode materials for LIBs.

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Section: Introductionmentioning

confidence: 99%

Open-Structured Oxyfluorinated Titanium Phosphate Nanosheets Synthesized with the Assistance of an Ionic Liquid and Their Use as an Anode in Lithium-Ion Batteries

Gao

et al. 2021

Energy Fuels

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“…It is well established that EG can be intercalated into the interlayer space of various clay minerals. 11,14 Meanwhile, ammonium salts can be complexed with ethylene glycol by hydrogen bonding, 9,10 facilitating the transport of ammonium fluoride salts together with EG. Accordingly, intercalation of guest substances leads to a change in interlayer gallery height.…”

Section: Resultsmentioning

confidence: 99%

“…Ammonium fluoride can be delivered safely by complexation with ethylene glycol (EG) to form a deep eutectic solution. 9,10 It is well known that EG could be intercalated into protonated layered silicates, 11 which suggests a high possibility for the eutectic complex to be introduced into the interlayer space without any significant ionization of the salt. Meanwhile, organic substances could also be intercalated safely into the interlayer space of organo-layered silicate hybrids through various interactions.…”

Section: Introductionmentioning

confidence: 99%

Selective fluorination of the interlayer surface of layered silicates

Jang,

Paek,

Park

2024

New J. Chem.

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“…In particular, various organic cations are unstable against F – because their β hydrogens are attacked and eliminated by F – , followed by decomposition (Hoffman elimination). Although there have been some studies of the preparation of F-DES with ethylene glycol (EG) as a liquid alcohol HBD via substitution of halide ions of bulky organic halides with F – in the presence of EG − and mixing stable organic fluorides and EG, − few studies have considered amide HBDs.…”

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confidence: 99%

Fluoride-Based Deep Eutectic Solvents with Amide Dual-Hydrogen-Bond Donors

Yamamoto,

Hattori,

Ito

et al. 2024

J. Phys. Chem. Lett.

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Developing F − -containing electrolytes is crucial for electrochemical and chemical fluorination. However, balancing the F − concentration and electrochemical stability of the electrolytes remains a challenge. In this study, fluoride-based deep eutectic solvents (F-DESs) were obtained by using amide hydrogen-bond donors (HBDs) containing dual N−H bonds. The obtained F-DES, [TMA]F•3.5[1,3-DMU], was prepared by facilely mixing solid compounds of tetramethylammonium fluoride ([TMA]F) and 1,3-dimethylurea (1,3-DMU), resulting in a high F − concentration (2.6 mol dm −3 ) and a wide electrochemical window (3.1 V) at room temperature. The electrochemical window was much wider than that of [TMA]F•3.5[EG] (EG, ethylene glycol) as another F-DES with an alcohol HBD (1.9 V). Moreover, [TMA]F•3.5[1,3-DMU] exhibited an ionic conductivity that was 2 orders of magnitude higher than that of [TMA]F•3.5[1,3-DMTU] (1,3-DMTU, 1,3-dimethylthiourea) around room temperature because of the bifurcated hydrogen bonds between the dual N−H bonds of 1,3-DMU and one F − . Thus, [TMA]F•3.5[1,3-DMU] was demonstrated to be applicable to electrochemical fluorination.

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Structural evaluation and protium-deuterium exchange in 1-ethyl-3-methylimidazolium halide-ethylene glycol mixtures

Cited by 4 publications

References 71 publications

Open-Structured Oxyfluorinated Titanium Phosphate Nanosheets Synthesized with the Assistance of an Ionic Liquid and Their Use as an Anode in Lithium-Ion Batteries

Open-Structured Oxyfluorinated Titanium Phosphate Nanosheets Synthesized with the Assistance of an Ionic Liquid and Their Use as an Anode in Lithium-Ion Batteries

Selective fluorination of the interlayer surface of layered silicates

Fluoride-Based Deep Eutectic Solvents with Amide Dual-Hydrogen-Bond Donors

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