Physical and Electrochemical Properties of 1-ethyl-3-methylimidazolium Ionic Liquids of Mixed Anions, (FH)nF-, BF4-, and N(SO2CF3)2-

Cyanoborate chemistry has emerged to an important topic during the last two decades, beginning with two independent reports on the successful synthesis of the tetracyanoborate anion [B(CN) 4 ]in 2000. A wealth of cyanoborate anions with different substituents in addition to CN group(s) bonded to boron, i.e. hydrogen, halogen, aryl, alkenyl, alkyl, perfluoroalkyl, and alkoxy, have been developed, which enable the tuning of properties of compounds and materials based on them. The readily accessible alkali metal cyanoborates are convenient starting materials for the preparation of cyanoborates with various organic, inorganic, and metal cations as well as cyanoborate coordination compounds. A focus has been on low-[a] Julius-Maximilians-Universität Würzburg,

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“…Measured at 25 °C; a broad range of dynamic viscosities has been reported for [EMIm][BF 4 ], e.g. 67 mPa s at 20 °C.…”

Section: Physical Properties Of Cyanoborate‐ilsmentioning

confidence: 99%

Cyanoborates

Ignat’ev

Finze

2019

Eur J Inorg Chem

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“…8 Fluorohydrogenate ionic liquids are the liquids that can be formulated as [Cat + ][(FH)nF -], where (FH)nFis the general expression for fluorohydrogenate anions such as FHF -, (FH)2F -, and (FH)3F -. [9][10][11][12][13][14][15][16][17][18][19] They have low melting points (e.g., -60 °C for 1-ethyl-3-methylimidazolium fluorohydrogenate, EMIm(FH)2.3F), high ionic conductivities (100 mS cm -1 at 25 °C for EMIm(FH)2.3F), and low viscosities (4.9 cP at 25 °C for EMIm(FH)2.3F). 10 Such properties make them attractive candidates as the electrolytes in various electrochemical devices such as electrochemical capacitors 15 and fuel cells.…”

Section: Introductionmentioning

confidence: 99%

Phase Behavior of 1-Dodecyl-3-methylimidazolium Fluorohydrogenate Salts (C₁₂MIm(FH)_nF, n = 1.0–2.3) and Their Anisotropic Ionic Conductivity as Ionic Liquid Crystal Electrolytes

Matsumoto

Hagiwara

2012

J. Phys. Chem. B

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The effects of the HF composition, n, in 1-dodecyl-3-methylimidazolium fluorohydrogenate salts (C(12)MIm(FH)(n)F, n = 1.0-2.3) on their physicochemical and structural properties have been investigated using infrared spectroscopy, thermal analysis, polarized optical microscopy, X-ray diffraction, and anisotropic ionic conductivity measurements. The phase diagram of C(12)MIm(FH)(n)F (n vs transition temperature) suggests that C(12)MIm(FH)(n)F is a mixed crystal system that has a boundary around n = 1.9. For all compositions, a liquid crystalline mesophase with a smectic A interdigitated bilayer structure is observed. The temperature range of the mesophase decreases with increasing n value (from 61.8 °C for C(12)MIm(FH)(1.0)F to 37.0 °C for C(12)MIm(FH)(2.3)F). The layer spacing of the smectic structure decreases with increasing n value or increasing temperature. Two structural types with different layer spacings are observed in the crystalline phase (type I, 1.0 ≤ n ≤ 1.9, and type II, 1.9 ≤ n ≤ 2.3). Ionic conductivities parallel and perpendicular to the smectic layers (σ(||) and σ([perpendicular])) increase with increasing n value, whereas the anisotropy of the ionic conductivities (σ(||)/σ([perpendicular])) is independent of the n value, since the thickness of the insulating sheet formed by the dodecyl group remains nearly unchanged.

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“…Arrhenius plot of viscosity for EMImSO 3 F and those of ionic conductivity for EMIm(FO 2 SOH) n O n SO 3-n F (n = 0, 1, and 2) are shown in Figure 4. EMImSO 3 F exhibits a viscosity of 46.6 mPa s at 25 o C. This value is larger than those of EMImBF 4 (34 mPa s) 28 and EMImPO 2 F 2 (35 mPa s) 13 and close to that of EMImSO 3 CF 3 (42.7 mPa s) 10 . The ionic conductivity of 10.8 mS cm −1 for EMImSO 3 F at 25 o C is slightly smaller than those of EMImBF 4 (13.0 mS cm −1 ) 28 a E a (η) and E a (σ): activation energies of viscosity and ionic conductivity, respectively.…”

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confidence: 68%

Properties of fluorosulfate-based ionic liquids and geometries of (FO2SOH)OSO2F− and (FO2SOH)2O2SOF−

2011

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A room temperature ionic liquid (IL) based on the fluorosulfate anion (SO(3)F(-)) has been synthesized by the reaction of 1-ethyl-3-methylimidazolium (EMIm(+)) chloride and fluorosulfuric acid (HOSO(2)F). The viscosity, ionic conductivity, and electrochemical window of EMImSO(3)F at 25 °C are 46.6 mPa s, 10.8 mS cm(-1), and 4.3 V, respectively. According to a solvatochromic measurement using ILs, there is a trend in the donor ability of fluoro- and oxofluoroanions, PF(6)(-) < BF(4)(-) < N(SO(2)CF(3))(2)(-) < SO(3)CF(3)(-) < SO(3)F(-) < PO(2)F(2)(-), which is explained by the atomic charges obtained from quantum mechanical calculations. The 1 : 2 and 1 : 3 stoichiometric reactions of EMImCl and HOSO(2)F give EMIm(FO(2)SOH)OSO(2)F and EMIm(FO(2)SOH)(2)O(2)SOF, respectively. Both the salts are liquid at room temperature without a HOSO(2)F dissociation pressure (< 1 Pa) and have low viscosity and high ionic conductivity (9.2 mPa s and 30.8 mS cm(-1) for EMIm(FO(2)SOH)OSO(2)F and 5.1 mPa s and 43.2 mS cm(-1) for EMIm(FO(2)SOH)(2)O(2)SOF). The vibrational modes and bonding properties of these anionic species are discussed with the aid of quantum mechanical calculations. The (FO(2)SOH)OSO(2)F(-) anion in EMIm(FO(2)SOH)OSO(2)F does not have an inversion centre, which stands in contrast to the one with an inversion centre (e.g. observed in solid Cs(FO(2)SOH)OSO(2)F). The (FO(2)SOH)(2)O(2)SOF(-) anion in EMIm(FO(2)SOH)(2)O(2)SOF is characterized by vibrational spectroscopy under C(s) symmetry.

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Physical and Electrochemical Properties of 1-ethyl-3-methylimidazolium Ionic Liquids of Mixed Anions, (FH)nF-, BF4-, and N(SO2CF3)2-

Cited by 11 publications

References 13 publications

Cyanoborates

Cyanoborates

Phase Behavior of 1-Dodecyl-3-methylimidazolium Fluorohydrogenate Salts (C₁₂MIm(FH)_nF, n = 1.0–2.3) and Their Anisotropic Ionic Conductivity as Ionic Liquid Crystal Electrolytes

Properties of fluorosulfate-based ionic liquids and geometries of (FO2SOH)OSO2F− and (FO2SOH)2O2SOF−

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Physical and Electrochemical Properties of 1-ethyl-3-methylimidazolium Ionic Liquids of Mixed Anions, (FH)nF-, BF4-, and N(SO2CF3)2-

Cited by 11 publications

References 13 publications

Cyanoborates

Cyanoborates

Phase Behavior of 1-Dodecyl-3-methylimidazolium Fluorohydrogenate Salts (C12MIm(FH)nF, n = 1.0–2.3) and Their Anisotropic Ionic Conductivity as Ionic Liquid Crystal Electrolytes

Properties of fluorosulfate-based ionic liquids and geometries of (FO2SOH)OSO2F− and (FO2SOH)2O2SOF−

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Phase Behavior of 1-Dodecyl-3-methylimidazolium Fluorohydrogenate Salts (C₁₂MIm(FH)_nF, n = 1.0–2.3) and Their Anisotropic Ionic Conductivity as Ionic Liquid Crystal Electrolytes