223437-11-4Relevant articles and documents
Water-based synthesis of hydrophobic ionic liquids for high-energy electrochemical devices
Montanino, Maria,Alessandrini, Fabrizio,Passerini, Stefano,Appetecchi, Giovanni Battista
, p. 124 - 133 (2013)
In this work is described an innovative synthesis route for hydrophobic ionic liquids (ILs) composed of N-methyl-N-Alkylpyrrolidinium (or piperidinium) or imidazolium or tetralkylammonium cations and (perfluoroalkylsulfonyl)imide, ((CnF2n+
Fluorescence studies of protein thermostability in ionic liquids
Baker, Sheila N.,Mark McCleskey,Pandey, Siddharth,Baker, Gary A.
, p. 940 - 941 (2004)
Using the single tryptophan residue in the sweet protein monellin as a spectroscopic handle, we show the extreme thermodynamic stabilization offered by an ionic liquid; Tun ～ 105°C in [C4mpy][Tf 2N] compared to 40°C in bulk water.
Melting behavior and ionic conductivity in hydrophobic ionic liquids
Kunze, Miriam,Montanino, Maria,Appetecchi, Giovanni B.,Jeong, Sangsik,Schoenhoff, Monika,Winter, Martin,Passerini, Stefano
, p. 1776 - 1782 (2010)
Four room-temperature ionic liquids (RTILs) based on the N-butyl-N-methyl pyrrolidinium (Pyr14 +) and N-methyl-N-propyl pyrrolidinium cations (Pyr13 +) and bis(trifluoromethanesulfonyl)imide (TFSI-) and bis(fluorosulfonyl) imide (FSI-) anions were intensively investigated during their melting. The diffusion coefficients of 1H and 19F were determined using pulsed field gradient (PFG) NMR to study the dynamics of the cations, anions, and ion pairs. The AC conductivities were measured to detect only the motion of the charged particles. The melting points of these ionic liquids were measured by DSC and verified by the temperature-dependent full width at half-maximum (FWHM) of the 1H and 19F NMR peaks. The diffusion and conductivity data at low temperatures gave information about the dynamics at the melting point and allowed specifying the way of melting. In addition, the diffusion coefficients of 1H (DH) and 19F (DF) and conductivity were correlated using the Nernst-Einstein equation with respect to the existence of ion pairs. Our results show that in dependence on the cation different melting behaviors were identified. In the Pyr14based ILs, ion pairs exist, which collapse above the melting point of the sample. This is in contrast to the Pyr 13-based ILs where the present ion pairs in the crystal dissociate during the melting. Furthermore, the anions do not influence the melting behavior of the investigated Pyr14 systems but affect the Pyr 13 ILs. This becomes apparent in species with a higher mobility during the breakup of the crystalline IL.
Hybrid ionogel electrolytes for high temperature lithium batteries
Lee, Jin Hong,Lee, Albert S.,Lee, Jong-Chan,Hong, Soon Man,Hwang, Seung Sang,Koo, Chong Min
, p. 2226 - 2233 (2015)
Hybrid ionogels fabricated using 1 M LiTFSI in N-butyl-N-methylpyrrolidinium bis(trifluoromethylsulfonyl)imide (BMPTFSI) crosslinked with ladder-like structured poly(methacryloxypropyl)silsesquioxane (LPMASQ) were investigated as high temperature ionogel electrolytes for lithium ion batteries. In addition to the exceedingly low crosslinker concentration (～2 wt%) required to completely solidify the ionic liquids, which provided high ionic conductivities comparable to the liquid state ionic liquid, these hybrid ionogels exhibited superior thermal stabilities (>400°C). Rigorous lithium ion battery cells fabricated using these hybrid ionogels revealed excellent cell performance at various C-rates at a variety of temperatures, comparable with those of neat liquid electrolytes. Moreover, these hybrid ionogels exhibited excellent cycling performance during 50 cycles at 90°C, sustaining over 98% coulombic efficiency. Highly advantageous properties of these hybrid ionogels, such as high ionic conductivity in the gel state, thermal stability, excellent C-rate performance, cyclability and non-flammability, offer opportunities for applications as high temperature electrolytes.
Esterification in ionic liquids: The influence of solvent basicity
Wells, Thomas P.,Hallett, Jason P.,Williams, Charlotte K.,Welton, Tom
, p. 5585 - 5588 (2008)
(Chemical Equation Presented) The second-order rate constant (k 2) for the esterification of methoxyacetic acid with benzyl alcohol is reported in a range of ionic and molecular solvents. The solvent effects on esterification rate are examined by using a linear solvation energy relationship based on the Kamlet-Taft solvent scales (α, β, and π*). It is shown that the hydrogen bond basicity of the solvent is the dominant parameter in determining the esterification rate and that the best rates are achieved in low basicity solvents.
Heterocyclic bismuth(III) compounds with transannular N→Bi interactions as catalysts for the oxidation of thiophenol to diphenyldisulfide
Toma, Ana M.,Ra?, Ciprian I.,Pavel, Octavian D.,Hardacre, Christopher,Rüffer, Tobias,Lang, Heinrich,Mehring, Michael,Silvestru, Anca,Parvulescu, Vasile I.
, p. 5343 - 5353 (2017)
The reactions between the diorganobismuth(iii) bromides [RCH2N(CH2C6H4)2]BiBr [R = C6H5 (1), C6H5CH2 (2)] and appropriate silver salts resulted in new diorganobismuth(iii) compounds of the general formula [RCH2N(CH2C6H4)2]BiX [R = C6H5, X = ONO2 (3), OSO2CF3 (4), OSO2C6H4 (CHCH2)-4 (5); R = C6H5CH2, X = ONO2 (6)], based on a butterfly-like tetrahydro-dibenzo[c,f][1,5]azabismocine heterocyclic framework. The new species were structurally characterized in solution by 1H, 13C{H} and 19F{H} NMR and in the solid state by IR spectroscopy and single-crystal X-ray diffraction. The nitrogen atom is intramolecularly coordinated to bismuth, thus resulting in hypercoordinated species of type 12-Bi-5 (3 and 6) and 10-Bi-4 (4 and 5). In addition, compound 4 shows bismuth?π arene and compounds 3 and 6 bismuth?oxygen intermolecular interactions, thus leading to dimers in the solid state. These compounds were investigated as catalysts for the oxidation of thiophenol to diphenyl disulfide by using air as an oxidizing agent, both in cyclohexane and in an ionic liquid (1-butyl-1-methylpyrrolidinium bis(trifluoromethanesulfonyl)imide), at temperatures below 100 °C, affording high reaction rates (TON 34.8, with 100% conversion after 5 h) and a total selectivity to the targeted product.
Effects of acetonitrile on electrodeposition of Ni from a hydrophobic ionic liquid
Zhu, Yan-Li,Katayama, Yasushi,Miura, Takashi
, p. 9019 - 9023 (2010)
The effects of addition of acetonitrile (ACN) on electrodeposition of nickel were investigated in a hydrophobic room-temperature ionic liquid, 1-butyl-1-methylpyrrolidinium bis(trifluoromethylsulfonyl)amide (BMPTFSA) containing Ni(TFSA)2. Addition of ACN resulted in the change of the color of the ionic liquid. The UV-vis and FT-IR spectra of the electrolyte showed the coordination environment of Ni(II) changed gradually from [Ni(TFSA)3]- to [Ni(ACN)6]2+ with an increase in the concentration of ACN. The diffusion coefficient of Ni(II) in BMPTFSA was increased and the reduction potential of Ni(II) shifted to the more positive side in the presence of ACN. The nucleation/growth process of Ni was not affected by the change in the coordination environment of Ni(II) from the chronoamperometric results although the more nuclei formed on the electrode surface. SEM showed smoother deposit was obtained in Ni(TFSA) 2/BMPTFSA with ACN.
Polyethylene glycol-functionalized siloxane hybrid gel polymer electrolytes for lithium ion batteries
Lee, Albert S.,Lee, Jin Hong,Lee, Jong-Chan,Hong, Soon Man,Hwang, Seung Sang,Koo, Chong Min
, p. 3016 - 3020 (2017)
The compatibility of diacrylate terminated polyethylene glycol-block-polydimethylsiloxane-blockpolyethylene glycol was examined with an ionic liquid solution, 1 M LiTFSI in N-butyl-Nmethylpyrrolidinium bis(trifluoromethylsulfonyl)imide, and through mild UV-curing, hybrid gel polymer electrolytes were fabricated for lithium ion battery application. Obtained hybrid gel polymer electrolytes exhibited good ionic conductivity, electrochemical stability, thermal stability, and mechanical pliancy and the polyethylene glycol domains functioned to increase the ionic dissociation to improve ion conduction compared with gel polymer electrolytes fabricated with a conventional organic crosslinker. Lithium ion battery cell tests with these hybrid gel polymer electrolytes revealed that these hybrid gel polymer electrolytes hold promise as next generation electrolytes.
Cyclic quaternary ammonium ionic liquids with perfluoroalkyltrifluoroborates: Synthesis, characterization, and properties
Zhou, Zhi-Bin,Matsumoto, Hajime,Tatsumi, Kuniaki
, p. 2196 - 2212 (2006)
New cyclic quaternary ammonium salts, composed of N-alkyl(alkyl ether)-N-methylpyrrolidinium, -oxazolidinium, -piperidinium, or -morpholinium cations (alkyl = nC4H9, alkyl ether = CH 3,OCH2, CH3,OCH2CH2) and a perfluoroalkyltrifluoroborate anion ([RFBF3] -, RF = CF3, C2F5, nC3,F7, nC4F9), were synthesized and characterized. Most of these salts are liquids at room temperature. The key properties of these salts - phase transitions, thermal stability, density, viscosity, conductivity, and electrochemical windowswere measured and compared to those of their corresponding [BF4] and [(CF3SO 2)2N]- salts. The structural effect on all the above properties was intensively studied in terms of the identity of the cation and anion, variation of the side chain in the cation (i.e., alkyl versus alkyl ether), and change in the length of the pertluoroalkyl group (RF) in the [RFBF3,]- ion. The reduction of Li + ions and reoxidation of Li metal took place in pure N-butyl-N-methyl pyrrolidinium pentafluoroethyltrifluoroborate as the supporting electrolyte. Such comprehensive studies enhance the knowledge necessary to design and optimize ionic liquids for many applications, including electrolytes. Some of these new salts show desirable properties, including low melting points, high thermal stabilities, low viscosities, high conductivities, and wide electrochemical windows, and may thus be potential candidates for use as electrolytes in high-energy storage devices. In addition, many salts are ionic plastic crystals.
Pyrrolidinium imides: A new family of molten salts and conductive plastic crystal phases
MacFarlane,Meakin,Sun,Amini,Forsyth
, p. 4164 - 4170 (1999)
A new family of molten salts is reported, based on the N-alkyl, N-alkyl pyrrolidinium cation and the bis-(trifluoromethane sulfonyl)imide anion. Some of the members of the family are molten at room temperature, while the smaller and more symmetrical members have melting points around 100 °C. Of the room-temperature molten salt examples, the methyl butyl derivative exhibits the highest conductivity; at 2 × 10-3 S/cm this is the highest molten salt conductivity observed to date at room temperature among the ammonium salts. This highly conductive behavior is rationalized in terms of the role of cation planarity. The salts also exhibit multiple crystalline phase behavior below their melting points and exhibit significant conductivity in at least their higher temperature crystal phase. For example, the methyl propyl derivative (mp = 12 °C) shows ion conductivity of 1 × 10-6 S/cm at 0 °C in its higher temperature crystalline phase.
