174899-82-2Relevant articles and documents
Improved solubilization of pyromellitic dianhydride and 4,4′-oxydianiline in ionic liquid by the addition of zwitterion and their polycondensation
Tamada, Masahiro,Hayashi, Takahiro,Ohno, Hiroyuki
, p. 1553 - 1557 (2007)
Three different ionic liquids were prepared and examined as solvents for polyimide synthesis. The solubility of 4,4′-oxydianiline and pyromellitic dianhydride as starting materials in ionic liquids was first evaluated, and then their polycondensation was carried out. Although these starting materials were hardly soluble in 1-benzyl-3-methylimidazolium bis(trifluoromethane sulfonyl)imide (3), addition of imidazolium type zwitterion, 1-(1-butyl-3-imidazolio)butane-4-sulfonate (ZI), certainly improved their solubility. When 3 containing 40 mol % ZI was used, nothing was phase separated from this mixed solution containing both starting materials after cooling down to room temperature. After preparing prepolymer in 3 containing 40 mol % of ZI at room temperature, polycondensation was carried out in the same solution at 100, 200, and then 300 °C for every 1 h to obtain polyimide. An inherent viscosity of the obtained polyimide (0.05 g in 10 ml concentrated sulfuric acid) was 1.3 dL g-1, higher than that prepared in only 3 (0.9 dL g-1). The higher average molecular weight of the polyimide was attributed to the improved solubility of the starting materials by the addition of ZI that enabled the preparation of the prepolymer, poly(amide acid), without heating before imidation.
Ion gels prepared by in situ radical polymerization of vinyl monomers in an ionic liquid and their characterization as polymer electrolytes
Susan, Md. Abu Bin Hasan,Kaneko, Taketo,Noda, Akihiro,Watanabe, Masayoshi
, p. 4976 - 4983 (2005)
To realize polymer electrolytes with high ionic conductivity, we exploited the high ionic conductivity of an ionic liquid. In situ free radical polymerization of compatible vinyl monomers in a room temperature ionic liquid, 1-ethyl-3-methyl imidazolium bis(trifluoromethane sulfonyl)imide (EMITFSI), afforded a novel series of polymer electrolytes. Polymer gels obtained by the polymerization of methyl methacrylate (MMA) in EMITFSI in the presence of a small amount of a cross-linker gave self-standing, flexible, and transparent films. The glass transition temperatures of the gels, which we named ion gels , decreased with increasing mole fraction of EMITFSI and behaved as a completely compatible binary system of poly(methyl methacrylate) (PMMA) and EMITFSI. The temperature dependence of the ionic conductivity of the ion gels followed the Vogel-Tamman-Fulcher (VTF) equation, and the ionic conductivity at ambient temperature reached a value close to 10-2 S cm-1. Similarly to the behavior of the ionic liquid, the cation in the ion gels diffused faster than the anion. The number of carrier ions, calculated from the Nernst-Einstein equation, was found to increase for an ion gel from the corresponding value for the ionic liquid itself. The cation transference number increased with decreasing EMITFSI concentration due to interaction between the PMMA matrix and the TFSI- anion, which prohibited the formation of ion clusters or associates, as was the case for the ionic liquid itself.
Novel viologen derivatives for electrochromic ion gels showing a green-colored state with improved stability
Oh, Hwan,Seo, Dong Gyu,Yun, Tae Yong,Lee, Seong Been,Moon, Hong Chul
, p. 490 - 495 (2017)
We successfully synthesized a novel viologen derivative (1,1′-bis(3-fluoro-4-(trifluoromethyl)phenyl)-4,4′-bipyridinium bis(trifluoromethylsulfonyl)imide, TFMFPhV(TFSI)2) exhibiting a green-colored state. We selected cyanophenyl viologen (CNPhV2+), a conventional electrochromic (EC) chromophore with a green color indication, to compare EC performance. Ion gels consisting of poly(vinylidene fluoride-co-hexafluoropropylene) (PVDF-co-HFP) and 1-ethyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide ([EMI][TFSI]) were employed as a solid-state electrolyte for EC devices (ECDs). In comparison to CNPhV2+-containing devices, the ECDs with TFMFPhV2+ showed higher transmittance contrast, larger coloration efficiency, faster coloration and bleaching responses, and better coloration/bleaching operational stability. Cyclic voltammetry revealed that the more stable redox behavior of TFMFPhV2+ is the origin of the outstanding ECD performance.
NH3absorption in Br?nsted acidic imidazolium- And ammonium-based ionic liquids
Makino, Takashi,Kanakubo, Mitsuhiro
, p. 20665 - 20675 (2020)
This paper reports the NH3 solubilities and absorption mechanisms in the imidazolium- and ammonium-based ionic liquids. The cations were 1-methyl-3-(4-sulfobutyl)-imidazolium, 1-(2-hydroxyethyl)-3-methylimidazolium, 1-ethyl-3-methyl-imidazolium, N-carboxymethyl-N,N,N-trimethylammonium, N-(2-hydroxyethyl)-N,N,N-trimethylammonium, and N-butyl-N,N,N-trimethylammonium, whereas the anions were bis(trifluoromethanelsulfonyl)amide, tris(pentafluoroethyl)trifluorophosphate, trifluoromethylsulfonate, and hydrogensulfate. The Br?nsted acidic ionic liquids, consisting of sulfo and carboxy groups and hydrogensulfate anion, absorbed larger amounts of NH3, followed by the hydroxy-functionalized and nonfunctionalized ionic liquids. The NMR and Raman spectra indicated that the Br?nsted acidic ionic liquids absorbed NH3 as both the molecular ammonia (physical absorption) and the ammonium cation (chemical absorption). Although the hydroxy group strongly interacted with NH3, the hydroxy-functionalized ionic liquids dissolved NH3 only physically, similar to the nonfunctionalized ionic liquids. In conclusion, the chemical absorption brought about the higher NH3 solubilities in the Br?nsted acidic imidazolium- and ammonium-based ionic liquids. This journal is
Structural diversity in hybrid vanadium(iv) oxyfluorides based on a common building block
Aidoudi, Farida H.,Black, Cameron,Arachchige, Kasun S. Athukorala,Slawin, Alexandra M. Z.,Morris, Russell E.,Lightfoot, Philip
, p. 568 - 575 (2014)
There are only limited reports on vanadium(iv) oxyfluorides (VOFs) with extended crystal structures. Here we expand and enrich the list of existing VOFs with a series of 14 new materials "VOF-n (n = 1-14)" prepared using ionothermal and solvothermal synthesis methods. All of these materials arise from the condensation of a dimeric structural motif. These VOFs can be classified into three groups depending on their key structural features; layer structures: VOF-1 "[HN2C7H6][V 2O2F5]", VOF-2 "[HN2C 4H4][V2O2F5]", VOF-3 "[HN2C3H4][V2O 2F5]" and VOF-4 "V2(N 2C4H4)O2F4", ladder like structures: VOF-5 "[NH4(HN2C3H 4)][V2O2F6]", VOF-6 "[K(HN2C3H4)][V2O 2F6]", VOF-7 "[HNH2CH 2CH3][VOF3]", VOF-8 "[HN 2C7H6][VOF3]", VOF-9 "[H2N2C4H6][V2O 2F6]", VOF-10 "β-RbVOF3", VOF-11"α-KVOF3", VOF-12 "β-KVOF 3", VOF-13 "[H2(NH2) 2(CH2)2][V2O2F 6]", and a chain structure: VOF-14 "[H2N 2C6H12][V2O2F 7]". The crystal structures of VOF-n are presented, and their synthetic and structural relationships are discussed.
Electrochemical fluorination (Simons process) - A powerful tool for the preparation of new conducting salts, ionic liquids and strong Br?nsted acids
Ignat'ev,Willner,Sartori
, p. 1183 - 1191 (2009)
Electrochemical fluorination (Simons process) provides a cheap commercial access to a series of tris(perfluoroalkyl)diflurophosphoranes. These substances are convenient starting material for the preparation of various fluoro-chemicals. The synthesis of ne
Coordination and extraction of mercury(ii) with an ionic liquid-based thione extractant
Lu, Wenjuan,Barber, Patrick S.,Kelley, Steven P.,Rogers, Robin D.
, p. 12908 - 12916 (2013)
A neutral thione extractant, 1,3-diethylimidazole-2-thione (C 2C2ImT), was prepared from an ionic liquid (IL), 1,3-diethylimidazolium acetate, and used within a hydrophobic ionic liquid, 1-ethyl-3-methylimidazolium bis(trifluoromethane)sulfonamide ([C 2mim][NTf2]), to extract Hg(ii) from aqueous solutions of HgCl2 or Hg(OAc)2. Investigations of the extraction mechanism, spectroscopic analyses of the extracted species, and crystallographic studies of the interactions of C2C2ImT with Hg(ii) are reported, including the first structurally characterized Hg-NTf2 coordination compound, Hg(C2C2ImT)2(NTf 2)2. Coordination complexes of the thione ligand with Hg(ii) show variability in coordination numbers and geometries with stoichiometry, suggesting that the extraction mechanism is dependent on the speciation of mercury in aqueous solution. HgCl2 can form neutral, extractable complexes with the thione in aqueous solution. Hg(OAc)2 dissociates on dissolution in water and Hg(ii) is extracted through a cation exchange mechanism involving [Hg(C2C2ImT) 2]2+ ions. The precipitation of neutral mercury complexes from the IL following the extraction of excess mercury suggests a simple and unusual way to recycle the IL.
Investigation on physical and electrochemical properties of three imidazolium based ionic liquids (1-hexyl-3-methylimidazolium tetrafluoroborate, 1-ethyl-3-methylimidazolium bis(trifluoromethylsulfonyl) imide and 1-butyl-3-methylimidazolium methylsulfate)
Miran Beigi, Ali Akbar,Abdouss, Majid,Yousefi, Maryam,Pourmortazavi, Seied Mahdi,Vahid, Amir
, p. 361 - 368 (2013)
Three types of imidazolium based ionic liquids, 1-hexyl-3-methylimidazolium tetrafluoroborate ([HMIM][BF4]), 1-ethyl-3-methylimidazolium bis(trifluoromethylsulfonyl) imide ([EMIM][NTf2]) and 1-butyl-3-methylimidazolium methylsulfate ([BMIM][MeSO4]) were prepared and a variety of their fundamental properties such as kinematic (ν) and dynamic (η) viscosities, thermal stability, surface tension (σ), refractive index (nD), pH and density (ρ) were investigated as a function of temperature. The coefficients of thermal expansion (αp) of the pure liquids were also calculated from the experimental values of the density at different temperatures. Electrochemical studies of these pure fluids as media were also studied at screen printed glassy carbon electrode (SP-GCE). The measurements were performed on a single drop of ionic liquids at surface of a screen-printed three electrode cell. The results showed an ideal wide range of potential windows for studies of electrochemical behavior of some species such as hydrogen sulfide and thiols in the lipophilic and hydrophilic ionic liquids. These properties were studied for special purposes such as development of electroanalytical methods for trace determination of organosulfur compounds in petroleum and its products.
Ionic liquids based on (fluorosulfonyl)(pentafluoroethanesulfonyl)imide with various oniums
Liu, Kai,Zhou, Yi-Xuan,Han, Hong-Bo,Zhou, Si-Si,Feng, Wen-Fang,Nie, Jin,Li, Hong,Huang, Xue-Jie,Armand, Michel,Zhou, Zhi-Bin
, p. 7145 - 7151 (2010)
New hydrophobic ionic liquids based on (fluorosulfonyl) (pentafluoroethanesulfonyl)imide ([(FSO2)(C2F 5SO2)N]-, FPFSI-) anion with various oniums, including imidazolium, tetraalkyl ammonium, pyrrolidinium, and piperidinium, were prepared and characterized. Their physicochemical and electrochemical properties, including phase transitions, thermal stability, viscosity, density, specific conductivity and electrochemical windows, were extensively characterized, and were comparatively studied with the corresponding ionic liquids containing the isomeric but symmetric TFSI- ([(CF 3SO2)2N]-) anion. These new FPFSI--based ionic liquids display low melting points, low viscosities, good thermal stability, and wide electrochemical windows allowing Li deposition/dissolution. All these desired properties suggest they are potential electrolyte materials for Li (or Li-ion) batteries.
ZIF-8-porous ionic liquids for the extraction of 2,2,3,3-tetrafluoro-1-propanol and water mixture
Wang, Zenghui,Zhao, Pingping,Wu, Jimin,Gao, Jun,Zhang, Lianzheng,Xu, Dongmei
, p. 8557 - 8562 (2021)
The design of stable ionic liquids (ILs) has become crucial for efficient liquid-liquid extraction (LLE) of alcohol and water. Porous ionic liquids (PILs), as a special class of ILs, have attracted attention by virtue of their unique porous structure and IL characteristics. In this research, a series of zeolitic imidazolate framework-8 based porous ionic liquids (ZIF-8-PILs) were synthesized by simply mixing a solution of zeolitic imidazolate framework-8 (ZIF-8) and rationally designed ILs. The introduction of ZIF-8 resulted in a unique liquid porous structure and molecular sieve for ZIF-8-PILs. The improved extraction properties endowed ZIF-8/[Bpy][NTf2] with more efficiency for the separation of 2,2,3,3-tetrafluoro-1-propanol (TFP) and water with 88.1% TFP extraction rate and steady reuse. The excellent extraction performance of ZIF-8-PILs is discussed in relation to their textural property and unique intermolecular interaction.
