A systematic study on physicochemical and transport properties of imidazolium-based ionic liquids with γ-butyrolactone

The Journal of Chemical Thermodynamics - Tập 116 - Trang 330-340 - 2018
Snežana Papović1, Slobodan Gadžurić1, Marija Bešter-Rogač2, Branislav Jović1, Milan Vraneš1
1Faculty of Science, Department of Chemistry, Biochemistry and Environmental Protection, University of Novi Sad, Trg Dositeja Obradovića 3, 21000 Novi Sad, Serbia
2Faculty of Chemistry and Chemical Technology, University of Ljubljana, Večna pot 113, 1000 Ljubljana, Slovenia

Tài liệu tham khảo

Ge, 2007, Thermal conductivities of ionic liquids over the temperature range from 293 K to 353 K, J. Chem. Eng. Data, 52, 1819, 10.1021/je700176d Hallett, 2011, Room-temperature ionic liquids: solvents for synthesis and catalysis. 2, Chem. Rev., 111, 3508, 10.1021/cr1003248 Palm, 2012, Is the mixture of 1-ethyl-3-methylimidazolium terafluoroborate and 1-butyl-3-methylimidazolium tetrafluoroborate applicable as electrolyte in electrical double layer capacitors?, Electrochem. Commun., 22, 203, 10.1016/j.elecom.2012.06.029 Chagnes, 2005, Imidazolium-organic solvent mixtures as electrolytes for lithium batteries, J. Power Sources, 145, 82, 10.1016/j.jpowsour.2004.12.035 Pandey, 2006, Analytical applications of ionic liquids: a review of recent efforts, Anal. Chim. Acta, 556, 38, 10.1016/j.aca.2005.06.038 Petkovic, 2011, Ionic liquids: a pathway to environmental acceptability, Chem. Soc. Rev., 40, 1383, 10.1039/C004968A Plechkova, 2008, Applications of ionic liquids in the chemical industry, Chem. Soc. Rev., 37, 123, 10.1039/B006677J Garaga, 2015, Effect of the alkyl chain length in 1-alkyl-3-methylimidazolium ionic liquids on inter-molecular interactions and rotational dynamics. A combined vibrational and NMR spectroscopic study, J. Mol. Liq., 210, 169, 10.1016/j.molliq.2015.06.055 Davis, 2004, Chem. Task-specific ionic liquids, Chem. Lett., 33, 1072, 10.1246/cl.2004.1072 Dzyuba, 2001, New room-temperature ionic liquids with C2-symmetrical imidazolium cations, Chem. Commun., 1466, 10.1039/b104512c Zheng, 2011, Effect of Cation Symmetry on the Morphology and Physicochemical Properties of Imidazolium Ionic Liquids, J. Phys. Chem. B, 115, 6572, 10.1021/jp1115614 Xiao, 2009, Effect of Cation Symmetry and Alkyl Chain Length on the Structure and Intermolecular Dynamics of 1,3-Dialkylimidazolium Bis(trifluoromethanesulfonyl)amide Ionic Liquids, J. Phys. Chem. B, 113, 6426, 10.1021/jp8102595 Holbrey, 2004, Crystal structures of imidazolium bis(trifluoromethanesulfonyl)-imide ‘ionic liquid’ salts: the first organic salt with a cis-TFSI anion conformation, Dalton Trans., 2267, 10.1039/B405901H Bonhôte, 1996, Hydrophobic, Highly Conductive Ambient-Temperature Molten Salts, Inorg. Chem., 35, 1168, 10.1021/ic951325x Wilkes, 1982, Dialkylimidazolium chloroaluminate melts: a new class of room-temperature ionic liquids for electrochemistry, Spectrosc. Synth. Inorg. Chem., 21, 1263, 10.1021/ic00133a078 Rocha, 2013, Alkylimidazolium based ionic liquids: impact of cation symmetry on their nanoscale structural organization, J. Phys. Chem B, 117, 10889, 10.1021/jp406374a Canongia Lopes, 2006, Nonpolar, polar, and associating solutes in ionic liquids, J. Phys. Chem. B, 110, 16816, 10.1021/jp063603r Zec, 2015, Physicochemical properties of (1-butyl-1-methylpyrrolydinium dicyanamide + γ-butyrolactone) binary mixtures, J. Chem. Thermodyn., 91, 327, 10.1016/j.jct.2015.08.014 Pires, 2013, Density, conductivity, viscosity, and excess properties of (pyrrolidinium nitrate–based Protic Ionic Liquid + propylene carbonate) binary mixture, J. Chem. Thermodyn., 59, 10, 10.1016/j.jct.2012.11.020 Anouti, 2010, Volumetric properties, viscosity and refractive index of the protic ionic liquid, pyrrolidinium octanoate, in molecular solvents, J. Chem. Thermodyn., 42, 834, 10.1016/j.jct.2010.01.013 Zhu, 2011, A volumetric and viscosity study for the binary mixtures of 1-hexyl-3-methylimidazolium tetrafluoroborate with some molecular solvents, J. Chem. Thermodyn., 43, 796, 10.1016/j.jct.2010.12.027 Barthel, 1998 Papović, 2016, The effect of the alkyl chain length on physicochemial features of ionic liquids + γ-butyrolactone binary mixtures, J. Chem. Thermodyn., 99, 1, 10.1016/j.jct.2016.03.034 Papović, 2015, A comprehensive study of γ-butyrolactone + 1-methyl-3-propylimidazolium bis(trifluoromethylsulfonyl)imide binary mixtures, J. Chem. Thermodyn., 91, 360, 10.1016/j.jct.2015.07.048 Vraneš, 2014, Density, excess properties, electrical conductivity and viscosity of 1-butyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide + γ-butyrolactone binary mixtures, J. Chem. Thermodyn., 76, 161, 10.1016/j.jct.2014.03.025 Papović, 2017, Effect of the alkyl chain length on the electrical conductivity of six imidazolium-based ionic liquids + γ-butyrolactone binary mixtures, J. Chem. Thermodyn., 102, 367, 10.1016/j.jct.2016.07.039 Cannon, 1960, Viscosity measurement. Kinetic energy correction and new viscometer, Anal. Chem., 32, 355, 10.1021/ac60159a015 Barthel, 1980, Calibration of conductance cells at various temperatures, J. Solution Chem., 9, 209, 10.1007/BF00648327 Bešter-Rogač, 2006, Modern advances in electrical conductivity measurements of solutions, Acta Chim. Slov., 53, 391 Redlich, 1948, Thermodynamics of nonelectroliyte solutions, algebraic representation of thermodynamic properties and the classification of solution, Ind. Eng. Chem., 40, 345, 10.1021/ie50458a036 Desnoyers, 1997, Treatment of excess thermodynamic quantities for liquid mixtures, J. Solution Chem., 26, 749, 10.1007/BF02767781 Krummen, 2002, Measurement of activity coefficients at infinite dilution in ionic liquids using the dilutor technique, J. Chem. Eng. Data, 47, 1411, 10.1021/je0200517 Tokuda, 2006, Physicochemical properties and structures of room-temperature ionic liquids. 3. Variation of cationic structures, J. Phys. Chem. B, 110, 19593, 10.1021/jp064159v Oliveira, 2012, Surface tension of Binary Mixtures of 1-Alkyl-3-methylimidazolium Bis(trifluoromethylsulfonyl)imide ionic liquids: experimental measurements and Soft-SAFT modeling, J. Phys. Chem. B, 116, 12133, 10.1021/jp3059905 Garciá, 2011, Liquid-liquid extraction of toluene from Heptane Using 1-Alkyl-3-methylimidazolium Bis(trifluoromethylsulfonyl)imide Ionic Liquids, J. Chem. Eng. Data, 56, 113, 10.1021/je100982h Noack, 2010, The role of the C2 position in interionic interactions of imidazolium based ionic liquids: a vibrational and NMR spectroscopic study, Phys. Chem. Chem. Phys., 12, 14153, 10.1039/c0cp00486c Vogel, 1921, The law of the relationship between viscosity of liquids and the temperature, Phys. Z., 22, 645 Fulcher, 1925, Analysis of recent data of the viscosity of glasses, J. Am. Ceram. Soc., 8, 339, 10.1111/j.1151-2916.1925.tb16731.x Tammann, 1926, Die Abhängigkeit der viscosität von der temperatur bie unterkühlten flüssigkeiten, Z. Anorg. Allg. Chem., 156, 245, 10.1002/zaac.19261560121 Meyer, 1971, Thermodynamic and physicochemical properties of binary solvent, J. Chim. Phys., 62, 406, 10.1051/jcp/1971680406 Glasstone, 1941 Kapadi, 2001, Studies of Viscosity and Excess Molar Volume of Binary Mixtures of Propane-1,2 Diol with Water at Various Temperatures, Fluid Phase Equilib., 192, 63, 10.1016/S0378-3812(01)00621-5 Tian, 2013, J. Chem. Eng. Data, 58, 1885, 10.1021/je3009073 Eyring, 1936, Viscosity, plasticity, and diffusion as examples of absolute reaction rates, J. Chem. Phys., 4, 283, 10.1063/1.1749836 Martins, 2000, Excess Gibbs free energy model for calculating the viscosity of binary liquid mixtures, Ind. Eng. Chem. Res., 39, 849, 10.1021/ie990398b Ali, 1998, Ion-solvent interaction of sodium iodide and lithium nitrate in dimethylformamide-ethanol mixtures at various temperatures, J. Indian Chem. Soc., 75, 501 Singh, 1985, Viscosities and activation energies of viscous flow of ternary mixtures of toluene, chlorbenzene, 1-hexanol and benzyl alcohol, J. Chem. Eng. Data, 30, 470, 10.1021/je00042a031 Casteel, 1972, Specific conductance of concentrated solutions of magnesium salts in water–ethanol system, J. Chem. Eng. Data, 17, 55, 10.1021/je60052a029 Fox, 2013, Physicochemical properties of binary ionic liquid−aprotic solvent electrolyte mixtures, J. Phys. Chem. C, 117, 78, 10.1021/jp3089403 Pádua, 2007, Molecular solutes in ionic liquids: a structural perspective, Acc. Chem. Res., 40, 1087, 10.1021/ar700050q Seddon, 2000, Influence of chloride, water, and organic solvents on the physical properties of ionic liquids, Pure Appl. Chem., 72, 2275, 10.1351/pac200072122275 Walden, 1906, Über organische lösungs und ionisierungsmittel. III. Teil: Innere reibung und deren Zusammenhang mit dem Leitvermögen, Z. Phys. Chem., 55, 207, 10.1515/zpch-1906-5511 Xu, 2003, Ionic liquids: ion mobilities, glass temperatures and fragilities, J. Phys. Chem. B, 107, 6170, 10.1021/jp0275894 Dagousseta, 2015, Ionic liquids and γ-butyrolactone mixtures as electrolytes for supercapacitors operating over extended temperature ranges, RSC Adv, 5, 13095, 10.1039/C4RA13933J Thawarkar, 2016, Comparative Investigation of the Ionicity of Aprotic and Protic Ionic Liquids in Molecular Solvents by using Conductometry and NMR Spectroscopy, PhysChemPhys, 17, 1006, 10.1002/cphc.201501156 Canongia Lopes, 2011, Polarity, viscosity, and ionic conductivity of liquid mixtures containing [C4C1im][Ntf2] and a molecular component, J. Phys. Chem. B, 115, 6088, 10.1021/jp2012254 Ueno, 2010, Ionicity in ionic liquids: correlation with ionic structure and physicochemical properties, Phys. Chem. Chem. Phys., 12, 1649, 10.1039/b921462n MacFarlane, 2009, On the concept of ionicity in ionic liquids, Phys. Chem. Chem. Phys., 11, 4962, 10.1039/b900201d Kühnel, 2014, Lithium Ion Transport and Solvation in N-Butyl-N-methylpyrrolidinium Bis(trifluoromethanesulfonyl)imide−Propylene Carbonate Mixtures, J. Phys. Chem C, 118, 5742, 10.1021/jp5005264