The physicochemical properties of binary mixture of ether functionalized ionic liquid [C<sub>2</sub>2O1IM][NTf<sub>2</sub>]+formamide (FA)/dimethylformamide (DMF)

Guide

Abstract 1-(2-methoxyethyl)-3-ethyl imidazole bis (trifluoromethyl) sulfonyl imide salt ([C₂2O1IM][NTf₂]) as ether functional ionic liquid has many excellent characteristics such as good thermal stability, low viscosity and high conductivity. In this work, the binary mixture of ([C₂2O1IM][NTf₂])+formamide (FA), dimethylformamide (DMF) was studied. The density ρ, sound velocity u and viscosity η of the binary mixture in the whole composition range were measured at the temperature range of 15—50 ℃ and atmospheric pressure. According to the experimental data, excess molar volume V^E_m, isentropic compression coefficient deviation Δκ_s and viscosity deviation Δη of the system were calculated. The results can be explained by intermolecular interactions in these mixtures.

	Service

	Email this article
	Add to my bookshelf
	Add to citation manager
	Email Alert
	RSS
	Articles by authors
	YANG Jialin
	DU Yanping
	LIU Bin
	CHANG Wei
	HOU Haiyun
	WANG Ning
	XIE Peijing
	YANG Simeng

Keywords： ether-functionalized ionic liquid binary mixture physicochemical properties

Received 2022-07-23;

Fund:

About author:

Cite this article:

YANG Jialin, DU Yanping, LIU Bin, CHANG Wei, HOU Haiyun, WANG Ning, XIE Peijing, YANG Simeng.The physicochemical properties of binary mixture of ether functionalized ionic liquid [C₂2O1IM][NTf₂]+formamide (FA)/dimethylformamide (DMF)[J] Chemcial Industry and Engineering, 2023,V40(6): 89-95

[1] ZHANG J, FANG S, QU L, et al. Synthesis, characterization, and properties of ether-functionalized 1, 3-dialkylimidazolium ionic liquids[J]. Industrial & Engineering Chemistry Research, 2014, 53(43): 16633-16643
[2] JIN Y, FANG S, ZHANG Z, et al. C-2 functionalized trialkylimidazolium ionic liquids with alkoxymethyl group: Synthesis, characterization, and properties[J]. Industrial & Engineering Chemistry Research, 2013, 52(22): 7297-7306
[3] 何丽娟, 黄艳伟, 袁致林, 等. 离子液体[emim][Tf₂N]的表面张力、密度、黏度及电导率实验测定[J]. 化学工业与工程, 2018, 35(4): 17-23 HE Lijuan, HUANG Yanwei, YUAN Zhilin, et al. Experimental determination on the surface tension, density, viscosity and conductivity of ionic liquid 1-ethyl-3-methylimidazolium bis [(trifluoromethyl) sulfonyl]imide[J]. Chemical Industry and Engineering, 2018, 35(4): 17-23(in Chinese)
[4] YANG F, FENG P. Densities and viscosities of ionic liquid with organic solvents[J]. Applied Sciences, 2020, 10(23): 8342
[5] PÉREZ E, DE PABLO L, SEGOVIA J J, et al. Solubility of CO₂ in three cellulose-dissolving ionic liquids[J]. AIChE Journal, 2020, 66(7): e16228
[6] MONDAL A, BALASUBRAMANIAN S. Understanding SO₂ capture by ionic liquids[J]. The Journal of Physical Chemistry B, 2016, 120(19): 4457-4466
[7] QURESHI Z S, DESHMUKH K M, BHANAGE B M. Applications of ionic liquids in organic synthesis and catalysis[J]. Clean Technologies and Environmental Policy, 2014, 16(8): 1487-1513
[8] 高歌, 靳海波. 咪唑类离子液体催化合成碳酸丙烯酯[J]. 化学工业与工程, 2014, 31(1): 14-18, 62 GAO Ge, JIN Haibo. Synthesis of propylene carbonate in the presence of catalysts of N, N'-dialkylimidazolium-based ionic liquids[J]. Chemical Industry and Engineering, 2014, 31(1): 14-18, 62(in Chinese)
[9] FANG S, YANG L, WANG J, et al. Ionic liquids based on functionalized guanidinium cations and TFSI anion as potential electrolytes[J]. Electrochimica Acta, 2009, 54(17): 4269-4273
[10] 龚燕燕, 刘海春, 张朵, 等. 醚基功能化离子液体[MOEMIm]CI和[EOEMIm]CI热力学性质[J]. 物理化学学报, 2019, 35(11):1224-1231 GONG Yanyan, LIU Haichun, ZHANG Duo, et al. Thermodynamic properties of the ether-based functionalized ionic liquids [MOEMIm]CI and [EOEMIm]CI[J]. Acta Physico-Chimica Sinica, 2019, 35(11):1224-1231(in Chinese)
[11] WANG G, SHEN S, FANG S, et al. New ether-functionalized pyrazolium ionic liquid electrolytes based on the bis(fluorosulfonyl)imide anion for lithium-ion batteries[J]. RSC Advances, 2016, 6(75): 71489-71495
[12] CUI G, WANG C, ZHENG J, et al. Highly efficient SO₂ capture by dual functionalized ionic liquids through a combination of chemical and physical absorption[J]. Chemical Communications, 2012, 48(20): 2633-2635
[13] KANAKUBO M, MAKINO T, TANIGUCHI T, et al. CO₂ solubility in ether functionalized ionic liquids on mole fraction and molarity scales[J]. ACS Sustainable Chemistry & Engineering, 2016, 4(2): 525-535
[14] COADOU E, GOODRICH P, NEALE A R, et al. Synthesis and thermophysical properties of ether-functionalized sulfonium ionic liquids as potential electrolytes for electrochemical applications[J]. ChemPhysChem, 2016, 17(23): 3992-4002
[15] PAN Y, YANG Y, CHANG N, et al. A new theoretical model-The ionic molar surface Gibbs free energy and its application[J]. The Journal of Chemical Thermodynamics, 2018, 116: 107-113
[16] LIU J, QI X, LI L, et al. Physical properties and its estimation of binary mixtures of ether-functionalized ionic liquids[C₂2O1IM][NTF₂]with alcohols[J]. Journal of Chemical & Engineering Data, 2020, 65(11): 5176-5183
[17] HOGA H E, OLIVIERI G V, TORRES R B. Experimental measurements of volumetric and acoustic properties of binary mixtures of 1-butyl-3-methylimidazolium hexafluorophosphate with molecular solvents[J]. Journal of Chemical & Engineering Data, 2020, 65(7): 3406-3419
[18] EGOROV G I, MAKAROV D M. Densities and molar isobaric thermal expansions of the water+formamide mixture over the temperature range from 274.15 to 333.15 K at atmospheric pressure[J]. Journal of Chemical & Engineering Data, 2017, 62(4): 1247-1256
[19] CHAUDHARY N, NAIN A K. Densities, speeds of sound, viscosities, refractive indices, excess and partial molar properties of binary mixtures of 1-butyl-3-methylimidazolium tetrafluoroborate with formamide at temperatures from 293.15 to 318.15 K[J]. Journal of Molecular Liquids, 2020, 305: 112816
[20] WARMIŃSKA D, S＇MIECHOWSKI M. Thermophysical study of the binary mixtures of triethyl phosphate with N-methylformamide, N, N-dimethylformamide and N, N-dimethylacetamide-Experimental and theoretical approach[J]. Journal of Molecular Liquids, 2020, 304: 112778
[21] UMAPATHI R, NAIDOO P, RAMJUGERNATH D, et al. Investigation of temperature and composition dependence of molecular interactions between phosphonium-based ionic liquid + N, N-dimethylformamide: A study of thermophysical properties[J]. Journal of Molecular Liquids, 2019, 291: 110987
[22] SHARMA V K, KATARIA J, BHAGOUR S. Thermodynamic investigations of 1-ethyl-3-methylimidazolium tetrafluoroborate and cycloalkanone mixtures[J]. Journal of Thermal Analysis and Calorimetry, 2014, 118(1): 431-447
[23] NAIN A K. Densities, ultrasonic speeds, viscosities and excess properties of binary mixtures of methyl methacrylate with N, N-dimethylformamide and N, N-dimethylacetamide at different temperatures[J]. The Journal of Chemical Thermodynamics, 2013, 60: 105-116
[24] KESHAPOLLA D, SINGH V, GARDAS R L. Volumetric, acoustic and transport properties of binary mixtures of benzyldimethylammonium based ionic liquids with N, N-dimethylformamide at temperature from 293.15 to 328.15 K[J]. Journal of Molecular Liquids, 2014, 199: 330-338
[25] ALMASI M. Thermodynamic properties of binary mixtures containing N, N-dimethylformamide+2-alkanol: Cubic and statistical associating fluid theory-based equation of state analysis[J]. Journal of the Taiwan Institute of Chemical Engineers, 2014, 45(2): 365-371
[26] SYAMALA V, RAJA SEKHAR D, SIVA KUMAR K, et al. Volumetric, ultrasonic and transport properties of binary liquid mixtures containing dimethyl formamide at 303.15 K[J]. Chinese Journal of Chemistry, 2007, 25(1): 32-43
[27] CHAUDHARY N, KUMAR NAIN A. Volumetric, acoustic and viscometric studies of intermolecular interactions in polyethylene glycol 400+alkyl acrylate binary mixtures at temperatures from 293.15 to 318.15 K[J]. Physics and Chemistry of Liquids, 2020, 58(6): 736-759
[28] ZAREI H, KELEY V. Density and speed of sound of binary mixtures of ionic liquid 1-ethyl-3-methylimidazolium tetrafluoroborate, N, N-dimethylformamide, and N, N-dimethylacetamide at temperature range of 293.15-343.15 K: Measurement and PC-SAFT modeling[J]. Journal of Chemical & Engineering Data, 2017, 62(3): 913-923
[29] ZAFARANI-MOATTAR M T, SHEKAARI H. Volumetric and speed of sound of ionic liquid, 1-butyl-3-methylimidazolium hexafluorophosphate with acetonitrile and methanol at T=(298.15 to 318.15) K[J]. Journal of Chemical & Engineering Data, 2005, 50(5): 1694-1699
[30] WEI J, LU D, JIANG C, et al. Experimental determination of viscosity for the binary mixtures of the ether-functionalized ionic liquids[C₂2O1IM][TfO]with monohydric alcohols[J]. Journal of Molecular Liquids, 2020, 313: 113538
[31] FATIMA U, MONTES-CAMPOS H, VARELA L M. Experimental and MD simulation investigation on thermophysical properties of binary/ternary mixtures of 1-butyl-3-methylimidazolium rifluoromethanesulfonate with molecular solvents[J]. Journal of Molecular Liquids, 2020, 302: 112481