Thermophysical Properties and Water Saturation of [PF6]-Based Ionic Liquids

In this work, mutual solubilities of two [PF6]-based ionic liquids (ILs) with water and their thermophysical properties, namely, melting properties of pure ILs and densities and viscosities of both pure and water-saturated ILs, were determined. The selected ILs comprise 1-methyl-3-propylimidazolium and 1-methyl-3-propylpyridinium cations combined with the anion hexafluorophosphate. Mutual solubilities with water were measured in the temperature range from (288.15 to 318.15) K. From the experimental solubility data dependence on temperature, the molar thermodynamic functions of solution, such as Gibbs energy, enthalpy, and entropy of the ILs in water were further derived. In addition, a simulation study based on the COSMO-RS methodology was carried out. For both pure ILs and water-equilibrated samples, densities and viscosities were determined in the temperature interval between (303.15 and 373.15) K. The isobaric thermal expansion coefficients for pure and water-saturated ILs were calculated based on the ...

[1]  João A. P. Coutinho,et al.  Group Contribution Methods for the Prediction of Thermophysical and Transport Properties of Ionic Liquids , 2009 .

[2]  Peter Wasserscheid,et al.  Ionic Liquids in Synthesis , 2002 .

[3]  J. Coutinho,et al.  Assessing the toxicity on [C3mim][Tf2N] to aquatic organisms of different trophic levels. , 2010, Aquatic toxicology.

[4]  Wenguo Xu,et al.  Study on the extraction of dyes into a room-temperature ionic liquid and their mechanisms , 2007 .

[5]  J. Brennecke,et al.  Phase transition and decomposition temperatures, heat capacities and viscosities of pyridinium ionic liquids , 2005 .

[6]  Joan F. Brennecke,et al.  Liquid Phase Behavior of Imidazolium-Based Ionic Liquids with Alcohols , 2004 .

[7]  Robin D. Rogers,et al.  Characterization and comparison of hydrophilic and hydrophobic room temperature ionic liquids incorporating the imidazolium cation , 2001 .

[8]  M. J. Neiva Correia,et al.  Studies on the Use of Ionic Liquids as Potential Extractants of Phenolic Compounds and Metal Ions , 2005 .

[9]  M. M. Piñeiro,et al.  Measurements and Correlation of High-Pressure Densities of Phosphonium Based Ionic Liquids , 2011, Journal of Chemical & Engineering Data.

[10]  K. R. Seddon,et al.  Applications of Ionic Liquids in the Chemical Industry , 2008 .

[11]  C. D. Wilfred,et al.  Thermophysical properties of 1-hexyl-3-methyl imidazolium based ionic liquids with tetrafluoroborate, hexafluorophosphate and bis(trifluoromethylsulfonyl)imide anions , 2008 .

[12]  Luís M. N. B. F. Santos,et al.  Mutual solubilities of water and hydrophobic ionic liquids. , 2007, The journal of physical chemistry. B.

[13]  I. Marrucho,et al.  Towards an understanding of the mutual solubilities of water and hydrophobic ionic liquids in the presence of salts: the anion effect. , 2009, The journal of physical chemistry. B.

[14]  F. Eckert,et al.  (Liquid + liquid) phase equilibria of 1-alkyl-3-methylimidazolium methylsulfate with alcohols, or ethers, or ketones , 2006 .

[15]  Hans W. Horn,et al.  ELECTRONIC STRUCTURE CALCULATIONS ON WORKSTATION COMPUTERS: THE PROGRAM SYSTEM TURBOMOLE , 1989 .

[16]  Mihkel Koel,et al.  Ionic Liquids in Chemical Analysis , 2005 .

[17]  F. Eckert,et al.  Liquid–liquid equilibria in the binary systems (1,3-dimethylimidazolium, or 1-butyl-3-methylimidazolium methylsulfate + hydrocarbons) , 2006 .

[18]  D. Wong,et al.  Phase equilibria of water and ionic liquids [emim][PF6] and [bmim][PF6] , 2002 .

[19]  Luís M. N. B. F. Santos,et al.  Ion specific effects on the mutual solubilities of water and hydrophobic ionic liquids. , 2009, The journal of physical chemistry. B.

[20]  A. Schäfer,et al.  Fully optimized contracted Gaussian basis sets of triple zeta valence quality for atoms Li to Kr , 1994 .

[21]  J. Coutinho,et al.  Extension of the Ye and Shreeve group contribution method for density estimation of ionic liquids in a wide range of temperatures and pressures , 2008 .

[22]  M. Nunes da Ponte,et al.  A detailed thermodynamic analysis of [C4mim][BF4]+ water as a case study to model ionic liquid aqueous solutions , 2004 .

[23]  C. Tsonopoulos,et al.  Thermodynamic analysis of the mutual solubilities of normal alkanes and water , 1999 .

[24]  H. Artigas,et al.  Thermophysic comparative study of two isomeric pyridinium-based ionic liquids. , 2008, The journal of physical chemistry. B.

[25]  Luís M. N. B. F. Santos,et al.  Evaluation of COSMO-RS for the prediction of LLE and VLE of water and ionic liquids binary systems , 2008 .

[26]  J. Brennecke,et al.  Solution Thermodynamics of Imidazolium-Based Ionic Liquids and Water , 2001 .

[27]  A. Klamt,et al.  Fast solvent screening via quantum chemistry: COSMO‐RS approach , 2002 .

[28]  C. Lafuente,et al.  Physicochemical characterization of n-butyl-3-methylpyridinium dicyanamide [corrected] ionic liquid. , 2008, The journal of physical chemistry. B.

[29]  Luís M. N. B. F. Santos,et al.  An overview of the mutual solubilities of water-imidazolium-based ionic liquids systems , 2007 .

[30]  Joan F. Brennecke,et al.  Thermophysical Properties of Imidazolium-Based Ionic Liquids , 2004 .

[31]  H. Ngo,et al.  Thermal properties of imidazolium ionic liquids , 2000 .

[32]  M. Matsumoto,et al.  Extraction of organic acids using imidazolium-based ionic liquids and their toxicity to Lactobacillus rhamnosus , 2004 .

[33]  A. Arce,et al.  Partitioning of antibiotics in a two-liquid phase system formed by water and a room temperature ionic liquid , 2005 .

[34]  A. Klamt.  Conductor-like Screening Model for Real Solvents: A New Approach to the Quantitative Calculation of Solvation Phenomena , 1995 .

[35]  Luke D. Simoni,et al.  Liquid Phase Behavior of Ionic Liquids with Water and 1-Octanol and Modeling of 1-Octanol/Water Partition Coefficients , 2007 .

[36]  R. Rogers,et al.  Hydrophobic ionic liquids incorporating N-alkylisoquinolinium cations and their utilization in liquid-liquid separations. , 2001, Chemical communications.

[37]  H. Luo,et al.  Room Temperature Ionic Liquids for Separating Organics from Produced Water , 2005 .

[38]  K. Marsh,et al.  Liquid−Liquid Equilibria of Room-Temperature Ionic Liquids and Butan-1-ol† , 2003 .

[39]  A. Klamt,et al.  Room temperature ionic liquids as replacements for conventional solvents – A review , 2002 .

[40]  I. Marrucho,et al.  Hydrolysis of tetrafluoroborate and hexafluorophosphate counter ions in imidazolium-based ionic liquids. , 2010, The journal of physical chemistry. A.

[41]  Johan Jacquemin,et al.  Density and viscosity of several pure and water-saturated ionic liquids , 2006 .

[42]  Jing Fan,et al.  Solvent extraction of selected endocrine-disrupting phenols using ionic liquids , 2008 .

[43]  G. Maurer,et al.  Liquid−Liquid Equilibrium in Mixtures of the Ionic Liquid 1-n-Butyl-3-methylimidazolium Hexafluorophosphate and an Alkanol† , 2006 .

[44]  Andreas Klamt,et al.  COSMO Implementation in TURBOMOLE: Extension of an efficient quantum chemical code towards liquid systems , 2000 .

[45]  I. Marrucho,et al.  Densities and Derived Thermodynamic Properties of Imidazolium-, Pyridinium-, Pyrrolidinium-, and Piperidinium-Based Ionic Liquids , 2008 .

[46]  D. Macfarlane,et al.  Extraction and recovery of azo dyes into an ionic liquid. , 2006, Talanta.

[47]  I. Marrucho,et al.  PρT Measurements of Imidazolium-Based Ionic Liquids , 2007 .

[48]  A. Klamt,et al.  COSMO : a new approach to dielectric screening in solvents with explicit expressions for the screening energy and its gradient , 1993 .

[49]  Luís M. N. B. F. Santos,et al.  Effect of Water on the Viscosities and Densities of 1-Butyl-3-methylimidazolium Dicyanamide and 1-Butyl-3-methylimidazolium Tricyanomethane at Atmospheric Pressure† , 2010 .

[50]  A. Klamt,et al.  COSMO-RS: a novel and efficient method for the a priori prediction of thermophysical data of liquids , 2000 .

[51]  Wolfgang Arlt,et al.  Influence of Ionic Liquids on the Phase Behavior of Aqueous Azeotropic Systems , 2004 .

[52]  Luís M. N. B. F. Santos,et al.  Mutual solubilities of water and the [C(n)mim][Tf(2)N] hydrophobic ionic liquids. , 2008, The journal of physical chemistry. B.

[53]  I. Pletnev,et al.  Solvent extraction of amino acids into a room temperature ionic liquid with dicyclohexano-18-crown-6 , 2004, Analytical and bioanalytical chemistry.

[54]  H. Artigas,et al.  Thermophysical Properties of N-Octyl-3-methylpyridinium Tetrafluoroborate , 2009 .

[55]  Luís M. N. B. F. Santos,et al.  Evaluation of COSMO-RS for the prediction of LLE and VLE of alcohols + ionic liquids , 2007 .

[56]  Andreas Klamt,et al.  Erratum to “COSMO-RS: a novel and efficient method for the a priori prediction of thermophysical data of liquids” [Fluid Phase Equilib. 172 (2000) 43–72] , 2003 .

[57]  Igor V. Pletnev,et al.  Solvent extraction and extraction–voltammetric determination of phenols using room temperature ionic liquid , 2005, Analytical and bioanalytical chemistry.

[58]  I. Marrucho,et al.  Measurements of Imidazolium-Based Ionic Liquids , 2009 .

[59]  Andreas Klamt,et al.  COSMO-RS: From Quantum Chemistry to Fluid Phase Thermodynamics , 2005 .

[60]  Jianji Wang,et al.  Recovery of amino acids by imidazolium based ionic liquids from aqueous media , 2005 .

[61]  A. Pádua,et al.  Nanostructural organization in ionic liquids. , 2006, The journal of physical chemistry. B.

[62]  Luís M. N. B. F. Santos,et al.  Solubility of Water in Tetradecyltrihexylphosphonium-Based Ionic Liquids , 2008 .

[63]  João A. P. Coutinho,et al.  Structural and Positional Isomerism Influence in the Physical Properties of Pyridinium NTf2-Based Ionic Liquids: Pure and Water-Saturated Mixtures† , 2010 .

[64]  G. Wytze Meindersma,et al.  Density, viscosity, and surface tension of synthesis grade imidazolium,pyridinium, and pyrrolidinium based room temperature ionic liquids , 2009 .

[65]  I. Marrucho,et al.  Solubility of non-aromatic ionic liquids in water and correlation using a QSPR approach , 2010 .