Solubility and excess molar properties of 1,3-dimethylimidazolium methylsulfate, or 1-butyl-3-methylimidazolium methylsulfate, or 1-butyl-3-methylimidazolium octylsulfate ionic liquids with n-alkanes and alcohols: Analysis in terms of the PFP and FBT models

Journal of Solution Chemistry

Volumn 35, Issue 3, 2006, Pages 311-334

  Domanska U ^a   Pobudkowska, A ^a   Wisniewska A ^a  

^a WARSAW UNIVERSITY OF TECHNOLOGY   (Poland)

Author keywords

1 butanol; 1 decanol; 1 hexanol; 1 octanol; BMIM CH3SO4 ; BMIM OcSO4 ; MMIM CH3SO 4 ; Excess molar volumes; FBT model; Liquid liquid equilibria; Methanol; Molecular interactions; Water

Indexed keywords

EID: 33745048793     PISSN: 00959782     EISSN: None     Source Type: Journal    
DOI: 10.1007/s10953-005-9002-0     Document Type: Article

References (30)

1. 3]. Fluid Phase Equilib. 226, 37-44 (2004).
2. R. Kato, M. Krummen, and J. Gmehling, Measurement and Correlation of Vapor-Liquid Equilibria and Excess Enthalpies of Binary Systems Containing Ionic Liquids and Hydrocarbons. Fluid Phase Equilib. 224, 47-54 (2004).
3. C. P. Fredlake, J. M. Crostwaite, D. G. Hert, S. N. V. K. Akai, and J. F. Brennecke, Thermophysical Properties of Imidazolium-Based Ionic Liquids. J. Chem. Eng. Data 49, 954-964 (2004).
4. J. M. Crosthwaite, S. N. V. Akai, E. J. Maginn, and J. F. Brennecke, Liquid Phase Behavior of Imidazolium-Based Ionic Liquids with Alcohols. J. Phys. Chem. B 108, 5113-5119 (2004).
5. 6] in Alcohols. J. Phys. Chem. B 108, 2376-2382 (2004).
6. J. M. Crosthwaite, S. N. V. Aki, E. J. Maginn, and J. F. Brennecke, Liquid Phase Behavior of Imidazolium-based Ionic Liquids with Alcohols: Effect of Hydrogen Bonding and Non-polar Interactions. Fluid Phase Equilib. 228-229, 303-309 (2005).
7. U. Domańska and A. Marciniak, Liquid Phase Behaviour of 1-Hexyloxymethyl-3-methylimidazolium-based Ionic Liquids with Hydrocarbons: The Influence of Anion. J. Chem. Thermodyn. 37, 577-585 (2005).
8. J. Łacha, J. Szydłowski, V. Najdanovic-Visak, L. P. N. Rebelo, K. R. Seddon, M. Nunes da Ponte, J. M. S. S. Esperanca, and H. J. R. Guedes, Evidence for Lower Critical Solution Behavior in Ionic Liquid Solutions. J. Am. Chem. Soc. 127, 6542-6543 (2005).
9. L. P. N. Rebelo, J. N. Canongia Lopes, J. M. S. S. Esperanca, and E. Filipe, On the Critical Temperature, Normal Boiling Point, and Vapor Pressure of Ionic Liquids. J. Phys. Chem. B 109, 6040-6043 (2005).
10. ∞ Data and Prediction of their Thermodynamic Behavior using Original UNIFAC, mod. UNIFAC(Do) and COSMO-RS(01). J. Chem. Thermodyn. 37, 603-619 (2005).
11. T. M. Letcher, A. Marciniak, M. Marciniak, and U. Domańska, Determination of Activity Coefficients at Infinite Dilution of Solutes in the Ionic Liquid 1-Butyl-3-methylimidazolium Octyl Sulfate Using Gas-Liquid Chromatography at a Temperature of 298.15 K, 313.15 K, or 328.15 K. J. Chem. Eng. Data 50, 1294-1298 (2005).
12. A. Heintz, J. K. Lehmann, and C. Wertz. Thermodynamic Properties of Mixtues Containing Ionic Liquids. 3. Liquid-Liquid Equilibria of Binary Mixtures of 1-Ethyl-3-methylimidazolium Bis(trifluoromethylsulfonyl)imide with Propan-1-ol, Butan-1-ol, and Pentan-1-ol. J. Chem. Eng. Data 48, 472-474 (2003).
13. C.-T. Wu, K. N. Marsh, A. V. Deev, and I. A. Boxall, Liquid-Liquid Equilibria of Room-Temperature Ionic Liquids and Butan-1-ol. J. Chem. Eng. Data 48, 486-491 (2003).
14. U. Domańska, A. Pobudkowska, and F. Eckert, Liquid-Liquid Equilibria in the Binary Systems (1,3-Dimethylimidazolium, or 1-Butyl-3-methylimidazolium Methylsulfate + Hydrocarbons). Green Chem. (2005) DOI: 10.1039/B514521J.
15. U. Domańska, A. Pobudkowska, and F. Eckert, (Liquid + Liquid) Phase Equilibria of 1-Alkyl-3-methylimidazolium Methylsylfate with Alcohols, or Ethers, or Ketones. J. Chem. Thermodyn. (2005) DOI: 10.1016/j.jct.2005.07.024.
16. S. Wingefors, Development of the Correlation Between the Non-polar Solubility Parameter. Retractive Index and Molecular Structure. II. Aliphatic Ethers and Alcohols. J. Chem. Tech. Biotechnol. 31, 530-534 (1981).
17. A. Liu, K. Pusicha, A. M. Demiriz, and F. Kohler, Model for Alkanol + Alkane Mixtures: Extension and Experimental Verification. J. Solution Chem. 20, 39-56 (1991).
18. 18. J. Am. Chem. Soc. 55, 1574-1584 (1933).
19. 2 at Temperature from 277.13 K to 318.15 K. J. Chem. Thermodyn. 34, 927-957 (2002).
20. A. J. Treszczanowicz and G. C. Benson, Excess Volumes of Alkanol + Alkane Binary Systems in Terms of an Association Model with a Flory Contribution Term. Fluid Phase Equilib. 23, 117-135 (1985).
21. A. J. Treszczanowicz and G. C. Benson, Excess Volumes of Cycloalkanol + Cycloalkane Binary Systems in Terms of an Association Solution Theory with a Flory Equation of State Contribution. Thermochim. Acta 179, 39-47 (1991).
22. P. J. Flory, Statistical Thermodynamics of Liquid Mixtures. J. Am. Chem. Soc. 87, 1833-1835 (1965).
23. A. Abe and P. J. Flory, The Thermodynamic Properties of Mixtures of Small, Nonpolar Molecules. J. Am. Chem. Soc. 87, 1838-1842 (1965).
24. R. A. Orwoll and P. J. Flory, Equation of State Parameters for Normal Alkanes. Correlation with Chain Length. J. Am. Chem. Soc. 89, 6822-6825 (1967).
25. U. Domańska, The Excess Molar Volumes of (a Hydrocarbon + a Branched Chain Ether) at 298.15 K and 308.15 K and the Application of the PFP Theory. Fluid Phase Equilib. 130, 207-222 (1997).
26. T. M. Letcher, and U. Domańska, Excess Enthalpies of (2,2,4-Trimethylpentane or 1-Heptane or Hexane or Toluene + Methyl 1,1-Dimethylethyl Ether) and (1-Heptene or 1-Hexene or Toluene + 1,1-Dimethylpropyl Ether) at the Temperature 298.15 K and 308.15 K. J. Chem. Thermodyn. 29, 721-730 (1997).
27. T. M. Letcher and R. C. Baxter, Application of the Prigogine-Flory- Patterson Theory. Part I. Mixtures of n-Alkanes with Bicyclic Compounds, Benzene, Cyclohexane and n-Hexane. J. Solution Chem. 18, 65-79 (1989).
28. H. Kehiaian and A. Treszczanowicz, Thermodynamics of Chemically Reacting Mixtures. Excess Free Enthalpy of Athermal Associated Mixtures of the Mecke-Kempter type. Bull. Acad. Polon. Sci. Ser. Sci. Chim. 16, 445-449 (1968).
29. H. Funke, M. Wetzel, and A. Heintz, New Applications of the ERAS Model. Thermodynamics of Amine + Alkane and Alcohol + Amine Mixtures. Pure Appl. Chem. 61, 1429-1439 (1989).
30. T. M. Letcher, J. Achwa, and U. Domańska, The Excess Molar Volumes, and Excess Molar Enthalpies of (N-Methyl-2-pyrrolidinone + an Alkanol) at the Temperature 298.15 K. J. Chem. Thermodyn. 34, 1581-1599 (2002).