Measurements and Correlation of the (Solid + Liquid) Equilibria of [1-Decyl-3-methylimidazolium Chloride + Alcohols (C2-C12)]

Industrial and Engineering Chemistry Research

Volumn 42, Issue 26, 2003, Pages 6986-6992

  Domańska, Urszula ^a   Bogel Lukasik, Ewa ^a  

^a WARSAW UNIVERSITY OF TECHNOLOGY   (Poland)

Author keywords

[No Author keywords available]

Indexed keywords

ALCOHOLS; BINARY MIXTURES; DIFFERENTIAL SCANNING CALORIMETRY; ENTHALPY; MELTING; PHASE TRANSITIONS; SOLUBILITY; THERMAL EFFECTS;

IONIC LIQUIDS; TERTIARY ALCOHOLS;

PHASE EQUILIBRIA;

1 DECYL 3 METHYLIMIDAZOLIUM CHLORIDE; 2 BUTANOL; ALCOHOL; ALCOHOL DERIVATIVE; BUTANOL; DECANOL; HEXANOL; IMIDAZOLE DERIVATIVE; LAURYL ALCOHOL; OCTANOL; TERT BUTYL ALCOHOL; UNCLASSIFIED DRUG;

SOLID-LIQUID EQUILIBRIUM;

CONFERENCE PAPER; CORRELATION ANALYSIS; DIFFERENTIAL SCANNING CALORIMETRY; ENTHALPY; LIQUID; MEASUREMENT; MELTING POINT; MOLECULAR DYNAMICS; PHASE TRANSITION; SOLID STATE;

EID: 0347364811     PISSN: 08885885     EISSN: None     Source Type: Journal    
DOI: 10.1021/ie030464g     Document Type: Conference Paper

References (44)

1. 12). J. Phys. Chem. B 2003, 107, 1858.
2. Domańska, U.; Bogel-Lukasik, E.; Bogel-Lukasik, R. 1-Octanol/ Water Partition Coefficients of 1-Alkyl-3-methylimidazolium Chloride. Chem. Eur. J. 2003, 9, 3033.
3. Domańska, U.; Marciniak, A. Solubility of 1-Alkyl-3-methylimidazolium Hexafluorophosphate in Hydrocarbons J. Chem. Eng. Data 2003, 48, 451.
4. Domańska, U.; Bogel-Lukasik, E. Solid-Liquid Equilibria for Systems Containing 1-butyl-3-methylimidazolium Chloride. Fluid Phase Equilib., submitted.
5. Heintz, A.; Kulikov, D. V.; Verevkin, S. P. Thermodynamic Properties of Mixtures Containing Ionic Liquids. Activity Coefficients at Infinite Dilution of Polar Solutes in 4-Methyl-n-Butyl-Pyridinium Tetrafluoroborate Using Gas-Liquid Chromatography. J. Chem. Thermodyn. 2002, 34, 1341.
6. Seddon, K. R.; Stark, A.; Torres, M.-J. Influence of chloride, water, and organic solvents on the physical properties of ionic liquids. Pure Appl. Chem. 2000, 72, 2275.
7. E and γ Infinity for Systems with Ionic Liquids. 17th IUPAC Conference on Chemical Thermodynamics, Rostock, July 2002; Paper ILP-2.
8. 6]. Fluid Phase Equilib. 2002, 194-197, 1089.
9. Marsh, K. N.; Deev, A.; Wu, A. C.-T.; Tran, E.; Klamt, A. Liquid-Liquid Equilibria in Ionic Liquid-Organic Solvent System. Korean J. Chem. Eng. 2002, 19, 357.
10. Rebelo, L. P. N.; Najdanovic-Visak, U.; Nunes da Ponrte, M.; Tronozo, J. ; Cerderina, C. C.; Romani, L. Two ways of looking at Prigogine and Defay's equation. Phys. Chem. Chem. Phys. 2002, 4, 2251.
11. Letcher, T. M.; Deenadayalu, N. Ternary Liquid-Liquid Equilibria for Mixtures of 1-Methyl-3-octyl-imidazolium Chloride + Benzene + an Alkane at T = 298.2 K and 1 Atm. J. Chem. Thermodyn. 2003, 35, 67.
12. Bradley, A. E.; Hardacre, C.; Holbrey, J. D.; Jonston, S.; McMath, S. E. J.; Nieuwenhuyzen, M. Small-Angle X-ray Scattering Studies of Liquid Crystalline 1-Alkyl-3-methylimidazolium Salts. Chem. Mater. 2002, 14, 629.
13. T(30) and Kamlet-Taft Polarity Scales. Green Chem. 2002, 4, 165.
14. Freemantle, M. Eyes on Ionic Liquids. Chem. Eng. News 2000, 78, 37.
15. Holbrey, J. D.; Seddon, K. R. Ionic Liquids. Clean Prod. Process. 1999, 1, 223-236.
16. Anthony, J. L.; Maginn, E. J.; Brennecke, J. F. Solution Thermodynamics of Imidazolium-Based Ionic Liquids and Water. J. Phys. Chem. B 2001, 105, 10942.
17. Bonhôte, P.; Dias, A.-P.; Papageorgiou, N.; Kalyanasundaram, K.; Grätzel, M. Hydrophobic, highly conductive ambient-temperature molten salts. Inorg. Chem. 1996, 35, 1168.
18. Appleby, D.; Hitchcock, P. B.; Seddon, K. R.; Turp, J. E.; Zora, J. A.; Hussey, C. L.; Sanders, J. R.; Ryan, T. A. Tri-m-bromobis[tribromoruthenate(III)] Salts: A synthetic, Structural, Spectroscopis, and Electrochemical Study. J. Chem. Soc., Dalton Trans. 1990, 1879.
19. Avent, A. G.; Chaloner, P. A.; Day, M. P.; Seddon, K. R.; Welton, T. Evidence for Hydrogen Bonding in Solutions of 1-Ethyl-3-methylimidazolium Halides, and its Implications for Room-temperature Halogenoaluminate(III) Ionic Liquids. J. Chem. Soc., Dalton Trans. 1994, 3405.
20. 2+ Chloride Clusters in Acetonitrile and in the Aluminum Chloride-1-Methyl-3-ethylimidazolium Chloride Molten Salt. Inorg. Chem. 1995, 34, 370.
21. Huddleston, J. G.; Willauer, H. D.; Swatloski, R. P.; Visser, A. E.; Rogers, R. D. Room-Temperature Ionic Liquids as Novel Media for 'Clean' Liquid-Liquid Extraction. Chem. Commun. 1998, 1765.
22. Varma, R. S.; Namboodiri, V. V. An Expeditious Solvent-Free Route to Ionic Liquids Using Microwaves. Chem. Commun. 2001, 643.
23. Wilkes, J. S.; Levisky, J. A.; Wilson, R. A.; Hussey, C. L. Dialkylimidazolium Chloroaluminate Melts-a New Class of Room-Temperature Ionic Liquids for Electrochemistry, Spectroscopy, and Synthesis. Inorg. Chem. 1982, 21, 1263.
24. Dzyuba, S. V.; Bartsch, R. A. Efficient Synthesis of 1-Alkyl-(aralkyl)-3-methyl(ethyl)imidazolium Halides: Precursors for Room-Temperature Ionic Liquids. J. Heterocycl. Chem. 2001, 38, 265.
25. Dupont, J.; deSouza, R. F.; Suarez, P. A. Z. Ionic Liquid (Molten Salt) Phase Organometallic Catalysis. Chem. Rev. 2002, 102, 3667.
26. Dupont, J.; Consorti, C. S.; Spencer, J. Room-Temperature Molten Salts: Neoteric "Green" Solvents for Chemical Reactions and Processes. J. Braz. Chem. Soc. 2000, 11, 4, 337.
27. Adams, C. J.; Earle, M. J.; Roberts, G.; Seddon, K. R. Friedel-Crafts Reactions in Room-Temperature Ionic Liquids. Chem. Commun. 1998, 2097.
28. Carmichael, A. J.; Haddleton, D. M.; Bon, S. A. F.; Seddon, K. R. Copper(I) Mediated Living Radical Polymerisation in an Ionic Liquid. Chem. Commun. 2000, 1237.
29. Earle, M. J.; McCormac, P. B.; Seddon, K. R. Regioselective Alkylation in Ionic Liquids. Chem. Commun. 1998, 2245-2246.
30. Adams, C. J.; Earle, M. J.; Roberts, G.; Seddon, K. R. Stereoselective Hydrogenation Reactions in Chloroaluminate(III) Ionic Liquids: a New Method for the Reduction of Aromatic Compounds. Chem. Commun. 1999, 1043.
31. Lee, C. W. Diels-Alder Reactions in Chloroaluminate Ionic Liquids: Acceleration and Selectivity Enhancement. Tetrahedron Lett. 1999, 40, 2461.
32. Domańska, U. Vapour-Liquid-Solid Equilibrium of Eicosanoic Acid in One- and Two-component Solvents. Fluid Phase Equilib. 1986, 26, 201.
33. Wilson, G. M. Vapor-Liquid Equilibrium. XI: A New Expression for the Excess Free Energy of Mixing. J. Am. Chem. Soc. 1964, 86, 127.
34. Nagata, I. On The Thermodynamics of Alcohol Solutions. Phase Equilibria of Binary and Ternary Mixtures Containing any Number of Alcohols. Fluid Phase Equilib. 1985, 19, 153.
35. Nagata, I.; Nakamiya, Y.; Katoh, K.; Kayabu, J. Ternary Liquid-Liquid Equilibria and Their Representation by Modified NRTL Equations. Thermochim. Acta 1981, 45, 153.
36. 20) in Binary Solvent Mixtures. Fluid Phase Equilib. 1989, 46, 223.
37. Barton, A. F. M. CRM Handbook of Solubility Parameter; CRC Press: Boca Raton, FL, 1985.
38. Funke, H.; Wetzel, A.; Heintz, A. New Applications of the ERAS Model. Thermodynamics of Amine + Alkane and Alcohol + amine Mixtures. Pure Appl. Chem. 1989, 61, 1429.
39. Riddick, J. A.; Bunger, W. B.; Sakano, T. K. Organic solvents, physical properties and methods of purification. Techniques of Chemistry, 4th ed.; Wiley-Interscience: New York, 1986.
40. Barton, A. F. M. Solubility parameters. Chem. Rev. 1975, 75, 731.
41. Heintz, A. A New Theoretical Approach for Predicting Excess properties of Alkanol/Alkane Mixtures. Ber. Bunsen-Ges. Phys. Chem. 1985, 89, 172.
42. Nagata, I. Thermodynamics of Alcohol Solutions. Phase Equilibria and Excess Molar Enthalpies of Mixtures Containing Two Alcohols. Thermochim. Acta 1986, 107, 199.
43. Nagata, J.; Inaguma, K. The UNIQUAC Associated-Solution Model. Excess Enthalpies of Mixtures of Hydrocarbons with Alcohol. Thermochim. Acta 1986, 97, 51.
44. 3 (bmim = 1-butyl-3-methylimidazolium, dmit = 1,3-dithiol-2-thione-4,5-dithiolate). Synth/ Met. 2001, 122, 409.