Evaluation of the performance of trigeminal tricationic ionic liquids for separation problems

Journal of Chemical and Engineering Data

Volumn 57, Issue 3, 2012, Pages 918-927

  Mutelet, Fabrice ^a   Moise, Jean Charles ^a   Skrzypczak, Andrzej ^b  

^a UNIVERSITÉ DE LORRAINE   (France)

^b POZNAN UNIVERSITY OF TECHNOLOGY   (Poland)

Author keywords

[No Author keywords available]

Indexed keywords

ALIPHATIC HYDROCARBONS; CAPACITY VALUE; FUNCTIONALIZED; LINEAR SOLVATION ENERGY RELATIONSHIPS; SEPARATION PROBLEMS; SEPARATION PROCESS; SOLVATION PROPERTIES;

HYDROCARBONS; IONIC LIQUIDS; SOLVATION; THIOPHENE;

SEPARATION;

EID: 84858124864     PISSN: 00219568     EISSN: 15205134     Source Type: Journal    
DOI: 10.1021/je201129y     Document Type: Article

References (42)

1. Meindersma, G. W.; Galán Sánchez, L. M.; Hansmeier, A. R.; De Haan, A. B. Application of task-specific ionic liquids for intensified separations Monatsh. Chem. 2007, 138, 1125-1136
2. Brennecke, J. F.; Maginn, E. J. Ionic liquids: Innovative fluids for chemical processing AIChE J. 2001, 47, 2384-2389
3. Earle, M. J.; Seddon, K. R. Ionic liquids. Green solvents for the future Pure Appl. Chem. 2000, 72, 1391-1398
4. Revelli, A. L.; Sprunger, L. M.; Gibbs, J.; Acree, W. E., Jr.; Baker, G. A.; Mutelet, F. Activity Coefficients at Infinite Dilution of Organic Compounds in Trihexyl(tetradecyl)phosphonium Bis(trifluoromethylsulfonyl)imide Using Inverse Gas Chromatography J. Chem. Eng. Data 2009, 54, 977-985
5. Revelli, A. L.; Mutelet, F.; Turmine, M.; Solimando, R.; Jaubert, J. N. Activity Coefficients at Infinite Dilution of Organic Compounds in 1-Butyl-3-methylimidazolium Tetrafluoroborate Using Inverse Gas Chromatography J. Chem. Eng. Data 2008, 54, 90-101
6. Mutelet, F.; Butet, V.; Jaubert, J. N. Application of Inverse Gas Chromatography and Regular Solution Theory for Characterization of Ionic Liquids Ind. Eng. Chem. Res. 2005, 44, 4120-4127
7. Mutelet, F.; Jaubert, J. N. Accurate measurements of thermodynamic properties of solutes in ionic liquids using inverse gas chromatography J. Chromatogr., A 2006, 1102, 256-267
8. Mutelet, F.; Jaubert, J. N.; Rogalski, M.; Boukherissa, M.; Dicko, A. Thermodynamic Properties of Mixtures Containing Ionic Liquids: Activity Coefficients at Infinite Dilution of Organic Compounds in 1-Propyl Boronic Acid-3-Alkylimidazolium Bromide and 1-Propenyl-3-alkylimidazolium Bromide Using Inverse Gas Chromatography J. Chem. Eng. Data 2006, 51, 1274-1279
9. Mutelet, F.; Jaubert, J. N.; Rogalski, M.; Harmand, J.; Sindt, M.; Mieloszynski, J. L. Activity Coefficients at Infinite Dilution of Organic Compounds in 1-(Meth)acryloyloxyalkyl-3-methylimidazolium Bromide Using Inverse Gas Chromatography J. Phys. Chem. B 2008, 112, 3773-3785
10. Mutelet, F.; Revelli, A. L.; Jaubert, J. N.; Sprunger, L. M.; Acree, W. E., Jr.; Baker, G. A. Partition Coefficients of Organic Compounds in New Imidazolium and Tetralkylammonium Based Ionic Liquids Using Inverse Gas Chromatography J. Chem. Eng. Data 2010, 55, 234-242
11. Arlt, M.; Seiler, M.; Jork, C.; Schneider, T. DE Patent, 10 114 734, 2001.
12. 4] J. Chem. Thermodyn. 2008, 40, 966-972
13. Marciniak, A. Influence of cation and anion structure of the ionic liquid on extraction processes based on activity coefficients at infinite dilution. A review Fluid Phase Equilib. 2010, 294, 213-233
14. Anderson, J. L.; Ding, R.; Ellern, A.; Armstrong, D. W. Structure and Properties of High Stability Geminal Dicationic Ionic Liquids J. Am. Chem. Soc. 2005, 127, 593-604
15. Payagala, T.; Huang, J.; Breitbach, Z. S.; Sharma, P. S.; Armstrong, D. W. Unsymmetrical Dicationic Ionic Liquids: Manipulation of Physicochemical Properties Using Specific Structural Architectures Chem. Mater. 2007, 19, 5848-5850
16. Anderson, J. L.; Armstrong, D. W. Immobilized Ionic Liquids as High-Selectivity/High-Temperature/High-Stability Gas Chromatography Stationary Phases Anal. Chem. 2005, 77, 6453-6462
17. Domańska, U.; Królikowski, M.; Acree, W. E., Jr. High-pressure phase equilibrium data for systems with carbon dioxide, α-humulene and trans -caryophyllene J. Chem. Thermodyn. 2009, 41, 130-133
18. Heintz, A; Kulikov, D. V.; Verevkin, S. P. Thermodynamic Properties of Mixtures Containing Ionic Liquids. 1. Activity Coefficients at Infinite Dilution of Alkanes, Alkenes, and Alkylbenzenes in 4-Methyl- n -butylpyridinium Tetrafluoroborate Using Gas-Liquid Chromatography J. Chem. Eng. Data 2001, 46, 1526-1529
19. Deng, M. J.; Chen, P. Y.; Leong, T. I.; Sun, I. W.; Chang, K.; Tsai, W. T. Dicyanamide anion based ionic liquids for electrodeposition of metals Electrochem. Commun. 2008, 10, 213-216
20. Crowhurst, L.; Mawdsley, P. R.; Perez-Arlandis, J. M.; Salter, P. A.; Welton, T. Solvent-solute interactions in ionic liquids Phys. Chem. Chem. Phys. 2003, 5, 2790-2794
21. Kamlet, M. J.; Taft, R. W. The solvatochromic comparison method. I. The ß-scale of solvent hydrogen-bond acceptor (HBA) basicities J. Am. Chem. Soc. 1976, 98, 377
22. Taft, R. W.; Kamlet, M. J. The solvatochromic comparison method. 2. The α-scale of solvent hydrogen-bond donor (HBD) acidities J. Am. Chem. Soc. 1976, 98, 2886
23. Yokoyama, T.; Taft, R. W.; Kamlet, M. J. The solvatochromic comparison method. 3. Hydrogen bonding by some 2-nitroaniline derivatives J. Am. Chem. Soc. 1976, 98, 3233
24. Kamlet, M. J.; Addoud, J. L.; Taft, R. W. The solvatochromic comparison method. 6. The π* scale of solvent polarities J. Am. Chem. Soc. 1977, 99, 6027
25. Abraham, M. H.; Grellier, P. L.; McGill, R. A. Determination of olive oil-gas and hexadecane-gas partition coefficients, and calculation of the corresponding olive oil-water and hexadecane-water partition coefficients J. Chem. Soc., Perkins Trans. II 1987, 797-803
26. Abraham, M. H. Scales of solute hydrogen-bonding: their construction and application to physicochemical and biochemical processes Chem. Soc. Rev. 1993, 22, 73-83
27. Abraham, M. H.; Whiting, G. S.; Doherty, R. M. Hydrogen bonding. Part 13. A new method for the characterisation of GLC stationary phases-the laffort data set J. Chem. Soc., Perkins Trans. II 1990, 1451-1460
28. Abraham, M. H.; Whiting, G. S.; Doherty, R. M.; Shuely, W. J. Hydrogen bonding: XVII. The characterisation of 24 gas-liquid chromatographic stationary phases studied by Poole and co-workers. including molten salts, and evaluation of solute-stationary phase interactions J. Chromatogr. 1991, 587, 229-236
29. Lichtenberg, J.; Martin, L. New Synthetic Reactions. Catalytic vs. Stoichiometric Allylic Alkylation Bull. Soc. Chim. Fr. 1947, 468-490
30. Pernak, J.; Skrzypczak, A.; Lota, G.; Fra̧ckowiak, E. Synthesis and properties of trigeminal tricationic ionic liquids Chem.-Eur. J. 2007, 13, 3106-3112
31. Cruikshank, A. J. B.; Windsor, M. L.; Young, C. L. The use of gas-liquid chromatography to determine activity coefficients and second virial coefficients of mixtures Proc. R. Soc. London 1966, 295, 259-270
32. Poole, C. F.; Poole, S. K. Extraction of organic compounds with room temperature ionic liquids J. Chromatogr., A 2010, 1217, 2268-2286
33. Revelli, A.-L.; Mutelet, F.; Jaubert, J.-N. Extraction of Benzene or Thiophene from n -Heptane Using Ionic Liquids. NMR and Thermodynamic Study J. Phys. Chem. B 2010, 114, 4600-4608
34. Poole, C. F. Chromatographic and spectroscopic methods for the determination of solvent properties of room temperature ionic liquids J. Chromatogr., A 2004, 1037, 49-82
35. Li, Q.; Poole, C. F. Influence of interfacial adsorption on the system constants of the solvation parameter model in gas-liquid chromatography Chromatographia 2000, 52, 639-645
36. Atapattu, S. N.; Poole, C. F. Determination of descriptors for semivolatile organosilicon compounds by gas chromatography and non-aqueous liquid-liquid partition J. Chromatogr., A 2009, 1216, 7882-7888
37. 2 (M = Co, Ni) Chem. Mater. 1998, 10, 2552-2560
38. - New J. Chem. 1998, 22, 1515-1524
39. - Chem. Commun. 1998, 439-440
40. 2) and pyz = Pyrazine J. Solid State Chem. 1999, 145, 387-393
41. Batten, S. R.; Jensen, P.; Moubaraki, B.; Murray, K. S. Anionic metal dicyanamide networks with paramagnetic counter-cations Chem. Commun. 2000, 2331-2332
42. Meindersma, G. W.; Hansmeier, A. R.; de Haan André, B. Ionic Liquids for Aromatics Extraction. Present Status and Future Outlook Ind. Eng. Chem. Res. 2010, 49, 7530-7540