Partition coefficients of organic compounds in four new tetraalkylammonium bis(trifluoromethylsulfonyl)imide ionic liquids using inverse gas chromatography

Journal of Chemical and Engineering Data

Volumn 56, Issue 9, 2011, Pages 3688-3697

  Acree, William E ^a   Baker, Gary A ^b   Mutelet, Fabrice ^c   Moise, Jean Charles ^c  

^a UNIVERSITY OF NORTH TEXAS   (United States)

^b UNIVERSITY OF MISSOURI   (United States)

^c UNIVERSITÉ DE LORRAINE   (France)

Author keywords

[No Author keywords available]

Indexed keywords

ABRAHAM SOLVATION PARAMETER MODEL; ACTIVITY COEFFICIENTS AT INFINITE DILUTION; INVERSE GAS CHROMATOGRAPHY; PARTITION COEFFICIENT; STANDARD DEVIATION; TETRAALKYLAMMONIUM; TETRAOCTYLAMMONIUM; TRIMETHYL;

ACETYLENE; ALDEHYDES; AMMONIUM COMPOUNDS; AROMATIC HYDROCARBONS; ETHERS; GASES; IONIC LIQUIDS; KETONES; OLEFINS; ORGANIC COMPOUNDS; PARAFFINS; THIOPHENE;

GAS CHROMATOGRAPHY;

EID: 80052561949     PISSN: 00219568     EISSN: 15205134     Source Type: Journal    
DOI: 10.1021/je200637v     Document Type: Article

References (38)

1. x ACS Symp. Ser., Div. Fuel Chem. 2010, 55 (2) 6
2. Revelli, A.-L.; Mutelet, F.; Jaubert, J.-N. Prediction of partition coefficients of organic compounds in ionic liquids: Use of a linear solvation energy relationship with parameters calculated through a group contribution method Ind. Eng. Chem. Res. 2010, 49, 3883-3892
3. Meindersma, G. W.; Galan Sanchez, L. M.; Hansmeier, A. R.; De Haan, A. B. Application of task-specific ionic liquids for intensified separations Monatsh. Chem. 2007, 138, 1125-1136
4. Revelli, A.-L.; Sprunger, L. M.; Gibbs, J.; Acree, W. E.; 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 (Pubitemid 41790356)
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 (Pubitemid 44197267)
9. Mutelet, F.; Jaubert, J.-N. Measurement of activity coefficients at infinite dilution in 1-hexadecyl-3-methylimidazolium tetrafluoroborate ionic liquid J. Chem. Thermodyn. 2007, 39, 1144-1150 (Pubitemid 47094819)
10. Mutelet, F.; Jaubert, J.-N.; Rogalski, M.; Harmand, J.; Sindt, M.; Mieloszynski, J.-L. Activity coefficients at infinite dilution of organic compounds in 1-methacryloyloxyalkyl-3-methylimidazolium bromide using inverse gas chromatography J. Phys. Chem. B 2008, 112, 3773-3785
11. Acree, W. E., Jr.; Abraham, M. H. The analysis of solvation in ionic liquids and organic solvents using the Abraham linear free energy relationship. J. Chem. Technol. Biotechnol., 2006, 81, 1441-1446. [Erratum: J. Chem. Technol. Biotechnol. 2006, 81, 1722 ]. (Pubitemid 44082470)
12. Abraham, M. H.; Acree, W. E., Jr. Comparative analysis of solvation and selectivity in room temperature ionic liquids using the Abraham linear free energy relationship Green Chem. 2006, 8, 906-915 (Pubitemid 44527096)
13. Mintz, C.; Acree, W. E., Jr. Partition coefficient correlations for transfer of solutes from gas phase and water to room temperature ionic liquids Phys. Chem. Liq. 2007, 45, 241-249 (Pubitemid 47386450)
14. Sprunger, L. M.; Acree, W. E., Jr.; Abraham, M. H. Linear free energy relationship correlations for the solubilising characterisation of room temperature ionic liquids containing 1-hexyloxymethyl-3-methylimidazolium and 1,3-dihexyloxymethyl-imidazolium cations Phys. Chem. Liq. 2010, 48, 394-402
15. 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
16. Sprunger, L. M.; Gibbs, J.; Baltazar, Q. Q.; Acree, W. E., Jr.; Abraham, M. H.; Anderson, J. L. Characterisation of room temperature ionic liquid chromatographic stationary phases by combining experimental retention factor and partition coefficient data into a single model Phys. Chem. Liq. 2009, 47, 74-83
17. Sprunger, L. M.; Acree, W. E., Jr.; Abraham, M. H. Linear free energy relationship (LFER) correlations for the solubilising characterisation of room temperature ionic liquids containing triethylsulphonium and 1-butyl-1- methylpyrrolidinium cations Phys. Chem. Liq. 2010, 48, 385-393
18. Revelli, A.-L.; Mutelet, F.; Jaubert, J.-N.; Garcia-Martinez, M.; Sprunger, L. M.; Acree, W. E., Jr.; Baker, G. A. Study of ether-, alcohol-, or cyano-functionalized ionic liquids using inverse gas chromatography J. Chem. Eng. Data 2010, 55, 2434-2443
19. Grubbs, L. M.; Ye, S.; Saifullah, M.; Acree, W. E., Jr.; Twu, P.; Anderson, J. L.; Baker, G. A.; Abraham, M. H. correlation of the solubilizing abilities of hexyl(trimethyl)-ammonium bis ((trifluoromethyl)sulfonyl)imide, 1-propyl-1-methylpiperidinium bis ((trifluoromethyl)-sulfonyl)imide and 1-butyl-1-methyl-pyrrolidinium thiocyanate. J. Solution Chem. 2011, in press.
20. Grubbs, L. M.; Saifullah, M.; De La Rosa, N. E.; Acree, W. E., Jr.; Abraham, M. H.; Zhao, Q.; Anderson, J. L. Cation-specific and anion-specific Abraham model correlations for solute transfer into ionic liquids Global J. Phys. Chem. 2010, 1, 1-19
21. Proctor, A.; Sprunger, L. M.; Acree, W. E., Jr.; Abraham, M. H. LFER correlations for the solubilising characterisation of room temperature ionic liquids containing trifluoro-methanesulfonate and trifluoroacetate anions Phys. Chem. Liq. 2008, 46, 631-642
22. Moise, J. C.; Mutelet, F.; Jaubert, J.-N.; Grubbs, L. M.; Acree, W. E., Jr.; Baker, G. A. Activity coefficients at infinite dilution of organic compounds in four new imidazolium-based ionic liquids. J. Chem. Eng. Data 2011, 56, 3106 - 3114.
23. Abraham, M. H.; Zissimos, A. M.; Huddleston, J. G.; Willauer, H. D.; Rogers, R. D.; Acree, W. E., Jr. Some novel liquid partitioning systems: water-ionic liquids and aqueous biphasic systems Ind. Eng. Chem. Res. 2003, 42, 413-418 (Pubitemid 36163381)
24. Sprunger, L.; Clark, M.; Acree, W. E., Jr.; Abraham, M. H. Characterization of room-temperature ionic liquids by the Abraham model with cation-specific and anion-specific equation coefficients J. Chem. Inf. Model. 2007, 47, 1123-1129 (Pubitemid 46973726)
25. Sprunger, L. M.; Proctor, A.; Acree, W. E., Jr.; Abraham, M. H. LFER correlations for room temperature ionic liquids: Separation of equation coefficients into individual cation-specific and anion-specific contributions Fluid Phase Equilib. 2008, 265, 104-111
26. Sprunger, L. M.; Gibbs, J.; Proctor, A.; Acree, W. E., Jr.; Abraham, M. H.; Meng, Y.; Yao, C.; Anderson, J. L. Linear free energy relationship correlations for room temperature ionic liquids: revised cation-specific and anion-specific equation coefficients for predictive applications covering a much larger area of chemical space Ind. Eng. Chem. Res. 2009, 48, 4145-4154
27. Kilaru, P.; Baker, G. A.; Scovazzo, P. Density and Surface Tension Measurements of Imidazolium-, Quaternary Phosphonium-, and Ammonium-Based Room-Temperature Ionic Liquids: Data and Correlations J. Chem. Eng. Data 2007, 52, 2306-2314 (Pubitemid 350229769)
28. Burrell, A. K.; Del Sesto, R. E.; Baker, S. N.; McCleskey, T. M.; Baker, G. A. The Large Scale Synthesis of Pure Imidazolium and Pyrrolidinium Ionic Liquids Green Chem. 2007, 9, 449-454
29. Luo, H. M.; Baker, G. A.; Dai, S. Isothermogravimetric determination of the enthalpies J. Phys. Chem. B 2008, 112, 10077-10081
30. Jin, H.; O'Hare, B.; Dong, J.; Arzhantsev, S.; Baker, G. A.; Wishart, J. F.; Benesi, A. J.; Maroncelli, M. Physical properties of ionic liquids consisting of the 1-butyl-3-methylimidazolium cation with various anions and the bis(trifluoromethylsulfonyl)imide anion with various cations J. Phys. Chem. B 2008, 112, 81-92 (Pubitemid 351169885)
31. Cruickshank, 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, A295, 259-270
32. Deenadayalu, N.; Letcher, T. M.; Reddy, P. Determination of activity coefficients at infinite dilution of polar and nonpolar solutes in the ionic liquid 1-ethyl-3-methylimidazolium bis(trifluoromethylsulfonyl) imidate using gas-liquid chromatography at the temperature 303.15 or 318.15 K J. Chem. Eng. Data 2005, 50, 105-108
33. Domanska, U.; Marciniak, A. Activity coefficients at infinite dilution measurements for organic solutes and water in the 1-hexyloxymethyl-3-methyl- imidazolium and 1,3-dihexyloxy-methylimidazolium bis(trifluoromethylsulfonyl) imide ionic liquids. The cation influence Fluid Phase Equilib. 2009, 286, 154-161
34. Krummen, M.; Wasserscheid, P.; Gmehling, J. Measurement of activity coefficients at infinite dilution in ionic liquids using the dilutor technique J. Chem. Eng. Data 2002, 7, 1411-1417 (Pubitemid 35458133)
35. Letcher, T. M.; Marciniak, A.; Marciniak, M.; Domanska, U. Activity coefficients at infinite dilution measurements for organic solutes in the ionic liquid 1-hexyl-3-methyl-imidazolium bis(trifluoromethylsulfonyl)-imide using g.l.c. at T = (298.15, 313.15, and 333.15) K J. Chem. Thermodyn. 2005, 37, 1327-1331
36. Domanska, U.; Marciniak, A. Activity coefficients at infinite dilution measurements for organic solutes and water in the ionic liquid 4-methyl-N-butyl-pyridinium bis(trifluoromethyl-sulfonyl)imide J. Chem. Thermodyn. 2009, 41, 1350-1355
37. Domanska, U.; Marciniak, A. Activity coefficients at infinite dilution measurements for organic solutes and water in the ionic liquid triethylsulphonium bis(trifluoromethylsulfonyl)-imide J. Chem. Thermodyn. 2009, 41, 754-758
38. Letcher, T. M.; Marciniak, A.; Marciniak, M.; Domanska, U. 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 2005, 50, 1294-1298