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

Journal of Solution Chemistry

Volumn 40, Issue 12, 2011, Pages 2000-2022

  Grubbs, Laura M ^a   Ye, Shulin ^a   Saifullah, Mariam ^a   Acree Jr , William E ^a   Twu, Pamela ^b   Anderson, Jared L ^b   Baker, Gary A ^c   Abraham, Michael H ^d  

^a UNIVERSITY OF NORTH TEXAS   (United States)

^b UNIVERSITY OF TOLEDO   (United States)

^c UNIVERSITY OF MISSOURI   (United States)

^d UNIVERSITY COLLEGE LONDON   (United Kingdom)

Author keywords

Activity coefficients; Chromatographic retention factors; Ionic liquids; Linear free energy relationships; Partition coefficients

Indexed keywords

EID: 84855897219     PISSN: 00959782     EISSN: None     Source Type: Journal    
DOI: 10.1007/s10953-011-9770-7     Document Type: Article

References (27)

1. 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. 81, 1441-1446 (2006) (Pubitemid 44082470)
2. J. Chem. Technol. Biotechnol. 81, 1722 (2006). Erratum
3. 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. 8, 906-915 (2006) (Pubitemid 44527096)
4. 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. 45, 241-249 (2007) (Pubitemid 47386450)
5. 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-dihexyloxymethylimidazolium cations. Phys. Chem. Liq. 48, 394-402 (2010)
6. 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. 48, 385-393 (2010)
7. 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 55, 234-242 (2010)
8. 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. 47, 74-83 (2009)
9. Proctor, A., Sprunger, L.M., Acree, W.E. Jr., Abraham, M.H.: LFER correlations for the solubilising characterisation of room temperature ionic liquids containing trifluoromethanesulfonate and trifluoroacetate anions. Phys. Chem. Liq. 46, 631-642 (2008)
10. 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 55, 2434-2443 (2010)
11. 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 54, 977-985 (2009)
12. 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. Glob. J. Phys. Chem. 1, 1-19 (2010)
13. 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. 42, 413-418 (2003) (Pubitemid 36163381)
14. 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. 47, 1123-1129 (2007) (Pubitemid 46973726)
15. 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. 265, 104-111 (2008)
16. 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 cationspecific and anion-specific equation coefficients for predictive applications covering a much larger area of chemical space. Ind. Eng. Chem. Res. 48, 4145-4154 (2009)
17. 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. 49, 3883-3892 (2010)
18. Domanska, U., Krolikowska, M.: Measurements of activity coefficients at infinite dilution in solvent mixtures with thiocyanate-based ionic liquids using GLC technique. J. Phys. Chem. B 114, 8460-8466 (2010)
19. Domanska, U., Paduszynski, K.: Measurements of activity coefficients at infinite dilution of organic solutes and water in 1-propyl-1-methylpiperidinium bis{(trifluoromethyl)-sulfonyl}imide ionic liquid using GLC. J. Chem. Thermodyn. 42, 1361-1366 (2010)
20. 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 52, 2306-2314 (2007) (Pubitemid 350229769)
21. Page, P.M., McCarty, T.A., Baker, G.A., Baker, S.N., Bright, F.V.: Comparison of dansylated aminopropyl controlled pore glass solvated by molecular and ionic liquids. Langmuir 23, 843-849 (2007) (Pubitemid 46226601)
22. Baltazar, Q.Q., Leininger, S.K., Anderson, J.L.: Binary ionic liquid mixtures as gas chromatography stationary phases for improving the separation selectivity of alcohols and aromatic compounds. J. Chromatogr. A 1182, 119-127 (2008)
23. Abraham, M.H., Andonian-Haftvan, J., Whiting, G.S., Leo, A., Taft, R.W.: Hydrogen bonding. Part 34. The factors that influence the solubility of gases and vapors in water at 298 K, and a new method for its determination. J. Chem. Soc., Perkin Trans. 2, 1777-1791 (1994)
24. Abraham, M.H., Ibrahim, A., Acree, W.E. Jr.: Partition of compounds from gas to water and from gas to physiological saline at 310 K: linear free energy relationships. Fluid Phase Equilib. 251, 93-109 (2007) (Pubitemid 46073497)
25. Abraham, M.H., Ibrahim, A., Zissimos, A.M.: Determination of sets of solute descriptors from chromatographic measurements. J. Chromatogr. A 1037, 29-47 (2004) (Pubitemid 38591335)
26. Zissimos, A.M., Abraham, M.H., Barker, M.C., Box, K.J., Tam, K.Y.: Calculation of Abraham descriptors from solvent-water partition coefficients in four different systems; evaluation of different methods of calculation. J. Chem. Soc., Perkin Trans. 2, 470-477 (2002) (Pubitemid 35188216)
27. Zissimos, A.M., Abraham, M.H., Du, C.M., Valko, K., Bevan, C., Reynolds, D., Wood, J., Tam, K.Y.: Calculation of Abraham descriptors from experimental data from seven HPLC systems; evaluation of five different methods of calculation. J. Chem. Soc., Perkin Trans. 2, 2001-2010 (2002)