Liquid-liquid extraction of organic compounds

Ionic Liquids in Chemical Analysis

Volumn , Issue , 2008, Pages 243-268

  Pletnev, Igor V ^a   Smirnova, Svetlana V ^a   Egorov, Vladimir M ^a  

^a MOSCOW STATE UNIVERSITY   (Russian Federation)

Author keywords

[No Author keywords available]

Indexed keywords

CHEMICAL ANALYSIS; HYDROPHOBICITY; IONIC LIQUIDS; SOLVENTS;

ENVIRONMENTALLY SAFE; HYDROPHOBIC COUNTERIONS; IONIC NATURE; LIQUID-LIQUID EXTRACTION; NON-VOLATILE COMPOUNDS; PHYSICAL AND CHEMICAL PROPERTIES; ROOM TEMPERATURE IONIC LIQUIDS; ZWITTERIONIC COMPOUNDS;

EXTRACTION;

EID: 70349322500     PISSN: None     EISSN: None     Source Type: Book    
DOI: 10.1201/9781420046472     Document Type: Chapter

References (47)

1. 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., 1765-1766, 1998.
2. Visser, A.E., Swatloski, R.P., and Rogers, R.D., pH-dependent partitioning in room temperature ionic liquids provides a link to traditional solvent extraction behavior, Green Chem., 2, 1-4, 2000.
3. Visser, A.E., Holbrey, J.D., Rogers, R.D., Hydrophobic ionic liquids incorporating N-alkylisoquinolinium cations and their utilization in liquid-liquid separations, Chem. Commun., 2484-2485, 2001.
4. Huddleston, J.G., Visser, A.E., Reichert, V.M., Willauer, H.D., Broker, G.A., Rogers, R.D., Characterization and comparison of hydrophilic and hydrophobic room temperature ionic liquids incorporating the imidazolium cation, Green Chem., 3, 156-164, 2001.
5. Fadeev, A., Meagher, M., Opportunities for ionic liquids in recovery of biofuels, Chem. Commun., 295-296, 2001.
6. Carda-Broch, S., Berthod, A., Armstrong, D.W., Solvent properties of the 1-butyl-3-methylimidazolium hexafluorophosphate ionic liquid, Anal. Bioanal. Chem., 375, 191-199, 2003.
7. McFarlane, J., Ridenour, W.B., Luo, H., Hunt, R.D., DePaoli, D.W., Ren, R.X., Room temperature ionic liquids for separating organics from produced water, Sep. Sci. Technol., 40, 1245-1265, 2005.
8. Matsumoto, M., Mochiduki, K., Fukunishi, K., Kondo, K., Extraction of organic acids using imidazolium-based ionic liquids and their toxicity to Lactobacillus rhamnosus, Sep. Purif. Tech., 40, 97-101, 2004.
9. Khachatryan, K.S., Smirnova, S.V., Torocheshnikova, I.I., Shvedene, N.V., Formanovsky, A.A., Pletnev, I.V., Solvent extraction and extraction-voltammetric determination of phenols using room temperature ionic liquid, Anal. Bioanal. Chem., 381, 464-470, 2005.
10. Bekou, E., Dionysiou, D.D., Qian, R.-Y., Botsaris, G.D., Extraction of chlorophenols from water using room temperature ionic liquids, ACS Sympos. Ser., 856, 544-560, 2003.
11. Fletcher, K.A., Storey, I., Hendricks, A.E., Pandey, S., Pandey, S., Behavior of the solvatochromic probes Reichardt’s dye, pyrene, dansylamide, Nile Red and 1-pyrenecarbaldehyde within the room-temperature ionic liquid bmimPF(6), Green Chem., 3, 210-215, 2001.
12. Aki, S.N.V.K., Brennecke J.F., Samanta A., How polar are room-temperature ionic liquids? Chem. Commun., 413-414, 2001.
13. Baker, S.N., Baker, G.A., Bright, F.V., Temperature-dependent microscopic solvent properties of dry and wet 1-butyl-3-methylimidazolium hexafluorophosphate: Correlation with ET(30) and Kamlet-Taft polarity scales, Green Chem., 4, 165-169, 2002.
14. Korenman, Ya.I., Distribution Ratios of Organic Compounds, Voronezh University Press, Voronezh, Russia, 1992, p. 336.
15. Pletnev, I.V., Smirnova, S.V., Khachatryan, K.S., Zernov, V.V., Application of ionic liquids in solvent extraction, Rus. Chem. J.-J. Russ. Chem. Soc., 48, 51-58, 2004.
16. Abraham, M.H., Zissimos, A.M., Huddleston, J.G., Willauer, H.D., Rogers, R.D., Acree, W.E., Some novel liquid partitioning systems: Water-ionic liquids and aqueous biphasic systems, Ind. Eng. Chem. Res., 42, 413-418, 2003.
17. Kamlet, M.J., Doherty, R.M., Abraham, M.H., Marcus, Y., Taft, R.W., Linear solvation energy relationship. 46. An improved equation for correlation and prediction of octanol/water partition coefficients of organic nonelectrolytes (including strong hydrogen bond donor solutes), J. Phys. Chem., 92, 5244-5255, 1988.
18. Abraham, M.H., Scales of solute hydrogen-bonding: Their construction and application to physicochemical and biochemical processes, Chem. Soc. Rev., 22, 73-83, 1993.
19. Platts, J.A., Butina, D., Abraham, M.H., Hersey, A., Estimation of molecular linear free energy relation descriptors using a group contribution approach, J. Chem. Inf. Comput. Sci., 39, 835-845, 1999.
20. Sammon, J.W. Jr., A non-linear mapping for data structure analysis, IEEE Trans. Comp., C-18, 401-409, 1969.
21. Nishi, N., Kawakami, T., Shigematsu, F., Yamamoto, M., Kakiuchi, T., Fluorinefree and hydrophobic room-temperature ionic liquids, tetraalkylammonium bis(2-ethylhexyl)sulfosuccinates, and their ionic liquid-water two-phase properties, Green Chem., 8, 349-355, 2006.
22. Egorov, V.M., Samoylov, V.Yu., Smirnova, S.V., Petrov, S.I., Pletnev, I.V., Extraction of phenols and amines into new ionic liquid tetrahexylammonium dihexylsulfosuccinate, Proc. Int. Conf., Green Solvents for Processes, October 8-11, 2006. Friedrichshafen, Germany, p. 123.
23. Marták, J., Schlosser, Š., Phosphonium ionic liquids as new, reactive extractants of lactic acid, Chem. Pap., 60, 395-398, 2006.
24. Smirnova, S.V., Torocheshnikova, I.I., Formanovsky, A.A., Pletnev, I.V., Solvent extraction of amino acids into a room temperature ionic liquid with dicyclohexano-18-crown-6, Anal. Bioanal. Chem., 378, 1369-1375, 2004.
25. Wang, J., Pei, Y., Zhao, Y., Hu, Zh., Recovery of amino acids by imidazolium based ionic liquids from aqueous media, Green Chem., 7, 196-202, 2005.
26. Shvedene, N.V., Nemilova, M.Yu., Khachatryan, K.S., Mamonov, N.A., Shukhaev, A.V., Formanovsky, A.A., Pletnev, I.V., Extraction-voltammetric determination of catecholamines with the use of new-class solvents, ionic liquids, Moscow Univ. Chem. Bull., 45, 324-332, 2004.
27. He, C., Li, S., Liu, H., Li, K., Liu, F., Extraction of testosterone and epitestosterone in human urine using aqueous two-phase systems of ionic liquid and salt, J. Chromatogr. A, 1082, 143-149, 2005.
28. Soto, A., Arce, A., Khoshkbarchi, M.K., Partitioning of antibiotics in a twoliquid phase system formed by water and a room temperature ionic liquid, Sep. Purif. Tech., 44, 242-246, 2005.
29. Liu, Q., Yu, J., Li, W., Hu, X., Xia, H., Liu, H., Yang, P., Partitioning behavior of penicillin G in aqueous two phase system formed by ionic liquids and phosphate, Sep. Sci. Technol., 41, 2849-2858, 2006.
30. Wang, J.-H., Cheng, D.-H., Chen, X.-W., Du, Z., Fang, Z.-L., Direct extraction of double-stranded DNA into ionic liquid 1-butyl-3-methylimidazolium hexafluorophosphate and its quantification, Anal. Chem., 79, 620-625, 2007.
31. Shimojo, K., Nakashima, K., Kamiya, N., Goto, M., Crown ether-mediated extraction and functional conversion of cytochrome c in ionic liquids, Biomacromol., 7, 2-5, 2006.
32. Du, Z., Yu, Y.-L., Wang, J.-H., Extraction of proteins from biological fluids by use of an ionic liquid/aqueous two-phase system, Chem. Eur. J., 13, 2130-2137, 2007.
33. Pereiro, A.B., Tojo, E., Rodríguez, A., Canosa, J., Tojo, J., HMImPF(6) ionic liquid that separates the azeotropic mixture ethanol plus heptane, Green Chem., 8, 307-310, 2006.
34. Letcher, T.M., Deenadayalu, N., Soko, B., Ramjugernath, D., Naicker, P.K., Ternary liquid-liquid equilibria for mixtures of 1-methyl-3-octylimidazolium chloride plus an alkanol plus an alkane at 298.2 K and 1 bar, J. Chem. Eng. Data, 48, 904-907, 2003.
35. Arce, A., Rodríguez, H., Soto, A., Purification of ethyl tert-butyl ether from its mixtures with ethanol by using an ionic liquid, Chem. Eng. J., 115, 219-223, 2006.
36. Arce, A., Rodríguez, H., Soto, A., Effect of anion fluorination in 1-ethyl-3-methylimidazolium as solvent for the liquid extraction of ethanol from ethyl tert-butyl ether, Fluid Phase Equilib., 242, 164-168, 2006.
37. Arce, A., Marchiaro, A., Rodríguez, O., Soto, A., Essential oil terpenless by extraction using organic solvents or ionic liquids. AIChE J, 52, 2089-2097, 2006.
38. Meindersma, G.W., Podt, A., de Haan, A.B., Selection of ionic liquids for the extraction of aromatic hydrocarbons from aromatic/aliphatic mixtures, Fuel Proc. Tech., 87, 59-70, 2005.
39. Meindersma, G.W., Podt, A., de Haan, A.B., Ternary liquid-liquid equilibria for mixtures of toluene plus n-heptane plus an ionic liquid, Fluid Phase Equilib., 247, 158-168, 2006.
40. Arce, A., Earle, M.J., Rodríguez, H., Seddon, K.R., Separation of aromatic hydrocarbons from alkanes using the ionic liquid 1-ethyl-3-methylimidazolium bis(trifluoromethyl) sulfonyl amide, Green Chem., 9, 70-74, 2007.
41. Bösmann, A., Datsevich, L., Jess, A., Lauter, A., Schmitz, C., Wasserscheid, P., Deep desulfurization of diesel fuel by extraction with ionic liquids, Chem. Commun., 2494-2495, 2001.
42. Zhang, S., Zhang, Z.C., Novel properties of ionic liquids in selective sulfur removal from fuels at room temperature, Green Chem., 4, 376-379, 2002.
43. Zhang, S., Zhang, Q., Zhang, Z.C., Extractive desulfurization and denitrogenation of fuels using ionic liquids, Ind. Eng. Chem. Res., 43, 614-622, 2004.
44. Lo, W.-H., Yang, H.-Y., Wei, G.-T., One-pot desulfurization of light oils by chemical oxidation and solvent extraction with room temperature ionic liquids, Green Chem., 5, 639-642, 2003.
45. Eßer, J., Wasserscheid, P., Jess, A., Deep desulfurization of oil refinery streams by extraction with ionic liquids, Green Chem., 6, 316-322, 2004.
46. Huang, C., Chen, B., Zhang, J., Liu, Z., Li, Y., Desulfurization of gasoline by extraction with new ionic liquids, Energy & Fuels, 18, 1862-1864, 2004.
47. Nie, Y., Li, C., Sun, A., Meng, H., Wang, Z., Extractive desulfurization of gasoline using imidazolium-based phosphoric ionic liquids, Energy & Fuels, 20, 2083-2087, 2006.