Anion Effects in the Extraction of Lanthanide 2-Thenoyltrifluoroacetone Complexes into an Ionic Liquid

Separation Science and Technology

Volumn 47, Issue 2, 2012, Pages 233-243

  Jensen, Mark P ^a   Borkowski, Marian ^a,b   Laszak, Ivan ^a,c   Beitz, James V ^a   Rickert, Paul G ^a   Dietz, Mark L ^a,d  

^a ARGONNE NATIONAL LABORATORY   (United States)

^b LOS ALAMOS NATIONAL LABORATORY   (United States)

^c DIF   (France)

^d UNIVERSITY OF WISCONSIN MILWAUKEE   (United States)

Author keywords

diketone; EXAFS; extraction mechanism; ionic liquid; lanthanide; speciation

Indexed keywords

2-THENOYLTRIFLUOROACETONE; ANION EFFECTS; AQUEOUS PHASE; BIS(TRIFLUOROMETHANE SULFONYL)IMIDE; DIKETONES; EXAFS; EXTRACTANT CONCENTRATION; EXTRACTANTS; EXTRACTION MECHANISM; ROOM TEMPERATURE IONIC LIQUIDS; SPECIATION; TIME-RESOLVED LASER-INDUCED FLUORESCENCE SPECTROSCOPY; TRIVALENT LANTHANIDES; X RAY ABSORPTION FINE STRUCTURES;

IONIC LIQUIDS; KETONES;

RARE EARTH ELEMENTS;

EID: 84856883385     PISSN: 01496395     EISSN: 15205754     Source Type: Journal    
DOI: 10.1080/01496395.2011.620586     Document Type: Article

References (51)

1. Huddleston, J.G, Willauer, H.D, Swatloski, R.P, Visser, A.E, Rogers, R.D. (1998) Room temperature ionic liquids as novel media for 'clean' liquid-liquid exraction. Chem. Commun., 16: 1765 - 1766.
2. Dietz, M.L. (2006) Ionic liquids as extraction solvents: Where do we stand? Sep. Sci. Technol., 41: 2047 - 2063.
3. Han, X, Armstrong, D.W. (2007) Ionic liquids in separations. Acc. Chem. Res., 40: 1079 - 1086.
4. Dai, S, Ju, Y.H, Barnes, C.E. (1999) Solvent extraction of strontium nitrate by a crown ether using room-temperature ionic liquids. J. Chem. Soc., Dalton Trans., 8: 1201 - 1202.
5. Abbott, A.P, Frisch, G, Hartley, J, Ryder, K.S. (2011) Processing of metals and metal oxides using ionic liquids. Green Chem., 13: 471 - 481.
6. Dietz, M.L, Dzielawa, J.A. (2001) Ion-exchange as a mode of cation transfer into room-temperature ionic liquids containing crown ethers: Implications for the 'greenness' of ionic liquids as diluents in liquid-liquid extraction. Chem. Commun., 20: 2124 - 2125.
7. Okamura, H, Hirayama, N, Morita, K, Shimojo, K, Naganawa, H, Imura, H. (2010) Synergistic effect of 18-crown-6 derivatives on chelate extraction of lanthanoids(III) into an ionic liquid with 2-thenoyltrifluoroacetone. Anal. Sci., 26: 607 - 611.
8. Jensen, M.P, Neuefeind, J, Beitz, J.V, Skanthakumar, S, Soderholm, L. (2003) Mechanisms of metal ion transfer into room-temperature ionic liquids: The role of anion exchange. J. Am. Chem. Soc., 125: 15466 - 15473.
9. Kidani, K, Hirayama, N, Imura, H. (2008) Extraction behavior of divalent metal cations in ionic liquid chelate extraction systems using 1-alkyl-3-methylimidazolium bis(trifluoromethanesulfonyl)imides and thenoyltrifluoroacetone. Anal. Sci., 24: 1251 - 1254.
10. Billard, I, Gaillard, C. (2009) Actinide and lanthanide speciation in imidazolium-based ionic liquids. Radiochim. Acta, 97: 355 - 359.
11. + by dicyclohexano-18-crown-6. Solvent Extr. Ion Exch., 24: 19 - 31.
12. Sekine, T, Sakairi, M, Shimada, F, Hasegawa, Y. (1965) Use of the synergic solvent extraction system for the determination of the stability constants of metal complexes. Bull. Chem. Soc. Japan, 38: 847 - 849.
13. Sekine, T.; Dyrssen, D. (1967) Solvent extraction of metal ions with mixed ligands. III. Adduct formation of Eu(III) and Th(IV) chelates with TTA and IPT. J. Inorg. Nucl. Chem., 29: 1457-1473.
14. Noro, J, Sekine, T. (1992) Solvent extraction of anionic chelate complexes of lanthanum(III), europium(III), lutetium(III), scandium(III), and indium(III) with 2-thenoyltrifluoroacetone as ion-pairs with tetrabutylammonium Ions. Bull. Chem. Soc. Japan, 65: 2729 - 2733.
15. Atanassova, M, Jordanov, V.M, Dukov, I.L. (2002) Effect of the quaternary ammonium salt Aliquat 336 on the solvent extraction of lanthanoid(III) ions with thenoyltrifluoroacetone. Hydrometallurgy, 63: 41 - 47.
16. Kitatsuji, Y, Meguro, Y, Yoshida, Z, Yamamoto, T, Nishizawa, K. (1995) Synergistic extraction of lanthanide(III) with thenoyltrifluoroacetone and crown ether into 1,2-dichloroethane. Solvent Extr. Ion Exch., 13: 289 - 300.
17. Jensen, M.P, Beitz, J.V, Neuefeind, J, Skanthakumar, S, Soderholm, L. (2005) Apples to apples: A comparison of lanthanide β-diketonate complexes in molecular solvents and an ionic liquid. In: Ionic Liquids IIIA: Fundamentals, Progress, Challenges, and Opportunities, Properties and Structure; Rogers, R.D., Seddon, K.R., eds.; American Chemical Society: Washington, D. C., Vol. 901, 18 - 31.
18. Dietz, M.L, Dzielawa, J.A, Laszak, I, Young, B.A, Jensen, M.P. (2003) Influence of solvent structural variations on the mechanism of facilitated ion transfer into room-temperature ionic liquids. Green Chemistry, 5: 682 - 685.
19. Bonhôte, P, Dias, A.-P, Papageorgiou, N, Kalyanasundaram, K, Grätzel, M. (1996) Hydrophobic, highly conductive ambient-temperature molten salts. Inorg. Chem., 35: 1168 - 1178.
20. Jensen, M.P, Beitz, J.V, Rogers, R.D, Nash, K.L. (2000) Thermodynamics and hydration of the europium complexes of a nitrogen heterocycle methane-1,1-diphosphonic acid. J. Chem. Soc., Dalton Trans., 3058 - 3064.
21. Beitz, J.V. (1995) Europium(III) interaction with a water-soluble complexant: From speciation to photodestruction. In: Separations of f-Elements; Nash, K.L., Choppin, G.R., eds.; Plenum Press: New York, 153 - 164.
22. Beno, M.A, Engbretson, M, Jennings, G, Knapp, G.S, Linton, J, Kurtz, C, Rütt, U, Montano, P.A. (2001) BESSRC-CAT bending magnet beamline at the Advanced Photon Source. Nucl. Instr. Methods A, 467-468: 699 - 702.
23. Kelly, S.D, Hesterberg, D, Ravel, B. (2008) Analysis of soils and minerals using X-ray absorption spectroscopy. In: Methods of Soil Analysis - Part 5. Mineralogical Methods; Ulery, A.L., Drees, R., eds.; Soil Science Society of America: Madison, WI, 387 - 464.
24. Newville, M. (2001) IFEFFIT: Interactive XAFS analysis and FEFF fitting. J. Synchrot. Radiat., 8: 322 - 324.
25. Ravel, B, Newville, M. (2005) ATHENA, ARTEMIS, HEPHAESTUS: Data analysis for X-ray adsorption. J. Synchrotron Rad., 12: 537 - 541.
26. Ankudinov, A.L, Rehr, J.J. (1997) Relativistic calculations of spin-dependent X-ray absorption spectra. Phys. Rev. B, 56: R1712 - R1715.
27. III luminescence in a hygroscopic ionic liquid: Effect of water and evidence for a complexation process. Eur. J. Inorg. Chem., 6: 1190 - 1197.
28. Sekine, T, Hasegawa, Y, Ihara, N. (1973) Acid dissociation and two-phase distribution constants of eight β-diketones in several solvent extraction systems. J. Inorg. Nucl. Chem., 35: 3968 - 3970.
29. Kidani, K, Imura, H. (2010) Solvent effect of ionic liquids on the distribution constant of 2-thenoyltrifluoroacetone and its nickel(II) and copper(II) chelates and the evaluation of the solvent properties based on the regular solution theory. Talanta, 83: 299 - 304.
30. Kozonoi, N, Ikeda, Y. (2007) Extraction mechanism of metal ion from aqueous solution to the hydrophobic ionic liquid, 1-butyl-3-methylimidazolium Nonafluorobutanesulfonate. Monatsh. Chem., 138: 1145 - 1151.
31. Ikeda, N, Kimura, K, Asai, H, Oshima, N. (1970) Extraction behavior of europium with thenoyltrifluoroacetone (TTA). Radioisotopes, 19: 15 - 20.
32. 0 transition frequency in europium(III) complexes. Inorg. Chem., 36: 249 - 252.
33. 0 transition frequency in europium(III) complexes. Inorg. Chem., 24: 895 - 900.
34. 3+ complexes with the sum of 'nephelauxetic parameters' for all of the coordinating atoms. Inorg. Chim. Acta, 229: 383 - 390.
35. Andolina, C.M, Mathews, R.A, Morrow, J.R. (2009) Solution chemistry of europium(III) aqua ion at micromolar concentrations as probed by direct excitation luminescence spectroscopy. Helv. Chim. Acta, 92: 2330 - 2348.
36. Bryden, C.C, Reilley, C.N. (1982) Europium luminescence lifetimes and spectra for evaluation of 11 europium complexes as aqueous shift reagents for nuclear magnetic resonance spectrometry. Anal. Chem., 54: 610 - 615.
37. 3+ in the binary solvent mixture water/1-butyl-3-methylimidazolium chloride. Inorg. Chem., 46: 7121 - 7128.
38. Horrocks, W.D., Jr, Sudnick, D.R. (1979) Lanthanide ion probes of structure in biology. Laser-induced luminescence of the decay constants provide a direct measure of number of metal-coordinated water molecules. J. Am. Chem. Soc., 101: 334 - 340.
39. Rizkalla, E.N, Choppin, G.R. (1991) Hydration and hydrolysis of lanthanides. In: Handbook on the Physics and Chemistry of Rare Earths; Gschneidner, K.A., Jr., Eyring, L., eds.; Elsevier: New York, Vol. 15, 393 - 441.
40. Choppin, G.R, Henrie, D.E, Buijs, K. (1966) Environmental effects on f-f transitions. I. Neodymium. Inorg. Chem., 5: 1743 - 1748.
41. Stephens, E.M, Schoene, K, Richardson, F.S. (1984) Hypersensitivity in the 4f-4f absorption spectra of neodymium(III) complexes in aqueous solution. Inorg. Chem., 23: 1641 - 1648.
42. Birnbaum, E.R, Gomez, J.E, Darnall, D.W. (1970) Rare earth metal ions as probes of electrostatic binding sites in proteins. J. Am. Chem. Soc., 92: 5287 - 5288.
43. Yamaguchi, T, Nomura, M, Wakita, H, Ohtaki, H. (1988) An extended X-ray absorption fine structure study of aqueous rare earth perchlorate solutions in liquid and glassy states. J. Chem. Phys., 89: 5153 - 5159.
44. Allen, P.G, Bucher, J.J, Shuh, D.K, Edelstein, N.M, Craig, I. (2000) Coordination chemistry of trivalent lanthanide and actinide ions in dilute and concentrated chloride solutions. Inorg. Chem., 39: 595 - 601.
45. Chen, X.-F, Liu, S.-H, Duan, C.-Y, Xu, Y.-H, You, X.-Z, Ma, J, Min, N.-B. (1998) Synthesis, crystal structure and triboluminescence spectrum of 1,4-dimethylpyridinium tetrakis(2-thenoyltrifluoroacetonato)europate. Polyhedron, 17: 1883 - 1889.
46. White, J.G. (1976) The crystal structure of europium tris[4,4,4-trifluoro-1-(2-thienyl)-1,3-butanedione] dihydrate. Inorg. Chim. Acta, 16: 159 - 162.
47. Choppin, G.R. (1995) Comparative solution chemistry of the 4f and 5f elements. J. Alloys Compd., 223: 174 - 179.
48. Cammarata, L.; Kazarian, S.G.; Salter, P.A.; Welton, T. (2001) Molecular states of water in room temperature ionic liquids. Phys. Chem. Chem. Phys., 3: 5192-5200.
49. Gutowski, K.E, Broker, G.A, Willauer, H.D, Huddleston, J.G, Swatloski, R.P, Holbrey, J.D, Rogers, R.D. (2003) Controlling the aqueous miscibility of ionic liquids: aqueous biphasic systems of water-miscible ionic liquids and water-structuring salts for recycle, metathesis, and separations. J. Am. Chem. Soc., 125: 6632 - 6633.
50. Freire, M.G, Louros, C.L.S, Rebelo, L.P.N, Coutinho, J.A.P. (2011) Aqueous biphasic systems composed of a water-stable ionic liquid +carbohydrates and their applications. Green Chemistry, 13: 1536 - 1545.
51. Li, C, Han, J, Wang, Y, Yan, Y, Pan, J, Xu, X, Zhang, Z. (2009) Phase behavior for the aqueous two-phase systems containing the ionic liquid 1-butyl-3-methylimidazolium tetrafluoroborate and kosmotropic salts. J. Chem. Eng. Data, 55: 1087 - 1092.