Liquid-liquid extraction of actinides, lanthanides, and fission products by use of ionic liquids: From discovery to understanding

Analytical and Bioanalytical Chemistry

Volumn 400, Issue 6, 2011, Pages 1555-1566

  Billard, Isabelle ^a   Ouadi, Ali ^a   Gaillard, Clotilde ^b  

^a INSTITUT DE RECHERCHES SUBATOMIQUES   (France)

^b Lyon Medicine University   (France)

Author keywords

Actinides; Ionic liquids; Lanthanides; Liquid liquid extraction

Indexed keywords

FUTURE TRENDS; LANTHANIDES; LIQUID-LIQUID EXTRACTION; PHENOMENOLOGICAL ASPECTS;

ACTINIDES; FISSION PRODUCTS; IONS; NEUTRON DETECTORS; RARE EARTH ELEMENTS; SOLVENT EXTRACTION;

IONIC LIQUIDS;

ACTINIDE; IONIC LIQUID; LANTHANIDE;

CHEMISTRY; FRACTIONATION; ISOLATION AND PURIFICATION; METHODOLOGY; REVIEW; SOLUBILITY;

ACTINOID SERIES ELEMENTS; CHEMICAL FRACTIONATION; IONIC LIQUIDS; LANTHANOID SERIES ELEMENTS; SOLUBILITY;

EID: 79956260993     PISSN: 16182642     EISSN: 16182650     Source Type: Journal    
DOI: 10.1007/s00216-010-4478-x     Document Type: Review

References (75)

1. N Plechkova RK Seddon 2008 Applications of ionic liquids in the chemical industry Chem Soc Rev 37 123 10.1039/b006677j 1:CAS:528:DC%2BD1cXmtVWhsQ%3D%3D
2. SJ Wilkes 2002 A short history of ionic liquids - from molten salts to neoteric solvents Green Chem 4 73 10.1039/b110838g 1:CAS:528: DC%2BD2cXksVCgsb4%3D
3. LM Dietz 2006 Ionic liquids as extraction solvents: where do we stand? Sep Sci Technol 41 2047 10.1080/01496390600743144 1:CAS:528:DC%2BD28Xoslahtbk%3D (Pubitemid 44100545)
4. K Binnemans 2007 Lanthanides and actinides in ionic liquids Chem Rev 107 2592 10.1021/cr050979c 1:CAS:528:DC%2BD2sXlsFOktL4%3D (Pubitemid 47029101)
5. Mudring VA, Tang S (2010) Ionic liquids for lanthanide and actinide chemistry. Eur J Inorg Chem. 2569
6. 6) room temperature ionic liquid (RTIL) Radiochim Acta 96 93 10.1524/ract.2008.1471 1:CAS:528:DC%2BD1cXjvValtLg%3D
7. 6 as extracting phase Ind Eng Chem Res 47 2349 10.1021/ie071486w 1:CAS:528:DC%2BD1cXisFyjtLw%3D (Pubitemid 351554009)
8. PR Swatloski DJ Holbrey DR Rogers 2003 Ionic liquids are not always green: hydrolysis of 1-butyl-3-methylimidazolium hexafluorophosphate Green Chem 5 361 10.1039/b304400a 1:CAS:528:DC%2BD3sXlvFGrtrs%3D
9. R Germani VM Mancini G Savelli N Spreti 2007 Mercury extraction by ionic liquids: temperature and alkyl chain length effect Tetrahedron Lett 48 1767 10.1016/j.tetlet.2007.01.038 1:CAS:528:DC%2BD2sXhsFyrt70%3D (Pubitemid 46209278)
10. N Papaiconomou MJ Lee J Salminen M von Stosch MJ Prausnitz 2008 Selective extraction of copper, mercury, silver and palladium ions from water using hydrophobic ionic liquids Ind Eng Chem Res 47 5080 10.1021/ie0706562 1:CAS:528:DC%2BD2sXhtVWlsLbF
11. DJ Holbrey EA Visser KS Spear MW Reichert PR Swatloski AG Broker DR Rogers 2003 Mercury(II) partitioning from aqueous solutions with a new, hydrophobic ethylene-glycol functionalized bis-imidazolium ionic liquid Green Chem 5 129 10.1039/b300971h 1:CAS:528:DC%2BD3sXislCgsL8%3D (Pubitemid 37492912)
12. Visser EA, Swatloski PR, Reichert MW, Mayton R, Sheff S, Wierzbicki A, Davis HJ, Rogers DR (2001) Task-specific ionic liquids for the extraction of metal ions from aqueous solutions. Chem Commun. 135
13. N Kozonoi Y Ikeda 2007 Extraction mechanism of metal ion from aqueous solution to the hydrophobic ionic liquid 1-butyl-3-methylimidazolium nonafluorobutanesulfonate Monatsh Chem 138 1145 10.1007/s00706-007-0727-x 1:CAS:528:DC%2BD2sXht1Gju7rK
14. A Rout K Venkatesan VK Srinivasan PVR Rao 2010 Unusual extraction of plutonium(IV) from uranium(VI) and americium(III) using phosphonate based task specific ionic liquid Radiochim Acta 98 459 10.1524/ract.2010.1741 1:CAS:528:DC%2BC3cXhtVyku7%2FM
15. A Ouadi B Gadenne P Hesemann EJJ Moreau I Billard C Gaillard S Mekki G Moutiers 2006 Task-specific ionic liquids bearing 2-hydroxybenzylamine units: synthesis and americium extraction studies Chem Eur J 12 3074 10.1002/chem.200500741 1:CAS:528:DC%2BD28Xjslart74%3D
16. A Ouadi O Klimchuk C Gaillard I Billard 2007 Solvent extraction of U(VI) by task-specific ionic liquids bearing phosphoryl groups Green Chem 9 1160 10.1039/b703642f 1:CAS:528:DC%2BD2sXht1Ghs7%2FJ
17. Dai S, Ju HY, Barnes EC (1999) Solvent extraction of strontium nitrate by a crown ether using room temperature ionic liquids. J Chem Soc Dalton Trans. 1201
18. PA Rios DL JF Hernadez-Fernandez JL Lozano IJ Moreno C Godinez 2010 Removal of metal ions from aqueous solutions by extraction with ionic liquids J Chem Eng Data 55 605 10.1021/je9005008
19. MV Egorov ID Djigailo SD Momotenko VD Chernyshov II Torocheshnikova VS Smirnova VI Pletnev 2010 Task specific ionic liquid trioctylmethylammonium salicylate as extraction solvent for transition metal ions Talanta 80 1177 10.1016/j.talanta.2009.09.003 1:CAS:528:DC%2BD1MXhsFGhurnI
20. Dietz M, Dzielawa AJ (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. 2124
21. LM Dietz AJ Dzielawa I Laszak AB Young PM Jensen 2003 Influence of solvent structural variation on the mechanism of facilitated ion transfer into room-temperature ionic liquids Green Chem 5 682 10.1039/b310507p 1:CAS:528:DC%2BD3sXpsFymsL0%3D (Pubitemid 38083451)
22. H Luo S Dai VP Bonnesen CA Buchanan DJ Holbrey JN Bridges DR Rogers 2004 Extraction of cesium ions from aqueous solutions using calix[4]arene-(tert- octylbenzo-crown-6) in ionic liquids Anal Chem 76 3078 10.1021/ac049949k 1:CAS:528:DC%2BD2cXjsVOit78%3D (Pubitemid 38715698)
23. LM Dietz CD Stepinski 2008 Anion concentration-dependent partitioning mechanism in the extraction of uranium into room-temperature ionic liquids Talanta 75 598 10.1016/j.talanta.2007.11.051 1:CAS:528:DC%2BD1cXjtl2qs7c%3D
24. 4-mimTf2N as a case study. submitted
25. Schultz WW, Navratil DJ (1984) Science and technology of tributyl phosphate, vol I. CRC Press, Boca Raton
26. EA Visser DR Rogers 2003 Room-temperature ionic liquids: new solvents for f-element separations and associated solution chemistry J Solid State Chem 171 109 10.1016/S0022-4596(02)00193-7 1:CAS:528:DC%2BD3sXjs1Cjsb4%3D
27. A Rout AK Venkatesan VK Srinivasan VRP Rao 2009 Extraction of americium(III) from nitric acid medium by CMPO-TBP extractants in ionic liquid diluent Radiochim Acta 97 719 10.1524/ract.2009.1675 1:CAS:528: DC%2BC3cXptVarsA%3D%3D
28. K Nakashima F Kubota T Maruyama M Goto 2005 Feasibility of ionic liquids as alternative separation media for industrial solvent extraction processes Ind Eng Chem Res 44 4368 10.1021/ie049050t 1:CAS:528:DC%2BD2MXjvFKjsLc%3D (Pubitemid 40809781)
29. Shimojo K, Kurahashi K, Naganawa H (2008) Extraction behavior of lanthanides using diglycolamide derivative TODGA in ionic liquids. Dalton Trans. 5083
30. TG Wei Z Yang JC Chen 2003 Room temperature ionic liquid as a novel medium for liquid-liquid extraction of metal ions Anal Chim Acta 488 183 10.1016/S0003-2670(03)00660-3 1:CAS:528:DC%2BD3sXlsVSlsL4%3D (Pubitemid 36851586)
31. CD Stepinski PM Jensen AJ Dzielawa LM Dietz 2005 Synergistic effects in the facilitated transfer of metal ions into room-temperature ionic liquids Green Chem 7 151 10.1039/b414756a 1:CAS:528:DC%2BD2MXhs1yjsL0%3D (Pubitemid 40417305)
32. S Chun VS Dzyuba AR Bartsch M Adams 2001 Influence of structural variation in room-temperature ionic liquids on the selectivity and efficiency of competitive alkali metal salt extraction by a crown-ether Anal Chem 73 3737 10.1021/ac010061v 1:CAS:528:DC%2BD3MXksVKlsbk%3D (Pubitemid 32862383)
33. + by dicylcohexano-18-crown-6 Solv Extr Ion Exch 24 19 10.1080/07366290500388624 1:CAS:528:DC%2BD28XmslOisA%3D%3D (Pubitemid 43173205)
34. + based on room temperature ionic liquids containing monoaza-substituted crown ethers Anal Chem 76 2773 10.1021/ac035473d 1:CAS:528:DC%2BD2cXivFemsLo%3D (Pubitemid 38657702)
35. LM Dietz S Jakab K Yamato AR Bartsch 2008 Stereochemical effects on the mode of facilitated ion transfer into room-temperature ionic liquids Green Chem 10 174 10.1039/b713750h 1:CAS:528:DC%2BD1cXhsVSisLw%3D (Pubitemid 351199049)
36. GM Freire FLMNB Santos MA Fernandes PJA Coutinho MI Marrucho 2007 An overview of the mutual solubilities of water-imidazolium based ionic liquids systems Fluid Phase Equilib 261 449 10.1016/j.fluid.2007.07.033 1:CAS:528:DC%2BD2sXhtFyksLzI (Pubitemid 47588703)
37. EA Visser PR Swatloski MW Reichert TS Griffin DR Rogers 2000 Traditional extractants in nontraditional solvents: groups 1 and 2 extraction by crown-ethers in room-temperature ionic liquids Ind Eng Chem Res 39 3596 10.1021/ie000426m 1:CAS:528:DC%2BD3cXmtlKks7Y%3D
38. 3 and of some lanthanide oxides in BumimTf2N: effect of acid and water and formation of UO2(NO3)3-. Dalton Trans. 4214
39. ISL Toh J McFarlane C Tsouris WD DePaoli H Luo S Dai 2006 Room-temperature ionic liquids in liquid-liquid extraction: effects of solubility in aqueous solution on surface properties Solv Extr Ion Exch 24 33 10.1080/07366290500388400 1:CAS:528:DC%2BD28XmslOisw%3D%3D (Pubitemid 43173206)
40. EK Gutowski AG Broker DH Willauer GJ Huddleston PR Swatloski DJ Holbrey DR Rogers 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 10.1021/ja0351802 1:CAS:528:DC%2BD3sXjs12ks7k%3D (Pubitemid 36667438)
41. EA Visser PM Jensen I Laszak LK Nash RG Choppin DR Rogers 2003 Uranyl coordination environment in hydrophobic ionic liquids: an in situ investigation Inorg Chem 42 2197 10.1021/ic026302e 1:CAS:528:DC%2BD3sXhvF2lsrY%3D
42. PM Jensen AJ Dzielawa P Rickert LM Dietz 2002 EXAFS investigations of the mechanism of facilitated ion transfer into a room-temperature ionic liquid J Am Chem Soc 124 10664 10.1021/ja027476y 1:CAS:528:DC%2BD38XmtFSrsbo%3D
43. PM Jensen J Neuefeind VJ Beitz S Skanthakumar L Soderholm 2003 Mechanisms of metal ion transfer into room-temperature ionic liquids: the role of anion exchange J Am Chem Soc 125 15466 10.1021/ja037577b 1:CAS:528: DC%2BD3sXptVWqtLw%3D (Pubitemid 37547915)
44. I Billard C Gaillard 2009 Actinide and lanthanide speciation in imidazolium-based ionic liquids Radiochim Acta 97 355 10.1524/ract.2009.1617 1:CAS:528:DC%2BD1MXpvFGrtb0%3D
45. Cocalia AV, Jensen PM, Holbrey DJ, Spear KS, Stepinski CD, Rogers DR (2005) Identical extraction behavior and coordination of trivalent or hexavalent f-element cation using ionic liquid and molecular solvents. Dalton Trans. 1966
46. KK Gupta VP Achuthan A Ramanujam NJ Mathur 2003 Effect of diluents on the extraction of Sr2+ from HNO3 solutions with dicyclohexano-18-crown-6 Solv Extr Ion Exch 21 53 10.1081/SEI-120017547 1:CAS:528:DC%2BD3sXht12ktLc%3D (Pubitemid 36429866)
47. LM Dietz CD Stepinski 2005 A ternary mechanism for the facilitated transfer of metal ions into room temperature ionic liquids: implications for the greenness of RTILs as extraction solvents Green Chem 7 747 10.1039/b508604c 1:CAS:528:DC%2BD2MXhtVemtbbJ (Pubitemid 41457412)
48. N Hirayama M Deguchi H Kawasumi T Honjo 2005 Use of 1-alkyl-3- methylimidazolium hexafluorophosphate room temperature ionic liquids as chelate extraction solvent with 4, 4, 4-trifluoro-1-(2-thienyl)-1, 3-butanedione Talanta 65 255 10.1016/j.talanta.2004.06.015 1:CAS:528:DC%2BD2cXpslyjsbs%3D
49. K Shimojo M Goto 2004 Solvent extraction and stripping of silver ions in room-temperature ionic liquids containing calixarenes Anal Chem 76 5039 10.1021/ac049549x 1:CAS:528:DC%2BD2cXlsFahsLY%3D (Pubitemid 39180330)
50. TG Wei CJ Chen Z Yang 2003 Studies on liquid-liquid extraction of copper ion with room temperature ionic liquid J Chin Chem Soc 50 1123 1:CAS:528:DC%2BD2cXlsVyjtQ%3D%3D
51. LI Odinets VE Sharova IO Artyshin AK Lyssenko VY Nelyubina VG Myasoedova PN Molochnikova AE Zakharchenro 2010 Novel class of functionalized ionic liquids with grafted CMPO-moieties for actinides and rare-earth elements recovery Dalton Trans 39 4170 10.1039/b926377b 1:CAS:528:DC%2BC3cXks1Gkur4%3D
52. Ouadi A, Jobin E, Klimchuk O, Gaillard C, Billard I (2010) CMPO functionalized task specific ionic liquid for actinide and lanthanide extraction. submitted
53. H Luo S Dai VP Bonnesen CA Buchanan 2006 Separation of fission products based on ionic liquids: task specific ionic liquids containing an aza-crown ether fragment J Alloys Compd 418 195 10.1016/j.jallcom.2005.10.054 1:CAS:528:DC%2BD28Xls1Gktrc%3D (Pubitemid 43832091)
54. Miroshnichenko S, Ternova D, Billard I, Ouadi A, Klimchuk O, Kalchenko V (2010) Synthesis of new calixarene-phosphine oxides and their extraction properties in ionic liquids. Phosphorus, sulfur and silicon and the related elements accepted
55. MC Jin MJ Shreeve 2004 Bridged di(alkyl- and 4, 4, 4- trifluorobutylimidazolium) quaternary salts based on p-tert-butylcalix[4]arene Inorg Chem 43 7532 10.1021/ic049041c 1:CAS:528:DC%2BD2cXotlalsrk%3D
56. R Giernoth 2010 Task specific ionic liquids Angew Chem Int Ed 49 2834 10.1002/anie.201002393 1:CAS:528:DC%2BC3cXkslOjsr4%3D
57. HJ Davis 2004 Task-specific ionic liquids Chem Lett 33 1072 10.1246/cl.2004.1072 1:CAS:528:DC%2BD2cXnslSrtrY%3D (Pubitemid 39556052)
58. Zhao D, Fei Z, Ohlin AC, Laurenczy G, Dyson JP (2004) Dual-functionalised ionic liquids: synthesis and characterization of imidazolium salts with a nitrile functionalised anion. Chem Commun. 2500
59. X Sun Y Ji J Chen D Li 2010 An engineering purpose preparation strategy for ammonium type ionic liquid with high purity AIChE 56 989 1:CAS:528:DC%2BC3cXjsFSlu7o%3D
60. JJ Tindale DK Hartlen A Alizadeh SM Workentin JP Ragogna 2010 Maleimide modified phosphonium ionic liquids a template towards multi task specific ionic liquids Chem Eur J 16 9068 10.1002/chem.200902610 1:CAS:528:DC%2BC3cXpslCntrc%3D
61. B Lenarcik A Kierzkowska 2006 The influence of alkyl chain length and steric effect on extraction of zinc(II) complexes with 1-alkyl-2- methylimidazoles Solv Extr Ion Exch 24 433 10.1080/07366290600646962 1:CAS:528:DC%2BD28XmtV2ms7Y%3D (Pubitemid 43771922)
62. H Mehdi K Binnemans VK Ecke VL Meervelt P Nockemann 2010 Hydrophobic ionic liquids with strongly coordinating anions Chem Commun 46 234 10.1039/b914977e 1:CAS:528:DC%2BD1MXhsFGms7vF
63. RA Katritsky S Singh K Kirichenko M Smiglak DJ Holbrey MW Reichert KS Spear DR Rogers 2006 In search of ionic liquids incorporating azolate anions Chem Eur J 12 4630 10.1002/chem.200500840 (Pubitemid 43892294)
64. 3+ lanthanide cations in room-temperature ionic liquids. A molecular dynamics investigation Phys Chem Chem Phys 5 3481 10.1039/b305091b 1:CAS:528:DC%2BD3sXlvFaktbg%3D
65. R Schurhammer G Wipff 2007 Solvation of uranium hexachloro complexes in room temperature ionic liquids. A molecular dynamics investigation in two liquids J Phys Chem B 111 4659 10.1021/jp0663154 1:CAS:528:DC%2BD28Xhtlehsr%2FN (Pubitemid 46826370)
66. A Chaumont G Wipff 2007 Solvation of big spherical solutes in room temperature ionic liquids and at their interface: a molecular dynamics simulation study J Mol Liq 131/132 36 10.1016/j.molliq.2006.08.055 (Pubitemid 46027260)
67. X Sun Y Ji J Chen J Ma 2009 Solvent impregnated resin prepared using task-specific ionic liquids for rare earth separation J Rare Earths 27 932 10.1016/S1002-0721(08)60365-8
68. S Mekki MC Wai I Billard G Moutiers HC Yen SJ Wang A Ouadi C Gaillard P Hesemann 2005 Cu(II) extraction by supercritical fluid carbon dioxide from a room temperature ionic liquid using fluorinated b-diketones Green Chem 7 421 10.1039/b502190a 1:CAS:528:DC%2BD2MXksFeitLc%3D (Pubitemid 40874649)
69. S Mekki MC Wai I Billard G Moutiers J Burt HC Yen SJ Wang C Gaillard A Ouadi P Hesemann 2006 Extraction of lanthanides from aqueous solutions using room temperature ionic liquids and supercritical carbon dioxide in conjunction Chem Eur J 12 1760 10.1002/chem.200500559 1:CAS:528:DC%2BD28XhvFKktrc%3D (Pubitemid 43260249)
70. SJ Wang NC Sheaff B Yoon SR Addleman MC Wai 2009 Extraction of uranium from aqueous solutions by using ionic liquid and supercritical carbon dioxide in conjunction Chem Eur J 15 4458 10.1002/chem.200801415 1:CAS:528: DC%2BD1MXltFGisLw%3D
71. X Sun Y Ji F Hu B He J Chen D Li 2010 The inner synergistic effect of bifunctional ionic liquid extractant for solvent extraction Talanta 81 1877 10.1016/j.talanta.2010.03.041 1:CAS:528:DC%2BC3cXlsFGlu7o%3D
72. NA Turanov KV Karandashev EV Baulin 2008 Effect of ionic liquids on the extraction of rare earth elements by bidendate neutral organophosphorus compounds from chloride solutions Russ J Inorg Chem 53 970 10.1134/ S0036023608060272
73. CD Stepinski FG Vandegrift AI Shkrob FJ Wishart K Kerr M Dietz DDT Qadah LS Garvey 2010 Extraction of tetra-oxo anions into a hydrophobic ionic liquid based solvent without concomitant ion exchange Ind Eng Chem Res 49 5863 10.1021/ie1000345 1:CAS:528:DC%2BC3cXlsFKlsrw%3D
74. W Li Z Zhang J Zhang B Han B Wang M Hou Y Xie 2006 Micropolarity and aggregation behavior in ionic liquid + organic solvent solutions Fluid Phase Equilib 248 211 10.1016/j.fluid.2006.08.013 1:CAS:528:DC%2BD28XpsFynsb4%3D (Pubitemid 44374857)
75. M Deetlefs C Hardacre M Nieuwenhuyzen O Sheppard KA Soper 2005 Structure of ionic liquid-benzene mixtures J Phys Chem B 109 1593 10.1021/jp047742p 1:CAS:528:DC%2BD2cXpslCjs7Y%3D (Pubitemid 40212538)