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Synthesis of task-specific ionic liquids with grafted diglycolamide moiety. Complexation and stripping of lanthanides

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Abstract

Task-specific ionic liquids (TSILs) of a novel class, with the diglycolamide moietity grafted in the alkyl chain of imidazolium cation, were synthesized and characterized. Lanthanide complexation capabilities of TSILs as active components of solid phase extractants were evaluated by studies on the adsorption of lanthanides from aqueous solutions. The TSIL-based solid adsorbents prepared by immobilization of long-alkyl-chain TSILs in siliceous mesostructured cellular foams adsorb trivalent lanthanides. No extraction of lanthanides from aqueous solution into 1-hexyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide ([C6mim][Nf2T]) was observed at any acidity in the presence of these TSILs in the aqueous phase. This implies that TSILs suppress the extraction of lanthanides by formation of water-soluble complexes. The TSILs added to solvent extraction systems consisting of N,N,N,N′-tetraoctyl-3-oxapentanediamide (TODGA) in [C6mim][Nf2T] and aqueous HNO3 solutions show very good stripping properties for lanthanides.

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References

  1. Magill J, Berthou V, Haas D, Galy J, Schenkel R, Wiese HW, Heusener G, Thommasi J, Youinou G (2003) Impact limits of partitioning and transmutation scenarios on the radiotoxicity of actinides in radioactive waste. Nucl Energy 42:263–277

    CAS  Google Scholar 

  2. Carleson TE, Chipman NA, Wai CM (1996) Separation techniques in nuclear waste management. CRC Press, Boca Raton

    Google Scholar 

  3. Nagendran A, Vijayalakshmi A, Arockiasamy DL, Shobana KH, Mohan D (2008) Toxic metal ion separation by cellulose acetate/sulfonated poly(ether imide) blend membranes: effect of polymer composition and additive. J Hazard Mater 155:477–485

    Article  CAS  Google Scholar 

  4. Patil K, Smith SV, Rajkhowa R, Tsuzuki T, Wang XG, Lin T (2012) Milled cashmere guard hair powders: absorption properties to heavy metal ions. Powder Technol 218:162–168

    Article  CAS  Google Scholar 

  5. Ansari SA, Pathak PN, Hussain M, Prasad AK, Parmar VS, Manchanda VK (2005) N,N,N′,N′-Tetraoctyl diglycolamide (TODGA): a promising extractant for actinide-partitioning from high-level waste (HLW). Solvent Extr Ion Exch 23:463–479

    Article  CAS  Google Scholar 

  6. Sasaki Y, Tachimori S (2002) Extraction of actinides(III), (IV), (V), (VI), and lanthanides(III) by structurally tailored diamides. Solvent Extr Ion Exch 20:21–34

    Article  CAS  Google Scholar 

  7. Sasaki Y, Sugo Y, Suzuki S, Tachimori S (2001) The novel extractants, diglycolamides, for the extraction of lanthanides and actinides in HNO3n-dodecane system. Solvent Extr Ion Exch 19:91–103

    Article  CAS  Google Scholar 

  8. Sasaki Y, Choppin GR (1996) Solvent extraction of Eu, Th, U, Np and Am, with N, N′-Dimethyl-N, N'-dihexyl-3-oxapentanediamide and its analogous compounds. Anal Sci 12:225–230

    Google Scholar 

  9. Facchini A, Amato L, Nannicini RA (1996) Two-cycle process for enhanced actinide separation from radioactive liquid wastes. Sep Sci Technol 31:2245–2256

    Article  CAS  Google Scholar 

  10. Danesi PR, Cianetti C, Horwitz EP (1982) Distribution equilibria of Eu(III) in the system: bis(2-ethylhexyl)phosphoric acid, organic diluent-NaCl, lactic acid, polyaminocarboxylic acid water. Sep. Sci. Technol 17:507–519

    Article  CAS  Google Scholar 

  11. Sasaki Y, Sugo Y, Kitatsuji Y, Kirishima A, Kimura T, Choppin GR (2007) Complexation and stripping of various metals by water-soluble diglycolamide. Anal Sci 23:727–731

    Article  CAS  Google Scholar 

  12. Sasaki Y, Suzuki H, Sugo Y, Kimura T, Choppin GR (2006) New water-soluble organic ligands for actinide cations complexation. Chem Lett 35:256–260

    Article  CAS  Google Scholar 

  13. Heitzmann M, Gateau C, Chareyre L, Miguirditchian M, Charbonnel MC, Delangle P (2010) Water-soluble tetrapodal N, O ligands incorporating soft N-heterocycles for the selective complexation of Am(III) over Ln(III). New J Chem 34:108–116

    Article  CAS  Google Scholar 

  14. Iqbal M, Huskens J, Sypula M, Modolo G, Verboom W (2011) Synthesis and evaluation of novel water-soluble ligands for the complexation of metals during the partitioning of actinides. New J Chem 35:2591–2600

    Article  CAS  Google Scholar 

  15. Luo HM, Dai S, Bonnesen PV, Haverlock TJ, Moyer BA, Buchanan AC (2006) A striking effect of ionic liquid anions in the extraction of Sr2+ and Cs+ by dicyclohexano-18-crown-6. Solvent Extr Ion Exch 24:19–31

    Article  CAS  Google Scholar 

  16. Schmidt-Winkel P, Lukens WW Jr, Zhao D, Yang D, Chmelka BF, Stucky GD (1999) Mesocellular siliceous foams with uniformly sized cells and windows. J Am Chem Soc 121:155–254

    Article  Google Scholar 

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Acknowledgments

This research was supported by the Basic Energy Science Program of the Office of Science, U.S. Department of Energy, under Contract DE-AC05-0096OR22725 with Oak Ridge National Laboratory, managed by UT-Battelle and by the Ph.D. Programs Foundation of Ministry of Education of China (20090211120026).

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Correspondence to Shen Yinglin.

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Yun, W., Youwen, Z., Fuyou, F. et al. Synthesis of task-specific ionic liquids with grafted diglycolamide moiety. Complexation and stripping of lanthanides. J Radioanal Nucl Chem 299, 1213–1218 (2014). https://doi.org/10.1007/s10967-013-2878-z

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  • DOI: https://doi.org/10.1007/s10967-013-2878-z

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