Skip to main content
Log in

Synthesis and characterization of bisdiglycolamides for comparable extraction of Th4+, UO2 2+ and Eu3+ from nitric acid solution

  • Published:
Journal of Radioanalytical and Nuclear Chemistry Aims and scope Submit manuscript

Abstract

The novel ligand N,N,N′′′′,N′′′′-tetrabutyl-N′′′,N′′′-(N″,N″-diethyl)-ethidene bisdiglycolamide (TBEE-BisDGA) and other eight analogous extractants have been synthesized and characterized by NMR and HRMS. The solvent extraction of Th4+, UO2 2+ and Eu3+ from nitric acid solution using the above BisDGA extractants was investigated in 1-dodecanol at 30 ± 1 °C. The extractants exhibited higher affinity toward Th4+ than UO2 2+ and Eu3+ in the present system. The maximum value of separation factor SF Th(IV)/U(VI) and SF Th(IV)/Eu(III) is 78.5 and 53.3 respectively for TBEE-BisDGA, 88.1 and 69.5 respectively in the case of TBi-PE-BisDGA at 3 M HNO3 solution.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Scheme1
Fig. 1
Fig. 2
Fig. 3
Fig. 4
Fig. 5
Fig. 6
Fig. 7

Similar content being viewed by others

References

  1. Macdonald PE, Herring JS, Weaver KD, Kullberg C (2001) Low cost, proliferation resistant, uranium–thorium dioxide fuels for light water reactors. Nucl Eng Des 203:65–85

    Article  Google Scholar 

  2. Spjuth L, Liljenzin JO, Hudson MJ, Drew MGB, Iveson PB, Madic C (2000) Comparison of extraction behaviour and basicity of some substituted malonamides. Solvent Extr Ion Exch 18:1–23

    Article  CAS  Google Scholar 

  3. Horwitz EP, Dietz ML (1990) Concentration and separation of actinides from urine using a supported bifunctional organophosphorus extractant. Anal Chim Acta 238:263–271

    Article  CAS  Google Scholar 

  4. Raju CSKR, Subramanian MS (2007) Sequential separation of lanthanides, thorium and uranium using novel solid phase extraction method from high acidic nuclear wastes. J Hazard Mater 145:315–322

    Article  CAS  Google Scholar 

  5. Gupta KK, Manchanda VK, Subramanian MS, Singh RK (2000) Solvent extraction studies on U(VI), Pu(IV), and fission products using N, N-dihexyloctanamide. Solvent Extr Ion Exch 18:273–292

    Article  CAS  Google Scholar 

  6. Raju CSKR, Subramanian M (2005) DAPPA grafted polymer: an efficient solid phase extractant for U(VI), Th(IV) and La(III) from acidic waste streams and environmental samples. Talanta 67:81–89

    Article  CAS  Google Scholar 

  7. Serrano-Purroy D, Baron P, Christiansen B, Glatz JP, Madic C, Malmbeck R, Modolo G (2005) First demonstration of a centrifugal solvent extraction process for minor actinides from a concentrated spent fuel solution. Sep Purif Technol 45:157–162

    Article  CAS  Google Scholar 

  8. Mowafy EA, Mohamed D (2014) Extraction behavior of trivalent lanthanides from nitric acid medium by selected structurally related diglycolamides as novel extractants. Sep Purif Technol 128:18–24

    Article  CAS  Google Scholar 

  9. Alyapyshev M, Babain V, Eliseev I, Kenf E, Tkachenko L (2016) New polar fluorinated diluents for diamide extractants. J Radioanal Nucl Chem 310:785–792

    Article  CAS  Google Scholar 

  10. Fu J, Chen QD, Sun TX, Shen XH (2013) Extraction of Th(IV) from aqueous solution by room-temperature ionic liquids and coupled with supercritical carbon dioxide stripping. Sep Purif Technol 119:66–71

    Article  CAS  Google Scholar 

  11. Ren P, Yue Y-Z, Wang K, Wu W-S, Yan Z-Y (2014) synthesis and characterization of N, N, N′, N′-tetraalkyl-4-oxaheptanediamide as extractant for extraction of uranium (vi) and thorium (iv) ions from nitric acid solution. J Radioanal Nucl Chem 300:1099–1103

    Article  CAS  Google Scholar 

  12. Ansari SA, Pathak P, Mohapatra PK, Manchanda VK (2011) Aqueous partitioning of minor actinides by different processes. Sep Purif Rev 40:43–76

    Article  CAS  Google Scholar 

  13. Manchanda VK (2004) Amides and diamides as promising extractants in the back end of the nuclear fuel cycle: an overview. Sep Purif Technol 35:85–103

    Article  CAS  Google Scholar 

  14. Nakamura T, Miyake C (1995) Extraction of lanthanide(III) and uranyl(VI) from nitric acid solution by N, N′-dimethyl-N, N′-dibutylmalonamide. Solvent Extr Ion Exch 13:253–273

    Article  CAS  Google Scholar 

  15. 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 

  16. Vyas CK, Joshirao PM, Bagla H, Manchanda VK (2013) Distribution behavior of U(VI), Am(III) and Eu(III) on diglycolamide based extraction chromatographic resin in perchloric acid medium. J Radioanal Nucl Chem 298:1643–1650

    Article  CAS  Google Scholar 

  17. Sasaki Y, Sugo Y, Suzuki S, Tachimori S (2001) The novel extractants diglycolamides for the extraction of lanthanides and actinides in HNO3-n-dodecane system. Solvent Extr Ion Exch 19:91–103

    Article  CAS  Google Scholar 

  18. Deepika P, Sabharwal KN, Srinivasan TG, Vasudeva Rao PR (2010) Studies on the use of N, N, N′, N′-tetra(2-ethylhexyl) diglycolamide (TEHDGA) for actinide partitioning. I: investigation on third-phase formation and extraction behavior. Solvent Extr Ion Exch 28:184–201

    Article  CAS  Google Scholar 

  19. Modolo G, Asp H, Schreinemachers C, Vijgen H (2007) Development of a TODGA based process for partitioning of actinides from a PUREX raffinate Part I: batch extraction optimization studies and stability tests. Solvent Extr Ion Exch 25:703–721

    Article  CAS  Google Scholar 

  20. Modolo G, Vijgen H, Serrano-Purroy D, Christiansen B, Malmbeck R, Sorel C, Baron P (2007) DIAMEX counter-current extraction process for recovery of trivalent actinides from simulated high active concentrate. Sep Sci Technol 42:439–452

    Article  CAS  Google Scholar 

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

    Article  CAS  Google Scholar 

  22. Núñez A, Galán H, Espartero AG (2012) Optimization studies of An(III) and Ln(III) extraction and back-extraction from a PUREX raffinate by BisDGA compounds. Proc Chem 7:309–314

    Article  Google Scholar 

  23. Murillo MT, Espartero AG, Sánchez-Quesada J, de Mendoza J, Prados P (2009) Synthesis of pre-organized bisdiglycolamides (BisDGA) and study of their extraction properties for actinides(III) and lanthanides(III). Solvent Extr Ion Exch 27:107–131

    Article  CAS  Google Scholar 

  24. Iqbal M, Huskens J, Verboom W, Sypula M, Modolo G (2010) Synthesis and Am/Eu extraction of novel TODGA derivatives. Supramol Chem 22:827–837

    Article  CAS  Google Scholar 

  25. Yan Z-Y, Ren P, Huang Q-G, He M-J, Li Y, Wu Z-M, Wu W-S (2016) Solvent extraction of uranyl ion with 4-oxaheptanediamide into ionic liquid system from HNO3 solution. J Radioanal Nucl Chem 310:703–709

    Article  CAS  Google Scholar 

  26. Yan Z-Y, He M-J, Huang Q-G, Ren P, Li Y, Wu Z-M, Wu W-S (2016) Synthesis and characterization of bis-succinamides for extraction of UO2 2+ from nitric acid solution. J Radioanal Nucl Chem 310:1101–1106

    Article  CAS  Google Scholar 

Download references

Acknowledgements

The authors thank National Natural Science Foundation of China (Grant No. 21471072; 21462035) for the financial support of this work.

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Ze-Yi Yan.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Ren, P., Yan, ZY., Li, Y. et al. Synthesis and characterization of bisdiglycolamides for comparable extraction of Th4+, UO2 2+ and Eu3+ from nitric acid solution. J Radioanal Nucl Chem 312, 487–494 (2017). https://doi.org/10.1007/s10967-017-5248-4

Download citation

  • Received:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10967-017-5248-4

Keywords

Navigation