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3,3′-Bis(diisopropoxyphosphoryl)-1,1′-(heptane-1,7-diyl)diurea as a Very Efficient Extraction Agent for Europium and Americium

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Abstract

Solvent extraction of microamounts of Eu3+ and Am3+ from water into nitrobenzene by means of a mixture of hydrogen dicarbollylcobaltate and 3,3′-bis(diisopropoxyphosphoryl)-1,1′-(heptane-1,7-diyl)diurea (L) was studied. The equilibrium data were explained by assuming that the species HL+, \( {\text{ML}}_{2}^{3 + } \), and \( {\text{ML}}_{3}^{3 + } \) {M3+ = Eu3+, Am3+; L = 3,3′-bis(diisopropoxyphosphoryl)-1,1′-(heptane-1,7-diyl)diurea} are extracted into the organic phase. Extraction and stability constants of the cationic complex species in nitrobenzene saturated with water were determined and discussed. From the experimental results it is apparent that this very effective receptor for the Eu3+ and Am3+ cations could be considered as a potential extraction agent for nuclear waste treatment.

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References

  1. Makrlík, E., Vaňura, P.: Applications of the dicarbollylcobaltate(III) anion in the water/nitrobenzene extraction system. Talanta 32, 423–429 (1985)

    Article  Google Scholar 

  2. Makrlík, E., Vaňura, P., Selucký, P.: Stability constants of some univalent cation complexes of 2,3-naphtho-15-crown-5 in nitrobenzene saturated with water. J. Solution Chem. 38, 1129–1138 (2009)

    Article  Google Scholar 

  3. Makrlík, E., Vaňura, P., Selucký, P.: Solvent extraction of calcium and strontium into nitrobenzene by using hydrogen dicarbollylcobaltate in the presence of dibutyl diethylcarbamoylmethylene phosphonate. J. Solution Chem. 39, 692–700 (2010)

    Article  Google Scholar 

  4. Makrlík, E., Vaňura, P., Selucký, P., Babain, V.A., Smirnov, I.V.: Extractive properties of synergistic mixture of hydrogen dicarbollylcobaltate and N,N,N′,N′-tetraisobutyl-2,6-dipicolinamide in the water–nitrobenzene system with regard to Eu3+ and Am3+. Acta Chim. Slov. 56, 718–722 (2009)

    Google Scholar 

  5. Makrlík, E., Vaňura, P., Sedláková, Z.: Extraction of europium and cerium into nitrobenzene using synergistic mixture of hydrogen dicarbollylcobaltate and polyethylene glycol PEG 600. J. Radioanal. Nucl. Chem. 283, 157–161 (2010)

    Article  Google Scholar 

  6. Makrlík, E., Spíchal, Z., Vaňura, P., Selucký, P.: Synergistic extraction of europium and americium into nitrobenzene by using hydrogen dicarbollylcobaltate and bis(diphenylphosphino)methane dioxide. J. Radioanal. Nucl. Chem. 295, 2135–2140 (2013)

    Article  Google Scholar 

  7. Romanovskiy, V.N., Smirnov, I.V., Babain, V.A., Todd, T.A., Herbst, R.S., Law, J.D., Brewer, K.N.: The universal solvent extraction (UNEX) process. I. Development of the UNEX process solvent for the separation of cesium, strontium and the actinides from acidic radioactive waste. Solvent Extr. Ion Exch. 19, 1–21 (2001)

    Article  CAS  Google Scholar 

  8. Law, J.D., Herbst, R.S., Todd, T.A., Romanovskiy, V.N., Babain, V.A., Esimantovskiy, V.M., Smirnov, I.V., Zaitsev, B.N.: The universal solvent extraction (UNEX) process. II. Flowsheet development and demonstration of the UNEX process for the separation of cesium, strontium and actinides from actual acidic radioactive waste. Solvent Extr. Ion Exch. 19, 23–36 (2001)

    Article  CAS  Google Scholar 

  9. Leoncini, A., Ansari, S.A., Mohapatra, P.K., Sengupta, A., Huskens, J., Verboom, W.: Diglycolamide-functionalized poly(propylene imine) diaminobutane dendrimers for sequestration of trivalent f-elements: synthesis, extraction and complexation. Dalton Trans. 46, 501–508 (2017)

    Article  CAS  Google Scholar 

  10. Panak, P.J., Geist, A.: Complexation and extraction of trivalent actinides and lanthanides by triazinylpyridine N-donor ligands. Chem. Rev. 113, 1199–1236 (2013)

    Article  CAS  Google Scholar 

  11. Alyapyshev, M., Babain, V., Tkachenko, L.: Various flowsheets of actinides recovery with diamides of heterocyclic dicarboxylic acids. J. Radioanal. Nucl. Chem. 312, 47–58 (2017)

    Article  CAS  Google Scholar 

  12. Rais, J., Šebestová, E., Selucký, P., Kyrš, M.: Synergistic effect of polyethylenglycols in extraction of alkaline earth cations by nitrobenzene. J. Inorg. Nucl. Chem. 38, 1742–1744 (1976)

    Article  CAS  Google Scholar 

  13. Vaňura, P., Rais, J., Selucký, P., Kyrš, M.: Extraction of strontium with dicarbolide in the presence of polyethylene glycol. Collect. Czech. Chem. Commun. 44, 157–166 (1979)

    Article  Google Scholar 

  14. Vaňura, P., Benešová, M., Makrlík, E., Kyrš, M., Rais, J.: Extraction of europium from acidic aqueous solutions into nitrobenzene by dicarbolide in the presence of polyethylene glycol. Collect. Czech. Chem. Commun. 49, 1367–1381 (1984)

    Article  Google Scholar 

  15. Rais, J., Grüner, B.: Extraction with metal bis(dicarbollide) anions metal bis(dicarbollide) extractants and their applications in separation chemistry. Ion Exch. Solvent Extr. 17, 243–334 (2004)

    CAS  Google Scholar 

  16. Makrlík, E., Vaňura, P., Selucký, P.: Solvent extraction of europium and americium into nitrobenzene by using hydrogen dicarbollylcobaltate in the presence of 3,3′-bis(diphenoxyphosphoryl)-1,1′-(heptane-1,7-diyl)diurea. J. Solution Chem. 45, 1773–1784 (2016)

    Article  Google Scholar 

  17. Makrlík, E., Vaňura, P., Selucký, P.: Extraction of microamounts of europium and americium into nitrobenzene by using hydrogen dicarbollylcobaltate in the presence of N, N’-dibutyl-N, N’-dimethyl-2-(2-dodecyloxyethyl)-malonamide. J. Radioanal. Nucl. Chem. 279, 287–291 (2009)

    Article  Google Scholar 

  18. Makrlík, E., Vaňura, P., Selucký, P.: Solvent extraction of europium and americium into phenyltrifluoromethyl sulfone by using synergistic mixture of hydrogen dicarbollylcobaltate and ‘‘classical’’ CMPO. J. Radioanal. Nucl. Chem. 283, 571–575 (2010)

    Article  Google Scholar 

  19. Makrlík, E., Kvíčalová, M., Vaňura, P.: Sodium ionophore III as very effective receptor for trivalent europium and americium. J. Solution Chem. 45, 463–474 (2016)

    Article  Google Scholar 

  20. Makrlík, E., Vaňura, P., Selucký, P.: Solvent extraction of microamounts of europium and americium into nitrobenzene by using synergistic mixture of hydrogen dicarbollylcobaltate and 1,2-bis(diphenylphosphino)ethylene dioxide. J. Radioanal. Nucl. Chem. 283, 45–50 (2010)

    Article  Google Scholar 

  21. Zabirov, N.G., Brusko, V.V., Kashevarov, S.V., Sokolov, F.D., Shcherbakova, V.A., Verat, A.Y., Cherkasov, R.A.: Synthesis and complexing properties of N-(thio)phosphorylated bis(thio)ureas. Russ. J. Gen. Chem. 70, 1214–1221 (2000)

    CAS  Google Scholar 

  22. Hawthorne, M.F., Young, D.C., Andrews, T.D., Howe, D.V., Pilling, R.L., Pitts, A.D., Reintjes, M., Warren, L.F., Wegner, P.A.: π-Dicarbollyl derivatives of the transition metals: Metallocene analogs. J. Am. Chem. Soc. 90, 879–896 (1968)

    Article  CAS  Google Scholar 

  23. Makrlík, E.: Hydration of complexes of some univalent cations with polyethylene glycol ligands in nitrobenzene saturated with water. Collect. Czech. Chem. Commun. 57, 289–295 (1992)

    Article  Google Scholar 

  24. Makrlík, E., Vaňura, P., Spíchal, Z., Selucký, P.: Synergistic extraction of europium and americium into nitrobenzene by using hydrogen dicarbollylcobaltate and 1,3-bis(diphenylphosphino)propane dioxide. J. Radioanal. Nucl. Chem. 298, 243–248 (2013)

    Article  Google Scholar 

  25. Vaňura, P., Makrlík, E., Rais, J., Kyrš, M.: Extraction of strontium and barium by nitrobenzene solution of dicarbolide in the presence of polyethylene glycols. Collect. Czech. Chem. Commun. 47, 1444–1464 (1982)

    Article  Google Scholar 

  26. Vaňura, P., Makrlík, E.: The extraction of strontium and barium with a solution of bis-1,2-dicarbollylcobaltate in nitrobenzene in the presence of 18-crown-6. Collect. Czech. Chem. Commun. 58, 1324–1336 (1993)

    Article  Google Scholar 

  27. Sillén, L.G., Warnqvist, B.: High-speed computers as a supplement to graphical methods. VI. A strategy for two-level LETAGROP adjustment of common and “group” parameters. Features that avoid divergence. Arkiv Kemi 31, 315–339 (1969)

    Google Scholar 

  28. Vaňura, P., Rais, J., Selucký, P., Kyrš, M.: Extraction of strontium with dicarbolide in the presence of polyethylene glycol. 44, 157–166 (1979)

    Google Scholar 

  29. Rais, J., Šebestová, E., Selucký, P., Kyrš, M.: Synergistic effect of polyethyleneglycols in extraction of alkaline earths cations by nitrobenzene. J. Inorg. Nucl. Chem. 38, 1742–1744 (1976)

    Article  CAS  Google Scholar 

  30. Rais, J., Tachimori, S.: Extraction separation of tervalent americium and lanthanides in the presence of some soft and hard donors and dicarbollide. Sep. Sci. Technol. 29, 1347–1365 (1994)

    Article  CAS  Google Scholar 

Download references

Acknowledgements

This work was supported by the Grant Agency of Faculty of Environmental Sciences, Czech University of Life Sciences, Prague, Project No.: 42900/1312/3114 entitled “Environmental Aspects of Sustainable Development of Society,” and by the Czech Ministry of Education, Youth, and Sports, Project MSMT No.: 20/2015.

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Correspondence to Emanuel Makrlík.

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Makrlík, E., Vaňura, P., Selucký, P. et al. 3,3′-Bis(diisopropoxyphosphoryl)-1,1′-(heptane-1,7-diyl)diurea as a Very Efficient Extraction Agent for Europium and Americium. J Solution Chem 47, 715–726 (2018). https://doi.org/10.1007/s10953-018-0748-6

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