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Derivatives of (2-Carbamoylethyl)diphenylphosphine Oxides: Synthesis and Extraction Properties toward Actinides and Lanthanides

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Abstract

A series of (2-carbamoylethyl)diphenylphosphine oxides (CEPO) has been synthesized from commercially available reagents: chlorodiphenylphosphine and acrylamides. Effect of coordinating fragments Ph2P(O)(CH2)2C(O), nature of oligoyl group that binds these fragments, and the presence of additional coordinating centers in CEPO on extraction properties toward actinides and lanthanides has been studied. It has been found that N,N′-methylene-bis[3-(diphenylphosphoryl)propionamide] (III) containing two diphenylphosphorylpropionyl fragments bound by rigid HNCH2NH linker shows the highest efficiency in extraction of actinides (recovery extent is ∼73% for U(VI) and ~85% for Th(IV)), whereas ligand V containing the maximum number of such phosphorylcarbonyl groups in conformationally non-rigid nitrogen heterocyclic matrix and CEPO (II) containing additional C=O group in the alkyl fragment at the nitrogen atom of carbamoyl fragment exhibit considerable preference in the extraction of lanthanides (extraction of gadolinium with this compound is close to 92%). Obtained data display that highly efficient and selective extractants for both 4f and 5f elements can be constructed on the basis of (2-carbamoylethyl)diphenylphosphine oxides.

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Notes

  1. Acrylamides used in the synthesis of these ligands are also commercially available.

  2. It is the compound containing additional coordination center, carbonyl group, which showed the highest extraction ability toward Gd(III). It should be noted that considerable positive effect of additional coordination center on extraction characteristics of ligands was observed earlier also for other types of phosphorus–nitrogen compounds: phosphorylamides and phosphorylureas [33–35].

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ACKNOWLEDGMENTS

This work was financially supported by the Ministry of Science and Higher Education of the Russian Federation using equipment (NMR spectrometers) of the Center for Molecular Structure Studies, Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences.

Funding

This work was supported by the Russian Science Foundation (project no. 20-13-00329).

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Authors and Affiliations

  1. Bochvar High-Technology Research Institute of Inorganic Materials, 123098, Moscow, Russia

    A. M. Safiulina & A. V. Lizunov

  2. Mendeleev University of Chemical Technology of Russia, 125047, Moscow, Russia

    A. M. Safiulina

  3. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 119334, Moscow, Russia

    E. I. Goryunov, G. V. Bodrin, I. B. Goryunova, T. V. Strelkova & V. K. Brel’

  4. Frumkin Institute of Physical Chemistry and Electrochemistry, Russian Academy of Sciences, 119071, Moscow, Russia

    M. S. Grigor’ev

  5. Kola Scientific Center, Russian Academy of Sciences, 184209, Apatity, Murmansk region, Russia

    I. G. Tananaev

  6. Tananaev Institute of Chemistry and Technology of Rare Elements and Mineral Raw Materials, Kola Scientific Center, Russian Academy of Sciences, 184209, Apatity, Murmansk region, Russia

    I. G. Tananaev

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  1. A. M. Safiulina
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Translated by I. Kudryavtsev

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Safiulina, A.M., Lizunov, A.V., Goryunov, E.I. et al. Derivatives of (2-Carbamoylethyl)diphenylphosphine Oxides: Synthesis and Extraction Properties toward Actinides and Lanthanides. Russ. J. Inorg. Chem. (2024). https://doi.org/10.1134/S0036023623602751

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