Calixarenes functionalized with phosphine oxide and diamide functions as extractants and ionofores for rare-earth metals

  • M. Yu. Alyapyshev
  • V. A. Babain
  • V. I. Boyko
  • I. I. Eliseev
  • D. O. Kirsanov
  • O. V. Klimchuk
  • A. V. Legin
  • E. S. Mikhailina
  • R. V. Rodik
  • I. V. Smirnov
Original Article


Calixarene-based ligands with phosphine oxide and diamide functions at wide and narrow rims are synthesized and studied as extracting agents for liquid extraction and ionophores for polymeric electrochemical ion sensors. Calixarene ligands are compared with corresponding phosphine oxide and diamide ligands which are not attached to the calixarene platform. Extraction and sensor properties of the ligands were studied in different metal ion solution with special attention paid to rare-earth metals. Attachment of phosphine oxide groups to the calixarene platform leads to the sharp increase of both extraction and sensing ability of the corresponding systems comparing to non-bonded phosphine oxide. In case of the diamide derivatives attached to the calixarene performance of corresponding ligands was similar to those of non-bonded diamides.


Calixarene-based ligands Phosphine oxide functions Diamide functions TODGA Lanthanides extraction Electrochemical ion sensors 



Partial financial support of this research from ISTC project 3364 “Development of an Analytical Methodology for Quantification of Stable Elements in Radioactive Solutions Using Electronic Tongue Multisensor Systems” and STCU Grant No. 3863 “Phosphorylated calixarenes for selective extraction of actinides from radioactve waste” is gratefully acknowledged. Authors are grateful to Prof. Vitaly I. Kalchenko for wholesome consultations and fruitful discussions.


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Copyright information

© Springer Science+Business Media B.V. 2009

Authors and Affiliations

  • M. Yu. Alyapyshev
    • 1
  • V. A. Babain
    • 1
  • V. I. Boyko
    • 2
  • I. I. Eliseev
    • 1
  • D. O. Kirsanov
    • 3
  • O. V. Klimchuk
    • 2
  • A. V. Legin
    • 3
  • E. S. Mikhailina
    • 3
  • R. V. Rodik
    • 2
  • I. V. Smirnov
    • 1
  1. 1.Khlopin Radium InstituteSt. PetersburgRussia
  2. 2.The Institute of Organic ChemistryNational Academy of Sciences of UkraineKyiv-94Ukraine
  3. 3.Chemistry Department, Laboratory of Chemical SensorsSt. Petersburg State UniversitySt. PetersburgRussia

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