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Preorganized, cone-conformational calix[4]arene possessing four propylenephosphonic acids with high extraction ability and separation efficiency for trivalent rare earth elements

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Abstract

p-t-Octylcalix[4]arene with tetraphosphonic acid at lower rim in cone conformation has been designed and synthesized as a new extraction reagent to investigate the extraction behavior of the nine trivalent rare earth elements: La, Pr, Nd, Sm, Eu, Gd, Ho, Y, and Er. The extraction of rare earth metals with the present extractant occurs by a simple ion-exchange mechanism. The stoichiometry of the extractant to rare earth metal ion was determined to be 2:1 based on the extraction equation, half pH values, pH1/2, and the difference in the values of the extraction equilibrium constants of nine trivalent rare earth elements and separation factors between adjacent rare earth elements. This allowed for comparison of the estimated extraction efficiency and selectivity. The present extractant exhibited extremely high extractability and sufficiently high separation efficiency of rare earth metals, compared with calix[4]arene tetraphosphonic acid at upper rim, calix[4]arene tetraacetic acid at lower rim as previously reported and the commercial extraction reagent. This results was attributed to size and multidentate effects based on the preorganized cyclic structure of calix[4]arene and to the original selectivity of functional group for heavier rare earth elements.

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Authors and Affiliations

  1. Department of Chemistry and Applied Chemistry, Faculty of Science and Engineering, Saga University, 1-Honjo, Saga, 840-8502, Japan

    Keisuke Ohto, Takashi Matsufuji, Tomoaki Yoneyama, Masahiro Tanaka & Hidetaka Kawakita

  2. Department of Applied Chemistry, Faculty of Engineering, University of Miyazaki, 1-1 Gakuen Kibanadai-nishi, Miyazaki, 889-2192, Japan

    Tatsuya Oshima

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  1. Keisuke Ohto
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  2. Takashi Matsufuji
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  3. Tomoaki Yoneyama
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  4. Masahiro Tanaka
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Correspondence to Keisuke Ohto.

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This article paper is dedicated to Prof. Leonard F. Lindoy on the celebration of his 75th birthday.

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Ohto, K., Matsufuji, T., Yoneyama, T. et al. Preorganized, cone-conformational calix[4]arene possessing four propylenephosphonic acids with high extraction ability and separation efficiency for trivalent rare earth elements. J Incl Phenom Macrocycl Chem 71, 489–497 (2011). https://doi.org/10.1007/s10847-011-9998-2

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