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Binding and extraction of alkali and alkaline earth metals by nano-baskets of calix[4]arene-1,2-crown-3

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Abstract

The proton di-ionizable p-tert-butylcalix[4]arene-1,2-crown-3 in cone and 1,2-alternate conformations and the p-tert-butylcalix[4]arene-1,2-thiacrown-3 in cone conformation were synthesized and the competitive solvent extractions of alkali and alkaline earth metal cations were studied using such nano-baskets. The novelty of this study is investigation of three binding units of calixarene’s bowl, crown ether’s ring and electron-donor ionizable moieties in a unique scaffold. The calixarene’s bowl, crown ether’s ring and electron-donor ionizable moieties were selected base upon their complexation ability to show equal binding tendency towards the cations. The objective of this study is to assess the extraction efficiency, selectivity and pH1/2 of such complexes. The result of solvent extraction experiments indicated that these compounds were effective extractants towards alkali and alkaline earth metals. Their selectivity was influenced by the acidity of solution and the conformation of calixcrowns. p-tert-butylcalix[4]arene-1,2-crown-3 diacid in cone conformation was highly selective to Na+ and p-tert-butylcalix[4]arene-1,2-thiacrown-3 diacid in cone conformation was highly selective to Ba2+ in acidic and basic solutions, respectively.

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Acknowledgments

This study was supported by Islamic Azad University (Shahreza branch) and Iran Nanotechnology Initiative Council.

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Authors and Affiliations

  1. Department of Chemical Engineering, Shahreza Branch, Islamic Azad University, Shahreza, Iran

    Bahram Mokhtari & Kobra Pourabdollah

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  1. Bahram Mokhtari
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  2. Kobra Pourabdollah
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Correspondence to Kobra Pourabdollah.

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Mokhtari, B., Pourabdollah, K. Binding and extraction of alkali and alkaline earth metals by nano-baskets of calix[4]arene-1,2-crown-3. J Incl Phenom Macrocycl Chem 73, 269–277 (2012). https://doi.org/10.1007/s10847-011-0052-1

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