4.1 Article

LIPOPHILIC, MONO-IONIZABLE, CALIX[4]ARENE-BIS(BENZOCROWN-6) COMPOUNDS FOR SOLVENT EXTRACTION OF CESIUM FROM NUCLEAR WASTES: SYNTHESIS AND EVALUATION

Journal

SOLVENT EXTRACTION AND ION EXCHANGE
Volume 31, Issue 7, Pages 683-696

Publisher

TAYLOR & FRANCIS INC
DOI: 10.1080/07366299.2013.806754

Keywords

Calix[4]arenes; calixcrown ethers; proton-ionizable groups; lipophilic groups; alkali metal cation extraction

Funding

  1. Office of Biological and Environmental Research of the U.S. Department of Energy [FG02-03ER63676]
  2. U.S. Department of Energy through the Environmental Management Science Program, Office of Science
  3. NSF CRIF MU grant [CHE-1048553]

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As potential radiocesium extractants from nuclear waste solutions, a series of lipophilic, proton-ionizable calix[4]arene-bis(benzocrown-6) compounds with their calixarene units locked in the 1,3-alternate conformation was prepared. In these ligands, the acidic side arm is positioned over one crown ether cavity to enhance metal ion extraction. Upon ionization of the acidic group, the ligand provides the requisite anion for electroneutral extraction complex formation. To enhance the lipophilicity of the extractants, a 2-ethylhexyl group was attached to the benzo group of each crown ether fragment. Using radiotracer techniques and ICAP spectrometry, the ligands were evaluated in terms of the efficiency and selectivity with which they extract Cs+ from aqueous solutions into chloroform.

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