Highly Lipophilic, Mono-ionizable Calix[4]arene-benzocrown-6 Extractants for Removal of Radiocesium from Nuclear Wastes

Hui Zhou; Malgorzata A. Surowiec; Richard A. Bartsch; Tamara J. Haverlock; Bruce A. Moyer; Lætitia H. Delmau

doi:10.1080/07366299.2013.806763

Highly Lipophilic, Mono-ionizable Calix[4]arene-benzocrown-6 Extractants for Removal of Radiocesium from Nuclear Wastes

Hui Zhou, Malgorzata A. Surowiec, Richard A. Bartsch, Tamara J. Haverlock, Bruce A. Moyer, Lætitia H. Delmau

Texas Tech University

Research output: Contribution to journal › Article › peer-review

5 Scopus citations

Abstract

A series of lipophilic, proton-ionizable calix[4]arene-benzocrown-6 compounds with calixarene units locked in the 1,3-alternate conformation was prepared for evaluation of their potential as radiocesium ion extractants. Upon ionization of the pendant acidic function, the ligand provides the requisite anion for the formation of an electroneutral extraction complex, thereby markedly increasing Cs⁺ extraction efficiency. To enhance the lipophilicity, each proton-ionizable calix[4]arene-crown-6 ligand bears a (2-ethylhexyl)benzo unit and two octyl groups. By use of radiotracer techniques for Cs⁺ and Na⁺ and ICP spectrometry for K⁺, the ligands were evaluated in terms of the efficiency and selectivity with which they extract Cs⁺ from aqueous solutions into toluene. Supplementary materials are available for this article. Go to the publisher's online edition of Solvent Extraction and Ion Exchange to view the supplementary file.

Original language	English
Pages (from-to)	697-714
Number of pages	18
Journal	Solvent Extraction and Ion Exchange
Volume	31
Issue number	7
DOIs	https://doi.org/10.1080/07366299.2013.806763
State	Published - Nov 2013

Funding

This research was supported at Texas Tech University by a grant to RAB from the Office of Biological and Environmental Research of the U.S. Department of Energy (Grant Number FG02-03ER63676) and at ORNL by the U.S. Department of Energy through the Environmental Management Science Program, Office of Science. NSF CRIF MU grant CHE-1048553 was utilized to purchase the NMR spectrometer at TTU.

Funders	Funder number
U.S. Department of Energy	FG02-03ER63676
Biological and Environmental Research
Oak Ridge National Laboratory
Texas Tech University

Keywords

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

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10.1080/07366299.2013.806763

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title = "Highly Lipophilic, Mono-ionizable Calix[4]arene-benzocrown-6 Extractants for Removal of Radiocesium from Nuclear Wastes",

abstract = "A series of lipophilic, proton-ionizable calix[4]arene-benzocrown-6 compounds with calixarene units locked in the 1,3-alternate conformation was prepared for evaluation of their potential as radiocesium ion extractants. Upon ionization of the pendant acidic function, the ligand provides the requisite anion for the formation of an electroneutral extraction complex, thereby markedly increasing Cs+ extraction efficiency. To enhance the lipophilicity, each proton-ionizable calix[4]arene-crown-6 ligand bears a (2-ethylhexyl)benzo unit and two octyl groups. By use of radiotracer techniques for Cs+ and Na+ and ICP spectrometry for K+, the ligands were evaluated in terms of the efficiency and selectivity with which they extract Cs+ from aqueous solutions into toluene. Supplementary materials are available for this article. Go to the publisher's online edition of Solvent Extraction and Ion Exchange to view the supplementary file.",

keywords = "Calix[4]arenes, alkali metal cation extraction, calixcrown ethers, lipophilic groups, proton-ionizable groups",

author = "Hui Zhou and Surowiec, {Malgorzata A.} and Bartsch, {Richard A.} and Haverlock, {Tamara J.} and Moyer, {Bruce A.} and Delmau, {L{\ae}titia H.}",

year = "2013",

month = nov,

doi = "10.1080/07366299.2013.806763",

language = "English",

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AU - Zhou, Hui

AU - Surowiec, Malgorzata A.

AU - Bartsch, Richard A.

AU - Haverlock, Tamara J.

AU - Moyer, Bruce A.

AU - Delmau, Lætitia H.

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N2 - A series of lipophilic, proton-ionizable calix[4]arene-benzocrown-6 compounds with calixarene units locked in the 1,3-alternate conformation was prepared for evaluation of their potential as radiocesium ion extractants. Upon ionization of the pendant acidic function, the ligand provides the requisite anion for the formation of an electroneutral extraction complex, thereby markedly increasing Cs+ extraction efficiency. To enhance the lipophilicity, each proton-ionizable calix[4]arene-crown-6 ligand bears a (2-ethylhexyl)benzo unit and two octyl groups. By use of radiotracer techniques for Cs+ and Na+ and ICP spectrometry for K+, the ligands were evaluated in terms of the efficiency and selectivity with which they extract Cs+ from aqueous solutions into toluene. Supplementary materials are available for this article. Go to the publisher's online edition of Solvent Extraction and Ion Exchange to view the supplementary file.

AB - A series of lipophilic, proton-ionizable calix[4]arene-benzocrown-6 compounds with calixarene units locked in the 1,3-alternate conformation was prepared for evaluation of their potential as radiocesium ion extractants. Upon ionization of the pendant acidic function, the ligand provides the requisite anion for the formation of an electroneutral extraction complex, thereby markedly increasing Cs+ extraction efficiency. To enhance the lipophilicity, each proton-ionizable calix[4]arene-crown-6 ligand bears a (2-ethylhexyl)benzo unit and two octyl groups. By use of radiotracer techniques for Cs+ and Na+ and ICP spectrometry for K+, the ligands were evaluated in terms of the efficiency and selectivity with which they extract Cs+ from aqueous solutions into toluene. Supplementary materials are available for this article. Go to the publisher's online edition of Solvent Extraction and Ion Exchange to view the supplementary file.

KW - Calix[4]arenes

KW - alkali metal cation extraction

KW - calixcrown ethers

KW - lipophilic groups

KW - proton-ionizable groups

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Highly Lipophilic, Mono-ionizable Calix[4]arene-benzocrown-6 Extractants for Removal of Radiocesium from Nuclear Wastes

Abstract

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Keywords

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