Molecular design of calixarene-based ion-selective electrodes

Toru Sakaki, Takaaki Harada, Gang Deng, Hirosuke Kawabata, Yohko Kawahara, Seiji Shinkai

Research output: Contribution to journalArticle

36 Citations (Scopus)

Abstract

In order to obtain insights into relationships between the calix[4]arene structure and the ion selectivity in the electrode system, 20 ionophoric calix[4]arenes were synthesized and their ion selectivity (with Na+ as a standard) estimated. Among these ionophoric calix[4]arenes, 25,26,27,28-tetrakis[(ethoxycarbonyl)methoxy]-p-t-octylcalix[4]arene afforded the highest log KNA,Mpot value (-3.1) in the presence of 2-fluorophenyl-2′-nitrophenylether (10) as the best of 13 plasticizers. This is the first example in which the Na+/K+ selectivity exceeds a factor of 103 in the electrode system based on the neutral carrier. The high Na+ selectivity is attributed to modification of the upper rim which ostensibly has no relation with the component of the cavity. This paper demonstrates the potential relationships between the unique structure of the calix[4]arene-based ligands and selectivity performance for the design of ion-selective electrodes.

Original languageEnglish
Pages (from-to)285-302
Number of pages18
JournalJournal of Inclusion Phenomena and Molecular Recognition in Chemistry
Volume14
Issue number3-4
DOIs
Publication statusPublished - Sep 1 1992
Externally publishedYes

Fingerprint

specific ion electrodes
Calixarenes
ion selective electrodes
Ion-Selective Electrodes
aromatic hydrocarbons
electrodes
Electrodes
selectivity
Ions
ions
Plasticizers
plasticizers
Ligands
rims
calix(4)arene
ligands
cavities

All Science Journal Classification (ASJC) codes

  • Food Science
  • Chemistry(all)
  • Condensed Matter Physics

Cite this

Molecular design of calixarene-based ion-selective electrodes. / Sakaki, Toru; Harada, Takaaki; Deng, Gang; Kawabata, Hirosuke; Kawahara, Yohko; Shinkai, Seiji.

In: Journal of Inclusion Phenomena and Molecular Recognition in Chemistry, Vol. 14, No. 3-4, 01.09.1992, p. 285-302.

Research output: Contribution to journalArticle

Sakaki, T, Harada, T, Deng, G, Kawabata, H, Kawahara, Y & Shinkai, S 1992, 'Molecular design of calixarene-based ion-selective electrodes', Journal of Inclusion Phenomena and Molecular Recognition in Chemistry, vol. 14, no. 3-4, pp. 285-302. https://doi.org/10.1007/BF01045987
Sakaki, Toru ; Harada, Takaaki ; Deng, Gang ; Kawabata, Hirosuke ; Kawahara, Yohko ; Shinkai, Seiji. / Molecular design of calixarene-based ion-selective electrodes. In: Journal of Inclusion Phenomena and Molecular Recognition in Chemistry. 1992 ; Vol. 14, No. 3-4. pp. 285-302.
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