New bis(azobenzocrown)s with dodecylmethylmalonyl linkers as ionophores for sodium selective potentiometric sensors - Publication - Bridge of Knowledge

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New bis(azobenzocrown)s with dodecylmethylmalonyl linkers as ionophores for sodium selective potentiometric sensors

Abstract

Novel biscrowns 1 and 2 were synthesized from 13-membered azobenzocrown ethers containing bromoalkylenoxy chains in para position relative to the azo group. The synthesized diester molecules are dodecylmethylmalonic acid derivatives differing by the linker length. The synthesized compounds have the potential of being used as sodium ionophores in ion-selective electrodes. They were characterized and used as ionophores in classic and miniature, solid contact (screen-printed and glassy carbon) membrane ion-selective electrodes. Compound 3, a similar monoester derivative of 13-membered azobenzocrown, was synthesized and used in membrane electrodes for comparison. Lipophilicity of new ionophores was determined by TLC. Lipophilicity of bis(azobenzocrown)s was found to be within the range of logPTLC = 12–13. It was observed that the particularly important selectivity coefficients logKNa,K determined for new electrodes, being logKNa,K = −2.5 and −2.6 (SSM, 0.1 M), are better than those of the electrodes featuring seven out of the nine commercially available sodium ionophores. It was concluded that the ionophore 1 creates, in acetone, with sodium iodide, complex of 1:1 stoichiometry (sandwich complex) with stability constant (logK) ca. 3.0.

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DOI:
Digital Object Identifier (open in new tab) 10.1007/s10847-016-0661-9
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Category:
Articles
Type:
artykuł w czasopiśmie wyróżnionym w JCR
Published in:
Journal of Inclusion Phenomena and Macrocyclic Chemistry no. 86, pages 323 - 335,
ISSN: 1388-3127
Language:
English
Publication year:
2016
Bibliographic description:
Luboch E., Jeszke M., Szarmach M., Łukasik N.: New bis(azobenzocrown)s with dodecylmethylmalonyl linkers as ionophores for sodium selective potentiometric sensors// JOURNAL OF INCLUSION PHENOMENA AND MACROCYCLIC CHEMISTRY. -Vol. 86, nr. 3 (2016), s.323-335
DOI:
Digital Object Identifier (open in new tab) 10.1007/s10847-016-0661-9
Verified by:
Gdańsk University of Technology

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