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A New «off-on» Fluorescence Zinc Ion Sensors Based on Iodo- and Bromosubstituted Dipyrromethenes

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Abstract

Monoiodo- and dibromsubstituted dipyrromethenes HL1 – HL3 were described as a highly sensitive and selective «Off-On» fluorescent chemosensor for Zn2+ based on the chelation-enhanced fluorescence (CHEF) effect. Сoordination reactions of HL1 – HL3 with Zn2+ cations are accompanied by a significant (124 to 215-fold) increase in fluorescence intensity against the background of other metal ions in the binary propanol-1/cyclohexane mixture (1:30). The fluorometric detection limit of Zn2+ ions using HL1 – HL3 sensors is from 3.0∙10−8 to 3.3·10−9 mol/L. The presence of Na+, K+, Ca2+, Mg2+, Mn2+, Ni2+, Co2+, Pb2+ cations does not interfere with the detection of Zn2+. Complexation reactions are accompanied by a visual change in the color of the solution from yellow-orange to pink-raspberry so that the HL1 – HL3 ligands can also be used as a «naked-eye» indicators of the presence of Zn2+ ions.

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Funding

This work was supported by the Russian Foundation for Basic Research as part of research on project No. 19-33-60052 «Perspective».

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  1. Department of Inorganic Chemistry, Ivanovo State University of Chemistry and Technology, 7, Sheremetevsky Str., 153000, Ivanovo, Russia

    Ekaterina N. Nuraneeva

  2. G.A. Krestov Institute of Solution Chemistry of the Russian Academy of Sciences, 1 Akademicheskaya Street, 153045, Ivanovo, Russia

    Ekaterina N. Nuraneeva, Galina B. Guseva & Elena V. Antina

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Nuraneeva, E.N., Guseva, G.B. & Antina, E.V. A New «off-on» Fluorescence Zinc Ion Sensors Based on Iodo- and Bromosubstituted Dipyrromethenes. J Fluoresc 31, 415–425 (2021). https://doi.org/10.1007/s10895-020-02670-4

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