Determination of Hypochlorite via Fluorescence Change from Blue to Green Based on 4-(1 H-imidazo [4,5-f] [1,10]-phenanthrolin-2-yl) Benzaldehyde Oxime

J Fluoresc. 2021 Jul;31(4):1125-1132. doi: 10.1007/s10895-021-02740-1. Epub 2021 May 11.

Abstract

The new design strategy will provide the possibility for preparing a dynamic sensor by employing the inhibition of C = N isomerization. In this work, the functional probe 4-(1 H-imidazo [4,5-f] [1,10]-phenanthrolin-2-yl) benzaldehyde oxime (compound 4) has been synthesized and such molecule gives rise to blue emission. Due to the incorporation of hypochlorite, the oxime group can be oxidized to the structure of aldehyde. As a result, the molecular motif exhibits sharp emission change from blue to green due to the addition of hypochlorite with enough sensitivity and selectivity (detection limit = 53 nM, linear range 0.5-8.0 µM). It has also been used for monitoring ClO- by employing solution color change and the absorption signal difference could effectively rule out the effects of interference species. To our knowledge, it will be the first case of a highly selective hypochlorite sensor derived from oxime isomerization reaction based on phenanthroline backbone.

Keywords: 1,10- phenanthroline; Hypochlorite; Optical probe; Poly(vinyl alcohol).