A colorimetric chemosensor for distinct color change with (E)-2-(1-(3-aminophenyl)ethylideneamino)benzenethiol to detect Cu2+ in real water samples

Anal Sci. 2023 Aug;39(8):1413-1423. doi: 10.1007/s44211-023-00355-z. Epub 2023 Jun 7.

Abstract

The study reports the synthesis of chemosensor (E)-2-(1-(3-aminophenyl)ethylideneamino)benzenethiol (C1), a highly sensitive, colorimetric metal probe that shows distinct selectivity for the detection of Cu2+ ion in various real water samples. Upon complexation with Cu2+ in CH3OH/H2O (60:40 v/v) (aqueous methanol), the C1 demonstrate significant enhancement in the absorption at 250 nm and 300 nm with a color change from light yellow to brown which was visualized using naked-eye. Therefore, these properties make C1 as an effective candidate for on-site Cu2+ ions detection. The emission spectrum of C1 illustrated "TURN-ON" recognition of Cu2+ with a limit of detection (LOD) of 46 nM. Furthermore, Density Functional Theory (DFT) calculations were performed to better understand the interactions between C1 and Cu2+. The obtained results suggested that the electron clouds present around the -NH2 in nitrogen and sulfur in -SH play a pivotal role in the formation of a stable complex. The computational results were in good agreement with the experimental UV-visible spectrometry results.

Keywords: Chemosensor; Colorimetry; DFT studies; Schiff base; Water samples.