Spectrophotometric and RGB performances of a new tetraphenylcyclopenta-derived Schiff base for the quantification of cyanide ions

摘要

In this communication, a new cyanide (CN?) ion selective chromogenic receptor (L) was developed by reacting 2,4-dinitrophenylhydrazine with 2,3,4,5-tetraphenylcyclopenta-2,4-dienone. The sensing ability of receptor L was studied with different anions such as F?, Cl?, Br?, I?, OH?, CN?, SO42?, PO43?, CH3COO? and NO3? by a visual test, UV-Vis spectrometry and a smartphone-based RGB tool in THF?:?H2O (6?:?4, v/v) media. The receptor L showed a strong absorption band at 412 nm due to the presence of donor and acceptor units that result in an intense ligand-to-ligand charge transfer (LLCT). Upon interaction with CN?, the L showed a selective colour change from yellow to blue along with the formation of a new UV-Vis band at 615 nm. The absorption spectral studies indicate the formation of a complex between the L and CN? with an estimated association constant of 8.9 × 103 M?1 and binding stoichiometry between them is 1?:?1. The binding interaction of L with CN? was examined using 1H NMR and density functional theory (DFT) calculations. The sensitivity of L is recognized by the limit of detection (LOD) and it is 1 × 10?7 M which is lower than that in WHO guidelines (0.02 ppm) for drinking water. The colorimetric change of L has been well integrated with a smartphone RGB color value to make it an analytical signal for real-time analysis of CN? with the detection limit down to 3.98 × 10?6 M. The L detects CN? without any interference from other tested anions over a wide pH range 3–10. During measurements of absorbance and RGB values, all tested solutions were adjusted to pH 7.5. Besides, L was applied for the analysis of CN? content present in various edible samples using spectrophotometry, test paper strips and an RGB colour tool.