A highly selective silver ion optical chemosensor based on isoxazolyl-azo pyrimidine: synthesis, spectroscopy, DFT calculations and applications

Abstract

In this work, an isoxazolyl-azo pyrimidine optical chemosensor (PICS) was efficiently synthesized and applied for naked-eye detection of Ag⁺ ions in solution. The chemical formula of the PICS was recognized by UV-vis, FTIR and NMR analyses. The detection ability of PICS toward various ions was assessed. The results revealed the excellent selectivity and sensitivity of the chemosensor PICS to Ag⁺ ions in aqueous DMSO solutions. The PICS displayed an obvious color change from yellow to dark red in the presence of silver ions. The PICS could efficiently detect Ag⁺ ions over a wide pH range of 6–11, which makes it suitable for detection of Ag⁺ under physiological conditions. PICS also binds Ag⁺ ions to form a 1 : 1 stoichiometry complex (PICS–Ag⁺), resulting in a bathochromic shift in the absorption maximum from 372 to 410 nm. The detection limit of the probe PICS towards Ag⁺ was calculated to be 1.78 μM. Furthermore, the probe PICS shows excellent detection performance in the solid state, and PICS-based test strips were fabricated and applied as efficient Ag⁺ test kits for detection of silver ions in water samples. In addition, the sensing mechanism of PICS–Ag⁺ was completely evaluated using the density functional theory (DFT) calculations. Results indicated that the calculated energy gap between the HOMO and LUMO (3.41 eV) of PICS–Ag is lower than that of the free PICS (3.57 eV). This suggests that a red shift occurred upon addition of the Ag⁺ ion to PICS.