Abstract

AbstractIn this study, the spectral and electrochemical properties of three newly synthesized stilbazolium dyes possessing an enlarged π‐conjugated system were examined. The synthesis of the dyes was carried by Knoevenagel condensation of 1‐butyl‐4‐methylquinolinium bromide as a common acceptor moiety precursor and different donor moiety precursors (2‐hydroxy‐naphtaldehyde or 4‐hydroxy‐naphtaldehyde or 4‐N, N‐dimethylamino naphthaldehyde). The composition of the produced compounds was confirmed by 1H‐ and 13C nuclear magnetic resonance (NMR) spectroscopy, elemental analysis, and infrared (IR)‐spectroscopy. Their properties including the solvatochromism in different solvents were investigated by ultraviolet‐visible (UV‐Vis) and fluorescence spectroscopy. The electrochemical properties of the dyes’ solutions in methanol were explored by cyclic voltammetry (CV), differential pulse voltammetry (DPV), and electrochemical impedance spectroscopy (EIS). The optical band‐gap values as well as the highest occupied molecular orbital (HOMO) and lowest unoccupied molecular orbital (LUMO) energy levels of the dyes were estimated based on experimental data and compared. A putative mechanism of electrochemical oxidation/reduction of the investigated dyes was also proposed.

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