Solvatochromic and pH Switch Properties of a D–π–A Dye with benzo[b]thiophene as Donor Moiety

Abstract

A charge transfer dye with the D–[Formula: see text]–A structure was synthesized by Pd catalyzed Hartwig–Buchwald coupling and Knoevenagel condensation reaction, using N, N-dihexylbenzo[b]thiophen-6-amine as donor and 2-(3-cyano-4, 5, 5-trimethylfuran-2 (5H)-ylidene)malononitrile (TCF) as acceptor. The solvatochromic and pH switch properties of the as-synthesized dye were investigated through UV-vis absorption and fluorescence emission spectra. A positive solvatochromism of the dye in different polar solvents was observed along with a visible color change of the solution. By adding acid/base into the DMSO solution of the dye, the color as well as the absorption and emission spectra of the solution exhibited outstanding characteristics of pH switch.