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

Author:

Feng Lili1,Wang Pengyu1,Yang Hansen1,Chen Zhuo2,Bo Shuhui3

Affiliation:

1. School of Chemical & Environmental Engineering, China University of Mining & Technology, Beijing 100083, P. R. China

2. Key Laboratory of Bio-inspired Materials and Interfacial Science, Technical Institute of Physics and Chemistry, Chinese Academy of Sciences, Beijing 100190, P. R. China

3. School of Science, Minzu University of China, Beijing 100081, P. R. China

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.

Funder

the National Natural Science Foundation of China

the Beijing Municipal Natural Science Foundation

the National Key Research and Development Program of China

the Beijing Talents foundation

Publisher

World Scientific Pub Co Pte Ltd

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