D-π-A-π-D type solvatochromic fluorescence probes based on triphenylamine: Synthesis, photophysical properties and application

Zhen-E Chen; Qiang-Long Qi; Hai Zhang

doi:10.1016/j.saa.2020.118384

D-π-A-π-D type solvatochromic fluorescence probes based on triphenylamine: Synthesis, photophysical properties and application

Spectrochim Acta A Mol Biomol Spectrosc. 2020 Sep 5:238:118384. doi: 10.1016/j.saa.2020.118384. Epub 2020 Apr 23.

Authors

Zhen-E Chen¹, Qiang-Long Qi², Hai Zhang³

Affiliations

¹ School of Chemistry and Chemical Engineering, Zunyi Normal College, Zunyi 563006, China. Electronic address: zhenechen@vip.sina.com.
² School of Chemistry and Chemical Engineering, Zunyi Normal College, Zunyi 563006, China.
³ School of Chemistry and Chemical Engineering, Zunyi Normal College, Zunyi 563006, China. Electronic address: haizhang@vip.sina.com.

PMID: 32445979
DOI: 10.1016/j.saa.2020.118384

Abstract

Two D-π-A-π-D type solvatochromic fluorescence probes (JT1 and JT2) based on triphenylamine have been synthesized. The photophysical and electrochemical properties of these probes as well as their solvatochromic behavior were studied. The Stokes shifts of JT1 and JT2 reach 175 nm (6417.0 cm^-1) and 218.6 nm (9916.7 cm^-1) in the acetonitrile solution, respectively. There is an excellent linear correlation between the Stokes shifts and the E_T (30) solvent polarity values in different solvents. The high responsiveness of JT1 and JT2 to solvent polarity makes them promising candidates for solvatochromic fluorescence probes, especially for the detection of the polarity of non-proton solvents or the content of water in tetrahydrofuran.

Keywords: Fluorescence probe; Polarity; Solvatochromic; Triphenylamine; Water.