Proton Triggered Colorimetric and Fluorescence Response of a Novel Quinoxaline Compromising a Donor-Acceptor System

摘要

Quinoxaline-based novel acid-responsive probe >Q1 was designed on the basis of a conjugated donor-acceptor (D-A) subunit. >Q1 shows colorimetric and fluorometric changes through protonation and deprotonation in dichloromethane. With the addition of the trifluoroacetic acid (TFA), UV-vis absorption spectral changes in peak intensity of >Q1 was observed. Moreover, the appearance of a new peaks at 284 nm 434 nm in absorption spectra with the addition of TFA indicating protonation of quinoxaline nitrogen and form >Q1.H⁺ and >Q1.2H⁺. The emission spectra display appearance of new emission peak at 515 nm. The optical property variations were supported by time resolved fluorescence studies. The energy band gap was calculated by employing cyclic voltammetry and density functional calculations. Upon addition of triethylamine (TEA) the fluorescence emission spectral changes of >Q1 are found to be reversible. >Q1 shows color changes from blue to green in basic and acidic medium, respectively. The paper strip test was developed for making >Q1 a colorimetric and fluorometric indicator.