Excited-state relaxation of some aminoquinolines

Abstract

The absorption and fluorescence spectra, fluorescence quantum yields and lifetimes, and fluorescence rate constants (kf) of 2-amino-3-(2′-benzoxazolyl)quinoline (I), 2-amino-3-(2′-benzothiazolyl)quinoline (II), 2-amino-3-(2′-methoxybenzothiazolyl)-quinoline (III), 2-amino-3-(2′-benzothiazolyl)benzoquinoline (IV) at different temperatures have been measured. The shortwavelength shift of fluorescence spectra of compounds studied (23–49 nm in ethanol) as the temperature decreases (the solvent viscosity increases) points out that the excited-state relaxation process takes place. The rate of this process depends essentially on the solvent viscosity, but not the solvent polarity. The essential increasing of fluorescence rate constant kf (up to about 7 times) as the solvent viscosity increases proves the existence of excited-state structural relaxation consisting in the mutual internal rotation of molecular fragments of aminoquinolines studied, followed by the solvent orientational relaxation.