Fluorescence properties of dienone derivatives and solvent effects on their fluorescence absorption and emission

Abstract

Five dienone derivatives, (1E,4E)-1,5-bis(4-R-phenyl)penta-1,4-dien-3-one (1–5), R = OH (1), OCH3 (2), OCH2CH3 (3), N(CH3)2 (4) and N(CH2CH3)2 (5) have been synthesized and characterized by 1H- and 13C-NMR, UV-Vis and FT-IR spectroscopy and investigated for their fluorescence properties. The compounds under test possess fluorescence properties. The fluorescence absorption and emission maxima of 1–5 were found in the range 421–431 nm and 514–555 nm, respectively, leading to Stokes shifts ranging from 4099 to 5735 cm−1. Further, the effects of solvents on λabs (absorption) and λem (emission) of 4 and 5 were determined and noticed that the absorption spectra of these compounds were not significantly altered. While, the emission peak of 4 was shifted in CHCl3 (red shift) and 5 was shifted in EtOH (red shift) and hexane (blue shift). Analysis revealed that the compounds 4 and 5 are promising fluorescent probes with good fluorescence properties.