Photophysical properties of novel fluorescent 1-(3-Hydroxy-benzofuran-2-yl)-benzo[f]chromen-3-one derivative: models for correlation solvent polarity scales

Abstract

Photophysical and spectral properties of a new benzofuran-derivative-based fluorescent probe 1-(3-Hydroxy-benzofuran-2-yl)-benzo[f]chromen-3-one (1-HBBC) were considered in various parameters of solvents, making use of UV–Vis absorption and fluorescence emission spectroscopy. The absorption and fluorescence emission peak maxima were observed between 260–349 and 400–485 nm, respectively, prompting Stokes’ shift between 13 993 and 18 495 cm−1. Diverse solvent parameters have been utilized to understand the solvatochromism of 1-HBBC. This information is applied to understand the effects of the solvent, on the shifting in the spectra of 1-HBBC and access the execution of empirical solvatochromic models: the well-known Kamlet–Taft model and two recent Catalan models. Linear solvation energy relationships proposed by the Kamlet–Taft treatment for the 1-HBBC molecule indicate that it is appealing as a molecule for the hydrogen bond and solvent polarity properties it has exhibited. The models offer good statistical execution for all solvents studied in this work. A general decency of fit is found for benzofuran values for the models’ contractions, whereas these solvents are incorporated directly into the solvatochromic analysis. These reductions are comparable for the Kamlet–Taft and Catalan 4P models but important for the Catalan 3P model. The results shown herein can be used for outlining new luminescent tests for nonpolar and polar microenvironment.