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Issue 39, 2017, Issue in Progress
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Effect of solvent polarity on the photophysical properties of chalcone derivatives

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Abstract

The absorption and fluorescence characteristics of (E)-3-(furan-2-yl)-1-(4-nitrophenyl)prop-2-en-1-one (FNPO), (E)-1-(4-aminophenyl)-3-(furan-2-yl)prop-2-en-1-one (AFPO) and (E)-3-(furan-2-yl)-1-(2-hydroxyphenyl)prop-2-en-1-one (FHPO) were recorded in eighteen different solvents with increasing polarities at room temperature. The solvatochromic effects on absorption and fluorescence spectra have shown bathochromic shifts from non-polar to polar solvents for the reported molecules due to intramolecular charge transfer (ICT) interactions. It has indicated a large difference in dipole moment between electronically ground and excited states and the molecules were found to be more stabilized in singlet excited state than the ground state. The ground and excited state dipole moments of FNPO, AFPO and FHPO were determined experimentally by solvatochromic shift method using Bilot–Kawski, Lippert–Mataga, Bakhshiev, Kawski–Chamma–Viallet and Reichardt's microscopic solvent polarity functions. HOMO–LUMO energy values of FNPO, AFPO and FHPO were determined using cyclic voltammetry and compared with those values obtained by TD-DFT (B3LYP/6-311G(d,p)) method.

Graphical abstract: Effect of solvent polarity on the photophysical properties of chalcone derivatives

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Supplementary files

Article information


Submitted
10 Feb 2017
Accepted
22 Apr 2017
First published
03 May 2017

This article is Open Access

RSC Adv., 2017,7, 24204-24214
Article type
Paper

Effect of solvent polarity on the photophysical properties of chalcone derivatives

R. Kumari, A. Varghese, L. George and S. Y. N., RSC Adv., 2017, 7, 24204
DOI: 10.1039/C7RA01705G

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