Effect of solvent polarity on the photophysical properties of chalcone derivatives

Title

Effect of solvent polarity on the photophysical properties of chalcone derivatives

Creator

Kumari R.; Varghese A.; George L.; Sudhakar Y.N.

Description

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. 2017 The Royal Society of Chemistry.

Source

RSC Advances, Vol-7, No. 39, pp. 24204-24214.

Date

2017-01-01

Publisher

Royal Society of Chemistry

Coverage

Kumari R., Department of Chemistry, Christ University, Bangalore, 560 029, India; Varghese A., Department of Chemistry, Christ University, Bangalore, 560 029, India; George L., Department of Chemistry, Christ University, Bangalore, 560 029, India; Sudhakar Y.N., Department of Chemistry, Christ University, Bangalore, 560 029, India

Rights

All Open Access; Gold Open Access; Green Open Access

Relation

ISSN: 20462069; CODEN: RSCAC

Format

Online

Language

English

Type

Article

Identifier

https://doi.org/10.1039/c7ra01705g

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