An insight into the dual fluorescence of 3,6-dihydroxybenzene-1,2,4,5-tetracarboxylic acid tetraethyl ester - An experimental and theoretical study

L B Aswathy; Ani Deepthi; E G Jayasree

doi:10.1016/j.saa.2021.119496

An insight into the dual fluorescence of 3,6-dihydroxybenzene-1,2,4,5-tetracarboxylic acid tetraethyl ester - An experimental and theoretical study

Spectrochim Acta A Mol Biomol Spectrosc. 2021 May 5:252:119496. doi: 10.1016/j.saa.2021.119496. Epub 2021 Jan 22.

Authors

L B Aswathy¹, Ani Deepthi², E G Jayasree³

Affiliations

¹ Department of Chemistry, University of Kerala, Kariavattom Campus, Thiruvananthapuram 695581, Kerala, India.
² Department of Chemistry, University of Kerala, Kariavattom Campus, Thiruvananthapuram 695581, Kerala, India. Electronic address: [email protected].
³ Department of Chemistry, University of Kerala, Kariavattom Campus, Thiruvananthapuram 695581, Kerala, India. Electronic address: [email protected].

PMID: 33530030
DOI: 10.1016/j.saa.2021.119496

Abstract

The Excited State Intramolecular Proton Transfer (ESIPT) phenomenon involving photo-induced keto-enol tautomerization is known to cause significant variations in the excited state structures and photophysical properties of certain molecules. Here, the dual emission exhibited by 3,6-dihydroxybenzene-1,2,4,5-tetracarboxylic acid tetraethyl ester has been studied both experimentally and theoretically and it is concluded that the second emission is due to ESIPT in polar protic solvents, while it is due to dianion formation in solvents like DMSO and DMF.

Keywords: 3,6-dihydroxybenzene-1,2,4,5-tetracarboxylic acid tetraethyl ester; Cerium (IV) ammonium nitrate; Diethyl-1,3-acetone dicarboxylate; Dual emission; Excited state intramolecular proton transfer.