Impact of Azobenzene Side Chains on the Ultraviolet–Visible and Fluorescence Properties of Coumarin Derivatives
Yasemin Akdis, Akin Akdag
TL;DR
This paper studies how adding azobenzene to coumarin affects its light absorption and fluorescence, showing changes based on the position and type of coumarin derivative.
Contribution
The study reveals how azobenzene isomerization impacts fluorescence in coumarin derivatives, with position and functional group dependencies.
Findings
Trans-to-cis isomerization of azobenzene affects UV–visible and fluorescence properties of coumarin.
Fluorescence intensity increases in 7-hydroxycoumarin but decreases in 7-amino coumarin derivatives.
Fluorescence changes are linked to photon absorption by azobenzene, not electronic coupling.
Abstract
The effect of photoswitchable compounds on the light-emitting properties of nanoparticles has been drawing increasing attention. To investigate the effect of photoswitchable azobenzene units on the photophysical properties of coumarin, a biologically relevant fluorophore, photoresponsive azobenzene-coumarin derivatives were synthesized and characterized. The investigation of the effect of azobenzene isomerization on the ultraviolet (UV)–visible absorption and fluorescence properties of coumarin was explored. The azobenzene unit, attached to the coumarin chromophore at different positions via 3 and 8 carbon linkers, exhibited significant trans –cis isomerization upon UV irradiation at 365 nm, which affected both the absorption and fluorescence spectra of the coumarin part. The study demonstrated that the trans-to-cis transformation of the azobenzene moiety influences fluorescence…
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Taxonomy
TopicsPhotochromic and Fluorescence Chemistry · Photochemistry and Electron Transfer Studies · Molecular Sensors and Ion Detection