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To Quench or Not: Extending a β-Carboline Fluorophore for TNT Detection in Aqueous Media via Simultaneous ESPT Destabilization and AIE

Adarash Kumar Shukla, Dilawar Singh Sisodiya, Savita, Anjan Chattopadhyay, Anupam Bhattacharya

2023The Journal of Physical Chemistry B11 citationsDOI

Abstract

Molecules relying on the excited-state intramolecular proton transfer/excited-state proton transfer (ESIPT/ESPT) mechanism are widely used in material science. In the current work, a known β-carboline-based probe TrySy was used to selectively detect explosive trinitrotoluene (TNT) in water. Compared to conventional TNT sensing, which relies mainly on the quenching of the fluorescence signal, TrySy could perform nanomolar detection of TNT via ESPT destabilization and AIE, with a significant fluorescence output. The mechanism followed was validated by computational and experimental results.

Topics & Concepts

FluorophoreTrinitrotolueneFluorescencePhotochemistryIntramolecular forceQuenching (fluorescence)ChemistryExcited stateAqueous solutionProtonExplosive materialMoleculePhysical chemistryStereochemistryOrganic chemistryPhysicsQuantum mechanicsNuclear physicsLuminescence and Fluorescent MaterialsMolecular Sensors and Ion DetectionPorphyrin and Phthalocyanine Chemistry
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