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Tetraphenylethene-2-Pyrone Conjugate: Aggregation-Induced Emission Study and Explosives Sensor

Mahendran, Vaithiyanathan and Pasumpon, Kamaraj and Thimmarayaperumal, Solaimalai and Thilagar, Pakkirisamy and Shanmugam, Sivakumar (2016) Tetraphenylethene-2-Pyrone Conjugate: Aggregation-Induced Emission Study and Explosives Sensor. In: JOURNAL OF ORGANIC CHEMISTRY, 81 (9). pp. 3597-3602.

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Official URL: http://dx.doi.org/10.1021/acs.joc.6b00267


Design and synthesis of a novel tetraphenylethene-2-pyrone (TPEP) conjugate exhibiting donor acceptor characteristics is reported. The localized frontier molecular orbitals (DFT studies) and the solvent polarity dependent photoluminescence characteristics directly corroborate the presence of intramolecular charge transfer character in TPEP. TPEP is poorly emissive in the solution state. In contrast; upon aggregation (THF/water mixtures), TPEP exhibits aggregation induced emission enhancement. Upon aggregation, dyad TPEP forms a fluorescent nanoaggregate which was confirmed by transmission electron microscopy imaging studies. The luminescence nanoaggregates were elegantly exploited for selective detection of nitro aromatic compounds (NACs). It was found that nanoaggregates of TPEP were selectively sensing the picric acid over the other NACs. Efficiency of the quenching process was further evaluated by the Stern-Volmer equation. TPEP-based low-cost fluorescent test strips were developed for the selective detection of picric acid.

Item Type: Journal Article
Additional Information: Copy right for this article belongs to the AMER CHEMICAL SOC, 1155 16TH ST, NW, WASHINGTON, DC 20036 USA
Department/Centre: Division of Chemical Sciences > Inorganic & Physical Chemistry
Date Deposited: 15 Jun 2016 07:19
Last Modified: 17 Jun 2016 05:11
URI: http://eprints.iisc.ac.in/id/eprint/53956

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