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Tetraphenylethene-2-Pyrone Conjugate: Aggregation-Induced Emission Study and Explosives Sensor
Vaithiyanathan Mahendran1, Kamaraj Pasumpon1, Solaimalai Thimmarayaperumal1
1Department of Organic Chemistry, School of Chemistry, Madurai Kamaraj University , Madurai 625 021, India.
The Journal of Organic Chemistry
|April 7, 2016
Summary
A novel tetraphenylethene-2-pyrone (TPEP) conjugate shows aggregation-induced emission, enabling selective fluorescent detection of nitro aromatic compounds like picric acid using low-cost test strips.
Area of Science:
- Organic Chemistry
- Materials Science
- Analytical Chemistry
Background:
- Donor-acceptor molecules are crucial for optoelectronic applications.
- Intramolecular charge transfer (ICT) influences photophysical properties.
- Aggregation-induced emission (AIE) offers enhanced luminescence in solid states.
Purpose of the Study:
- To design and synthesize a novel tetraphenylethene-2-pyrone (TPEP) conjugate.
- To investigate its photophysical properties, including ICT and AIE.
- To develop a selective fluorescent sensor for nitro aromatic compounds (NACs).
Main Methods:
- Density Functional Theory (DFT) studies for molecular orbital analysis.
- Solvent polarity-dependent photoluminescence spectroscopy.
- Transmission electron microscopy (TEM) for nanoaggregate characterization.
- Fluorescence quenching studies using Stern-Volmer analysis.
Main Results:
- TPEP exhibits ICT characteristics, confirmed by DFT and photoluminescence studies.
- TPEP displays poor emission in solution but strong aggregation-induced emission enhancement.
- Fluorescent TPEP nanoaggregates were formed and characterized.
- Selective detection of picric acid among NACs was achieved with high efficiency.
Conclusions:
- The synthesized TPEP conjugate possesses desirable donor-acceptor and AIE properties.
- TPEP nanoaggregates serve as effective fluorescent probes for selective picric acid detection.
- Development of low-cost TPEP-based fluorescent test strips for practical sensing applications.
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