Detection of nitroaromatics employing greener techniques has been one of the most active research fields in chemistry. A series of triphenylamine (TPA) functionalized carboxylic acids were synthesized and characterized using various spectroscopic techniques including single-crystal X-ray diffraction analysis. The interaction of carboxylic acid-decorated TPAs with nitroaromatic compounds was photophysically explored using absorption and emission spectroscopy. Stern–Volmer plot accounts for the appreciable quenching constant of the TPA-acids. Density functional theory calculations were carried out to study the new compounds' frontier molecular orbital energy levels and the possible interactions with picrate anion and revealed an unusual charge transfer interaction between acids and picrate anion. The contact mode detection shows the TPA-acids can be used as dip-strip sensors for picric acid detection.
We designed and synthesized phenanthro[9,10-d]imidazoles
(PIs) in a D–A fashion to achieve a balance of charge carriers.
Solution processable bottom gate–top contact organic field-effect
transistors (OFET) were fabricated using a binary solvent system.
The devices exhibited excellent p-channel characteristics with a high
mobility of 0.70 cm2 V–1 s–1 and an on/off ratio of 107. Frontier molecular orbital
levels and packing modes obtained from computational analysis supported
the observed high mobility of the synthesized PI. Solvatochromism
study of the compounds marked them insensitive toward solvent polarity.
Photophysical behavior of the compounds in tetrahydrofuran/H2O inferred efficient aggregate behavior. Scanning electron microscopy
images of the aggregates in high water content show the formation
of nanoaggregates. Dynamic light scattering experiments suggested
a unimodal distribution of the nanoaggregates. This research work
reports functionalized PIs with excellent OFET performance.
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