Fluorescence quenching based detection of nitroaromatics using luminescent triphenylamine carboxylic acids

Abstract 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 di...

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Main Authors: Aamnayee Mishra, R. Dheepika, P. A. Parvathy, P. M. Imran, N. S. P. Bhuvanesh, S. Nagarajan
Format: Article
Language:English
Published: Nature Portfolio 2021-09-01
Series:Scientific Reports
Online Access:https://doi.org/10.1038/s41598-021-97832-0
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author Aamnayee Mishra
R. Dheepika
P. A. Parvathy
P. M. Imran
N. S. P. Bhuvanesh
S. Nagarajan
author_facet Aamnayee Mishra
R. Dheepika
P. A. Parvathy
P. M. Imran
N. S. P. Bhuvanesh
S. Nagarajan
author_sort Aamnayee Mishra
collection DOAJ
description Abstract 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.
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spelling doaj.art-5873cc956cc44a07bbd2695619c8686c2022-12-21T23:10:35ZengNature PortfolioScientific Reports2045-23222021-09-0111111010.1038/s41598-021-97832-0Fluorescence quenching based detection of nitroaromatics using luminescent triphenylamine carboxylic acidsAamnayee Mishra0R. Dheepika1P. A. Parvathy2P. M. Imran3N. S. P. Bhuvanesh4S. Nagarajan5Department of Chemistry, Central University of Tamil NaduDepartment of Chemistry, Central University of Tamil NaduDepartment of Chemistry, Central University of Tamil NaduDepartment of Chemistry, Islamiah CollegeDepartment of Chemistry, Texas A&M UniversityDepartment of Chemistry, Central University of Tamil NaduAbstract 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.https://doi.org/10.1038/s41598-021-97832-0
spellingShingle Aamnayee Mishra
R. Dheepika
P. A. Parvathy
P. M. Imran
N. S. P. Bhuvanesh
S. Nagarajan
Fluorescence quenching based detection of nitroaromatics using luminescent triphenylamine carboxylic acids
Scientific Reports
title Fluorescence quenching based detection of nitroaromatics using luminescent triphenylamine carboxylic acids
title_full Fluorescence quenching based detection of nitroaromatics using luminescent triphenylamine carboxylic acids
title_fullStr Fluorescence quenching based detection of nitroaromatics using luminescent triphenylamine carboxylic acids
title_full_unstemmed Fluorescence quenching based detection of nitroaromatics using luminescent triphenylamine carboxylic acids
title_short Fluorescence quenching based detection of nitroaromatics using luminescent triphenylamine carboxylic acids
title_sort fluorescence quenching based detection of nitroaromatics using luminescent triphenylamine carboxylic acids
url https://doi.org/10.1038/s41598-021-97832-0
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