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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doaj-5873cc956cc44a07bbd2695619c8686c2021-10-03T11:33:57ZengNature Publishing GroupScientific 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 |
collection |
DOAJ |
language |
English |
format |
Article |
sources |
DOAJ |
author |
Aamnayee Mishra R. Dheepika P. A. Parvathy P. M. Imran N. S. P. Bhuvanesh S. Nagarajan |
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 |
author_facet |
Aamnayee Mishra R. Dheepika P. A. Parvathy P. M. Imran N. S. P. Bhuvanesh S. Nagarajan |
author_sort |
Aamnayee Mishra |
title |
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_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_sort |
fluorescence quenching based detection of nitroaromatics using luminescent triphenylamine carboxylic acids |
publisher |
Nature Publishing Group |
series |
Scientific Reports |
issn |
2045-2322 |
publishDate |
2021-09-01 |
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. |
url |
https://doi.org/10.1038/s41598-021-97832-0 |
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