Chromogenic Chemosensors Based on Phenolic Imines for the Detection of Alkylamines and Lidocaine in Water and in the Vapor Phase
Three imines comprised of 5-nitrothiophen-2-yl as electron-accepting and phenols as electron-donating groups were synthesized and used as chromogenic chemosensors to detect alkylamines. The compounds are colorless in water, but their deprotonation by the alkylamines generates the corresponding colored phenolates, which can be used to detect those analytes. The addition of cetyltrimethylammonium bromide (CTAB) causes bathochromic shift of the perichromic band of the phenolates, indicating that the compounds are transferred into the micelles. In addition, CTAB lowers the pKa of phenols and increases the stability of the phenolates, improving their performance as chemosensors. Applications were prospected with the chromogenic chemosensors adsorbed on strip papers to detect alkylamines in water and in the vapor phase. The compounds were also used in solution for the quantification of lidocaine in water. Thus, the versatility of the compounds studied allows to think about applications in industrial, environmental, and pharmaceutical areas.
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Sociedade Brasileira de Química
2021
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oai:scielo:S0103-505320210010019722021-09-28Chromogenic Chemosensors Based on Phenolic Imines for the Detection of Alkylamines and Lidocaine in Water and in the Vapor PhaseRibeiro,Eduardo A.Machado,Vanderlei G. amines chromogenic chemosensors perichromism vapochromism volatile organic compounds lidocaine Three imines comprised of 5-nitrothiophen-2-yl as electron-accepting and phenols as electron-donating groups were synthesized and used as chromogenic chemosensors to detect alkylamines. The compounds are colorless in water, but their deprotonation by the alkylamines generates the corresponding colored phenolates, which can be used to detect those analytes. The addition of cetyltrimethylammonium bromide (CTAB) causes bathochromic shift of the perichromic band of the phenolates, indicating that the compounds are transferred into the micelles. In addition, CTAB lowers the pKa of phenols and increases the stability of the phenolates, improving their performance as chemosensors. Applications were prospected with the chromogenic chemosensors adsorbed on strip papers to detect alkylamines in water and in the vapor phase. The compounds were also used in solution for the quantification of lidocaine in water. Thus, the versatility of the compounds studied allows to think about applications in industrial, environmental, and pharmaceutical areas.info:eu-repo/semantics/openAccessSociedade Brasileira de QuímicaJournal of the Brazilian Chemical Society v.32 n.10 20212021-10-01info:eu-repo/semantics/articletext/htmlhttp://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532021001001972en10.21577/0103-5053.20210089 |
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Ribeiro,Eduardo A. Machado,Vanderlei G. |
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Ribeiro,Eduardo A. Machado,Vanderlei G. Chromogenic Chemosensors Based on Phenolic Imines for the Detection of Alkylamines and Lidocaine in Water and in the Vapor Phase |
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Ribeiro,Eduardo A. Machado,Vanderlei G. |
author_sort |
Ribeiro,Eduardo A. |
title |
Chromogenic Chemosensors Based on Phenolic Imines for the Detection of Alkylamines and Lidocaine in Water and in the Vapor Phase |
title_short |
Chromogenic Chemosensors Based on Phenolic Imines for the Detection of Alkylamines and Lidocaine in Water and in the Vapor Phase |
title_full |
Chromogenic Chemosensors Based on Phenolic Imines for the Detection of Alkylamines and Lidocaine in Water and in the Vapor Phase |
title_fullStr |
Chromogenic Chemosensors Based on Phenolic Imines for the Detection of Alkylamines and Lidocaine in Water and in the Vapor Phase |
title_full_unstemmed |
Chromogenic Chemosensors Based on Phenolic Imines for the Detection of Alkylamines and Lidocaine in Water and in the Vapor Phase |
title_sort |
chromogenic chemosensors based on phenolic imines for the detection of alkylamines and lidocaine in water and in the vapor phase |
description |
Three imines comprised of 5-nitrothiophen-2-yl as electron-accepting and phenols as electron-donating groups were synthesized and used as chromogenic chemosensors to detect alkylamines. The compounds are colorless in water, but their deprotonation by the alkylamines generates the corresponding colored phenolates, which can be used to detect those analytes. The addition of cetyltrimethylammonium bromide (CTAB) causes bathochromic shift of the perichromic band of the phenolates, indicating that the compounds are transferred into the micelles. In addition, CTAB lowers the pKa of phenols and increases the stability of the phenolates, improving their performance as chemosensors. Applications were prospected with the chromogenic chemosensors adsorbed on strip papers to detect alkylamines in water and in the vapor phase. The compounds were also used in solution for the quantification of lidocaine in water. Thus, the versatility of the compounds studied allows to think about applications in industrial, environmental, and pharmaceutical areas. |
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Sociedade Brasileira de Química |
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2021 |
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http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532021001001972 |
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AT ribeiroeduardoa chromogenicchemosensorsbasedonphenoliciminesforthedetectionofalkylaminesandlidocaineinwaterandinthevaporphase AT machadovanderleig chromogenicchemosensorsbasedonphenoliciminesforthedetectionofalkylaminesandlidocaineinwaterandinthevaporphase |
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