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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Main Authors: Ribeiro,Eduardo A., Machado,Vanderlei G.
Format: Digital revista
Language:English
Published: Sociedade Brasileira de Química 2021
Online Access:http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532021001001972
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spelling 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
institution SCIELO
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country Brasil
countrycode BR
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region America del Sur
libraryname SciELO
language English
format Digital
author Ribeiro,Eduardo A.
Machado,Vanderlei G.
spellingShingle 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
author_facet 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.
publisher Sociedade Brasileira de Química
publishDate 2021
url http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532021001001972
work_keys_str_mv AT ribeiroeduardoa chromogenicchemosensorsbasedonphenoliciminesforthedetectionofalkylaminesandlidocaineinwaterandinthevaporphase
AT machadovanderleig chromogenicchemosensorsbasedonphenoliciminesforthedetectionofalkylaminesandlidocaineinwaterandinthevaporphase
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