Chromogenic Chemosensors Based on Phenolic Imines for the Detection of Alkylamines and Lidocaine in Water and in the Vapor Phase

Detalhes bibliográficos
Autor(a) principal: Ribeiro,Eduardo A.
Data de Publicação: 2021
Outros Autores: Machado,Vanderlei G.
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Journal of the Brazilian Chemical Society (Online)
Texto Completo: http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532021001001972
Resumo: 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.
id SBQ-2_8bd48ade683d22247a05380e41b4019f
oai_identifier_str oai:scielo:S0103-50532021001001972
network_acronym_str SBQ-2
network_name_str Journal of the Brazilian Chemical Society (Online)
repository_id_str
spelling Chromogenic Chemosensors Based on Phenolic Imines for the Detection of Alkylamines and Lidocaine in Water and in the Vapor Phaseamineschromogenic chemosensorsperichromismvapochromismvolatile organic compoundslidocaineThree 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.Sociedade Brasileira de Química2021-10-01info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersiontext/htmlhttp://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532021001001972Journal of the Brazilian Chemical Society v.32 n.10 2021reponame:Journal of the Brazilian Chemical Society (Online)instname:Sociedade Brasileira de Química (SBQ)instacron:SBQ10.21577/0103-5053.20210089info:eu-repo/semantics/openAccessRibeiro,Eduardo A.Machado,Vanderlei G.eng2021-09-28T00:00:00Zoai:scielo:S0103-50532021001001972Revistahttp://jbcs.sbq.org.brONGhttps://old.scielo.br/oai/scielo-oai.php||office@jbcs.sbq.org.br1678-47900103-5053opendoar:2021-09-28T00:00Journal of the Brazilian Chemical Society (Online) - Sociedade Brasileira de Química (SBQ)false
dc.title.none.fl_str_mv Chromogenic Chemosensors Based on Phenolic Imines for the Detection of Alkylamines and Lidocaine in Water and in the Vapor Phase
title Chromogenic Chemosensors Based on Phenolic Imines for the Detection of Alkylamines and Lidocaine in Water and in the Vapor Phase
spellingShingle Chromogenic Chemosensors Based on Phenolic Imines for the Detection of Alkylamines and Lidocaine in Water and in the Vapor Phase
Ribeiro,Eduardo A.
amines
chromogenic chemosensors
perichromism
vapochromism
volatile organic compounds
lidocaine
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
author Ribeiro,Eduardo A.
author_facet Ribeiro,Eduardo A.
Machado,Vanderlei G.
author_role author
author2 Machado,Vanderlei G.
author2_role author
dc.contributor.author.fl_str_mv Ribeiro,Eduardo A.
Machado,Vanderlei G.
dc.subject.por.fl_str_mv amines
chromogenic chemosensors
perichromism
vapochromism
volatile organic compounds
lidocaine
topic amines
chromogenic chemosensors
perichromism
vapochromism
volatile organic compounds
lidocaine
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.
publishDate 2021
dc.date.none.fl_str_mv 2021-10-01
dc.type.driver.fl_str_mv info:eu-repo/semantics/article
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
format article
status_str publishedVersion
dc.identifier.uri.fl_str_mv http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532021001001972
url http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532021001001972
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv 10.21577/0103-5053.20210089
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv text/html
dc.publisher.none.fl_str_mv Sociedade Brasileira de Química
publisher.none.fl_str_mv Sociedade Brasileira de Química
dc.source.none.fl_str_mv Journal of the Brazilian Chemical Society v.32 n.10 2021
reponame:Journal of the Brazilian Chemical Society (Online)
instname:Sociedade Brasileira de Química (SBQ)
instacron:SBQ
instname_str Sociedade Brasileira de Química (SBQ)
instacron_str SBQ
institution SBQ
reponame_str Journal of the Brazilian Chemical Society (Online)
collection Journal of the Brazilian Chemical Society (Online)
repository.name.fl_str_mv Journal of the Brazilian Chemical Society (Online) - Sociedade Brasileira de Química (SBQ)
repository.mail.fl_str_mv ||office@jbcs.sbq.org.br
_version_ 1750318184448131072