Colorimetric Chemosensor for Cu<sup>2+</sup> and Fe<sup>3+</sup> Based on a meso-Triphenylamine-BODIPY Derivative

Detalhes bibliográficos
Autor(a) principal: Pinto, Sónia C. S.
Data de Publicação: 2023
Outros Autores: Gonçalves, Raquel C. R., Costa, Susana P. G., Raposo, M. Manuela M.
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
Texto Completo: https://hdl.handle.net/1822/86641
Resumo: Optical chemosensors are a practical tool for the detection and quantification of important analytes in biological and environmental fields, such as Cu2+ and Fe3+. To the best of our knowledge, a BODIPY derivative capable of detecting Cu2+ and Fe3+ simultaneously through a colorimetric response has not yet been described in the literature. In this work, a meso-triphenylamine-BODIPY derivative is reported for the highly selective detection of Cu2+ and Fe3+. In the preliminary chemosensing study, this compound showed a significant color change from yellow to blue–green in the presence of Cu2+ and Fe3+. With only one equivalent of cation, a change in the absorption band of the compound and the appearance of a new band around 700 nm were observed. Furthermore, only 10 equivalents of Cu2+/Fe3+ were needed to reach the absorption plateau in the UV-visible titrations. Compound 1 showed excellent sensitivity toward Cu2+ and Fe3+ detection, with LODs of 0.63 µM and 1.06 µM, respectively. The binding constant calculation indicated a strong complexation between compound 1 and Cu2+/Fe3+ ions. The 1H and 19F NMR titrations showed that an increasing concentration of cations induced a broadening and shifting of the aromatic region peaks, as well as the disappearance of the original fluorine peaks of the BODIPY core, which suggests that the ligand–metal (1:2) interaction may occur through the triphenylamino group and the BODIPY core.
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spelling Colorimetric Chemosensor for Cu<sup>2+</sup> and Fe<sup>3+</sup> Based on a meso-Triphenylamine-BODIPY DerivativeBODIPY derivativeColorimetric chemosensorCu 2+Fe 3+Optical chemosensors are a practical tool for the detection and quantification of important analytes in biological and environmental fields, such as Cu2+ and Fe3+. To the best of our knowledge, a BODIPY derivative capable of detecting Cu2+ and Fe3+ simultaneously through a colorimetric response has not yet been described in the literature. In this work, a meso-triphenylamine-BODIPY derivative is reported for the highly selective detection of Cu2+ and Fe3+. In the preliminary chemosensing study, this compound showed a significant color change from yellow to blue–green in the presence of Cu2+ and Fe3+. With only one equivalent of cation, a change in the absorption band of the compound and the appearance of a new band around 700 nm were observed. Furthermore, only 10 equivalents of Cu2+/Fe3+ were needed to reach the absorption plateau in the UV-visible titrations. Compound 1 showed excellent sensitivity toward Cu2+ and Fe3+ detection, with LODs of 0.63 µM and 1.06 µM, respectively. The binding constant calculation indicated a strong complexation between compound 1 and Cu2+/Fe3+ ions. The 1H and 19F NMR titrations showed that an increasing concentration of cations induced a broadening and shifting of the aromatic region peaks, as well as the disappearance of the original fluorine peaks of the BODIPY core, which suggests that the ligand–metal (1:2) interaction may occur through the triphenylamino group and the BODIPY core.This research was funded by the Foundation for Science and Technology (FCT), with financial support provided to CQ-UM (UID/QUI/00686/2020) and PhD grants to S.C.S. Pinto (2022.12455.BD) and R.C.R. Gonçalves (2020.05278.BD). The NMR spectrometer Bruker Avance III 400 is part of the National NMR Network and was purchased within the framework of the National Program for Scientific Re-equipment, contract REDE/1517/RMN/2005, with funds from POCI 2010 (FEDER) and FCT.Multidisciplinary Digital Publishing Institute (MDPI)Universidade do MinhoPinto, Sónia C. S.Gonçalves, Raquel C. R.Costa, Susana P. G.Raposo, M. Manuela M.2023-08-012023-08-01T00:00:00Zinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleapplication/pdfhttps://hdl.handle.net/1822/86641engPinto, S.C.S.; Gonçalves, R.C.R.; Costa, S.P.G.; Raposo, M.M.M. Colorimetric Chemosensor for Cu2+ and Fe3+ Based on a meso-Triphenylamine-BODIPY Derivative. Sensors 2023, 23, 6995. https://doi.org/10.3390/s231569951424-82201424-822010.3390/s2315699537571777699537571777https://www.mdpi.com/1424-8220/23/15/6995info:eu-repo/semantics/openAccessreponame:Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)instname:Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informaçãoinstacron:RCAAP2023-10-07T01:22:44Zoai:repositorium.sdum.uminho.pt:1822/86641Portal AgregadorONGhttps://www.rcaap.pt/oai/openaireopendoar:71602024-03-19T20:33:32.516842Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) - Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informaçãofalse
dc.title.none.fl_str_mv Colorimetric Chemosensor for Cu<sup>2+</sup> and Fe<sup>3+</sup> Based on a meso-Triphenylamine-BODIPY Derivative
title Colorimetric Chemosensor for Cu<sup>2+</sup> and Fe<sup>3+</sup> Based on a meso-Triphenylamine-BODIPY Derivative
spellingShingle Colorimetric Chemosensor for Cu<sup>2+</sup> and Fe<sup>3+</sup> Based on a meso-Triphenylamine-BODIPY Derivative
Pinto, Sónia C. S.
BODIPY derivative
Colorimetric chemosensor
Cu 2+
Fe 3+
title_short Colorimetric Chemosensor for Cu<sup>2+</sup> and Fe<sup>3+</sup> Based on a meso-Triphenylamine-BODIPY Derivative
title_full Colorimetric Chemosensor for Cu<sup>2+</sup> and Fe<sup>3+</sup> Based on a meso-Triphenylamine-BODIPY Derivative
title_fullStr Colorimetric Chemosensor for Cu<sup>2+</sup> and Fe<sup>3+</sup> Based on a meso-Triphenylamine-BODIPY Derivative
title_full_unstemmed Colorimetric Chemosensor for Cu<sup>2+</sup> and Fe<sup>3+</sup> Based on a meso-Triphenylamine-BODIPY Derivative
title_sort Colorimetric Chemosensor for Cu<sup>2+</sup> and Fe<sup>3+</sup> Based on a meso-Triphenylamine-BODIPY Derivative
author Pinto, Sónia C. S.
author_facet Pinto, Sónia C. S.
Gonçalves, Raquel C. R.
Costa, Susana P. G.
Raposo, M. Manuela M.
author_role author
author2 Gonçalves, Raquel C. R.
Costa, Susana P. G.
Raposo, M. Manuela M.
author2_role author
author
author
dc.contributor.none.fl_str_mv Universidade do Minho
dc.contributor.author.fl_str_mv Pinto, Sónia C. S.
Gonçalves, Raquel C. R.
Costa, Susana P. G.
Raposo, M. Manuela M.
dc.subject.por.fl_str_mv BODIPY derivative
Colorimetric chemosensor
Cu 2+
Fe 3+
topic BODIPY derivative
Colorimetric chemosensor
Cu 2+
Fe 3+
description Optical chemosensors are a practical tool for the detection and quantification of important analytes in biological and environmental fields, such as Cu2+ and Fe3+. To the best of our knowledge, a BODIPY derivative capable of detecting Cu2+ and Fe3+ simultaneously through a colorimetric response has not yet been described in the literature. In this work, a meso-triphenylamine-BODIPY derivative is reported for the highly selective detection of Cu2+ and Fe3+. In the preliminary chemosensing study, this compound showed a significant color change from yellow to blue–green in the presence of Cu2+ and Fe3+. With only one equivalent of cation, a change in the absorption band of the compound and the appearance of a new band around 700 nm were observed. Furthermore, only 10 equivalents of Cu2+/Fe3+ were needed to reach the absorption plateau in the UV-visible titrations. Compound 1 showed excellent sensitivity toward Cu2+ and Fe3+ detection, with LODs of 0.63 µM and 1.06 µM, respectively. The binding constant calculation indicated a strong complexation between compound 1 and Cu2+/Fe3+ ions. The 1H and 19F NMR titrations showed that an increasing concentration of cations induced a broadening and shifting of the aromatic region peaks, as well as the disappearance of the original fluorine peaks of the BODIPY core, which suggests that the ligand–metal (1:2) interaction may occur through the triphenylamino group and the BODIPY core.
publishDate 2023
dc.date.none.fl_str_mv 2023-08-01
2023-08-01T00:00:00Z
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
dc.type.driver.fl_str_mv info:eu-repo/semantics/article
format article
status_str publishedVersion
dc.identifier.uri.fl_str_mv https://hdl.handle.net/1822/86641
url https://hdl.handle.net/1822/86641
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv Pinto, S.C.S.; Gonçalves, R.C.R.; Costa, S.P.G.; Raposo, M.M.M. Colorimetric Chemosensor for Cu2+ and Fe3+ Based on a meso-Triphenylamine-BODIPY Derivative. Sensors 2023, 23, 6995. https://doi.org/10.3390/s23156995
1424-8220
1424-8220
10.3390/s23156995
37571777
6995
37571777
https://www.mdpi.com/1424-8220/23/15/6995
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv application/pdf
dc.publisher.none.fl_str_mv Multidisciplinary Digital Publishing Institute (MDPI)
publisher.none.fl_str_mv Multidisciplinary Digital Publishing Institute (MDPI)
dc.source.none.fl_str_mv reponame:Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
instname:Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação
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collection Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
repository.name.fl_str_mv Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) - Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação
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