Colorimetric Chemosensor for Cu<sup>2+</sup> and Fe<sup>3+</sup> Based on a meso-Triphenylamine-BODIPY Derivative
Autor(a) principal: | |
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Data de Publicação: | 2023 |
Outros Autores: | , , |
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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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:RCAAP2024-05-11T06:53:39Zoai:repositorium.sdum.uminho.pt:1822/86641Portal AgregadorONGhttps://www.rcaap.pt/oai/openairemluisa.alvim@gmail.comopendoar:71602024-05-11T06:53:39Repositório 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 instacron:RCAAP |
instname_str |
Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação |
instacron_str |
RCAAP |
institution |
RCAAP |
reponame_str |
Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) |
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 |
repository.mail.fl_str_mv |
mluisa.alvim@gmail.com |
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1817545128995192832 |