Hybrid Zn-β-Aminoporphyrin–Carbon Nanotubes
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: | http://hdl.handle.net/10362/163979 |
Resumo: | The work was supported through projects UIDB/50006/2020 and UIDP/50006/2020, funded by FCT/MCTES, through national funds. S.L.H.R. (Refs. REQUIMTE/EEC2018/30) and A.M.G.S. thank FCT (Fundação para a Ciência e Tecnologia) for funding through program DL 57/2016—Norma transitória. |
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Hybrid Zn-β-Aminoporphyrin–Carbon NanotubesPyrrolidine and Direct Covalent Linkage Recognition, and Multiple-Photo Response1,3-dipolar cycloadditionscarbon nanotube hybridscovalent linkagephoto-responsive materialszinc(II) porphyrinAnalytical ChemistryChemistry (miscellaneous)Molecular MedicinePharmaceutical ScienceDrug DiscoveryPhysical and Theoretical ChemistryOrganic ChemistryThe work was supported through projects UIDB/50006/2020 and UIDP/50006/2020, funded by FCT/MCTES, through national funds. S.L.H.R. (Refs. REQUIMTE/EEC2018/30) and A.M.G.S. thank FCT (Fundação para a Ciência e Tecnologia) for funding through program DL 57/2016—Norma transitória.To unveil and shape the molecular connectivity in (metallo)porphyrin–carbon nanotube hybrids are of main relevance for the multiple medicinal, photoelectronic, catalytic, and photocatalytic applications of these materials. Multi-walled carbon nanotubes (MWCNTs) were modified through 1,3-dipolar cycloaddition reactions with azomethine ylides generated in situ and carrying pentafluorophenyl groups, followed by immobilization of the β-amino-tetraphenylporphyrinate Zn(II). The functionalities were confirmed via XPS and FTIR, whereas Raman spectroscopy showed disruptions on the graphitic carbon nanotube surface upon both steps. The functionalization extension, measured via TGA mass loss and corroborated via XPS, was 0.2 mmol·g−1. Photophysical studies attest to the presence of the different porphyrin–carbon nanotube connectivity in the nanohybrid. Significantly different emission spectra and fluorescence anisotropy of 0.15–0.3 were observed upon variation of excitation wavelength. Vis-NIR absorption and flash photolysis experiments showed energy/charge transfer in the photoactivated nanohybrid. Moreover, evidence was found for direct reaction of amino groups with a carbon nanotube surface in the presence of molecular dipoles such as the zwitterionic sarcosine amino acid.LAQV@REQUIMTEDQ - Departamento de QuímicaRUNRebelo, Susana L. H.Laia, César A. T.Szefczyk, MonikaGuedes, AlexandraSilva, Ana M. G.Freire, Cristina2024-02-22T23:52:45Z2023-11-052023-11-05T00:00:00Zinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/article16application/pdfhttp://hdl.handle.net/10362/163979eng1420-3049PURE: 83890491https://doi.org/10.3390/molecules28217438info: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:RCAAP2024-05-22T18:18:45Zoai:run.unl.pt:10362/163979Portal AgregadorONGhttps://www.rcaap.pt/oai/openairemluisa.alvim@gmail.comopendoar:71602024-05-22T18:18:45Repositório 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 |
Hybrid Zn-β-Aminoporphyrin–Carbon Nanotubes Pyrrolidine and Direct Covalent Linkage Recognition, and Multiple-Photo Response |
title |
Hybrid Zn-β-Aminoporphyrin–Carbon Nanotubes |
spellingShingle |
Hybrid Zn-β-Aminoporphyrin–Carbon Nanotubes Rebelo, Susana L. H. 1,3-dipolar cycloadditions carbon nanotube hybrids covalent linkage photo-responsive materials zinc(II) porphyrin Analytical Chemistry Chemistry (miscellaneous) Molecular Medicine Pharmaceutical Science Drug Discovery Physical and Theoretical Chemistry Organic Chemistry |
title_short |
Hybrid Zn-β-Aminoporphyrin–Carbon Nanotubes |
title_full |
Hybrid Zn-β-Aminoporphyrin–Carbon Nanotubes |
title_fullStr |
Hybrid Zn-β-Aminoporphyrin–Carbon Nanotubes |
title_full_unstemmed |
Hybrid Zn-β-Aminoporphyrin–Carbon Nanotubes |
title_sort |
Hybrid Zn-β-Aminoporphyrin–Carbon Nanotubes |
author |
Rebelo, Susana L. H. |
author_facet |
Rebelo, Susana L. H. Laia, César A. T. Szefczyk, Monika Guedes, Alexandra Silva, Ana M. G. Freire, Cristina |
author_role |
author |
author2 |
Laia, César A. T. Szefczyk, Monika Guedes, Alexandra Silva, Ana M. G. Freire, Cristina |
author2_role |
author author author author author |
dc.contributor.none.fl_str_mv |
LAQV@REQUIMTE DQ - Departamento de Química RUN |
dc.contributor.author.fl_str_mv |
Rebelo, Susana L. H. Laia, César A. T. Szefczyk, Monika Guedes, Alexandra Silva, Ana M. G. Freire, Cristina |
dc.subject.por.fl_str_mv |
1,3-dipolar cycloadditions carbon nanotube hybrids covalent linkage photo-responsive materials zinc(II) porphyrin Analytical Chemistry Chemistry (miscellaneous) Molecular Medicine Pharmaceutical Science Drug Discovery Physical and Theoretical Chemistry Organic Chemistry |
topic |
1,3-dipolar cycloadditions carbon nanotube hybrids covalent linkage photo-responsive materials zinc(II) porphyrin Analytical Chemistry Chemistry (miscellaneous) Molecular Medicine Pharmaceutical Science Drug Discovery Physical and Theoretical Chemistry Organic Chemistry |
description |
The work was supported through projects UIDB/50006/2020 and UIDP/50006/2020, funded by FCT/MCTES, through national funds. S.L.H.R. (Refs. REQUIMTE/EEC2018/30) and A.M.G.S. thank FCT (Fundação para a Ciência e Tecnologia) for funding through program DL 57/2016—Norma transitória. |
publishDate |
2023 |
dc.date.none.fl_str_mv |
2023-11-05 2023-11-05T00:00:00Z 2024-02-22T23:52:45Z |
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 |
http://hdl.handle.net/10362/163979 |
url |
http://hdl.handle.net/10362/163979 |
dc.language.iso.fl_str_mv |
eng |
language |
eng |
dc.relation.none.fl_str_mv |
1420-3049 PURE: 83890491 https://doi.org/10.3390/molecules28217438 |
dc.rights.driver.fl_str_mv |
info:eu-repo/semantics/openAccess |
eu_rights_str_mv |
openAccess |
dc.format.none.fl_str_mv |
16 application/pdf |
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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1817545989449318400 |