Hybrid Zn-β-Aminoporphyrin–Carbon Nanotubes

Detalhes bibliográficos
Autor(a) principal: Rebelo, Susana L. H.
Data de Publicação: 2023
Outros Autores: Laia, César A. T., Szefczyk, Monika, Guedes, Alexandra, Silva, Ana M. G., Freire, Cristina
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: Funding Information: 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. Publisher Copyright: © 2023 by the authors.
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spelling 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 ChemistryFunding Information: 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. Publisher Copyright: © 2023 by the authors.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:RCAAP2024-03-11T05:50:00Zoai:run.unl.pt:10362/163979Portal AgregadorONGhttps://www.rcaap.pt/oai/openaireopendoar:71602024-03-20T03:59:58.329205Repositório 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 Funding Information: 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. Publisher Copyright: © 2023 by the authors.
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
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