Hybrid Zn-β-Aminoporphyrin–Carbon Nanotubes

Bibliographic Details
Main Author: Rebelo, Susana L. H.
Publication Date: 2023
Other Authors: Laia, César A. T., Szefczyk, Monika, Guedes, Alexandra, Silva, Ana M. G., Freire, Cristina
Format: Article
Language: eng
Source: Repositórios Científicos de Acesso Aberto de Portugal (RCAAP)
Download full: http://hdl.handle.net/10362/163979
Summary: 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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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 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:Repositórios Científicos de Acesso Aberto de Portugal (RCAAP)instname:FCCN, serviços digitais da FCT – Fundação para a Ciência e a Tecnologiainstacron:RCAAP2024-05-22T18:18:45Zoai:run.unl.pt:10362/163979Portal AgregadorONGhttps://www.rcaap.pt/oai/openaireinfo@rcaap.ptopendoar:https://opendoar.ac.uk/repository/71602025-05-28T17:49:31.835962Repositórios Científicos de Acesso Aberto de Portugal (RCAAP) - FCCN, serviços digitais da FCT – Fundação para a Ciência e a Tecnologiafalse
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:Repositórios Científicos de Acesso Aberto de Portugal (RCAAP)
instname:FCCN, serviços digitais da FCT – Fundação para a Ciência e a Tecnologia
instacron:RCAAP
instname_str FCCN, serviços digitais da FCT – Fundação para a Ciência e a Tecnologia
instacron_str RCAAP
institution RCAAP
reponame_str Repositórios Científicos de Acesso Aberto de Portugal (RCAAP)
collection Repositórios Científicos de Acesso Aberto de Portugal (RCAAP)
repository.name.fl_str_mv Repositórios Científicos de Acesso Aberto de Portugal (RCAAP) - FCCN, serviços digitais da FCT – Fundação para a Ciência e a Tecnologia
repository.mail.fl_str_mv info@rcaap.pt
_version_ 1833596989629005824

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