New coumarin-[60] fullerene dyads connected by an alkynyl linkage: Synthesis and fluorescence studies. Evidence for efficient singlet-singlet energy transfer
Autor(a) principal: | |
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Data de Publicação: | 2015 |
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/10400.9/2563 |
Resumo: | Two new coumarin-[60] fullerene dyads, in which an alkyne group covalently links C60 to coumarin, are synthesized via 1,3-dipolar cycloaddition and spectroscopically characterized. Their photophysical properties in apolar (toluene) and polar (THF and benzonitrile) solvents are studied at room temperature, revealing the nature and polarity dependence of the excited-state interactions between the coumarin and C60 moieties. In both dyads and in all solvents, a strong quenching of the coumarin emission by C60 was observed. It mainly results from a fast and efficient singletesinglet resonance energy transfer from the coumarin moiety to the C60 moiety, but an electron transfer contribution, enhanced in polar solvents, also exists. In toluene, the fluorescence emission of the fullerene moiety is increased by the nonradiative energy transfer process, which occurs mainly by a dipoleedipole (FRET) mechanism. In polar solvents (THF and benzonitrile), fast electron transfer from ground-state coumarin to excited fullerene is significant, leading to a partial or complete quenching of the fullerene emission, depending on the dyad. |
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New coumarin-[60] fullerene dyads connected by an alkynyl linkage: Synthesis and fluorescence studies. Evidence for efficient singlet-singlet energy transferEnergy transferElectron transferDyadsFullereneChemical propertiesPhotophysical propertiesTwo new coumarin-[60] fullerene dyads, in which an alkyne group covalently links C60 to coumarin, are synthesized via 1,3-dipolar cycloaddition and spectroscopically characterized. Their photophysical properties in apolar (toluene) and polar (THF and benzonitrile) solvents are studied at room temperature, revealing the nature and polarity dependence of the excited-state interactions between the coumarin and C60 moieties. In both dyads and in all solvents, a strong quenching of the coumarin emission by C60 was observed. It mainly results from a fast and efficient singletesinglet resonance energy transfer from the coumarin moiety to the C60 moiety, but an electron transfer contribution, enhanced in polar solvents, also exists. In toluene, the fluorescence emission of the fullerene moiety is increased by the nonradiative energy transfer process, which occurs mainly by a dipoleedipole (FRET) mechanism. In polar solvents (THF and benzonitrile), fast electron transfer from ground-state coumarin to excited fullerene is significant, leading to a partial or complete quenching of the fullerene emission, depending on the dyad.ElsevierRepositório do LNEGNascimento, SusanaFedorov, AlexanderBrites, Maria JoãoBerberan-Santos, Mário N.2015-01-06T11:08:51Z2015-01-01T00:00:00Z2015-01-01T00:00:00Zinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleapplication/pdfhttp://hdl.handle.net/10400.9/2563engNascimento, S.; Fedorov, A.; Brites, M.J.; Berberan-Santos, M.N. - New coumarin-[60] fullerene dyads connected by an alkynyl linkage: Synthesis and fluorescence studies. Evidence for efficient singlet-singlet energy transfer. In: Dyes and Pigments, 2015, Vol. 114, p. 158-1650143-7208info: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:RCAAP2022-09-06T12:27:39Zoai:repositorio.lneg.pt:10400.9/2563Portal AgregadorONGhttps://www.rcaap.pt/oai/openaireopendoar:71602024-03-19T15:35:32.546651Repositório 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 |
New coumarin-[60] fullerene dyads connected by an alkynyl linkage: Synthesis and fluorescence studies. Evidence for efficient singlet-singlet energy transfer |
title |
New coumarin-[60] fullerene dyads connected by an alkynyl linkage: Synthesis and fluorescence studies. Evidence for efficient singlet-singlet energy transfer |
spellingShingle |
New coumarin-[60] fullerene dyads connected by an alkynyl linkage: Synthesis and fluorescence studies. Evidence for efficient singlet-singlet energy transfer Nascimento, Susana Energy transfer Electron transfer Dyads Fullerene Chemical properties Photophysical properties |
title_short |
New coumarin-[60] fullerene dyads connected by an alkynyl linkage: Synthesis and fluorescence studies. Evidence for efficient singlet-singlet energy transfer |
title_full |
New coumarin-[60] fullerene dyads connected by an alkynyl linkage: Synthesis and fluorescence studies. Evidence for efficient singlet-singlet energy transfer |
title_fullStr |
New coumarin-[60] fullerene dyads connected by an alkynyl linkage: Synthesis and fluorescence studies. Evidence for efficient singlet-singlet energy transfer |
title_full_unstemmed |
New coumarin-[60] fullerene dyads connected by an alkynyl linkage: Synthesis and fluorescence studies. Evidence for efficient singlet-singlet energy transfer |
title_sort |
New coumarin-[60] fullerene dyads connected by an alkynyl linkage: Synthesis and fluorescence studies. Evidence for efficient singlet-singlet energy transfer |
author |
Nascimento, Susana |
author_facet |
Nascimento, Susana Fedorov, Alexander Brites, Maria João Berberan-Santos, Mário N. |
author_role |
author |
author2 |
Fedorov, Alexander Brites, Maria João Berberan-Santos, Mário N. |
author2_role |
author author author |
dc.contributor.none.fl_str_mv |
Repositório do LNEG |
dc.contributor.author.fl_str_mv |
Nascimento, Susana Fedorov, Alexander Brites, Maria João Berberan-Santos, Mário N. |
dc.subject.por.fl_str_mv |
Energy transfer Electron transfer Dyads Fullerene Chemical properties Photophysical properties |
topic |
Energy transfer Electron transfer Dyads Fullerene Chemical properties Photophysical properties |
description |
Two new coumarin-[60] fullerene dyads, in which an alkyne group covalently links C60 to coumarin, are synthesized via 1,3-dipolar cycloaddition and spectroscopically characterized. Their photophysical properties in apolar (toluene) and polar (THF and benzonitrile) solvents are studied at room temperature, revealing the nature and polarity dependence of the excited-state interactions between the coumarin and C60 moieties. In both dyads and in all solvents, a strong quenching of the coumarin emission by C60 was observed. It mainly results from a fast and efficient singletesinglet resonance energy transfer from the coumarin moiety to the C60 moiety, but an electron transfer contribution, enhanced in polar solvents, also exists. In toluene, the fluorescence emission of the fullerene moiety is increased by the nonradiative energy transfer process, which occurs mainly by a dipoleedipole (FRET) mechanism. In polar solvents (THF and benzonitrile), fast electron transfer from ground-state coumarin to excited fullerene is significant, leading to a partial or complete quenching of the fullerene emission, depending on the dyad. |
publishDate |
2015 |
dc.date.none.fl_str_mv |
2015-01-06T11:08:51Z 2015-01-01T00:00:00Z 2015-01-01T00:00:00Z |
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 |
http://hdl.handle.net/10400.9/2563 |
url |
http://hdl.handle.net/10400.9/2563 |
dc.language.iso.fl_str_mv |
eng |
language |
eng |
dc.relation.none.fl_str_mv |
Nascimento, S.; Fedorov, A.; Brites, M.J.; Berberan-Santos, M.N. - New coumarin-[60] fullerene dyads connected by an alkynyl linkage: Synthesis and fluorescence studies. Evidence for efficient singlet-singlet energy transfer. In: Dyes and Pigments, 2015, Vol. 114, p. 158-165 0143-7208 |
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 |
Elsevier |
publisher.none.fl_str_mv |
Elsevier |
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 |
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1799130220722126848 |