Tuning the Behavior of a Hydrotalcite-Supported Sulfonated Bithiophene from Aggregation-Caused Quenching to Efficient Monomer Luminescence
Autor(a) principal: | |
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Data de Publicação: | 2021 |
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/10316/107460 https://doi.org/10.1021/acs.jpcc.1c00240 |
Resumo: | The synthesis, electronic spectral, and photophysical properties of a new bithiophene derivative, (2,2′- bithiophene)-3,5,5′-trisulfonic acid, α2-SO3H, were investigated in organic or aqueous solution, in neat oil form, and in the solid state by cointercalation with different amounts of the surfactant 1- heptanesulfonate (HS) into a layered double hydroxide (LDH). In solution the fluorescence quantum yield (ϕF) of α2-SO3H increases by 1 order of magnitude when compared to the unsubstituted bithiophene (α2) counterpart. However, the most dramatic change is obtained when α2-SO3H is incorporated with HS into a Zn,Al-LDH, where values of ϕF up to 58% are obtained in comparison with values of 4% for neat α2-SO3H (as an oil) and 2% for an LDH containing only α2-SO3H. In the solid state (LDH), in addition to the monomeric form of α2-SO3H, H- and other types of aggregates are present, which are found to be dependent on the percentage HS content. Time-resolved fluorescence studies further rationalize this behavior with single and double exponential decays mirroring the contributions of monomers and aggregates. The study validates a strategy of increasing fluorescence in the solid state by introduction of electrodonating groups and isolation of the α2-SO3H units within the LDH structure with an appropriate surfactant (HS). |
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Tuning the Behavior of a Hydrotalcite-Supported Sulfonated Bithiophene from Aggregation-Caused Quenching to Efficient Monomer LuminescenceThe synthesis, electronic spectral, and photophysical properties of a new bithiophene derivative, (2,2′- bithiophene)-3,5,5′-trisulfonic acid, α2-SO3H, were investigated in organic or aqueous solution, in neat oil form, and in the solid state by cointercalation with different amounts of the surfactant 1- heptanesulfonate (HS) into a layered double hydroxide (LDH). In solution the fluorescence quantum yield (ϕF) of α2-SO3H increases by 1 order of magnitude when compared to the unsubstituted bithiophene (α2) counterpart. However, the most dramatic change is obtained when α2-SO3H is incorporated with HS into a Zn,Al-LDH, where values of ϕF up to 58% are obtained in comparison with values of 4% for neat α2-SO3H (as an oil) and 2% for an LDH containing only α2-SO3H. In the solid state (LDH), in addition to the monomeric form of α2-SO3H, H- and other types of aggregates are present, which are found to be dependent on the percentage HS content. Time-resolved fluorescence studies further rationalize this behavior with single and double exponential decays mirroring the contributions of monomers and aggregates. The study validates a strategy of increasing fluorescence in the solid state by introduction of electrodonating groups and isolation of the α2-SO3H units within the LDH structure with an appropriate surfactant (HS).ACS American Chemical Society2021info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articlehttp://hdl.handle.net/10316/107460http://hdl.handle.net/10316/107460https://doi.org/10.1021/acs.jpcc.1c00240eng1932-74471932-7455Delgado Pinar, EstefaníaCosta, Ana L.Gonçalves, Isabel S.Pineiro, MartaPillinger, MartynMelo, J. Sérgio Seixas deinfo: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:RCAAP2023-07-17T16:44:17Zoai:estudogeral.uc.pt:10316/107460Portal AgregadorONGhttps://www.rcaap.pt/oai/openaireopendoar:71602024-03-19T21:23:48.745604Repositório 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 |
Tuning the Behavior of a Hydrotalcite-Supported Sulfonated Bithiophene from Aggregation-Caused Quenching to Efficient Monomer Luminescence |
title |
Tuning the Behavior of a Hydrotalcite-Supported Sulfonated Bithiophene from Aggregation-Caused Quenching to Efficient Monomer Luminescence |
spellingShingle |
Tuning the Behavior of a Hydrotalcite-Supported Sulfonated Bithiophene from Aggregation-Caused Quenching to Efficient Monomer Luminescence Delgado Pinar, Estefanía |
title_short |
Tuning the Behavior of a Hydrotalcite-Supported Sulfonated Bithiophene from Aggregation-Caused Quenching to Efficient Monomer Luminescence |
title_full |
Tuning the Behavior of a Hydrotalcite-Supported Sulfonated Bithiophene from Aggregation-Caused Quenching to Efficient Monomer Luminescence |
title_fullStr |
Tuning the Behavior of a Hydrotalcite-Supported Sulfonated Bithiophene from Aggregation-Caused Quenching to Efficient Monomer Luminescence |
title_full_unstemmed |
Tuning the Behavior of a Hydrotalcite-Supported Sulfonated Bithiophene from Aggregation-Caused Quenching to Efficient Monomer Luminescence |
title_sort |
Tuning the Behavior of a Hydrotalcite-Supported Sulfonated Bithiophene from Aggregation-Caused Quenching to Efficient Monomer Luminescence |
author |
Delgado Pinar, Estefanía |
author_facet |
Delgado Pinar, Estefanía Costa, Ana L. Gonçalves, Isabel S. Pineiro, Marta Pillinger, Martyn Melo, J. Sérgio Seixas de |
author_role |
author |
author2 |
Costa, Ana L. Gonçalves, Isabel S. Pineiro, Marta Pillinger, Martyn Melo, J. Sérgio Seixas de |
author2_role |
author author author author author |
dc.contributor.author.fl_str_mv |
Delgado Pinar, Estefanía Costa, Ana L. Gonçalves, Isabel S. Pineiro, Marta Pillinger, Martyn Melo, J. Sérgio Seixas de |
description |
The synthesis, electronic spectral, and photophysical properties of a new bithiophene derivative, (2,2′- bithiophene)-3,5,5′-trisulfonic acid, α2-SO3H, were investigated in organic or aqueous solution, in neat oil form, and in the solid state by cointercalation with different amounts of the surfactant 1- heptanesulfonate (HS) into a layered double hydroxide (LDH). In solution the fluorescence quantum yield (ϕF) of α2-SO3H increases by 1 order of magnitude when compared to the unsubstituted bithiophene (α2) counterpart. However, the most dramatic change is obtained when α2-SO3H is incorporated with HS into a Zn,Al-LDH, where values of ϕF up to 58% are obtained in comparison with values of 4% for neat α2-SO3H (as an oil) and 2% for an LDH containing only α2-SO3H. In the solid state (LDH), in addition to the monomeric form of α2-SO3H, H- and other types of aggregates are present, which are found to be dependent on the percentage HS content. Time-resolved fluorescence studies further rationalize this behavior with single and double exponential decays mirroring the contributions of monomers and aggregates. The study validates a strategy of increasing fluorescence in the solid state by introduction of electrodonating groups and isolation of the α2-SO3H units within the LDH structure with an appropriate surfactant (HS). |
publishDate |
2021 |
dc.date.none.fl_str_mv |
2021 |
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/10316/107460 http://hdl.handle.net/10316/107460 https://doi.org/10.1021/acs.jpcc.1c00240 |
url |
http://hdl.handle.net/10316/107460 https://doi.org/10.1021/acs.jpcc.1c00240 |
dc.language.iso.fl_str_mv |
eng |
language |
eng |
dc.relation.none.fl_str_mv |
1932-7447 1932-7455 |
dc.rights.driver.fl_str_mv |
info:eu-repo/semantics/openAccess |
eu_rights_str_mv |
openAccess |
dc.publisher.none.fl_str_mv |
ACS American Chemical Society |
publisher.none.fl_str_mv |
ACS American Chemical Society |
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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1799134124446842880 |