Tuning the Behavior of a Hydrotalcite-Supported Sulfonated Bithiophene from Aggregation-Caused Quenching to Efficient Monomer Luminescence

Detalhes bibliográficos
Autor(a) principal: Delgado Pinar, Estefanía
Data de Publicação: 2021
Outros Autores: Costa, Ana L., Gonçalves, Isabel S., Pineiro, Marta, Pillinger, Martyn, Melo, J. Sérgio Seixas de
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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spelling 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
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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)
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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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