Designing highly fluorescent, arylated poly(phenylene vinylene)s of intrinsic microporosity
Autor(a) principal: | |
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Data de Publicação: | 2020 |
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/10316/90920 https://doi.org/10.1039/C9TC06028F |
Resumo: | Three new polymers containing tetraphenylethylene and diphenyl-dinaphthylethylene cores and their corresponding monomeric model compounds were synthesized and fully characterized aiming to investigate their photoluminescence efficiency, microporosity and Brunauer–Emmett–Teller-derived surface areas (SBET). Comprehensive photophysical characterization was undertaken in the solid state (powder and thin films), in tetrahydrofuran (THF) solution and in mixtures of “good” and “poor” solvent to induce aggregation (THF:water mixtures). Aggregation induced emission (AIE) was found for the tert-butyl-TPE monomer and polymer and diphenyl-dinaphthylethylene monomer with the increase of the water amount in THF:water mixtures and in the solid state. The tert-butyl substituted TPE derivatives display the highest fluorescence quantum yield (ϕF) values: 0.14 to 0.30 (in powder) and 0.46 to 0.64 in thin films. In contrast, with the diphenyl-dinaphthylethylene (meta and para-phenylene) polymers aggregation caused quenching (ACQ) occurs in THF:water mixtures (ϕF ≤ 0.011) and in the solid state (ϕF ≤ 0.012). The microporosity of the soluble conjugated polymers as potential conjugated polymers of intrinsic microporosity (cPIMs) was further investigated. The SBET of the polymers were related to their optical properties. The polymers show an attractive combination of high SBET surface area (417 m2 g−1) and the occurrence of distinct AIE effects for the tert-butyl-TPE polymer while the diphenyl-dinaphthylethylene polymers do not exhibit microporosity (SBET ≤ 17 m2 g−1) and show ACQ behavior. |
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Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) |
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7160 |
spelling |
Designing highly fluorescent, arylated poly(phenylene vinylene)s of intrinsic microporosityThree new polymers containing tetraphenylethylene and diphenyl-dinaphthylethylene cores and their corresponding monomeric model compounds were synthesized and fully characterized aiming to investigate their photoluminescence efficiency, microporosity and Brunauer–Emmett–Teller-derived surface areas (SBET). Comprehensive photophysical characterization was undertaken in the solid state (powder and thin films), in tetrahydrofuran (THF) solution and in mixtures of “good” and “poor” solvent to induce aggregation (THF:water mixtures). Aggregation induced emission (AIE) was found for the tert-butyl-TPE monomer and polymer and diphenyl-dinaphthylethylene monomer with the increase of the water amount in THF:water mixtures and in the solid state. The tert-butyl substituted TPE derivatives display the highest fluorescence quantum yield (ϕF) values: 0.14 to 0.30 (in powder) and 0.46 to 0.64 in thin films. In contrast, with the diphenyl-dinaphthylethylene (meta and para-phenylene) polymers aggregation caused quenching (ACQ) occurs in THF:water mixtures (ϕF ≤ 0.011) and in the solid state (ϕF ≤ 0.012). The microporosity of the soluble conjugated polymers as potential conjugated polymers of intrinsic microporosity (cPIMs) was further investigated. The SBET of the polymers were related to their optical properties. The polymers show an attractive combination of high SBET surface area (417 m2 g−1) and the occurrence of distinct AIE effects for the tert-butyl-TPE polymer while the diphenyl-dinaphthylethylene polymers do not exhibit microporosity (SBET ≤ 17 m2 g−1) and show ACQ behavior.Royal Society of Chemistry2020info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articlehttp://hdl.handle.net/10316/90920http://hdl.handle.net/10316/90920https://doi.org/10.1039/C9TC06028Feng2050-75262050-7534https://pubs.rsc.org/en/content/articlelanding/2020/TC/C9TC06028F#!divAbstractRodrigues, Ana Clara B.Geisler, Isabell S.Klein, PatrickPina, JoãoNeuhaus, Fabian J. H.Dreher, ElkeLehmann, Christian W.Scherf, UllrichMelo, 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:RCAAP2022-05-25T05:44:00Zoai:estudogeral.uc.pt:10316/90920Portal AgregadorONGhttps://www.rcaap.pt/oai/openaireopendoar:71602024-03-19T21:10:54.508378Repositório 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 |
Designing highly fluorescent, arylated poly(phenylene vinylene)s of intrinsic microporosity |
title |
Designing highly fluorescent, arylated poly(phenylene vinylene)s of intrinsic microporosity |
spellingShingle |
Designing highly fluorescent, arylated poly(phenylene vinylene)s of intrinsic microporosity Rodrigues, Ana Clara B. |
title_short |
Designing highly fluorescent, arylated poly(phenylene vinylene)s of intrinsic microporosity |
title_full |
Designing highly fluorescent, arylated poly(phenylene vinylene)s of intrinsic microporosity |
title_fullStr |
Designing highly fluorescent, arylated poly(phenylene vinylene)s of intrinsic microporosity |
title_full_unstemmed |
Designing highly fluorescent, arylated poly(phenylene vinylene)s of intrinsic microporosity |
title_sort |
Designing highly fluorescent, arylated poly(phenylene vinylene)s of intrinsic microporosity |
author |
Rodrigues, Ana Clara B. |
author_facet |
Rodrigues, Ana Clara B. Geisler, Isabell S. Klein, Patrick Pina, João Neuhaus, Fabian J. H. Dreher, Elke Lehmann, Christian W. Scherf, Ullrich Melo, J. Sérgio Seixas de |
author_role |
author |
author2 |
Geisler, Isabell S. Klein, Patrick Pina, João Neuhaus, Fabian J. H. Dreher, Elke Lehmann, Christian W. Scherf, Ullrich Melo, J. Sérgio Seixas de |
author2_role |
author author author author author author author author |
dc.contributor.author.fl_str_mv |
Rodrigues, Ana Clara B. Geisler, Isabell S. Klein, Patrick Pina, João Neuhaus, Fabian J. H. Dreher, Elke Lehmann, Christian W. Scherf, Ullrich Melo, J. Sérgio Seixas de |
description |
Three new polymers containing tetraphenylethylene and diphenyl-dinaphthylethylene cores and their corresponding monomeric model compounds were synthesized and fully characterized aiming to investigate their photoluminescence efficiency, microporosity and Brunauer–Emmett–Teller-derived surface areas (SBET). Comprehensive photophysical characterization was undertaken in the solid state (powder and thin films), in tetrahydrofuran (THF) solution and in mixtures of “good” and “poor” solvent to induce aggregation (THF:water mixtures). Aggregation induced emission (AIE) was found for the tert-butyl-TPE monomer and polymer and diphenyl-dinaphthylethylene monomer with the increase of the water amount in THF:water mixtures and in the solid state. The tert-butyl substituted TPE derivatives display the highest fluorescence quantum yield (ϕF) values: 0.14 to 0.30 (in powder) and 0.46 to 0.64 in thin films. In contrast, with the diphenyl-dinaphthylethylene (meta and para-phenylene) polymers aggregation caused quenching (ACQ) occurs in THF:water mixtures (ϕF ≤ 0.011) and in the solid state (ϕF ≤ 0.012). The microporosity of the soluble conjugated polymers as potential conjugated polymers of intrinsic microporosity (cPIMs) was further investigated. The SBET of the polymers were related to their optical properties. The polymers show an attractive combination of high SBET surface area (417 m2 g−1) and the occurrence of distinct AIE effects for the tert-butyl-TPE polymer while the diphenyl-dinaphthylethylene polymers do not exhibit microporosity (SBET ≤ 17 m2 g−1) and show ACQ behavior. |
publishDate |
2020 |
dc.date.none.fl_str_mv |
2020 |
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/10316/90920 http://hdl.handle.net/10316/90920 https://doi.org/10.1039/C9TC06028F |
url |
http://hdl.handle.net/10316/90920 https://doi.org/10.1039/C9TC06028F |
dc.language.iso.fl_str_mv |
eng |
language |
eng |
dc.relation.none.fl_str_mv |
2050-7526 2050-7534 https://pubs.rsc.org/en/content/articlelanding/2020/TC/C9TC06028F#!divAbstract |
dc.rights.driver.fl_str_mv |
info:eu-repo/semantics/openAccess |
eu_rights_str_mv |
openAccess |
dc.publisher.none.fl_str_mv |
Royal Society of Chemistry |
publisher.none.fl_str_mv |
Royal Society of Chemistry |
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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1799134005352726528 |