Título: | DIPHENYL-SUBSTITUTED PYRIDINE-3,5-DICARBONITRILE AND FLUORENYL-SUBSTITUTED BENZOTHIADIAZOLE DERIVATIVES: SYNTHESIS OF NEW FLUORESCENT COMPOUNDS WITH EXTENDED CONJUGATION FOR OPTOELECTRONIC APPLICATIONS | ||||||||||||
Autor: |
CAROLINA VESGA HERNANDEZ |
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Colaborador(es): |
JONES LIMBERGER - Orientador |
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Catalogação: | 27/MAR/2023 | Língua(s): | ENGLISH - UNITED STATES |
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Tipo: | TEXT | Subtipo: | THESIS | ||||||||||
Notas: |
[pt] Todos os dados constantes dos documentos são de inteira responsabilidade de seus autores. Os dados utilizados nas descrições dos documentos estão em conformidade com os sistemas da administração da PUC-Rio. [en] All data contained in the documents are the sole responsibility of the authors. The data used in the descriptions of the documents are in conformity with the systems of the administration of PUC-Rio. |
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Referência(s): |
[pt] https://www.maxwell.vrac.puc-rio.br/projetosEspeciais/ETDs/consultas/conteudo.php?strSecao=resultado&nrSeq=62083&idi=1 [en] https://www.maxwell.vrac.puc-rio.br/projetosEspeciais/ETDs/consultas/conteudo.php?strSecao=resultado&nrSeq=62083&idi=2 |
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DOI: | https://doi.org/10.17771/PUCRio.acad.62083 | ||||||||||||
Resumo: | |||||||||||||
The design of push-pull structures has led to compounds with
interesting photophysical properties. This includes Aggregation-Induced
Emission (AIE) and Aggregation-induced Enhanced Emission (AIEE), which
are important for emission in solid state and therefore for applications in
optoelectronic devices. Aiming AIEE, new fluorescent compounds with D-Pi-A and D-A-D characteristics were designed. Using computational tools,
simulations were made to calculate their theoretical properties and validate
if were appropriate for the successive development of the synthetic routes.
The present work reports two new series of diphenyl-substituted pyridine3,5-dicarbonitrile (PPC) derivatives and fluorenyl-substituted 2,1,3-benzothiadiazole (FL-BTD) derivatives, synthetized using D-Pi-A and D-AD structures, respectively. The compounds presented high fluorescence
quantum yields in solution, up to 0.71 in the PPC series and up to 0.67 in
the FL-BTD series, displaying suitable band gaps for application as emitting
layers in OLEDs. Five compounds displayed enhancement of luminescence
in THF solutions containing water fraction (fw) from 70 percent up to bigger than 90 percent,
indicating AIEE properties. Among these, the derivative FL-BTD-OAM stood
out, and an OLED device was built using it as an emitting layer, obtaining
promising results with a device operating with high bright (luminance of
6450 cd m-2), good irradiance (503 mW cm-2) and reasonable current
efficiency (0.84 cd/A).
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