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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
Colaborador(es): JONES LIMBERGER - Orientador
Catalogação: 27/MAR/2023 Língua(s): ENGLISH - UNITED STATES
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.
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
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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