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Novel D-A-D Fluorescent Dyes Based on 9-(p-Tolyl)-2,3,4,4a,9,9a-hexahydro-1H-carbazole as a Donor Unit for Solution-Processed Organic Light-Emitting-Diodes

New fluorescent D-A-D dyes containing 9-(p-tolyl)-2,3,4,4a,9,9a-hexahydro-1H-carbazole as a donor unit and 2,1,3-benzochalcogenadiazoles as an electron-withdrawing group were synthesized. The photoluminescent and electroluminescent properties of novel dyes for fluorescent OLED application were inves...

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Autores principales: Korshunov, Vladislav M., Mikhailov, Maxim S., Chmovzh, Timofey N., Vashchenko, Andrey A., Gudim, Nikita S., Mikhalchenko, Lyudmila V., Taydakov, Ilya V., Rakitin, Oleg A.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8151704/
https://www.ncbi.nlm.nih.gov/pubmed/34066150
http://dx.doi.org/10.3390/molecules26102872
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author Korshunov, Vladislav M.
Mikhailov, Maxim S.
Chmovzh, Timofey N.
Vashchenko, Andrey A.
Gudim, Nikita S.
Mikhalchenko, Lyudmila V.
Taydakov, Ilya V.
Rakitin, Oleg A.
author_facet Korshunov, Vladislav M.
Mikhailov, Maxim S.
Chmovzh, Timofey N.
Vashchenko, Andrey A.
Gudim, Nikita S.
Mikhalchenko, Lyudmila V.
Taydakov, Ilya V.
Rakitin, Oleg A.
author_sort Korshunov, Vladislav M.
collection PubMed
description New fluorescent D-A-D dyes containing 9-(p-tolyl)-2,3,4,4a,9,9a-hexahydro-1H-carbazole as a donor unit and 2,1,3-benzochalcogenadiazoles as an electron-withdrawing group were synthesized. The photoluminescent and electroluminescent properties of novel dyes for fluorescent OLED application were investigated. It was demonstrated that the replacement of lightweight heteroatoms by heavier ones enables the fine tuning of the maximum emission without significantly reducing the luminescence quantum yield. The maximum quantum yield value of 62.6% for derivatives based on 2,1,3-benzoxadiazole (1a) in cyclohexane was achieved. Two devices with the architecture of glass/ITO/PEDOT-PSS/poly-TPD/EML/TPBi/LiF/Al (EML = emitting layer) were fabricated to check the suitability of the synthesized compounds as a single active emission layer in OLED. These OLEDs exhibited clear red electroluminescence of the dyes with the maximum current efficiency of 0.85 Cd/A.
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spelling pubmed-81517042021-05-27 Novel D-A-D Fluorescent Dyes Based on 9-(p-Tolyl)-2,3,4,4a,9,9a-hexahydro-1H-carbazole as a Donor Unit for Solution-Processed Organic Light-Emitting-Diodes Korshunov, Vladislav M. Mikhailov, Maxim S. Chmovzh, Timofey N. Vashchenko, Andrey A. Gudim, Nikita S. Mikhalchenko, Lyudmila V. Taydakov, Ilya V. Rakitin, Oleg A. Molecules Article New fluorescent D-A-D dyes containing 9-(p-tolyl)-2,3,4,4a,9,9a-hexahydro-1H-carbazole as a donor unit and 2,1,3-benzochalcogenadiazoles as an electron-withdrawing group were synthesized. The photoluminescent and electroluminescent properties of novel dyes for fluorescent OLED application were investigated. It was demonstrated that the replacement of lightweight heteroatoms by heavier ones enables the fine tuning of the maximum emission without significantly reducing the luminescence quantum yield. The maximum quantum yield value of 62.6% for derivatives based on 2,1,3-benzoxadiazole (1a) in cyclohexane was achieved. Two devices with the architecture of glass/ITO/PEDOT-PSS/poly-TPD/EML/TPBi/LiF/Al (EML = emitting layer) were fabricated to check the suitability of the synthesized compounds as a single active emission layer in OLED. These OLEDs exhibited clear red electroluminescence of the dyes with the maximum current efficiency of 0.85 Cd/A. MDPI 2021-05-12 /pmc/articles/PMC8151704/ /pubmed/34066150 http://dx.doi.org/10.3390/molecules26102872 Text en © 2021 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Korshunov, Vladislav M.
Mikhailov, Maxim S.
Chmovzh, Timofey N.
Vashchenko, Andrey A.
Gudim, Nikita S.
Mikhalchenko, Lyudmila V.
Taydakov, Ilya V.
Rakitin, Oleg A.
Novel D-A-D Fluorescent Dyes Based on 9-(p-Tolyl)-2,3,4,4a,9,9a-hexahydro-1H-carbazole as a Donor Unit for Solution-Processed Organic Light-Emitting-Diodes
title Novel D-A-D Fluorescent Dyes Based on 9-(p-Tolyl)-2,3,4,4a,9,9a-hexahydro-1H-carbazole as a Donor Unit for Solution-Processed Organic Light-Emitting-Diodes
title_full Novel D-A-D Fluorescent Dyes Based on 9-(p-Tolyl)-2,3,4,4a,9,9a-hexahydro-1H-carbazole as a Donor Unit for Solution-Processed Organic Light-Emitting-Diodes
title_fullStr Novel D-A-D Fluorescent Dyes Based on 9-(p-Tolyl)-2,3,4,4a,9,9a-hexahydro-1H-carbazole as a Donor Unit for Solution-Processed Organic Light-Emitting-Diodes
title_full_unstemmed Novel D-A-D Fluorescent Dyes Based on 9-(p-Tolyl)-2,3,4,4a,9,9a-hexahydro-1H-carbazole as a Donor Unit for Solution-Processed Organic Light-Emitting-Diodes
title_short Novel D-A-D Fluorescent Dyes Based on 9-(p-Tolyl)-2,3,4,4a,9,9a-hexahydro-1H-carbazole as a Donor Unit for Solution-Processed Organic Light-Emitting-Diodes
title_sort novel d-a-d fluorescent dyes based on 9-(p-tolyl)-2,3,4,4a,9,9a-hexahydro-1h-carbazole as a donor unit for solution-processed organic light-emitting-diodes
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8151704/
https://www.ncbi.nlm.nih.gov/pubmed/34066150
http://dx.doi.org/10.3390/molecules26102872
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