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High-Efficiency Sky Blue-To-Green Fluorescent Emitters Based on 3-Pyridinecarbonitrile Derivatives

The pyridinecarbonitrile derivative is well known as an acceptor unit in fluorescent materials. However, its use in thermally activated delayed fluorescent (TADF) emitters is very limited compared with its benzenecarbonitrile counterparts. Very recently, we developed a series of 4-pyridinecarbonitri...

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Autores principales: Masuda, Yuki, Sasabe, Hisahiro, Arai, Hiroki, Onuma, Natsuki, Kido, Junji
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Frontiers Media S.A. 2019
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6491696/
https://www.ncbi.nlm.nih.gov/pubmed/31069215
http://dx.doi.org/10.3389/fchem.2019.00254
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author Masuda, Yuki
Sasabe, Hisahiro
Arai, Hiroki
Onuma, Natsuki
Kido, Junji
author_facet Masuda, Yuki
Sasabe, Hisahiro
Arai, Hiroki
Onuma, Natsuki
Kido, Junji
author_sort Masuda, Yuki
collection PubMed
description The pyridinecarbonitrile derivative is well known as an acceptor unit in fluorescent materials. However, its use in thermally activated delayed fluorescent (TADF) emitters is very limited compared with its benzenecarbonitrile counterparts. Very recently, we developed a series of 4-pyridinecarbonitrile, so-called isonicotinonitrile derivatives, as a highly efficient sky blue-to-green TADF emitters realizing low-drive-voltage organic light-emitting devices (OLEDs). In this work, we contributed new design and development for three 3-pyridinecarbonitrile-based TADF emitters named 2AcNN, 2PXZNN, and 5PXZNN. Among these emitters, a sky blue emitter, 2AcNN, showed a maximum external quantum efficiency (η(ext,max)) of 12% with CIE (0.19, 0.36). While green emitters, 5PXZNN and 2PXZNN, realized highly efficient TADF OLEDs with a η(ext,max) of 16–20%. Introduction of electron-donor moiety into the 2-position of 3-pyridinecarbonitrile contributes a larger overlapping of frontier molecular orbitals (FMOs) and stronger intramolecular charge transfer (ICT) interaction generating efficient TADF emitters.
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spelling pubmed-64916962019-05-08 High-Efficiency Sky Blue-To-Green Fluorescent Emitters Based on 3-Pyridinecarbonitrile Derivatives Masuda, Yuki Sasabe, Hisahiro Arai, Hiroki Onuma, Natsuki Kido, Junji Front Chem Chemistry The pyridinecarbonitrile derivative is well known as an acceptor unit in fluorescent materials. However, its use in thermally activated delayed fluorescent (TADF) emitters is very limited compared with its benzenecarbonitrile counterparts. Very recently, we developed a series of 4-pyridinecarbonitrile, so-called isonicotinonitrile derivatives, as a highly efficient sky blue-to-green TADF emitters realizing low-drive-voltage organic light-emitting devices (OLEDs). In this work, we contributed new design and development for three 3-pyridinecarbonitrile-based TADF emitters named 2AcNN, 2PXZNN, and 5PXZNN. Among these emitters, a sky blue emitter, 2AcNN, showed a maximum external quantum efficiency (η(ext,max)) of 12% with CIE (0.19, 0.36). While green emitters, 5PXZNN and 2PXZNN, realized highly efficient TADF OLEDs with a η(ext,max) of 16–20%. Introduction of electron-donor moiety into the 2-position of 3-pyridinecarbonitrile contributes a larger overlapping of frontier molecular orbitals (FMOs) and stronger intramolecular charge transfer (ICT) interaction generating efficient TADF emitters. Frontiers Media S.A. 2019-04-24 /pmc/articles/PMC6491696/ /pubmed/31069215 http://dx.doi.org/10.3389/fchem.2019.00254 Text en Copyright © 2019 Masuda, Sasabe, Arai, Onuma and Kido. http://creativecommons.org/licenses/by/4.0/ This is an open-access article distributed under the terms of the Creative Commons Attribution License (CC BY). The use, distribution or reproduction in other forums is permitted, provided the original author(s) and the copyright owner(s) are credited and that the original publication in this journal is cited, in accordance with accepted academic practice. No use, distribution or reproduction is permitted which does not comply with these terms.
spellingShingle Chemistry
Masuda, Yuki
Sasabe, Hisahiro
Arai, Hiroki
Onuma, Natsuki
Kido, Junji
High-Efficiency Sky Blue-To-Green Fluorescent Emitters Based on 3-Pyridinecarbonitrile Derivatives
title High-Efficiency Sky Blue-To-Green Fluorescent Emitters Based on 3-Pyridinecarbonitrile Derivatives
title_full High-Efficiency Sky Blue-To-Green Fluorescent Emitters Based on 3-Pyridinecarbonitrile Derivatives
title_fullStr High-Efficiency Sky Blue-To-Green Fluorescent Emitters Based on 3-Pyridinecarbonitrile Derivatives
title_full_unstemmed High-Efficiency Sky Blue-To-Green Fluorescent Emitters Based on 3-Pyridinecarbonitrile Derivatives
title_short High-Efficiency Sky Blue-To-Green Fluorescent Emitters Based on 3-Pyridinecarbonitrile Derivatives
title_sort high-efficiency sky blue-to-green fluorescent emitters based on 3-pyridinecarbonitrile derivatives
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6491696/
https://www.ncbi.nlm.nih.gov/pubmed/31069215
http://dx.doi.org/10.3389/fchem.2019.00254
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