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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...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
Frontiers Media S.A.
2019
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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. |
format | Online Article Text |
id | pubmed-6491696 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2019 |
publisher | Frontiers Media S.A. |
record_format | MEDLINE/PubMed |
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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