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Stereoisomer-Independent Stable Blue Emission in Axial Chiral Difluorenol

Bulky conjugated molecules with high stability are the prerequisite for the overall improvement of performance in wide-bandgap semiconductors. Herein, a chiral difluorenol, 2,2′-(9,9′-spirobi[fluorene]-2,2′-diyl)bis(9-(4-(octyloxy)phenyl)-9H-fluoren-9-ol) (DOHSBF), is set as a desirable model to rev...

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Autores principales: Yu, Mengna, Jia, Xiong, Lin, Dongqing, Du, Xue, Jin, Dong, Wei, Ying, Xie, Linghai, Huang, Wei
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Frontiers Media S.A. 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8446198/
https://www.ncbi.nlm.nih.gov/pubmed/34540799
http://dx.doi.org/10.3389/fchem.2021.717892
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author Yu, Mengna
Jia, Xiong
Lin, Dongqing
Du, Xue
Jin, Dong
Wei, Ying
Xie, Linghai
Huang, Wei
author_facet Yu, Mengna
Jia, Xiong
Lin, Dongqing
Du, Xue
Jin, Dong
Wei, Ying
Xie, Linghai
Huang, Wei
author_sort Yu, Mengna
collection PubMed
description Bulky conjugated molecules with high stability are the prerequisite for the overall improvement of performance in wide-bandgap semiconductors. Herein, a chiral difluorenol, 2,2′-(9,9′-spirobi[fluorene]-2,2′-diyl)bis(9-(4-(octyloxy)phenyl)-9H-fluoren-9-ol) (DOHSBF), is set as a desirable model to reveal the stereoisomeric effects of wide-bandgap molecules toward controlling photophysical behavior and improving thermal and optical stability. Three diastereomers are obtained and elucidated by NMR spectra. Interestingly, the effect of modifying the stereo-centers is not observed on optical properties in solutions, pristine films, or post-treated film states. All three diastereomers as well as the mixture exhibit excellent spectral stability without undesirable green emission. Therefore, this stereoisomer-independent blue-emitting difluorenol will be a promising candidate for next-generation wide-bandgap semiconductors that would have extensive application in organic photonics.
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spelling pubmed-84461982021-09-18 Stereoisomer-Independent Stable Blue Emission in Axial Chiral Difluorenol Yu, Mengna Jia, Xiong Lin, Dongqing Du, Xue Jin, Dong Wei, Ying Xie, Linghai Huang, Wei Front Chem Chemistry Bulky conjugated molecules with high stability are the prerequisite for the overall improvement of performance in wide-bandgap semiconductors. Herein, a chiral difluorenol, 2,2′-(9,9′-spirobi[fluorene]-2,2′-diyl)bis(9-(4-(octyloxy)phenyl)-9H-fluoren-9-ol) (DOHSBF), is set as a desirable model to reveal the stereoisomeric effects of wide-bandgap molecules toward controlling photophysical behavior and improving thermal and optical stability. Three diastereomers are obtained and elucidated by NMR spectra. Interestingly, the effect of modifying the stereo-centers is not observed on optical properties in solutions, pristine films, or post-treated film states. All three diastereomers as well as the mixture exhibit excellent spectral stability without undesirable green emission. Therefore, this stereoisomer-independent blue-emitting difluorenol will be a promising candidate for next-generation wide-bandgap semiconductors that would have extensive application in organic photonics. Frontiers Media S.A. 2021-09-03 /pmc/articles/PMC8446198/ /pubmed/34540799 http://dx.doi.org/10.3389/fchem.2021.717892 Text en Copyright © 2021 Yu, Jia, Lin, Du, Jin, Wei, Xie and Huang. https://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
Yu, Mengna
Jia, Xiong
Lin, Dongqing
Du, Xue
Jin, Dong
Wei, Ying
Xie, Linghai
Huang, Wei
Stereoisomer-Independent Stable Blue Emission in Axial Chiral Difluorenol
title Stereoisomer-Independent Stable Blue Emission in Axial Chiral Difluorenol
title_full Stereoisomer-Independent Stable Blue Emission in Axial Chiral Difluorenol
title_fullStr Stereoisomer-Independent Stable Blue Emission in Axial Chiral Difluorenol
title_full_unstemmed Stereoisomer-Independent Stable Blue Emission in Axial Chiral Difluorenol
title_short Stereoisomer-Independent Stable Blue Emission in Axial Chiral Difluorenol
title_sort stereoisomer-independent stable blue emission in axial chiral difluorenol
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8446198/
https://www.ncbi.nlm.nih.gov/pubmed/34540799
http://dx.doi.org/10.3389/fchem.2021.717892
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