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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doaj-79645191d104492dba459fa95954ba3b2021-09-04T07:15:46ZengFrontiers Media S.A.Frontiers in Chemistry2296-26462021-09-01910.3389/fchem.2021.717892717892Stereoisomer-Independent Stable Blue Emission in Axial Chiral DifluorenolMengna Yu0Xiong Jia1Dongqing Lin2Xue Du3Dong Jin4Ying Wei5Linghai Xie6Linghai Xie7Wei Huang8Wei Huang9Center for Molecular Systems and Organic Devices (CMSOD), State Key Laboratory for Organic Electronics and Information Displays, Institute of Advanced Materials (IAM), Nanjing University of Posts and Telecommunications, Nanjing, ChinaCenter for Molecular Systems and Organic Devices (CMSOD), State Key Laboratory for Organic Electronics and Information Displays, Institute of Advanced Materials (IAM), Nanjing University of Posts and Telecommunications, Nanjing, ChinaCenter for Molecular Systems and Organic Devices (CMSOD), State Key Laboratory for Organic Electronics and Information Displays, Institute of Advanced Materials (IAM), Nanjing University of Posts and Telecommunications, Nanjing, ChinaCenter for Molecular Systems and Organic Devices (CMSOD), State Key Laboratory for Organic Electronics and Information Displays, Institute of Advanced Materials (IAM), Nanjing University of Posts and Telecommunications, Nanjing, ChinaCenter for Molecular Systems and Organic Devices (CMSOD), State Key Laboratory for Organic Electronics and Information Displays, Institute of Advanced Materials (IAM), Nanjing University of Posts and Telecommunications, Nanjing, ChinaCenter for Molecular Systems and Organic Devices (CMSOD), State Key Laboratory for Organic Electronics and Information Displays, Institute of Advanced Materials (IAM), Nanjing University of Posts and Telecommunications, Nanjing, ChinaCenter for Molecular Systems and Organic Devices (CMSOD), State Key Laboratory for Organic Electronics and Information Displays, Institute of Advanced Materials (IAM), Nanjing University of Posts and Telecommunications, Nanjing, ChinaFrontiers Science Center for Flexible Electronics (FSCFE), MIIT Key Laboratory of Flexible Electronics (KLoFE), Northwestern Polytechnical University (NPU), Xi’an, ChinaCenter for Molecular Systems and Organic Devices (CMSOD), State Key Laboratory for Organic Electronics and Information Displays, Institute of Advanced Materials (IAM), Nanjing University of Posts and Telecommunications, Nanjing, ChinaFrontiers Science Center for Flexible Electronics (FSCFE), MIIT Key Laboratory of Flexible Electronics (KLoFE), Northwestern Polytechnical University (NPU), Xi’an, ChinaBulky 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.https://www.frontiersin.org/articles/10.3389/fchem.2021.717892/fullaxial chiraldeep bluestereoisomerdifluorenolspirobifluorene |
collection |
DOAJ |
language |
English |
format |
Article |
sources |
DOAJ |
author |
Mengna Yu Xiong Jia Dongqing Lin Xue Du Dong Jin Ying Wei Linghai Xie Linghai Xie Wei Huang Wei Huang |
spellingShingle |
Mengna Yu Xiong Jia Dongqing Lin Xue Du Dong Jin Ying Wei Linghai Xie Linghai Xie Wei Huang Wei Huang Stereoisomer-Independent Stable Blue Emission in Axial Chiral Difluorenol Frontiers in Chemistry axial chiral deep blue stereoisomer difluorenol spirobifluorene |
author_facet |
Mengna Yu Xiong Jia Dongqing Lin Xue Du Dong Jin Ying Wei Linghai Xie Linghai Xie Wei Huang Wei Huang |
author_sort |
Mengna Yu |
title |
Stereoisomer-Independent Stable Blue Emission in Axial Chiral Difluorenol |
title_short |
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_sort |
stereoisomer-independent stable blue emission in axial chiral difluorenol |
publisher |
Frontiers Media S.A. |
series |
Frontiers in Chemistry |
issn |
2296-2646 |
publishDate |
2021-09-01 |
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. |
topic |
axial chiral deep blue stereoisomer difluorenol spirobifluorene |
url |
https://www.frontiersin.org/articles/10.3389/fchem.2021.717892/full |
work_keys_str_mv |
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