Cargando…

OBO-Fused Benzo[fg]tetracene as Acceptor With Potential for Thermally Activated Delayed Fluorescence Emitters

Six luminophores bearing an OBO-fused benzo[fg]tetracene core as an electron acceptor were designed and synthesized. The molecular structures of three molecules (PXZ-OBO, 5PXZ-OBO, 5DMAC-OBO) were determined by single crystal X-ray diffraction studies and revealed significant torsion between the don...

Descripción completa

Detalles Bibliográficos
Autores principales: Zhang, Zhen, Kumar, Shiv, Bagnich, Sergey, Spuling, Eduard, Hundemer, Fabian, Nieger, Martin, Hassan, Zahid, Köhler, Anna, Zysman-Colman, Eli, Bräse, Stefan
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Frontiers Media S.A. 2020
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7555999/
https://www.ncbi.nlm.nih.gov/pubmed/33195051
http://dx.doi.org/10.3389/fchem.2020.563411
_version_ 1783594138279608320
author Zhang, Zhen
Kumar, Shiv
Bagnich, Sergey
Spuling, Eduard
Hundemer, Fabian
Nieger, Martin
Hassan, Zahid
Köhler, Anna
Zysman-Colman, Eli
Bräse, Stefan
author_facet Zhang, Zhen
Kumar, Shiv
Bagnich, Sergey
Spuling, Eduard
Hundemer, Fabian
Nieger, Martin
Hassan, Zahid
Köhler, Anna
Zysman-Colman, Eli
Bräse, Stefan
author_sort Zhang, Zhen
collection PubMed
description Six luminophores bearing an OBO-fused benzo[fg]tetracene core as an electron acceptor were designed and synthesized. The molecular structures of three molecules (PXZ-OBO, 5PXZ-OBO, 5DMAC-OBO) were determined by single crystal X-ray diffraction studies and revealed significant torsion between the donor moieties and the OBO acceptor with dihedral angles between 75.5 and 86.2°. Photophysical studies demonstrate that blue and deep blue emission can be realized with photoluminescence maxima (λ(PL)) ranging from 415 to 480 nm in mCP films. The emission energy is modulated by simply varying the strength of the donor heterocycle, the number of donors, and their position relative to the acceptor. Although the DMAC derivatives show negligible delayed emission because of their large singlet-triplet excited state energy difference, ΔE(ST), PXZ-based molecules, especially PXZ-OBO with an experimental ΔE(ST) of 0.25 eV, demonstrate delayed emission in blend mCP films at room temperature, which suggests triplet exciton harvesting occurs in these samples, potentially by thermally activated delayed fluorescence.
format Online
Article
Text
id pubmed-7555999
institution National Center for Biotechnology Information
language English
publishDate 2020
publisher Frontiers Media S.A.
record_format MEDLINE/PubMed
spelling pubmed-75559992020-11-13 OBO-Fused Benzo[fg]tetracene as Acceptor With Potential for Thermally Activated Delayed Fluorescence Emitters Zhang, Zhen Kumar, Shiv Bagnich, Sergey Spuling, Eduard Hundemer, Fabian Nieger, Martin Hassan, Zahid Köhler, Anna Zysman-Colman, Eli Bräse, Stefan Front Chem Chemistry Six luminophores bearing an OBO-fused benzo[fg]tetracene core as an electron acceptor were designed and synthesized. The molecular structures of three molecules (PXZ-OBO, 5PXZ-OBO, 5DMAC-OBO) were determined by single crystal X-ray diffraction studies and revealed significant torsion between the donor moieties and the OBO acceptor with dihedral angles between 75.5 and 86.2°. Photophysical studies demonstrate that blue and deep blue emission can be realized with photoluminescence maxima (λ(PL)) ranging from 415 to 480 nm in mCP films. The emission energy is modulated by simply varying the strength of the donor heterocycle, the number of donors, and their position relative to the acceptor. Although the DMAC derivatives show negligible delayed emission because of their large singlet-triplet excited state energy difference, ΔE(ST), PXZ-based molecules, especially PXZ-OBO with an experimental ΔE(ST) of 0.25 eV, demonstrate delayed emission in blend mCP films at room temperature, which suggests triplet exciton harvesting occurs in these samples, potentially by thermally activated delayed fluorescence. Frontiers Media S.A. 2020-09-30 /pmc/articles/PMC7555999/ /pubmed/33195051 http://dx.doi.org/10.3389/fchem.2020.563411 Text en Copyright © 2020 Zhang, Kumar, Bagnich, Spuling, Hundemer, Nieger, Hassan, Köhler, Zysman-Colman and Bräse. 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
Zhang, Zhen
Kumar, Shiv
Bagnich, Sergey
Spuling, Eduard
Hundemer, Fabian
Nieger, Martin
Hassan, Zahid
Köhler, Anna
Zysman-Colman, Eli
Bräse, Stefan
OBO-Fused Benzo[fg]tetracene as Acceptor With Potential for Thermally Activated Delayed Fluorescence Emitters
title OBO-Fused Benzo[fg]tetracene as Acceptor With Potential for Thermally Activated Delayed Fluorescence Emitters
title_full OBO-Fused Benzo[fg]tetracene as Acceptor With Potential for Thermally Activated Delayed Fluorescence Emitters
title_fullStr OBO-Fused Benzo[fg]tetracene as Acceptor With Potential for Thermally Activated Delayed Fluorescence Emitters
title_full_unstemmed OBO-Fused Benzo[fg]tetracene as Acceptor With Potential for Thermally Activated Delayed Fluorescence Emitters
title_short OBO-Fused Benzo[fg]tetracene as Acceptor With Potential for Thermally Activated Delayed Fluorescence Emitters
title_sort obo-fused benzo[fg]tetracene as acceptor with potential for thermally activated delayed fluorescence emitters
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7555999/
https://www.ncbi.nlm.nih.gov/pubmed/33195051
http://dx.doi.org/10.3389/fchem.2020.563411
work_keys_str_mv AT zhangzhen obofusedbenzofgtetraceneasacceptorwithpotentialforthermallyactivateddelayedfluorescenceemitters
AT kumarshiv obofusedbenzofgtetraceneasacceptorwithpotentialforthermallyactivateddelayedfluorescenceemitters
AT bagnichsergey obofusedbenzofgtetraceneasacceptorwithpotentialforthermallyactivateddelayedfluorescenceemitters
AT spulingeduard obofusedbenzofgtetraceneasacceptorwithpotentialforthermallyactivateddelayedfluorescenceemitters
AT hundemerfabian obofusedbenzofgtetraceneasacceptorwithpotentialforthermallyactivateddelayedfluorescenceemitters
AT niegermartin obofusedbenzofgtetraceneasacceptorwithpotentialforthermallyactivateddelayedfluorescenceemitters
AT hassanzahid obofusedbenzofgtetraceneasacceptorwithpotentialforthermallyactivateddelayedfluorescenceemitters
AT kohleranna obofusedbenzofgtetraceneasacceptorwithpotentialforthermallyactivateddelayedfluorescenceemitters
AT zysmancolmaneli obofusedbenzofgtetraceneasacceptorwithpotentialforthermallyactivateddelayedfluorescenceemitters
AT brasestefan obofusedbenzofgtetraceneasacceptorwithpotentialforthermallyactivateddelayedfluorescenceemitters