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Thermally activated delayed fluorescent phenothiazine–dibenzo[a,j]phenazine–phenothiazine triads exhibiting tricolor-changing mechanochromic luminescence

Novel U-shaped donor–acceptor–donor (D–A–D) π-conjugated multi-functional molecules comprising dibenzo[a,j]phenazine (DBPHZ) as an acceptor and phenothiazines (PTZ) as donors have been developed. Most importantly, the D–A–D compounds exhibit not only distinct tricolor-changeable mechanochromic lumin...

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Autores principales: Okazaki, Masato, Takeda, Youhei, Data, Przemyslaw, Pander, Piotr, Higginbotham, Heather, Monkman, Andrew P., Minakata, Satoshi
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Royal Society of Chemistry 2017
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5433494/
https://www.ncbi.nlm.nih.gov/pubmed/28553504
http://dx.doi.org/10.1039/c6sc04863c
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author Okazaki, Masato
Takeda, Youhei
Data, Przemyslaw
Pander, Piotr
Higginbotham, Heather
Monkman, Andrew P.
Minakata, Satoshi
author_facet Okazaki, Masato
Takeda, Youhei
Data, Przemyslaw
Pander, Piotr
Higginbotham, Heather
Monkman, Andrew P.
Minakata, Satoshi
author_sort Okazaki, Masato
collection PubMed
description Novel U-shaped donor–acceptor–donor (D–A–D) π-conjugated multi-functional molecules comprising dibenzo[a,j]phenazine (DBPHZ) as an acceptor and phenothiazines (PTZ) as donors have been developed. Most importantly, the D–A–D compounds exhibit not only distinct tricolor-changeable mechanochromic luminescence (MCL) properties but also efficient thermally activated delayed fluorescence (TADF). Quantum chemical calculations, X-ray diffraction analysis, and systematic studies on the photophysical properties indicated that the “two-conformation-switchable” PTZ units play a highly important role in achieving multi-color-changing MCL. Time-resolved photophysical measurements revealed that the developed D–A–D compounds also exhibit efficient orange-TADF. Furthermore, organic light-emitting diode (OLED) devices fabricated with the new TADF emitters have achieved high external quantum efficiencies (EQEs) up to 16.8%, which significantly exceeds the theoretical maximum (∼5%) of conventional fluorescent emitters.
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spelling pubmed-54334942017-05-26 Thermally activated delayed fluorescent phenothiazine–dibenzo[a,j]phenazine–phenothiazine triads exhibiting tricolor-changing mechanochromic luminescence Okazaki, Masato Takeda, Youhei Data, Przemyslaw Pander, Piotr Higginbotham, Heather Monkman, Andrew P. Minakata, Satoshi Chem Sci Chemistry Novel U-shaped donor–acceptor–donor (D–A–D) π-conjugated multi-functional molecules comprising dibenzo[a,j]phenazine (DBPHZ) as an acceptor and phenothiazines (PTZ) as donors have been developed. Most importantly, the D–A–D compounds exhibit not only distinct tricolor-changeable mechanochromic luminescence (MCL) properties but also efficient thermally activated delayed fluorescence (TADF). Quantum chemical calculations, X-ray diffraction analysis, and systematic studies on the photophysical properties indicated that the “two-conformation-switchable” PTZ units play a highly important role in achieving multi-color-changing MCL. Time-resolved photophysical measurements revealed that the developed D–A–D compounds also exhibit efficient orange-TADF. Furthermore, organic light-emitting diode (OLED) devices fabricated with the new TADF emitters have achieved high external quantum efficiencies (EQEs) up to 16.8%, which significantly exceeds the theoretical maximum (∼5%) of conventional fluorescent emitters. Royal Society of Chemistry 2017-04-01 2017-01-11 /pmc/articles/PMC5433494/ /pubmed/28553504 http://dx.doi.org/10.1039/c6sc04863c Text en This journal is © The Royal Society of Chemistry 2017 http://creativecommons.org/licenses/by/3.0/ This is an Open Access article distributed under the terms of the Creative Commons Attribution 3.0 Unported License (http://creativecommons.org/licenses/by/3.0/) which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
spellingShingle Chemistry
Okazaki, Masato
Takeda, Youhei
Data, Przemyslaw
Pander, Piotr
Higginbotham, Heather
Monkman, Andrew P.
Minakata, Satoshi
Thermally activated delayed fluorescent phenothiazine–dibenzo[a,j]phenazine–phenothiazine triads exhibiting tricolor-changing mechanochromic luminescence
title Thermally activated delayed fluorescent phenothiazine–dibenzo[a,j]phenazine–phenothiazine triads exhibiting tricolor-changing mechanochromic luminescence
title_full Thermally activated delayed fluorescent phenothiazine–dibenzo[a,j]phenazine–phenothiazine triads exhibiting tricolor-changing mechanochromic luminescence
title_fullStr Thermally activated delayed fluorescent phenothiazine–dibenzo[a,j]phenazine–phenothiazine triads exhibiting tricolor-changing mechanochromic luminescence
title_full_unstemmed Thermally activated delayed fluorescent phenothiazine–dibenzo[a,j]phenazine–phenothiazine triads exhibiting tricolor-changing mechanochromic luminescence
title_short Thermally activated delayed fluorescent phenothiazine–dibenzo[a,j]phenazine–phenothiazine triads exhibiting tricolor-changing mechanochromic luminescence
title_sort thermally activated delayed fluorescent phenothiazine–dibenzo[a,j]phenazine–phenothiazine triads exhibiting tricolor-changing mechanochromic luminescence
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5433494/
https://www.ncbi.nlm.nih.gov/pubmed/28553504
http://dx.doi.org/10.1039/c6sc04863c
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