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Organic thermally activated delayed fluorescence material with strained benzoguanidine donor

Organic thermally activated delayed fluorescence (TADF) materials have been widely investigated due to their impressive electronic properties and applied potential for the third generation of organic light-emitting diodes (OLED). We present organic TADF material (4BGIPN) based on the strained benzog...

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Autores principales: Brannan, Alexander C, Beaumont, Elvie F P, Phuoc, Nguyen Le, Whitehead, George F S, Linnolahti, Mikko, Romanov, Alexander S
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2023
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10494236/
https://www.ncbi.nlm.nih.gov/pubmed/37701304
http://dx.doi.org/10.3762/bjoc.19.95
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author Brannan, Alexander C
Beaumont, Elvie F P
Phuoc, Nguyen Le
Whitehead, George F S
Linnolahti, Mikko
Romanov, Alexander S
author_facet Brannan, Alexander C
Beaumont, Elvie F P
Phuoc, Nguyen Le
Whitehead, George F S
Linnolahti, Mikko
Romanov, Alexander S
author_sort Brannan, Alexander C
collection PubMed
description Organic thermally activated delayed fluorescence (TADF) materials have been widely investigated due to their impressive electronic properties and applied potential for the third generation of organic light-emitting diodes (OLED). We present organic TADF material (4BGIPN) based on the strained benzoguanidine donor and compare it with the benchmark carbazole-based material (4CzIPN). Extended π-conjugation in 4BGIPN material results in yellow-green luminescence at 512 nm with a fast radiative rate of 5.5 × 10(−5) s(−1) and a photoluminescence quantum yield of 46% in methylcyclohexane solution. Such a nitrogen-rich 4BGIPN material has a significantly stabilized highest occupied molecular orbital (HOMO) at −6.4 eV while the lowest unoccupied molecular orbital (LUMO) at −4.0 eV, indicating potential suitability for application as the electron transport layer or TADF class III emitter in OLEDs.
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spelling pubmed-104942362023-09-12 Organic thermally activated delayed fluorescence material with strained benzoguanidine donor Brannan, Alexander C Beaumont, Elvie F P Phuoc, Nguyen Le Whitehead, George F S Linnolahti, Mikko Romanov, Alexander S Beilstein J Org Chem Full Research Paper Organic thermally activated delayed fluorescence (TADF) materials have been widely investigated due to their impressive electronic properties and applied potential for the third generation of organic light-emitting diodes (OLED). We present organic TADF material (4BGIPN) based on the strained benzoguanidine donor and compare it with the benchmark carbazole-based material (4CzIPN). Extended π-conjugation in 4BGIPN material results in yellow-green luminescence at 512 nm with a fast radiative rate of 5.5 × 10(−5) s(−1) and a photoluminescence quantum yield of 46% in methylcyclohexane solution. Such a nitrogen-rich 4BGIPN material has a significantly stabilized highest occupied molecular orbital (HOMO) at −6.4 eV while the lowest unoccupied molecular orbital (LUMO) at −4.0 eV, indicating potential suitability for application as the electron transport layer or TADF class III emitter in OLEDs. Beilstein-Institut 2023-09-07 /pmc/articles/PMC10494236/ /pubmed/37701304 http://dx.doi.org/10.3762/bjoc.19.95 Text en Copyright © 2023, Brannan et al. https://creativecommons.org/licenses/by/4.0/This is an open access article licensed under the terms of the Beilstein-Institut Open Access License Agreement (https://www.beilstein-journals.org/bjoc/terms/terms), which is identical to the Creative Commons Attribution 4.0 International License (https://creativecommons.org/licenses/by/4.0 (https://creativecommons.org/licenses/by/4.0/) ). The reuse of material under this license requires that the author(s), source and license are credited. Third-party material in this article could be subject to other licenses (typically indicated in the credit line), and in this case, users are required to obtain permission from the license holder to reuse the material.
spellingShingle Full Research Paper
Brannan, Alexander C
Beaumont, Elvie F P
Phuoc, Nguyen Le
Whitehead, George F S
Linnolahti, Mikko
Romanov, Alexander S
Organic thermally activated delayed fluorescence material with strained benzoguanidine donor
title Organic thermally activated delayed fluorescence material with strained benzoguanidine donor
title_full Organic thermally activated delayed fluorescence material with strained benzoguanidine donor
title_fullStr Organic thermally activated delayed fluorescence material with strained benzoguanidine donor
title_full_unstemmed Organic thermally activated delayed fluorescence material with strained benzoguanidine donor
title_short Organic thermally activated delayed fluorescence material with strained benzoguanidine donor
title_sort organic thermally activated delayed fluorescence material with strained benzoguanidine donor
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10494236/
https://www.ncbi.nlm.nih.gov/pubmed/37701304
http://dx.doi.org/10.3762/bjoc.19.95
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