Modular Nitrogen-Doped Concave Polycyclic Aromatic Hydrocarbons for High-Performance Organic Light-Emitting Diodes with Tunable Emission Mechanisms

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dc.contributor.authorWagner, Jakub
dc.contributor.authorZimmermann Crocomo, Paola
dc.contributor.authorKochman, Michał Andrzej
dc.contributor.authorKubas, Adam
dc.contributor.authorData, Przemysław
dc.contributor.authorLindner, Marcin
dc.contributor.organizationInstitute of Organic Chemistry, Polish Academy of Sciencesen
dc.contributor.organizationFaculty of Chemistry, Silesian University of Technologyen
dc.contributor.organizationInstitute of Physical Chemistry, Polish Academy of Sciencesen
dc.date.accessioned2022-11-09T15:02:38Z
dc.date.available2022-11-09T15:02:38Z
dc.date.issued2022
dc.description.abstractAlthough bowl-shaped N-pyrrolic polycyclic aromatic hydrocarbons (PAHs) can achieve excellent electron-donating ability, their application for optoelectronics is hampered by typically low photoluminescence quantum yields (PLQYs). To address this issue, we report the synthesis and characterization of a series of curved and fully conjugated nitrogen-doped PAHs. Through structural modifications to the electron-accepting moiety, we are able to switch the mechanism of luminescence between thermally activated delayed fluorescence (TADF) and room-temperature phosphorescence (RTP), and to tune the overall PLQY in the range from 9 % to 86 %. As a proof of concept, we constructed solid-state organic light-emitting diode (OLED) devices, which has not been explored to date in the context of concave N-doped systems being TADF/RTP emitters. The best-performing dye, possessing a peripheral trifluoromethyl group adjacent to the phenazine acceptor, exhibits yellow to orange emission with a maximum external quantum efficiency (EQE) of 12 %, which is the highest EQE in a curved D-A embedded N-PAH to date.en
dc.description.sponsorshipNational Science Centre, Poland: Grant No. UMO-2018/31/D/ST5/00426; Grant No. 2020/39/B/ST4/01952; Grant no. 2017/25/B/ST5/02488 European Union’s Horizon 2020 research and innovation program under the Marie Skłodowska-Curie grant agreement No. 847413 program of the Minister of Science and Higher Education entitled “PMW” in the years 2020–2024; agreement no. 5005/H2020-MSCA-COFUND/2019/2 awards from the Rector of the Silesian University of Technology (04_040_SDU_10-22-04, 04/040/RGJ21/0149) EU’s Horizon 2020 ERA-Chair project ExCEED, grant agreement No 952008
dc.identifier.citationWagner J, Zimmermann Crocomo P, Kochman MA, Kubas A, Data P, Lindner M. Modular Nitrogen-Doped Concave Polycyclic Aromatic Hydrocarbons for High-Performance Organic Light-Emitting Diodes with Tunable Emission Mechanisms. Angew Chem Int Ed Engl. 2022 Jul 4;61(27):e202202232. doi: 10.1002/anie.202202232.en
dc.identifier.doi10.1002/anie.202202232
dc.identifier.issn1433-7851
dc.identifier.urihttps://open.icm.edu.pl/handle/123456789/21853
dc.language.isoen
dc.publisherWileyen
dc.rightsUznanie autorstwa-Użycie niekomercyjne 4.0 Międzynarodowe*
dc.rights.urihttp://creativecommons.org/licenses/by-nc/4.0/*
dc.subjectnitrogen dopingen
dc.subjectorganic light-emitting diodesen
dc.subjectpolycyclic aromatic hydrocarbonsen
dc.subjectroom-temperature phosphorescenceen
dc.subjectthermally activated delayed fluorescenceen
dc.titleModular Nitrogen-Doped Concave Polycyclic Aromatic Hydrocarbons for High-Performance Organic Light-Emitting Diodes with Tunable Emission Mechanismsen
dc.typearticleen
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