Highly efficient blue thermally activated delayed fluorescence emitters based on symmetrical and rigid oxygen-bridged boron acceptors

Ahn, Dae Hyun; Kim, Si Woo; Lee, Hyuna; Ko, Ik Jang; Karthik, Durai; Lee, Ju Young; Kwon, Jang Hyuk

doi:10.1038/s41566-019-0415-5

Cited by 613 publications

(464 citation statements)

References 35 publications

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“…Nevertheless,incontrast, those AIE type probes need high concentrations to form aggregates for imaging. [8,22] These facts increase the uncertainties upon ap ractical imaging as the luminogens would aggregate to different degrees in ac omplex biological event. Meanwhile, the preparation complicacyd uring the probe pretreatment would easily cause erroneous signal reading upon fluctuation of the probe concentration.…”

Section: Probe-concentration-independent Imagingmentioning

confidence: 99%

“…Nevertheless,t he luminescence characteristic of most probe is strong in dilute solution within the monomeric state, but is weakened or even quenched in the aggregated state because of the aggregation-caused quenching (ACQ) effect. [8] On the other hand, although other types of molecules,such as aggregation induced emission (AIE) type luminogens, [9] can be highly emissive in the aggregated state,t heir monomeric emission in dilute solution is often weak due to the nonradiative decay.T his dilemma can in practice increase the uncertainties of imaging,s ince the luminogens generally aggregate into different degrees in ac omplex biological environment. Despite the existence of some dyes with highly emission in both diluted solution and aggregated states, [10] to develop dual-phase (at the monomeric and aggregated level) emissive luminogens that can also exhibit time-resolved luminescence characteristic is desired.…”

Section: Introductionmentioning

confidence: 99%

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Dual‐Phase Thermally Activated Delayed Fluorescence Luminogens: A Material for Time‐Resolved Imaging Independent of Probe Pretreatment and Probe Concentration

Baryshnikov

Ding

et al. 2020

Angew Chem Int Ed

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Developing luminescent probes with long lifetime and high emission efficiency is essential for time-resolved imaging.H owever,t he practical applications usually suffer from emission quenching of traditional luminogens in aggregated states,o rf rom weak emission of aggregation-induced emission type luminogens in monomeric states.H erein, we overcome this dilemma by ar igid-and-flexible alternation design in donor-acceptor-donor skeletons,t oa chieve at hermally activated delayed fluorescence luminogen with high emission efficiency both in the monomeric state (quantum yield up to 35.3 %) and in the aggregated state (quantum yield up to 30.8 %). Suchadual-phase strong and long-lived emission allows at ime-resolved luminescence imaging,w ith an efficiency independent of probe pretreatment and probe concentration. The findings open opportunities for developing luminescent probes with ausage in larger temporal and spatial scales.

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Section: Probe-concentration-independent Imagingmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Dual‐Phase Thermally Activated Delayed Fluorescence Luminogens: A Material for Time‐Resolved Imaging Independent of Probe Pretreatment and Probe Concentration

Baryshnikov

Ding

et al. 2020

Angew Chem Int Ed

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“…Eine häufig verfolgte Strategie zur Minimierung von Δ E ST besteht in der Verwendung von Donor‐Akzeptor‐Systemen, in welchen die Donor‐ und Akzeptoreinheiten räumlich getrennt, aber nahezu orthogonal zueinander angeordnet sind, wodurch Austauschwechselwirkungen und der Überlappung von HOMO und LUMO entgegengewirkt werden soll . Triarylborane haben sich als hocheffiziente und stabile Elektronenakzeptoren mit großer Strukturvielfalt etabliert, weshalb es nicht verwunderlich ist, dass viele TADF‐Emitter auf diese Gruppierung zurückgreifen . In Abbildung a sind ausgewählte Beispiele borhaltiger TADF‐Emitter dargestellt.…”

Section: Borverbindungen In Oledsunclassified

“…3 und 4 ) erfolgreich in hocheffiziente blaue bzw. himmelblaue OLEDs integriert . Insbesondere Verbindung 3 mit drei Carbazolyl‐Donorgruppen ermöglichte außergewöhnlich helle, blaue OLEDs hoher Leistungsstärke mit EQE max =38.15 %±0.42 % und geringem Leistungsabfall .…”

Section: Borverbindungen In Oledsunclassified

Bor in energiebezogenen Prozessen und Anwendungen

et al. 2020

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Direkt an der Grenze zwischen Metallen und Nichtmetallen angesiedelt, nimmt das Element Bor eine einzigartige Position im Periodensystem ein. Diese besondere Stellung ermöglicht eine enorme Vielfalt an chemischen Reaktionen und Anwendungen. Auch in Hinblick auf die stetig steigende Nachfrage an erneuerbaren und sauberen Energien bzw. energieeffizienten Prozessen ist das Element Bor mehr und mehr in den Fokus der energiebezogenen Forschung gerückt und umfasst mittlerweile Bereiche wie 1) die Aktivierung und Synthese kleiner energiereicher Moleküle, 2) die Speicherung von chemischer und elektrischer Energie und 3) die Umwandlung von elektrischer Energie zu Licht. Diese Anwendungen basieren hierbei auf den besonderen Eigenschaften des Elements Bor, d. h. vor allem auf dessen Elektronenmangel in Verbindung mit der Gegenwart eines unbesetzten p‐Orbitals, was die Ausbildung unzähliger Verbindungen mit gezielt beeinflussbaren chemischen und physikalischen Eigenschaften ermöglicht. So erreicht Bor beispielsweise mit vier kovalenten Bindungen und einer negativen Ladung relativ einfach ein Elektronenoktett, wodurch die Verbindungsklasse der Boratanionen zugänglich wird, welche eine außergewöhnlich hohe chemische und elektrochemische Stabilität aufweisen. Besonders hervorzuheben ist in diesem Zusammenhang die synthetisch wertvolle Klasse der schwach‐koordinierenden Anionen. Dieser Aufsatz soll die Bedeutung von Borverbindungen für energiebezogene Prozesse und Anwendungen verdeutlichen und fasst die Fortschritte der letzten Jahre auf diesem Gebiet zusammen.

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“…Nowadays, great progresses have been made in blue and green TADF emitters and their corresponding OLEDs have achieved the state‐of‐the‐art device performance with over 35% external quantum efficiencies (EQEs) for both colors, above 50 lm W −1 power efficiency (PE) for blue, and exceeding 100 lm W −1 PE for green. [ 11–14 ] Red TADF emitters with main emission peaks of above 600 nm, however, significantly underperform their blue and green counterparts in terms of both EQEs and PEs. [ 15–19 ] Up to date, there are only few reports on red TADF emitters having over 20% EQEs and above 30 lm W −1 PE, [ 20–25 ] and simultaneously achieving about 30% EQE and 50 lm W −1 PE for red TADF OLEDs is still a formidable challenge for researchers.…”

Section: Introductionmentioning

confidence: 99%

A Red Thermally Activated Delayed Fluorescence Emitter Simultaneously Having High Photoluminescence Quantum Efficiency and Preferentially Horizontal Emitting Dipole Orientation

Gong

Huang

et al. 2020

Adv Funct Materials

132

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The development of red thermally activated delayed fluorescence (TADF) emitters having excellent optoelectronic properties and satisfactory electroluminescence efficiency is full of challenges due to strict molecular design principles. Two red TADF molecules, 3-(9,9-dimethylacridin-10(9H)-yl) acenaphtho[1,2-b]quinoxaline-9,10-dicarbonitrile and 3-(2,7-dimethyl-10Hspiro[acridine-9,9′-fluoren]-10-yl)acenaphtho[1,2-b]quinoxaline-9,10-dicarbonitrile, are developed by adopting a donor-acceptor molecular architecture bearing an electron-accepting acenaphtho[1,2-b]quinoxaline-9,10-dicarbonitrile (ANQDC) moiety and a 9,9-dimethyl-9,10-dihydroacridine or 2,7-dimethyl-10H-spiro[acridine-9,9′-fluorene] electron donor. The combined effects of rigid and planar D/A moieties and highly steric hindrance between D and A groups endow both molecules with high rigidity to suppress nonradiative decay processes, resulting in high photoluminescence quantum efficiencies (Φ PL s) of up to 95%. Attributed to the linear and planar acceptor motif and rod-like molecular configuration, both emitters achieve high horizontal ratios of emitting dipole orientation of ≈80%. The organic light-emitting diodes (OLEDs) based on both emitters exhibit red emissions peaking at ≈615 nm and successfully afford ultrahigh electroluminescence performance with an external quantum efficiency of nearly 28% and a power efficiency of above 50 lm W −1 , on par with the state-of-the-art device efficiency for red TADF OLEDs. This presents a feasible design strategy for excellent TADF emitters simultaneously possessing high Φ PL s and horizontally aligned emitting dipoles.

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Highly efficient blue thermally activated delayed fluorescence emitters based on symmetrical and rigid oxygen-bridged boron acceptors

Cited by 613 publications

References 35 publications

Dual‐Phase Thermally Activated Delayed Fluorescence Luminogens: A Material for Time‐Resolved Imaging Independent of Probe Pretreatment and Probe Concentration

Dual‐Phase Thermally Activated Delayed Fluorescence Luminogens: A Material for Time‐Resolved Imaging Independent of Probe Pretreatment and Probe Concentration

Bor in energiebezogenen Prozessen und Anwendungen

A Red Thermally Activated Delayed Fluorescence Emitter Simultaneously Having High Photoluminescence Quantum Efficiency and Preferentially Horizontal Emitting Dipole Orientation

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