Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 60, Issue 6, Pages 2882-2886Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.202012891
Keywords
borylation; carbazole; organic light-emitting diodes; organoboron; thermally activated delayed fluorescence
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Funding
- Japan Society for the Promotion of Science (JSPS) [JP18H02051, 19K22191, 20K15291]
- CREST program from Japan Science and Technology Agency (JST) [JPMJCR18R3]
- Asahi Glass Foundation
- Iketani Science and Technology Foundation
- Fukuoka Naohiko Memorial Foundation
- Grants-in-Aid for Scientific Research [20K15291, 19K22191] Funding Source: KAKEN
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Carbazole-based DABNA analogues were synthesized through regioselective one-shot single and double borylation, demonstrating narrowband thermally activated delayed fluorescence. Organic light-emitting diode devices utilizing these products as emitters exhibited deep-blue, sky-blue, and green emission with high external quantum efficiencies.
Carbazole-based DABNA analogues (CzDABNAs) were synthesized from triarylamine by regioselective one-shot single and double borylation. The reaction proceeded selectively at the ortho position of the carbazolyl group, where the highest occupied molecular orbital is mainly localized owing to the difference in the electron-donating abilities of the diarylamino and carbazolyl groups. The facile and scalable method enabled synthesis of CzDABNAs, exhibiting narrowband thermally activated delayed fluorescence with emission spectra ranging from deep blue to green. The organic light-emitting diode devices employing these products as emitters exhibited deep-blue, sky-blue, and green emission with high external quantum efficiencies of 19.5, 21.8, and 26.7 %, respectively.
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