Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 61, Issue 12, Pages -Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.202213585
Keywords
Calix[4]Arene; Macrocycle; Multi-Resonance; Narrowband; Organic Light-Emitting Diodes
Categories
Funding
- National Key Basic Research and Development Program of China
- National Science Fund of China
- Guangdong Major Project of Basic and Applied Basic Research
- [2020YFA0715000]
- [22135004]
- [51903137]
- [61890942]
- [2019B030302009]
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A novel macrocycle C-BN was synthesized by a one-shot double boronation. C-BN exhibits a highly centrosymmetric structure, excellent narrowband emitting features, and small full width at half maximums. It is suitable for optimized organic light-emitting diode devices.
A novel macrocycle of B/N-doped calix[4]arene (C-BN) was synthesized by a one-shot double boronation. Owing to the structural tension and electron-donating properties of the nitrogen atoms in the macrocycle, reaction selectively proceeds between the adjacent benzene rings outside the macrocycle. C-BN shows a highly centrosymmetric structure with two multiple resonance (MR) fragments bridged by tertiary amine groups at the 1,3 positions of the benzene ring. Benefiting from the large intermolecular distance (>4.6 angstrom) between adjacent MR-emitting cores, C-BN also exhibits excellent narrowband emitting features against aggregation-induced quenching and spectrum broadening. Optimized organic light-emitting diode devices based on C-BN exhibit high maximum external quantum efficiencies of 24.7-26.6 % and small full width at half maximums of 25-28 nm over a wide doping range of 1-12 wt %.
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