One‐Shot Synthesis of B/N‐Doped Calix[4]arene Exhibiting Narrowband Multiple Resonance Fluorescence. (23rd November 2022)

• Record Type: Journal Article
• Authors: Fan, Tianjiao; Zhang, Yuewei; Wang, Lu; Wang, Qian; Yin, Chen; Du, Mingxu; Jia, Xiaoqin; Li, Guomeng; Duan, Lian
• Is Part Of: Angewandte Chemie. Volume 134:Number 52(2022)
• Page Start: n/a
• Page End: n/a
• Publication Date: 2022-11-23
• Subjects: Calix[4]Arene -- Macrocycle -- Multi-Resonance -- Narrowband -- Organic Light-Emitting Diodes; Chemistry -- Periodicals; 540
• DOI: 10.1002/ange.202213585
• Languages: English
• ISSNs: 0044-8249

Abstract

Abstract: 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 Å) 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 %. Abstract : A novel boron‐ and nitrogen‐doped calix[4]arene named C‐BN was successfully synthesized through one‐shot double borylation. C‐BN shows a highly centrosymmetric structure with two multiple resonance fragments bridged by tertiary amine groups at the 1, 3 positions of the benzene ring. The optimized organic light‐emitting diodes can exhibit high maximum external quantum efficiencies of 24.7–26.6 % and small full‐width‐at‐half‐max of 25–28 nm over a wide doping range of 1–12 wt %.