Tailored Design of π‐Extended Multi‐Resonance Organoboron using Indolo[3,2‐b]Indole as a Multi‐Nitrogen Bridge

Author:

Fan Tianjiao1,Zhu Senqiang2,Cao Xudong3,Liang Xiao3,Du Mingxu1,Zhang Yuewei1,Liu Rui2,Zhang Dongdong1,Duan Lian1ORCID

Affiliation:

1. Key Lab of Organic Optoelectronics and Molecular Engineering of Ministry of Education Department of Chemistry Tsinghua University 100084 Beijing P. R. China

2. School of Chemistry and Molecular Engineering Nanjing Tech University 211816 Nanjing China

3. Jiangsu Sunera Technology Co., Ltd 214112 Wuxi China

Abstract

AbstractExtending the π‐skeletons of multi‐resonance (MR) organoboron emitters can feasibly modulate their optoelectronic properties. Here, we first adopt the indolo[3,2‐b]indole (32bID) segment as a multi‐nitrogen bridge and develop a high‐efficiency π‐extended narrowband green emitter. This moiety establishes not only a high‐yield one‐shot multiple Bora–Friedel–Crafts reaction towards a π‐extended MR skeleton, but a compact N‐ethylene‐N motif for a red‐shifted narrowband emission. An emission peak at 524 nm, a small full width at half maximum of 25 nm and a high photoluminescence quantum yield of 96 % are concurrently obtained in dilute toluene. The extended molecular plane also results in a large horizontal emitting dipole orientation ratio of 87 %. A maximum external quantum efficiency (EQE) of 36.6 % and a maximum power efficiency of 135.2 lm/W are thereafter recorded for the corresponding device, also allowing a low efficiency roll‐off with EQEs of 34.5 % and 28.1 % at luminance of 1,000 cd/m2 and 10,000 cd/m2, respectively.

Funder

National Natural Science Foundation of China

National Key Research and Development Program of China

Basic and Applied Basic Research Foundation of Guangdong Province

Publisher

Wiley

Subject

General Chemistry,Catalysis

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