Recent Advance of 1,4-BN Heteroaromatics in China

doi:10.6023/cjoc202304027

Abstract

Polycyclic aromatic hydrocarbons are widely used in optoelectronic materials, and heteroatom doping can effectively modulate the physicochemical properties of polycyclic aromatic hydrocarbons. Boron nitrogen (BN)-doped aromatics are important members of polycyclic aromatic hydrocarbons (PAHs) family. Based on the relative positions of boron and nitrogen atoms, BN-doped aromatics can be divided into three forms: 1,2-BN heteroaromatics, 1,3-BN heteroaromatics and 1,4-BN heteroaromatics. Despite the blooming researh of 1,2-BN heteroaromatics, the 1,3- and 1,4-BN heteroaromatics were much less studied. Owing to recent advances in multi-resonance thermally acitvated fluoresence (MR-TADF) materials based on 1,4-BN heteroaromatics, the research of 1,4-BN-heteroaromatics is currently ondergoing a renassiance. In particular, researchers from China have actively participated in and promoted the rapid development of 1,4-BN heteroaromatics, and the large number of recent publications also demonstrate the remarkable growth of the MR-TADF material based on 1,4-BN heteroaromatics. Taking the structure of 1,4-BN heteroaromatics as a clue, the synthesis and development history of 1,4-BN heteroaromatics are reviewed based on the heteroatom binary doping (B/N) framework and ternary doping (X/B/N) framework. Finally, the future development and application of 1,4-BN heteroaromatics are prospected.

Key words: 1,4-BN heteroaromatic, multi-resonance thermally activated delayed fluorescence, organoboron chemistry

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Xiaoyang Xu, Meiyan Liu, Chenglong Li, Xiaoming Wu, Xuguang Liu. Recent Advance of 1,4-BN Heteroaromatics in China[J]. Chinese Journal of Organic Chemistry, 2023, 43(11): 3826-3843.

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Fig. & Tab. 5

Figure 1. Boron/nitrogen doped heteroaromatics

Figure 2. Timeline of 1,4-BN heteroaromatics The latter part of the timeline is the first publication on 1,4-BN heteroaromatics by each representative research groups in China

Figure 3. Representative design concept of MR-TADF materials

Figure 4. DABNA-1 with different substituents

Figure 5. Representative research works of 1,4-BN heteroaromatics in China

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