1,4-硼氮杂芳烃在中国的研究进展

doi:10.6023/cjoc202304027

摘要/Abstract

稠环芳烃及其衍生物在有机光电材料领域具有广泛应用, 杂原子掺杂可有效调节稠环芳烃的物理化学性质. 硼氮杂芳烃是稠环芳烃的重要成员. 基于硼原子和氮原子的相对位置, 硼氮杂芳烃可以分为三种异构体: 1,2-硼氮杂芳烃、1,3-硼氮杂芳烃和1,4-硼氮杂芳烃, 由于合成上的困难, 1,3-硼氮杂芳烃的研究相对较少. 近年来, 得益于1,4-硼氮杂芳烃在多重共振热活化延迟荧光材料方面潜力的发掘, 1,4-硼氮杂芳烃在国内外都取得了飞速发展. 我国有机化学及材料化学领域的学者们积极参与并推动了1,4-硼氮杂芳烃的快速发展, 在1,4-硼氮杂芳烃的结构开发和应用拓展方面开展了一系列原创性的工作, 取得了瞩目的成绩. 以1,4-硼氮芳烃的结构作为线索, 按照杂原子二元掺杂(B/N)骨架和三元掺杂(X/B/N)骨架分别进行论述, 综述了1,4-硼氮杂芳烃的合成发展历史和应用研究拓展, 最后对硼氮杂芳烃领域的未来发展与应用进行了展望.

关键词: 1,4-硼氮杂芳烃, 多重共振热活化延迟荧光, 有机硼化学

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

引用此文

徐晓阳, 刘美艳, 李成龙, 吴晓明, 刘旭光. 1,4-硼氮杂芳烃在中国的研究进展[J]. 有机化学, 2023, 43(11): 3826-3843.

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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图/表 5

图1. 硼氮杂芳烃

Figure 1. Boron/nitrogen doped heteroaromatics

图2. 1,4-硼氮杂芳烃的发展脉络

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

图3. 多重共振TADF分子的代表性设计原理

Figure 3. Representative design concept of MR-TADF materials

图4. 不同取代基修饰的DABNA-1

Figure 4. DABNA-1 with different substituents

图5. 中国科学工作者在1,4-硼氮杂芳烃的代表性研究工作

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

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