Electron-transporting boron-doped polycyclic aromatic hydrocarbons:Facile synthesis and heteroatom doping positions-modulated optoelectronic properties  

作　　者：Tingting Huang Zhuanlong Ding Hao Liu Ping-An Chen Longfeng Zhao Yuanyuan Hu Yifan Yao Kun Yang Zebing Zeng 

机构地区：[1]Key Laboratory of Chemo/Biosensing and Chemometrics,College of Chemistry and Chemical Engineering,Hunan University,Changsha 410082,China [2]Shenzhen Research Institute of Hunan University,Shenzhen 518000,China [3]Key Laboratory for Micro/Nano Optoelectronic Devices of Ministry of Education and Hunan Provincial Key Laboratory of Low-Dimensional Structural Physics and Devices School of Physics and Electronics,Hunan University,Changsha 410082,China

出　　处：《Chinese Chemical Letters》2024年第4期447-451,共5页中国化学快报（英文版）

基　　金：the National Natural Science Foundation of China (Nos.22375059, 22005133, 51922039 and52273174);Shenzhen Science and Technology Program (No.RCJC20200714114434015);Science and Technology Innovation Program of Hunan Province (No.2020RC5033);National Key Research and Development Program of China (No.2020YFC1807302) for financial support。

摘　　要：While heteroatom doping serves as a powerful strategy for devising novel polycyclic aromatic hydrocarbons(PAHs), the further fine-tuning of optoelectronic properties via the precisely altering of doping patterns remains a challenge. Herein, by changing the doping positions of heteroatoms in a diindenopyrene skeleton, we report two isomeric boron, sulfur-embedded PAHs, named Anti-B_(2)S_(2) and Syn-B_(2)S_(2), as electron transporting semiconductors. Detailed structure-property relationship studies revealed that the varied heteroatom positions not only change their physicochemical properties, but also largely affect their solid-state packing modes and Lewis base-triggered photophysical responses. With their low-lying frontier molecular orbital levels, n-type characteristics with electron mobilities up to 1.5 × 10^(-3)cm^(2)V^(-1)s^(-1)were achieved in solution-processed organic field-effect transistors. Our work revealed the critical role of controlling heteroatom doping patterns for designing advanced PAHs.

关 键 词：Polycyclic aromatic hydrocarbon Optoelectronic properties Heteroatom doping n-Type organic semiconductors Structure–property relationship 

分 类 号：O625[理学—有机化学] TN29[理学—化学]