Zeng Cheng, Wang Bohan, Zhang Huanhuan, Sun Mingxiao, Huang Liangbin, Gu Yanwei, Qiu Zijie, Müllen Klaus, Gu Cheng, Ma Yuguang
State Key Laboratory of Luminescent Materials and Devices, Institute of Polymer Optoelectronic Materials and Devices, South China University of Technology, Guangzhou 510640, P. R. China.
School of Chemistry and Chemical Engineering, South China University of Technology. Guangzhou 510641, P. R. China.
J Am Chem Soc. 2021 Feb 24;143(7):2682-2687. doi: 10.1021/jacs.0c13298. Epub 2021 Feb 9.
Polycyclic aromatic hydrocarbons (PAHs) are employed as organic semiconductors because their delocalized π-electron systems and strong intermolecular interactions endow them with an exceptional charge-transport ability. However, the deposition of PAHs from solution onto high-quality thin films is often difficult. Here, we report a one-step electrochemical method to synthesize and deposit unsubstituted PAHs, starting from twisted oligophenyl precursors. The cyclodehydrogenated products were analyzed by matrix-assisted laser-desorption time-of-flight mass spectrometry as well as Fourier transform infrared and Raman spectroscopy. With this electrosynthesis and deposition, the PAHs stack into compact and ordered supramolecular structures along the π-π direction to form thin films with controllable thicknesses and doping levels. The direct fabrication of PAH films opens new pathways toward PAH-based optoelectronic devices.
多环芳烃（PAHs）被用作有机半导体，因为它们的离域π电子系统和强分子间相互作用赋予了它们卓越的电荷传输能力。然而，从溶液中将多环芳烃沉积到高质量薄膜上通常很困难。在此，我们报告了一种从扭曲的寡苯基前体开始，一步电化学合成和沉积未取代多环芳烃的方法。通过基质辅助激光解吸飞行时间质谱以及傅里叶变换红外光谱和拉曼光谱对环脱氢产物进行了分析。通过这种电合成和沉积，多环芳烃沿π-π方向堆叠成致密且有序的超分子结构，以形成具有可控厚度和掺杂水平的薄膜。多环芳烃薄膜的直接制备为基于多环芳烃的光电器件开辟了新途径。
