Electrochemical Synthesis, Deposition, and Doping of Polycyclic Aromatic Hydrocarbon Films

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 of...

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Veröffentlicht in:Journal of the American Chemical Society 2021-02, Vol.143 (7), p.2682-2687
Hauptverfasser: Zeng, Cheng, Wang, Bohan, Zhang, Huanhuan, Sun, Mingxiao, Huang, Liangbin, Gu, Yanwei, Qiu, Zijie, Müllen, Klaus, Gu, Cheng, Ma, Yuguang
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Sprache:eng
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Zusammenfassung: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.
ISSN:0002-7863
1520-5126
DOI:10.1021/jacs.0c13298