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Synthesis of [7]phenacene incorporating tetradecyl chains in the axis positions and its application in field-effect transistors

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Abstract

Field-effect transistors (FETs) were fabricated using a new type of phenacene molecule, 3,12-ditetradecyl[7]phenacene ((C14H29)2-[7]phenacene), and solid gate dielectrics or an electric double layer (EDL) capacitor with an ionic liquid (1-butyl-3-methylimidazolium hexafluorophosphate (bmim[PF6])). The new molecule, (C14H29)2-[7]phenacene, was efficiently synthesized via the Mallory photoreaction. Its crystal structure and electronic properties were determined, using X-ray diffraction, scanning tunneling microscopy/spectroscopy (STM and STS), absorption spectroscopy, and photoelectron yield spectroscopy, which showed a monoclinic crystal lattice (space group P21 (no. 4)) and an energy gap of ∼3.0 eV. The STM image clearly showed the molecular structure of (C14H29)2-[7]phenacene, as well as the closed molecular stacking, indicative of a strong fastener effect between alkyl chains. The X-ray diffraction pattern of thin films of (C14H29)2-[7]phenacene formed on a SiO2/Si substrate suggested that the molecule stood on the surface with an inclined angle of 30° with respect to the normal axis of the surface. The FET properties were recorded in two-terminal measurement mode, showing p-channel normally-off characteristics. The averaged values of field-effect mobility, μ, were 1.6(3) cm2 V−1 s−1 for a (C14H29)2-[7]phenacene thin-film FET with a SiO2 gate dielectric and 6(4) × 10−1 cm2 V−1 s−1 for a (C14H29)2-[7]phenacene thin-film EDL FET with bmim[PF6]. Thus, higher FET performance was obtained with an FET using a thin film of (C14H29)2-[7]phenacene compared to parent [7]phenacene. This study could pioneer an avenue for the realization of high-performance FETs through the addition of alkyl chains to phenacene molecules.

Graphical abstract: Synthesis of [7]phenacene incorporating tetradecyl chains in the axis positions and its application in field-effect transistors

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Supplementary files

Article information


Submitted
15 Jan 2020
Accepted
16 Apr 2020
First published
18 Apr 2020

J. Mater. Chem. C, 2020, Advance Article
Article type
Paper

Synthesis of [7]phenacene incorporating tetradecyl chains in the axis positions and its application in field-effect transistors

H. Okamoto, S. Hamao, K. Kozasa, Y. Wang, Y. Kubozono, Y. Pan, Y. Yen, G. Hoffmann, F. Tani and K. Goto, J. Mater. Chem. C, 2020, Advance Article , DOI: 10.1039/D0TC00272K

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