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An Ethynylene‐Bridged Pentacene Dimer: Two‐Step Synthesis and Charge‐Transport Properties
Author(s) -
Kawano Koki,
Hayashi Hironobu,
Yoshimoto Shinya,
Aratani Naoki,
Suzuki Mitsuharu,
Yoshinobu Jun,
Yamada Hiroko
Publication year - 2018
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201803002
Subject(s) - pentacene , dimer , materials science , conjugated system , planar , crystallography , single crystal , organic electronics , transistor , nanotechnology , chemistry , thin film transistor , polymer , organic chemistry , physics , layer (electronics) , computer science , composite material , voltage , quantum mechanics , computer graphics (images)
A rigid and planar ethynylene‐bridged pentacene dimer ( PenD ) was synthesized from pentacenequinone in two steps, skipping the conventional stepwise approach. A brickwork motif in the single crystal shows two‐dimensionally extended electronic interaction in the solid state. Highly crystalline dip‐coated films exhibited average hole mobility of 0.24 cm 2 V −1 s −1 , comparable to that of the single‐crystal organic field‐effect transistors. This discovery and understanding of the reaction for the facile synthesis of ethynylene‐bridged π‐conjugated systems enables to the synthesis of a wide range of organic semiconducting materials.