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Paper | Special issue | Vol 99, No. 2, 2019, pp.1154-1169
Published online, 4th February, 2019
DOI: 10.3987/COM-18-S(F)86
Packing and Thin-Film Structures of 5,7,12,14-Tetra(α-alkylthienylethyl)pentacenes

Hiroki Makino, Shin Sato, Junro Yoshino, Naoto Hayashi,* and Hiroyuki Okada*

*Graduate School of Science and Engineering, University of Toyama, 3190 Gofuku, Toyama 930-8555, Japan


Four 5,7,12,14-tetra(thienylethynyl)pentacenes (2–5) bearing H, Me, C5H11, and C6H13 groups at the α-positions of the thienyl groups were synthesized. The α-alkylthienyl groups enhanced solubilities of 2–5, whereas their ultraviolet/visible spectra were virtually identical. X-Ray diffraction revealed that the packing structure of 4 and 5 were significantly different because of one methylene group in each alkyl group. The thin-film structure of 4 was amorphous, while that of 5 consisted of small crystalline needles. Neither 4 nor 5 behaved as organic field-effect transistors because of inadequate packing and thin-film structure.