Packing and thin-film structures of 5,7,12,14-tetra(α-alkylthienylethyl)pentacenes

Hiroki Makino; Shin Sato; Junro Yoshino; Naoto Hayashi; Hiroyuki Okada

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^*, Hiroyuki Okada

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

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Abstract

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.

Original language	English
Pages (from-to)	1154-1169
Number of pages	16
Journal	Heterocycles
Volume	99
Issue number	2
DOIs	https://doi.org/10.3987/COM-18-S(F)86
State	Published - 2019

ASJC Scopus subject areas

Analytical Chemistry
Pharmacology
Organic Chemistry

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title = "Packing and thin-film structures of 5,7,12,14-tetra(α-alkylthienylethyl)pentacenes",

abstract = "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.",

author = "Hiroki Makino and Shin Sato and Junro Yoshino and Naoto Hayashi and Hiroyuki Okada",

note = "Publisher Copyright: {\textcopyright} 2019 The Japan Institute of Heterocyclic Chemistry.",

year = "2019",

doi = "10.3987/COM-18-S(F)86",

language = "英語",

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T1 - Packing and thin-film structures of 5,7,12,14-tetra(α-alkylthienylethyl)pentacenes

AU - Makino, Hiroki

AU - Sato, Shin

AU - Yoshino, Junro

AU - Hayashi, Naoto

AU - Okada, Hiroyuki

PY - 2019

Y1 - 2019

N2 - 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.

AB - 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.

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U2 - 10.3987/COM-18-S(F)86

DO - 10.3987/COM-18-S(F)86

M3 - 学術論文

AN - SCOPUS:85069650014

SN - 0385-5414

VL - 99

SP - 1154

EP - 1169

JO - Heterocycles

JF - Heterocycles

IS - 2

ER -

Packing and thin-film structures of 5,7,12,14-tetra(α-alkylthienylethyl)pentacenes

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