Semiconducting 2,6,9,10-Tetrakis(phenylethynyl)anthracene Derivatives: Effect of Substitution Positions on Molecular Energies

2,6-Bis((4-hexylphenyl)ethynyl)-9,10-bis(phenylethynyl)anthracene, 4, and 9,10-bis((4-hexylphenyl)ethynyl)-2,6-bis (phenyl ethynyl)anthracene, 5, have been synthesized to study their electronic and photophysical properties. It should be noted that the difference between these compounds is the substi...

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Published inOrganic letters Vol. 13; no. 8; pp. 1948 - 1951
Main Authors Hur†, Jung A, Bae, Suk Young, Kim, Kyung Hwan, Lee, Tae Wan, Cho, Min Ju, Choi, Dong Hoon
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 15.04.2011
Amer Chemical Soc
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
HIGH-PERFORMANCE
HIGH-MOBILITY
PENTACENE
PRECURSORS
FIELD-EFFECT TRANSISTORS
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Summary:2,6-Bis((4-hexylphenyl)ethynyl)-9,10-bis(phenylethynyl)anthracene, 4, and 9,10-bis((4-hexylphenyl)ethynyl)-2,6-bis (phenyl ethynyl)anthracene, 5, have been synthesized to study their electronic and photophysical properties. It should be noted that the difference between these compounds is the substitution position of 1-ethynyl-4-hexylbenzene groups into an anthracene ring. In particular, substitution in the 9,10-positions of the anthracene ring enhanced J-aggregated intermolecular interactions. Since 5 has a lower bandgap energy and more compact film morphology, it exhibited higher hole mobility (∼0.27 cm2 V−1 s−1) in thin-film transistor devices.
Bibliography:ObjectType-Article-1
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ISSN:1523-7060
1523-7052
DOI:10.1021/ol200299s