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

Jung A Hur, Suk Young Bae, Kyung Hwan Kim, Tae Wan Lee, Min Ju Cho, Dong Hoon Choi

Org Lett. 2011 Apr 15;13(8):1948-51.

PMID: 21410220

Abstract:

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 cm(2) V(-1) s(-1)) in thin-film transistor devices.

Chemicals Related in the Paper:

Catalog Number Product Name Structure CAS Number Price
AP10075851 9,10-Bis(phenylethynyl)anthracene 9,10-Bis(phenylethynyl)anthracene 10075-85-1 Price
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