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Synthesis, Characterization, and Bipolar Transporting Behavior of a New Twisted Polycyclic Aromatic Hydrocarbon: 1′,4′‐Diphenyl‐naphtho‐(2′.3′:1.2)‐pyrene‐6′‐nitro‐7′‐methyl Carboxylate
Author(s) -
Zhang Qichun,
Divayana Yoga,
Xiao Jinchong,
Wang Zhijuan,
Tiekink Edward R. T.,
Doung Hieu M.,
Zhang Hua,
Boey Freddy,
Sun Xiao Wei,
Wudl Fred
Publication year - 2010
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.201000026
Subject(s) - pyrene , aryne , tetracene , carboxylate , nitro , chemistry , naphthalene , hydrocarbon , polycyclic aromatic hydrocarbon , medicinal chemistry , crystallography , anthracene , stereochemistry , photochemistry , organic chemistry , alkyl
An asymmetric twistacene, 1′,4′‐diphenyl‐naphtho‐(2′.3′:1.2)‐pyrene‐6′‐nitro‐7′‐methyl carboxylate (tetracene 2 ), was synthesized by using benzyne‐trapping chemistry. Its structure, determined by X‐ray crystallography, confirmed that this material has a twisted topology with torsion angles as high as 23.8(3)°. Organic light‐emitting devices using tetracene 2 as either charge‐transporting materials or emitters have been fabricated. The results indicate that this material has bipolar transporting behavior in these devices.