Impact of Phenyl Groups on Oxygen-bridged V-shaped Organic Semiconductors

We have developed two novel, isomeric compounds of phenyl-substituted dinaphtho[ 2,3-b: 2', 3'-d] furan (Ph-DNF-VW and Ph-DNF-VV) using a facile synthetic protocol. Notably, Ph-DNF-VW has been shown to be a strong candidate for lightemitting device applications: it forms a herringbone-pack...

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Published inChemistry letters Vol. 46; no. 3; pp. 338 - 341
Main Authors Mitsui, Chikahiko, Kubo, Wataru, Tanaka, Yuji, Yamagishi, Masakazu, Annaka, Tatsuro, Dosei, Hiroaki, Yano, Masafumi, Nakamura, Ken-ichi, Iwasawa, Daichi, Hasegawa, Miki, Takehara, Tsunayoshi, Suzuki, Takeyuki, Sato, Hiroyasu, Yamano, Akihito, Takeya, Jun, Okamoto, Toshihiro
Format Journal Article
LanguageEnglish
Published TOKYO Chemical Soc Japan 05.03.2017
Subjects
Chemistry
Chemistry, Multidisciplinary
Physical Sciences
Science & Technology
DENSITY
TRANSISTORS
V-shaped organic semiconductor
Sky-blue emission
Organic field-effect transistor (OFET)
TRANSPORT PROPERTIES
THIN-FILM
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Summary:We have developed two novel, isomeric compounds of phenyl-substituted dinaphtho[ 2,3-b: 2', 3'-d] furan (Ph-DNF-VW and Ph-DNF-VV) using a facile synthetic protocol. Notably, Ph-DNF-VW has been shown to be a strong candidate for lightemitting device applications: it forms a herringbone-packing structure with effective C-H center dot center dot center dot pi interactions between phenyl moieties, and exhibits a high thermal stability in the crystal phase in air and a high fluorescence quantum yield in the solid state. Additionally, its carrier mobility is comparable to that of amorphous silicon.
ISSN:0366-7022
1348-0715
DOI:10.1246/cl.161015