フッ素化反応を基盤とする電子輸送性共役オリゴマーの開発と有機電界効果トランジスタへの応用 [in Japanese] Development of Electron-transporting Conjugated Oligomers Based on Fluorination Reactions and Their Application to Organic Field-effect Transistors [in Japanese]
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Organic field-effect transistors (OFETs) based on ir-conjugated systems have been a great interest in recent years as they are indispensable components in organic electronics. In this con-text, a novel synthetic route to electronegative units: hexafluorocyclopenta [c] thiophene, 4, 4-diflu-oro-4H-cyclopenta [2, 1-b:3, 4-b'] dithiophene, 6, 6, 12, 12-tetrafluoroindeno [3, 2-b] fluorene, difluoro-dioxocyclopenta [c] thiophene, and difluorodioxocyclopenta [b] thiophene have been accomplished by the use of fluorination reactions as a key step. The oligomers containing these units also have been synthesized to elucidate the precise structure-property-FET characteristics relationships. The annelation of the electron-withdrawing groups effectively lowers the LUMO energy levels without disrupting the effective conjugation of the backbones, which was unambiguously clarified by spectroscopic and electrochemical measurements as well as X-ray analyses. These electroneg-ative oligothiophenes exhibited n-type semiconducting behavior with high field-effect electron mobilities.
- J. Synth. Org. Chem. Jpn.
J. Synth. Org. Chem. Jpn. 66(5), 504-514, 2008-05-01
The Society of Synthetic Organic Chemistry, Japan