Journal
CHEMISTRY-AN ASIAN JOURNAL
Volume 7, Issue 1, Pages 105-111Publisher
WILEY-BLACKWELL
DOI: 10.1002/asia.201100590
Keywords
ambipolar compounds; disulfides; organic photovoltaic cells; semiconductors; tetracene
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Funding
- JSPS [20850036]
- Funding Program for Next-Generation World-Leading Researchers
- Japan Science and Technology Agency, JST
- Grants-in-Aid for Scientific Research [20850036] Funding Source: KAKEN
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We have designed and synthesized a new donor/acceptor-type tetracene derivative by the introduction of dicarboxylic imide and disulfide groups as electron-withdrawing and -donating units, respectively. The prepared compounds, tetracene dicarboxylic imide (TI) and its disulfide (TIDS) have high chemical and electrochemical stability as well as long-wavelength absorptions of up to 886 nm in the thin films. The crystal packing structure of TIDS molecules features face-to-face p-stacking, derived from dipoledipole interactions. Notably, TIDS exhibited ambipolar properties of both electron-donating and -accepting natures in pn and pin heterojunction organic thin-film photovoltaic devices. Accordingly, TI and TIDS are expected to be promising compounds for designing new organic semiconductors.
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