Tetracene Dicarboxylic Imide and Its Disulfide: Synthesis of Ambipolar Organic Semiconductors for Organic Photovoltaic Cells

被引:42
|
作者
Okamoto, Toshihiro [2 ]
Suzuki, Tsuyoshi [2 ]
Tanaka, Hideyuki [2 ]
Hashizume, Daisuke [1 ]
Matsuo, Yutaka [2 ]
机构
[1] RIKEN, Adv Technol Support Div, Wako, Saitama 3510198, Japan
[2] Univ Tokyo, Dept Chem, Bunkyo Ku, Tokyo 1130033, Japan
基金
日本科学技术振兴机构;
关键词
ambipolar compounds; disulfides; organic photovoltaic cells; semiconductors; tetracene; THIN-FILM TRANSISTORS; FIELD-EFFECT TRANSISTORS; HIGH-ELECTRON-MOBILITY; HIGH-PERFORMANCE; COMPLEMENTARY CIRCUITS; DIIMIDE DERIVATIVES; TRANSPORT; ACENES; PENTACENE; STABILITY;
D O I
10.1002/asia.201100590
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
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.
引用
收藏
页码:105 / 111
页数:7
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