Naphthodithiophenediimide (NDTI): Synthesis, Structure, and Applications

被引：182

作者：

Fukutomi, Yuta ^{[2
]}

Nakano, Masahiro ^{[1
,2
]}

Hu, Jian-Yong ^{[1
]}

Osaka, Itaru ^{[1
,2
]}

Takimiya, Kazuo ^{[1
,2
]}

机构：

[1] RIKEN, CEMS, Emergent Mol Funct Res Grp, Wako, Saitama 3510198, Japan

[2] Hiroshima Univ, Grad Sch Engn, Dept Appl Chem, Higashihiroshima 7398527, Japan

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2013年 / 135卷 / 31期

基金：

日本科学技术振兴机构;

关键词：

ONE-POT SYNTHESIS; NAPHTHALENE DIIMIDES; HIGH-PERFORMANCE; REDOX PROPERTIES; SEMICONDUCTORS; POLYMER; TETRACENE; TRANSISTORS; BISIMIDES; TRANSPORT;

D O I：

10.1021/ja404753r

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A straightforward synthesis of alpha,beta-unsubstituted and alpha-halogenated naphtho[2,3-b:6,7-b']-dithiophenediimides (NDTIs) is described. Electrochemical and optical studies of N,N-dioctyl-NDTI demonstrate that the compound has a low-lying LUMO energy level (4.0 eV below the vacuum level) and a small HOMO-LUMO gap (similar to 2.1 eV). With its interesting electronic and optical properties, in addition to its planar structure, NDTI is a promising building block for the development of novel pi-functional materials. In fact, it afforded n-channel, p-channel, and ambipolar materials, depending on the molecular modification.

引用

页码：11445 / 11448

页数：4

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