4,10-Dibromoanthanthrone as a New Building Block for p-Type, n-Type, and Ambipolar π-Conjugated Materials

被引：53

作者：

Giguere, Jean-Benoit ^{[1
,2
]}

Verolet, Quentin ^{[1
,2
]}

Morin, Jean-Francois ^{[1
,2
]}

机构：

[1] Univ Laval, Dept Chim, Quebec City, PQ G1V 0A6, Canada

[2] Univ Laval, Ctr Rech Mat Avances CERMA, Quebec City, PQ G1V 0A6, Canada

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2013年 / 19卷 / 01期

基金：

加拿大自然科学与工程研究理事会;

关键词：

density functional calculations; dyes/pigments; electrochemistry; optical properties; polycycles; ELECTRON; POLYMERS; DONORS;

D O I：

10.1002/chem.201202878

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

New p-type, n-type, and ambipolar molecules were synthesized from commercially available 4,10-dibromoanthanthrone dye. Substitution at the 4,10- and 6,12-positions with different electron-rich and electron-poor units allowed the modulation of the optoelectronic properties of the molecules. A bis(dicyanovinylene)-functionalized compound was also prepared with a reduction potential as low as -50 mV versus Ag+ with a crystalline two-dimensional lamellar packing arrangement. These characteristics are important prerequisites for air-stable n-type organic field-effect transistor applications.

引用

页码：372 / 381

页数：10

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