Synthesis and Characterization of Solution-Processable Core-Cyanated Perylene-3,4;9,10-bis(dicarboximide) Derivatives

被引：8

作者：

Ando, Shinji

Facchetti, Antonio ^{[1
]}

Marks, Tobin J.

机构：

[1] Northwestern Univ, Dept Chem, Evanston, IL 60208 USA

来源：

ORGANIC LETTERS | 2010年 / 12卷 / 21期

关键词：

THIN-FILM TRANSISTORS; CONJUGATED POLYMERS; PENTACENE PRECURSOR; HIGH-PERFORMANCE; SEMICONDUCTORS;

D O I：

10.1021/ol1020338

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Core-cyanated perylene-3,4;9,10-bis(carboxyimide) derivatives N-functionalized with tethered anthracenes (PDI3A-CN2, PDI4A-CN2) and the corresponding solution-processable cycloadduct precursors (PDI3A-CA-CN2, PDI4A-CA-CN2) were synthesized and their optical, electrochemical, and thermal properties characterized. These derivatives exhibit HOMO-LUMO energy gaps of similar to 2.1-2.3 eV and first reduction potentials between -50 and -150 mV versus SCE. The PDI3A-CN2 and PDI4A-CN2 cycloadducts are soluble in common organic solvents (>50 mg/mL), and the corresponding spin-coated films are converted to PDI3A-CN2 and PDI4A-CN2 films upon thermal annealing.

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页码：4852 / 4855

页数：4

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