New 3π-2Spiro Ladder-Type Phenylene Materials: Synthesis, Physicochemical Properties and Applications in OLEDs

被引：72

作者：

Cocherel, Nicolas ^{[1
]}

Poriel, Cyril ^{[1
]}

Rault-Berthelot, Joelle ^{[1
]}

Barriere, Frederic ^{[1
]}

Audebrand, Nathalie ^{[1
]}

Slawin, Alexandra M. Z. ^{[2
]}

Vignau, Laurence ^{[3
]}

机构：

[1] Univ Rennes 1, CNRS, UMR 6226, F-35042 Rennes, France

[2] Univ St Andrews, Sch Chem, St Andrews KY16 9ST, Fife, Scotland

[3] Univ Bordeaux, CNRS, UMR 5218, IMS, F-33607 Pessac, France

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2008年 / 14卷 / 36期

基金：

英国工程与自然科学研究理事会;

关键词：

ladder pentaphenylenes; luminescence; organic light-emitting diodes; semiconductors; spiro compounds;

D O I：

10.1002/chem.200801428

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

New routes to ladder-type phenylene materials I and 2 are described. The oligomers I and 2, which possess a "3 pi-2spiro" architecture, have been synthesized by using extended diketone derivatives 3 and 10 as key intermediates. The physicochemical properties of the new blue-light emitter 2 were studied in detail and compared with those of the less-extended 1. Owing to the recent development Of fluorenone derivatives and their corresponding more conjugated analogues as potential electron-transport materials in organic light-emilting diodes (OLEDs) and as n-type materials for photovoltaic applications, we also report herein the thermal, optical and electrochemical behavior of the key intermediates, diketones 3 and 10. Finally, the application of dispiro 2 as a new light-emitting material in OLEDs is reported.

引用

页码：11328 / 11342

页数：15

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