Synthesis of Diarylamino-benzo[de]anthracen-7-ones and Their Light Emitting Property

Chin. J. Org. Chem. ›› 2008, Vol. 28 ›› Issue (08): 1393-1397. Previous Articles Next Articles

Original Articles

苯并[de]蒽-7-酮类叔芳胺的合成及其发光性能的研究

余明新^*,a,b ; 康君辉^a; 郑建鸿^b

(a浙江大学化学系杭州 310027)
(b台湾清华大学化学系新竹 30043)

收稿日期:2007-10-13 修回日期:2008-01-03 发布日期:2008-08-18
通讯作者: 余明新

Synthesis of Diarylamino-benzo[de]anthracen-7-ones and Their Light Emitting Property

YU, Ming-Xin^*,a,b ; KANG, Jun-Hui ^a ; CHENG, Chien-Hong ^b

(a Department of Chemistry, Zhejiang University, Hangzhou 310027)
(b Department of Chemistry, Tsinghua University, Hsinchu 30043)

Received:2007-10-13 Revised:2008-01-03 Published:2008-08-18
Contact: YU, Ming-Xin

Abstract

The primary arylamines reacted with aryl halides to give the secondary arylamines by the catalysis of Pd(dba)2/P(t-Bu)3 at 80 ℃ in toluene. The secondary arylamines reacted with 3-bromo-benzo[de]- anthrax-cen-7-one to afford the organic light-emitting device (OLED) material of diarylamino- benzo[de]anthracen-7-ones type by the catalysis of Pd(OAc)2/P(t-Bu)3 at 120 ℃ in o-xylene. Reaction of 3-diphenylamino-benzo[de]anthracen-7-one with malononitrile gives 2-(3-diphenylamino-benzo[de]- anthracen-7-ylidene)-malononitrile. The product structures were demonstrated by 1H NMR, 13C NMR, 13C (DEPT), HRMS spectra. Light emitting properties were examined by UV-vis, PL and DSC spectra.

Key words: benzo[de]anthracen-7-one, tertiary arylamine, palladium catalyst, light emitting property, 2-(3-diphenylamino-benzo[de]anthracen-7-ylidene)-malononitrile

Cite this article

YU, Ming-Xin^*,a,b ; KANG, Jun-Hui ^a ; CHENG, Chien-Hong ^b. Synthesis of Diarylamino-benzo[de]anthracen-7-ones and Their Light Emitting Property[J]. Chin. J. Org. Chem., 2008, 28(08): 1393-1397.

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苯并[de]蒽-7-酮类叔芳胺的合成及其发光性能的研究

Synthesis of Diarylamino-benzo[de]anthracen-7-ones and Their Light Emitting Property

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