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

Original Articles


余明新*,a,b ; 康君辉a ; 郑建鸿b   

  1. (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   

  1. (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

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