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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
引用本文:余明新,康君辉,郑建鸿. 苯并[de]蒽-7-酮类叔芳胺的合成及其发光性能的研究[J]. 有机化学, 2008, 28(8): 1393-1397
作者姓名:余明新  康君辉  郑建鸿
作者单位:1. 浙江大学化学系,杭州,310027;台湾清华大学化学系,新竹,30043
2. 浙江大学化学系,杭州,310027
3. 台湾清华大学化学系,新竹,30043
基金项目:浙江省工业催化重中之重学科开放基金,浙江省教育厅资助项目
摘    要:芳基伯胺与芳基溴在Pd(dba)2/P(t-Bu)3催化下于80 ℃甲苯溶液中反应生成芳基仲胺, 芳基仲胺再与3-溴苯并[de]蒽-7-酮在Pd(OAc)2/P(t-Bu)3催化下于120 ℃邻二甲苯溶液中反应生成苯并[de]蒽-7-酮类叔芳胺有机电致发光材料; 3-二苯基氨基苯并[de]蒽-7-酮与丙二腈反应生成2-(3-二苯基氨基)苯并[de]蒽-7-基亚基丙二腈. 产物的结构经1H NMR, 13C NMR, 13C (DEPT), HRMS光谱所证实. 用UV-Vis, PL, DSC测定了化合物的发光性能.

关 键 词:苯并[de]蒽-7-酮  2-(3-二苯基氨基)苯并[de]蒽-7-基亚基丙二腈  叔芳胺  钯催化  发光性能
收稿时间:2007-10-13
修稿时间:2008-01-03

Synthesis of Diarylamino-benzo[de]anthracen-7-ones and Their Light Emitting Property
YU,Ming-Xin,KANG,Jun-Hui,CHENG,Chien-Hong. Synthesis of Diarylamino-benzo[de]anthracen-7-ones and Their Light Emitting Property[J]. Chinese Journal of Organic Chemistry, 2008, 28(8): 1393-1397
Authors:YU  Ming-Xin  KANG  Jun-Hui  CHENG  Chien-Hong
Affiliation:(a Department of Chemistry, Zhejiang University, Hangzhou 310027)
(b Department of Chemistry, Tsinghua University, Hsinchu 30043)
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.
Keywords:benzo[de]anthracen-7-one  2-(3-diphenylamino-benzo[de]anthracen-7-ylidene)-malononitrile  tertiary arylamine  palladium catalyst  light emitting property
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