2,6-二[4’-(N,N-二苯基氨基)芪]苯并[1-2,4-5]二噁唑的合成与发光特性

doi:10.7517/j.issn.1674-0475.2006.02.133

影像科学与光化学 ›› 2006, Vol. 24 ›› Issue (2): 133-139.DOI: 10.7517/j.issn.1674-0475.2006.02.133

2,6-二[4’-(N,N-二苯基氨基)芪]苯并[1-2,4-5]二噁唑的合成与发光特性

张田林, 马娟娟, 熊建军

淮海工学院, 化工系, 江苏, 连云港, 222005

收稿日期:2005-11-03 修回日期:2005-12-04 出版日期:2006-03-23 发布日期:2006-03-23
通讯作者: 张田林(1963- ),男,博士,教授,主要从事有机溴阻燃剂及功能高分子材料的合成研究,通讯联系人,电话:0518-5817660,E-mail:ldm654123@163.com.

Synthesis and Photo-Luminescent Properties of 2,6-Di(4’-bisphenylaminostilbenyl)benzo[1-2,4-5]bisoxazole

ZHANG Tian-lin, MA Juan-juan, XIONG Jian-jun

Department of Chemical Technology, Huaihai Institute of Technology, Lianyungang 222005, Jiangsu, P. R. China

Received:2005-11-03 Revised:2005-12-04 Online:2006-03-23 Published:2006-03-23

摘要/Abstract

摘要： 通过对二苯氨基苯甲醛与2,6-二(4-氯甲基苯基)苯并[1-2,4-5]二唑之间的Wittig-Horner反应,设计并合成了一个2,6-二[4’-(N,N-二苯基氨基)芪]苯并[1-2,4-5]二唑新化合物,目的在于均二苯乙烯分子中同时引入空穴传输和电子传输结构单元,可望提高均二苯乙烯型发光材料的发光强度和光量子效率.采用UV-Vis、IR、¹HNMR和元素分析等分析方法对合成产物结构进行了确认,并考察了溶剂对其光致发光特性的影响.所合成化合物的相关分析数据表明:1)其分子中的两个均二苯乙烯基均为反式“芪”结构特征;2)随溶剂极性增高,其UV-Vis光谱和荧光光谱的λ_max红移;3)可用作蓝色发光材料.

关键词: 2,6-二[4’-(N,N-二苯基氨基)芪]苯并[1-2,4-5]二噁唑, Wittig-Horner反应, 有机合成, 发光材料

Abstract: A novel compound 2,6-di(4’-bisphenylaminostilbenyl)benzo[1-2,4-5]bisoxazole have been designed and synthesized with triphenylamino aldehyde and 2,6-bis(4-chloromethyl phenylene)benzo [1-2,4-5]dioxazole through Wittig-Horner reaction,that simultaneously taking triphenylamino as a hole transporting unit and benzobisoxazole as an electron transporting unit into the stilbene can evidently enhanced its light-emitting and light quantum efficiency.Its chemical structure has been determined by UV-Vis,IR,¹HNMR and EA,and photo-luminescent properties have also been researched.The results indicated that the synthesized compound has trans-stilbene structural character and can be used as small molecular blue light-emitting material.

Key words: 2,6-di(4’-bisphenylaminostilbenyl)benzo[1-2,4-5]bisoxazole, Wittig-Horner reaction, organic synthesis, light-emitting material

中图分类号:

张田林, 马娟娟, 熊建军. 2,6-二[4’-(N,N-二苯基氨基)芪]苯并[1-2,4-5]二噁唑的合成与发光特性[J]. 影像科学与光化学, 2006, 24(2): 133-139.

ZHANG Tian-lin, MA Juan-juan, XIONG Jian-jun. Synthesis and Photo-Luminescent Properties of 2,6-Di(4’-bisphenylaminostilbenyl)benzo[1-2,4-5]bisoxazole[J]. Imaging Science and Photochemistry, 2006, 24(2): 133-139.

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2,6-二[4’-(N,N-二苯基氨基)芪]苯并[1-2,4-5]二噁唑的合成与发光特性

Synthesis and Photo-Luminescent Properties of 2,6-Di(4’-bisphenylaminostilbenyl)benzo[1-2,4-5]bisoxazole

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