Novel azobenzene-phthalocyanine dyads——design of photo-modulated J-aggregation  

作　　者：NIU LiHong ZHONG Cheng CHEN ZiHui ZHANG Zhi LI ZhongYu ZHANG FuShi TANG YingWu 

机构地区：[1]The Key Laboratory of Organic Photoelectrons & Molecular Engineering of Ministry of Education, Department of Chemistry Tsinghua University, Beijing 100084, China [2]Department of Chemical Engineering, Jilin Institute of chemical Technology, Jilin 132022, China

出　　处：《Chinese Science Bulletin》2009年第7期1169-1175,共7页

基　　金：Supported by the National Natural Science Foundation of China (Grant Nos. 20572059, 20502013 and 20773077);National Key Fundamental Research Program (Grant No. 2007CB808000)

摘　　要：Based on the J-aggregation mechanism of α-aryl/alkoxy-substituted zinc phthalocyanines(Pcs) in non-coordinating solvents, two novel azobenzene-phthalocyanine dyads (3-azo-ZnPc and 4-azo-ZnPc) were synthesized with the aim of developing Pc compounds whose ability to form J-aggregation could be photo-modulated. It was found that 3-azo-ZnPc in chloroform could be effectively photo-controlled in a wide range. This phenomenon could be explained by the changes in the geometry and dipole moment of azobenzene during the photo-isomerization process. 4-azo-ZnPc did not have this ability at all, with or without UV light illumination. The positions of the oxygen atoms to which the aryl/alkoxy substitution was attached relatively were found important in determining the aggregation ability.Based on the J-aggregation mechanism of oParyl/alkoxy-substituted zinc phthalocyanines（Pcs） in non-coordinating solvents, two novel azobenzene-phthalocyanine dyads （3-azo-ZnPc and 4-azo-ZnPc） were synthesized with the aim of developing Pc compounds whose ability to form J-aggregation could be photo-modulated. It was found that 3-azo-ZnPc in chloroform could be effectively photo-controlled in a wide range. This phenomenon could be explained by the changes in the geometry and dipole moment of azobenzene during the photo-isomerization process. 4-azo-ZnPc did not have this ability at all, with or without UV light illumination. The positions of the oxygen atoms to which the aryl/alkoxy substitution was attached relatively were found important in determining the aggregation ability.

关 键 词：聚集机制 偶氮苯 酞菁锌 光调制 照片 烷氧基取代 设计 光异构化 

分 类 号：O625.65[理学—有机化学] S763.38[理学—化学]