Synthesis of Perylene Dyes with Multiple Triphenylamine Substituents

被引：42
作者：
Keerthi, Ashok [1 ,2 ]
Liu, Yeru [2 ,3 ]
Wang, Qing [2 ,3 ]
Valiyaveettil, Suresh [1 ,2 ]
机构：
[1] Natl Univ Singapore, Dept Chem, Singapore 117543, Singapore
[2] Natl Univ Singapore, NUSNNI NanoCore, Singapore 117411, Singapore
[3] Natl Univ Singapore, Fac Engn, Dept Mat Sci & Engn, Singapore 117574, Singapore
来源：
CHEMISTRY-A EUROPEAN JOURNAL | 2012年 / 18卷 / 37期
关键词：
density functional calculations; dyes; pigments; polycycles; solar cells; substituent effects; SENSITIZED SOLAR-CELLS; PHOTOINDUCED ELECTRON-TRANSFER; MONOIMIDE; FEATURES; DYADS;
D O I：
10.1002/chem.201201196
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Perylene monoimide (PMI) was brominated to give tetra- and tribrominated molecules, which underwent a Suzuki coupling reaction with 4-(diphenylamino)phenylboronic acid to give PMI derivatives. The photophysical and electrochemical properties of the synthesized compounds were investigated, and theoretical calculations were performed. Single crystals of tetrasubstituted PMI were grown and studied in detail. The structureproperty relationships were examined to reveal the effect of the position and number of substituents on the perylene core unit. All molecules showed a broad absorption up to 750 nm. Corresponding anhydrides of PMIs were used for fabrication of dye-sensitized solar cells. The molecule with four triphenylamine units on perylene monoanhydride showed the highest power conversion efficiency.
引用
收藏
页码：11669 / 11676
页数：8
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