Synthesis, spectral and electrochemical properties of pyrimidine-containing dyes as photosensitizers for dye-sensitized solar cells

被引:74
作者
Verbitskiy, Egor V. [1 ]
Cheprakova, Ekaterina M. [1 ]
Subbotina, Julia O. [1 ,2 ]
Schepochkin, Aleksandr V. [1 ]
Slepukhin, Pavel A. [1 ]
Rusinov, Gennady L. [1 ,2 ]
Charushin, Valery N. [1 ,2 ]
Chupakhin, Oleg N. [2 ]
Makarova, Nadezhda I. [3 ]
Metelitsa, Anatoly V. [3 ]
Minkin, Vladimir I. [3 ,4 ]
机构
[1] Russian Acad Sci, Ural Branch, I Postovsky Inst Organ Synth, Ekaterinburg 620041, Russia
[2] Ural Fed Univ, Ekaterinburg 620002, Russia
[3] Southern Fed Univ, Inst Phys & Organ Chem, Rostov Na Donu 344090, Russia
[4] Russian Acad Sci, Southern Sci Ctr, Rostov Na Donu 344006, Russia
基金
俄罗斯基础研究基金会;
关键词
Pyrimidine; Triphenylamine; Carbazole; Nucleophilic aromatic substitution of hydrogen; Solvatochromism; Dye-sensitized solar cells; DENSITY-FUNCTIONAL THEORY; NUCLEOPHILIC AROMATIC-SUBSTITUTION; ORGANIC-DYES; TD-DFT; FLUORESCENT DYES; PYRIDINE-RING; PHOTOVOLTAIC PERFORMANCE; INDOLINE DYES; SEMICONDUCTORS; HYDROGEN;
D O I
10.1016/j.dyepig.2013.09.006
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
Six novel donor-pi-acceptor organic dyes bearing a pyrimidine as the anchoring group have been obtained in good yields by combination of the microwave-assisted Suzuki cross-coupling and nucleophilic aromatic substitution of hydrogen reactions. Their absorption, photoluminescence and electrochemical properties were fully investigated in detail. The infrared spectra of dyes adsorbed on TiO2 indicate the formation of coordinate bonds between the pyrimidine ring of dyes and the Lewis acid sites (exposed Tin+ cations) of the TiO2 surface. This work demonstrates that the pyrimidine rings of dye sensitizers that form a coordinate bond with the Lewis acid site of a TiO2 surface are promising candidates as the electron-withdrawing anchoring group. The data from quantum calculations show that all of the dyes are potentially good photosensitizers for dye-sensitized solar cells. (C) 2013 Elsevier Ltd. All rights reserved.
引用
收藏
页码:201 / 214
页数:14
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