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有机化学
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有机化学 ›› 2011, Vol. 31 ›› Issue (04): 511-515. 上一篇    下一篇

研究论文

一种含氧供电基团的染料合成及其光伏性能

孙思远，徐英军，梁茂，孙喆，薛松*   

  1. (天津理工大学化学化工学院 天津 300384)
  • 收稿日期:2010-09-07 修回日期:2010-10-18 发布日期:2010-11-23
  • 通讯作者: 薛松 E-mail:xuesong@ustc.edu.cn

Synthesis of a New Organic Dye Containing Alkoxy Group as Donor for Dye-Sensitized Solar Cells

SUN Si-Yuan, XU Ying-Jun, LIANG Mao, SUN Zhe, XUE Song   

  1. (College of Chemistry and Chemical Engineering, Tianjin University of Technology, Tianjin 300384)
  • Received:2010-09-07 Revised:2010-10-18 Published:2010-11-23

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以对溴苯酚为原料, 经碘丁烷的烷基化后, 与硼酸三甲酯反应生成对丁氧基苯硼酸. 环戊二噻吩经N-溴代丁二酰亚胺(NBS)的溴化和Vilsmeier-Haack反应, 再与对丁氧基苯硼酸偶联、氰基乙酸缩合, 生成目标化合物环戊二噻吩基光敏染料(L1). 该化合物是一种以含氧基团为给体, 环戊二噻吩作为共轭桥的有机染料, 将其制备成有机染料敏化太阳能电池, 在AM 1.5, 100 mW/cm2的光强下, 电池的单色光的光电转换效率(IPCE)值达到62%, 开路电压(Voc)为535 mV, 短路电流密度(Jsc)为6.4 mA•cm－2, 填充因子(FF)为0.60, 总光电转换效率为2.1%.

关键词: 染料敏化太阳能电池, 光伏, 有机染料, 环戊二噻吩, 烷氧基团

A new organic dye (named L1) containing butoxy group as donor was designed and synthesized. Treatment of 4-bromophenol with n-BuI and B(OCH3)3 gave the boronic acid. The intermediate aldehyde was prepared from bis-thiophene via bromonation reaction with N-bromosuccinimide (NBS) and Vilsmeier-Haack reaction. The dye was synthesized from the Suzuki coupling reaction of the boronic acid with the aldehyde, followed by Knoevenagel condensation reaction with cyanoacetic acid. The dye was applied to nanocrystalline TiO2 dye-sensitized solar cells through standard operations. For a typical device the maximal monochromatic incident photon-to-current conversion efficiency (IPCE) can reach 62%, with a short-circuit photocurrent density (Jsc) 6.4 mA•cm－2, an open-circuit photovoltage (Voc) 535 mV, and fill factor (FF) 0.60, which corresponds to an overall conversion efficiency of 2.1%.

Key words: dye-sensitized solar cell, photovoltaic, organic dye, cyclopentadithiophene, alkoxyl group