Institut für Organische Chemie und Makromolekulare Chemie, Heinrich-Heine Universität Düsseldorf, Universitätstrasse 1, D-40225 Düsseldorf, Germany.
J Org Chem. 2012 Apr 20;77(8):3704-15. doi: 10.1021/jo202608w. Epub 2012 Mar 30.
Phenothiazinyl rhodanylidene acetic acid merocyanine dyes with variable substitution pattern on the peripheral benzene ring were synthesized in good to excellent yields by Knoevenagel condensation of the corresponding phenothiazinyl aldehydes and rhodanine-N-acetic acid. The electronic properties were investigated by cyclic voltammetry, absorption, and fluorescence spectroscopy. Electron releasing substitution leads to an appreciable lowering of the oxidation potential, bathochromic shift of the absorption band, and minimization of the emission quantum yield. Not least as a consequence of these properties, the compounds are interesting for use as chromophores in dye-sensitized solar cells (DSSC). DSSCs were constructed and successfully tested by determining the characteristic parameters such as incident-photon-to-electron conversion efficiency (IPCE), fill factor (FF), and overall efficiency.
合成了具有可变取代模式的苯并噻嗪基罗丹酰基乙酸缩氨基硫脲菁染料,通过相应的苯并噻嗪基醛和罗丹宁-N-乙酸的Knoevenagel 缩合反应得到了良好至优异的产率。通过循环伏安法、吸收和荧光光谱研究了电子性质。供电子取代导致氧化电位显著降低、吸收带红移和发射量子产率最小化。由于这些性质,这些化合物在染料敏化太阳能电池 (DSSC) 中作为发色团非常有趣。通过测定入射光子到电子的转换效率 (IPCE)、填充因子 (FF) 和整体效率等特征参数,构建和成功测试了 DSSC。