Tailoring the Optical Properties of Organic D-π-A Photosensitizers: Effect of Sulfur Introduction in the Acceptor Group
European Journal of Organic Chemistry(2019)
摘要
In this work, we present for the first time the synthesis and characterization of potential DSSC organic sensitizers whose cyanoacrylic acceptor/anchoring group was modified by replacement of oxygen with one or more sulfur atoms. Using known carboxylic acid dye DF15 as a reference, their TD-DFT computational analysis indicated that oxygen-sulfur substitution should induce a significant red-shift of the corresponding UV/Vis absorption spectra. Whereas synthesis of monothiocarboxylic derivatives of DF15 was successfully carried out, isolation of the analogous dithiocarboxylic acid proved impossible due to its very low stability: despite that, their relative spectroscopic properties could be compared by analyzing the corresponding benzylic esters. Combined computational and transient absorption spectroscopy studies suggested that photoexcited thiocarboxylic acid 1-SO and thioamide 1-SN were able to inject electrons into nanocrystalline TiO2 and indicated a similar charge injection efficiency for 1-SO relative to DF15. Preliminary DSSC studies showed that, when tert-butylpyridine was present in the electrolyte solution, 1-SO was rapidly degraded; however, in the absence of basic additives 1-SO provided a sufficiently stable device, giving a slightly lower efficiency compared to carboxylic sensitizer DF15.
更多查看译文
关键词
Organosulfur compounds,Thiocarboxylic acid,Thioamide,Transient absorption spectroscopy,Dye-sensitized solar cells
AI 理解论文
溯源树
样例
生成溯源树,研究论文发展脉络
Chat Paper
正在生成论文摘要