A comparison of carboxypyridine isomers as sensitizers for dye-sensitized solar cells: assessment of device efficiency and stability

作者：Franchi Daniele; Calamante Massimo; Reginato Gianna; Zani Lorenzo; Peruzzini Maurizio; Taddei Maurizio; de Biani Fabrizia Fabrizi; Basosi Riccardo; Sinicropi Adalgisa; Colonna Daniele; Di Carlo Aldo; Mordini Alessandro^*

来源：Tetrahedron, 2014, 70(36): 6285-6295.

DOI：10.1016/j.tet.2014.05.076

• Dye-sensitized solar cells
• Organic sensitizers
• Cross-coupling
• Pyridines
• Carboxylic acids

Three novel organic dyes (DF13A-C) carrying regioisomeric carboxypyridine anchoring groups were synthesized by means of a multistep synthetic sequence involving a Pd-catalyzed Stille coupling as the key step. The new compounds underwent full spectroscopic, electrochemical, and computational characterization, and their properties were compared with those of a reference compound endowed with a classic cyanoacrylic acid acceptor (DF15). Photovoltaic measurements showed that dye-sensitized solar cells built with dyes DF13A-C as photosensitizers yielded power conversion efficiencies corresponding to 54-63% of those obtained with the reference compound. Determination of desorption pseudo-first order rate constants indicated that isomers DF13B-C, having the nitrogen atom in neighboring position relative to the carboxylic moiety, were removed from TiO2 more slowly than isomer DF13A or cyanoacrylic derivative DF15, suggesting a possible cooperative effect of the two functional groups on semiconductor binding: such hypothesis was supported by device stability tests carried out on transparent, larger area cells.

• 出版日期2014-9-9