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.

Franchi, D., Calamante, M., Reginato, G., Zani, L., Peruzzini, M., Taddei, M., et al. (2014). A Comparison of Carboxypyridine Isomers as Sensitizers for Dye-Sensitized Solar Cells: Assessment of Device Efficiency and Stability. TETRAHEDRON, 70(36), 6285-6295 [10.1016/j.tet.2014.05.076].

A Comparison of Carboxypyridine Isomers as Sensitizers for Dye-Sensitized Solar Cells: Assessment of Device Efficiency and Stability

REGINATO, GIANNA;TADDEI, MAURIZIO;FABRIZI DE BIANI, FABRIZIA;BASOSI, RICCARDO;SINICROPI, ADALGISA;
2014-01-01

Abstract

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.
Franchi, D., Calamante, M., Reginato, G., Zani, L., Peruzzini, M., Taddei, M., et al. (2014). A Comparison of Carboxypyridine Isomers as Sensitizers for Dye-Sensitized Solar Cells: Assessment of Device Efficiency and Stability. TETRAHEDRON, 70(36), 6285-6295 [10.1016/j.tet.2014.05.076].
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11365/47665