A series of organic D-π-A dyes, endowed with different silicon-based anchoring groups, has been prepared to assess the stability of such anchoring moieties on nanocrystalline TiO 2 in dye-sensitized solar cells. Due to the difficulties encountered in finding a reliable and robust preparation protocol to obtain pure trialkoxysilanes, replacement with a silatrane moiety was evaluated. It was found that the silatrane group could be easily introduced on three different molecular scaffolds by using a simple amide coupling reaction mediated by EDC-Cl. Furthermore, the spectroscopic properties and anchoring mode on nanocrystalline TiO 2 of the silatrane dyes were found to be nearly identical to those of the trialkoxysilane compounds, and both gave a much more stable attachment to the semiconductor compared with their cyanoacrylic acid counterpart, as shown by desorption experiments.
Bessi, M., Monini, M., Calamante, M., Mordini, A., Sinicropi, A., Basosi, R., et al. (2017). Synthesis of Silatrane-Containing Organic Sensitizers as Precursors for Silyloxyl Anchoring Group in Dye Sensitized Solar Cells. SYNTHESIS, 49(17), 3975-3984 [10.1055/s-0036-1588836].
Synthesis of Silatrane-Containing Organic Sensitizers as Precursors for Silyloxyl Anchoring Group in Dye Sensitized Solar Cells
BESSI, MATTEO;SINICROPI, ADALGISA;BASOSI, RICCARDO;REGINATO, GIANNA
2017-01-01
Abstract
A series of organic D-π-A dyes, endowed with different silicon-based anchoring groups, has been prepared to assess the stability of such anchoring moieties on nanocrystalline TiO 2 in dye-sensitized solar cells. Due to the difficulties encountered in finding a reliable and robust preparation protocol to obtain pure trialkoxysilanes, replacement with a silatrane moiety was evaluated. It was found that the silatrane group could be easily introduced on three different molecular scaffolds by using a simple amide coupling reaction mediated by EDC-Cl. Furthermore, the spectroscopic properties and anchoring mode on nanocrystalline TiO 2 of the silatrane dyes were found to be nearly identical to those of the trialkoxysilane compounds, and both gave a much more stable attachment to the semiconductor compared with their cyanoacrylic acid counterpart, as shown by desorption experiments.File | Dimensione | Formato | |
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https://hdl.handle.net/11365/1007156