Synthesis of Silatrane-Containing Organic Sensitizers as Precursors for the Silyloxyl Anchoring Group in Dye-Sensitized Solar Cells

Year: 2017

Authors: Bessi M., Monini M., Calamante M., Mordini A., Sinicropi A., Basosi R., Di Donato M., Foggi P., Iagatti A., Zani L., Reginato G.

Autors Affiliation: CNR, Ist Chim Composti Organometall, ICCOM, Via Madonna del Piano 10, I-50019 Sesto Fiorentino, Italy; Univ Siena, Dipartimento Biotecnol Chim & Farm, Via A Moro 2, I-53100 Siena, Italy; Univ Firenze, Dipartimento Chim U Schiff, Via Lastruccia 13, I-50019 Sesto Fiorentino, Italy; INO, Enrico Fermi 6, Florence, Italy; Univ Perugia, Dipartmento Chim, Via Elce di Sotto 8, I-06123 Perugia, Italy; LENS European Lab Nonlinear Spectroscopy, Via N Carrara 1, I-50019 Sesto Fiorentino, Italy.

Abstract: A series of organic D-?-A dyes, endowed with different silicon-based anchoring groups, has been prepared to assess the stability of such anchoring moieties on nanocrystalline TiO2 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 TiO2 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.

Journal/Review: SYNTHESIS-STUTTGART

Volume: 49 (17)      Pages from: 3975  to: 3984

KeyWords: organic dyes, trialkoxysilane, silatrane, UV/Vis spectroscopy, ATR-IR, dye-sensitized solar cells
DOI: 10.1055/s-0036-1588836

Citations: 2
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