Synthesis of Silatrane-Containing Organic Sensitizers as Precursors for the Silyloxyl Anchoring Group in Dye-Sensitized Solar Cells
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: Istituto di Chimica dei Composti Organometallici (CNR-ICCOM), Via Madonna del Piano 10, 50019 Sesto Fiorentino, Italy; Dipartimento di Biotecnologie, Chimica e Farmacia, Università degli Studi di Siena, Via A. Moro 2, 53100 Siena, Italy; Dipartimento di Chimica ‘U. Schiff’, Università degli Studi di Firenze, Via della Lastruccia 13, 50019 Sesto Fiorentino, Italy; Istituto Nazionale di Ottica (CNR-INO), Largo Enrico Fermi 6, 50125 Florence, Italy; Dipartmento di Chimica, Università degli studi di Perugia, via Elce di Sotto 8, 06123 Perugia, Italy; LENS (European Laboratory for Non-Linear Spectroscopy), Via N. Carrara 1, 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.
Volume: 49 (17) Pages from: 3975 to: 3984
KeyWords: organic dyes; trialkoxysilane; silatrane; UV/Vis spectroscopy; ATR-IRDOI: 10.1055/s-0036-1588836Citations: 1data from “WEB OF SCIENCE” (of Thomson Reuters) are update at: 2019-09-08References taken from IsiWeb of Knowledge: (subscribers only)Connecting to view paper tab on IsiWeb: Click hereConnecting to view citations from IsiWeb: Click here