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Synthesis 2017; 49(17): 3975-3984
DOI: 10.1055/s-0036-1588836
DOI: 10.1055/s-0036-1588836
paper
Synthesis of Silatrane-Containing Organic Sensitizers as Precursors for the Silyloxyl Anchoring Group in Dye-Sensitized Solar Cells
Further Information
Publication History
Received: 14 March 2017
Accepted after revision: 28 April 2017
Publication Date:
07 June 2017 (online)
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 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.
Key words
organic dyes - trialkoxysilane - siltarane - UV/Vis spectroscopy - ATR-IR - dye-sensitized solar cellsSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0036-1588836.
- Supporting Information
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