Dye-sensitized solar cells based on dimethylamino-π-bridge-pyranoanthocyanin dyes

UID/QUI/50006/2019 PTDC/QEQ-QFI/1971/2014 PD/BD/135087/2017 SFRH/BD/136556/2018 SFRH/BD/143309/2019 IF/00225/2015 DL57/2016 Program Contract (HC). UID/CTM/50025/2019 PTDC/CTM-ENE/5125/2014 CNPq 444061/2018-5 Universal grant 408181/2016-3 The pyranoanthocyanins present in red wine display great potential as photosensitizers in bio-inspired Dye-Sensitized Solar Cells (DSSCs). Following a biomimetic approach, a series of amino-π-bridge-pyranoanthocyanin derivatives were employed as dye sensitizers in DSSCs. The dimethylamine group was selected to take advantage of its electron-donor character and the possibility of ‘dual-mode anchoring’ ([sbnd]OH vs. dimethylamino) to titanium dioxide. The increase in π-conjugation via insertion of C[dbnd]C bonds affected molecule flexibility, electron-donor ability and the pH-dependent equilibria of the pyranoanthocyanin derivatives. The current vs. potential properties of photoanodes using these dyes pointed to essential features of the relationship between power conversion efficiency and dye structure. These included the influences of the dimethylamine group, of π-conjugation and of substitution in ring B on the adsorption of the dyes to TiO2 and on the overall performance of the DSSCs prepared from them with and without added acid. An overall efficiency of 2.55% was obtained for the best performing compound, 4-(dimethylamino)-cinnamyl-pyranocyanidin-3-O-glucoside (JO3), which consolidates the importance of this family of compounds as potential dye-sensitizers for DSSC applications. authorsversion published