Synthesis and photovoltaic performance of dibenzofulvene-based organic sensitizers for DSSC

Three novel 2D-π-A metal-free organic dyes TK 7–9 containing a dibenzofulvene (DBF) linked to two thiophene units as the π-bridge, diarylamines with and without alkoxy chains as donor groups and the cyanoacrylic acid moiety as the acceptor and anchoring group were synthesized. The new dyes TK were c...

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Veröffentlicht in:Tetrahedron 2016-09, Vol.72 (38), p.5788-5797
Hauptverfasser: Capodilupo, A.-L., Giannuzzi, R., Corrente, G.A., De Marco, L., Fabiano, E., Cardone, A., Gigli, G., Ciccarella, G.
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Sprache:eng
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Zusammenfassung:Three novel 2D-π-A metal-free organic dyes TK 7–9 containing a dibenzofulvene (DBF) linked to two thiophene units as the π-bridge, diarylamines with and without alkoxy chains as donor groups and the cyanoacrylic acid moiety as the acceptor and anchoring group were synthesized. The new dyes TK were characterized by optical and electrochemical measurements and density functional theory calculations and were used as sensitizers in liquid dye-sensitized solar cells. The effects of alkoxy-functionalization of donor moiety and of hexyl chain insertion onto one thienyl ring of π-linker on dye properties and performances were investigated. The results discover the dye TK7, bearing two simple diphenylamine groups without alkoxy chains, exhibits the best behavior in terms of light absorption and cell performance (PCE of 7.9% and photovoltaic parameters of Jsc of 17.82 mA cm−2, Voc of 670 mV and FF of 0.66). Lower power conversion efficiencies of 6.3% and 6.1% were found for TK8 and TK9, respectively, as a consequence of the presence of the alkoxy chains. [Display omitted]
ISSN:0040-4020
1464-5416
DOI:10.1016/j.tet.2016.08.006