4H-pyranylidene-based small push-pull chromophores: Synthesis, structure, electronic properties and photovoltaic evaluation

Víctor Tejeda-Orusco (1) , Martin Blais (2) , Clément Cabanetos (2) , Philippe Blanchard (2) , Raquel Andreu (1) , Santiago Franco (1) , Jesús Orduna (1) , Beatriz Diosdado (1)

1 ICMA-CSIC - Instituto de Ciencia de Materiales de Aragón [Saragoza, España]
2 MOLTECH-Anjou

The synthesis and electrochemical and optical characterizations of four new 4H-pyranylidene-based push-pull molecules are reported herein as well as their evaluation as donor materials for organic photovoltaics. Studied systems exhibit good absorption properties and appropriate LUMO levels for a photoinduced electron transfer to C60. Bilayer organic solar cells fabricated from these new donors and C60 as acceptor gave photocurrent however with low power conversion efficiencies. As shown by X-ray diffraction and theoretical calculations, titled molecules present a twisted structure which may prevent the formation of suitable π-π contacts between adjacent molecules hence explaining their low photovoltaic performance.

Mots clés: Push-pull systems; 4H-pyranylidene; small conjugated molecules; organic photovoltaics

Domaines: Chimie organique

Víctor Tejeda-Orusco, Martin Blais, Clément Cabanetos, Philippe Blanchard, Raquel Andreu, et al.. 4H-pyranylidene-based small push-pull chromophores: Synthesis, structure, electronic properties and photovoltaic evaluation. Dyes and Pigments, 2020, 178, pp.108357. ⟨10.1016/j.dyepig.2020.108357⟩. ⟨hal-02888754v2⟩