title: Small D-π-A systems with o-phenylene-bridged accepting units as active materials for organic photovoltaics.
abstract: Donor-acceptor (D-π-A) systems that combine triarylamine donor blocks and dicyanovinyl (DCV) acceptor groups have been synthesized. Starting from the triphenylamine (TPA)-thiophene-DCV compound (1) as a reference system, various synthetic approaches have been developed for controlling the light-harvesting properties and energy levels of the frontier orbitals in this molecule. Thus, the introduction of methoxy groups onto TPA, the replacement of one phenyl ring of TPA by a thiophene ring, or the extension of the π-conjugating spacer group lead to the modulation of the HOMO level. On the other hand, the fusion of the DCV group onto the vicinal thiophene ring by an ortho-phenylene bridge allows for a specific fine-tuning of the LUMO level. The electronic properties of the molecules were analyzed by using UV/Vis spectroscopy and cyclic voltammetry and the compounds were evaluated as donor materials in basic bilayer planar heterojunction solar cells by using C60 as acceptor material. The relationships between the electronic properties of the donors and the performance of the corresponding photovoltaic devices are discussed. Bilayer planar heterojunction solar cells that used reference compound 1 and C70 afforded power-conversion efficiencies of up to 3.7 %.
authors.affiliation: LUNAM, University of Angers, CNRS UMR 6200, MOLTECH-Anjou, Linear Conjugated Systems Group, 2 Bd Lavoisier, 49045 Angers, France.
authors.forename: Antoine
authors.initials: A
authors.lastname: Leliège
authors.forename: Jérémie
authors.initials: J
authors.lastname: Grolleau
authors.forename: Magali
authors.initials: M
authors.lastname: Allain
authors.forename: Philippe
authors.initials: P
authors.lastname: Blanchard
authors.forename: Dora
authors.initials: D
authors.lastname: Demeter
authors.forename: Théodulf
authors.initials: T
authors.lastname: Rousseau
authors.forename: Jean
authors.initials: J
authors.lastname: Roncali
keywords: bridging ligands; chromophores; cyclic voltammetry; donor-acceptor systems; solar cells