Triphenylamine-Based Push-Pull σ-C60 Dyad As Photoactive Molecular Material for Single-Component Organic Solar Cells: Synthesis, Characterizations, and Photophysical Properties

Antoine Labrunie, Julien Gorenflot, Maxime Babics, Olivier Alévêque, Sylvie Dabos-Seignon, Ahmed H. Balawi, Zhipeng Kan, Markus Wohlfahrt, Eric Levillain, Piétrick Hudhomme, Pierre M. Beaujuge, Frédéric Laquai*, Clément Cabanetos, Philippe Blanchard

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

53 Scopus citations


A push-pull σ-C60 molecular dyad was synthesized via Huisgen-type click chemistry and used as photoactive material for single-component organic solar cells. Steady-state photoluminescence (PL) experiments of the dyad in solution show a significant quenching of the emission of the push-pull moiety. Spin-casting of a solution of the dyad results in homogeneous and smooth thin films, which exhibit complete PL quenching in line with ultrafast photoinduced electron-transfer in the solid state. Spectroelectrochemistry reveals the optical signatures of radical cations and radical anions. Evaluation of the charge carrier mobility by space-charge limited current measurements gives an electron-mobility of μe = 4.3 × 10-4 cm2 V-1 s-1, ca. 50 times higher than the hole-mobility. Single-component organic solar cells yield an open-circuit voltage Voc of 0.73 V and a short-circuit current density of 2.1 mA cm-2 however, a poor fill factor FF (29%) is obtained, resulting in low power conversion efficiency of only 0.4%. Combined transient absorption (TA) and time-delayed collection field (TDCF) experiments show mostly ultrafast photon-to-charge conversion and a small component of diffusion-limited exciton dissociation, revealing the presence of pure fullerene domains. Furthermore, a strong field dependence of charge generation is observed, governing the device fill factor, which is further reduced by a competition between extraction and fast recombination of separated charges.

Original languageEnglish (US)
Pages (from-to)3474-3485
Number of pages12
JournalChemistry of Materials
Issue number10
StatePublished - May 22 2018

Bibliographical note

Funding Information:
The RFI LUMOMAT from the Reǵ ion Pays de la Loire is acknowledged for the PhD grant of A. Labrunie. We thank also the PIAM (Plateforme d’Ingeńierie et Analyses Molećulaires) of the University of Angers for the characterization of organic compounds and R. Mallet, from the SCIAM of the University of Angers for TEM experiments. Jonhson Mattey is acknowledged for the gift of PdCl2 used for the preparation of Pd(PPh3)4 catalyst. The research reported in this publication was supported by funding from King Abdullah University of Science and Technology (KAUST). M.W. acknowledges a VSRP internship from KAUST.

Publisher Copyright:
Copyright © 2018 American Chemical Society.

ASJC Scopus subject areas

  • General Chemistry
  • General Chemical Engineering
  • Materials Chemistry


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