CitationLabrunie A, Gorenflot J, Babics M, Aleveque O, Dabos-Seignon S, et al. (2018) A triphenylamine-based push-pullσ -C60 dyad as photoactive molecular material for singlecomponent organic solar cells: synthesis, characterizations and photophysical properties. Chemistry of Materials. Available: http://dx.Abstract A push-pullσ -C 60 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 homogenous and smooth thin-films, which exhibit complete PL quenching in line with ultrafast photo-induced electron-transfer in the solid-state. Spectro-electrochemistry 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 μ e = 4.3 × 10 -4 cm 2 V -1 s -1 , ca. 50 times higher than the hole-mobility. Single-component organic solar cells yield an open-circuit voltage V oc of 0.73 V and a short-circuit current density of 2.1 mA cm -2 however, a poor fillfactor FF (29%) is obtained, resulting in low power conversion efficiency of only 0.4%. Combined 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.

The synthesis for monobrominated benzothioxanthene is reported, which is then employed in common palladium catalyzed coupling reactions for novel organic semiconductors.