Synthesis and characterization of perylene-based donor-acceptor copolymers containing triple bonds

Two donor-acceptor copolymers containing perylene diimide and oligothiophenes linked through triple bonds have been designed and synthesized by palladium catalyzed Sonogashira coupling reaction. The introduction of the triple bond spacer between the electron-acceptor perylene moieties and the electron donating oligothiophene moieties produces an extended conjugation along the main chain, and produces soluble and high molecular weight copolymers. The thermal, optical and electrochemical properties of these copolymers were examined. The HOMO-LUMO energy levels of these copolymers, along with the photoinduced charge transfer process, probed by photoluminescence quenching and by FTIR photoinduced absorption spectroscopy, in blends with poly(3-hexylthiophene) (P3HT), indicate that they are suitable materials for application as electron acceptor and n-type components in bulk heterojunction solar cells with P3HT.