Synthesis and Photoelectric Properties of a Novel Perylene Diimide Derivative

Abstract

A novel donor-acceptor-donor (D-A-D) perylene diimide derivative 1,7-bis-[N,N-bis-(4-methoxy phenyl)aniline]perylene diimide (PDI2) had been successfully synthesized by means of bromination, condensation, Suzuki-crossing reaction. 1,7-Bis-[N,N-bis-(4-methoxy phenyl)aniline]perylene diimide exhibits excellent solubility in common solvents. The absorption maxima of PDI2 shows a bathochromic shift and absorption bands span widen to 890 nm, due to the introduction of electron donating bis-(4-methoxyphenyl)phenylamine moiety. A pronounced fluorescence quenching was observed due to the intramolecular charge transfer. Cyclic voltammograms of PDI2 display a couple of reversible redox peaks. The LUMO and HOMO levels of PDI2 were calculated as -3.88 eV and -5.13 eV, respectively.