Abstract: A novel electron acceptor, N,N′ diperfluorophenyl 3,4,9,10 perylenetetracarboxylic diimide (DFPP) with a good solubility and a high electron affinity was designed and prepared. Its molecular structure was characterized by FTIR and NMR measurements. As demonstrated by UV Vis, CV and ESR, the DFPP possessed much lower lowest unoccupied molecular orbital(LUMO) energy level of -4 37 eV, and the radical anion of DFPP could exist stoadily in the solution of DFPP in DMF because multiple strong electron withdrawing F atoms were introduced in the molecular structure of DFPP. Furthermore, through the simulation of the molecular conformation and the theoretical examinations of molecular interactions, the unique aggregate structure of DFPP was found; due to the disruption of the planarity of molecule structure and the increasing of intermolecular repulsion caused by the fluorination, and the radical anion of DFPP coule exist steadily in the solution of DFPP molecules stacked with the perfluorinated phenyl groups straightly above or below the perylene cores of the adjacent DFPP molecules.

Key words: Electron acceptor, Fluoroperylene diimide, LUMO, Aggregate structure