Reactive Bay-Functionalized Perylene Iimide: Synthesis, Structure and Characterization

Abstract

N,N’ -di(2-ethylhexyl)-1,7-dibromoperylene-3,4,9,10-tetracarboxylic acid bisimide have been synthesized from the novel Perylene bisimides (Perylene-3,4,9,10-perylene tetracarboxylic acid diimides) and ethylhexylamine and characterized with HNMR, FT-IR and UV-Vis; it can be used for further substitution at the bay position without any further capping group. Dibromominated perylene diimide bay-substituted derivates tends to aggregate strongly in dilute solutions. Because of its ability to be further substituted at the bay region with other desired functional groups, photoinduced behavior and electron mobility indicates that perylene diimide is indeed a promising material for use in processing of organic based semiconductors. Dibromo moieties on the 1, 7 bay area leads to twisting of the perylene core, weakens the - stacking thus improving its solubility.