Synthesis and Characterization of Donor-Bridge-Acceptor Alternating Copolymers Containing Perylene Diimide Units and Their Application to Photovoltaic Cells

Abstract

We have used Suzuki coupling to prepare a series of alternating copolymers featuring coplanar cyclopentadithiophene and hole-transporting carbazole units. We observed quenching in the photoluminescence spectra of our polymers after incorporating pendent electron-deficient perylene diimide (PDI) moieties on the side chains, indicating more efficient photoinduced electron transfer. Electrochemical measurements revealed that the PDI-containing copolymers displayed reasonable and sufficient offsets of the energy levels of their lowest unoccupied molecular orbitals for efficient charge dissociation. The performance of bulk heterojunction photovoltaic cells incorporating the copolymer/[6,6]-phenyl-C(61)-butyric acid methyl ester blends (1:4, w/w) was optimized when the active layer had a thickness of 70 nm. The photocurrents of the devices were enhanced as a result of the presence of the PDI moieties, thereby leading to improved power conversion efficiencies. (C) 2010 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 48: 1298-1309, 2010