Synthesis and applications of low-bandgap conjugated polymers containing phenothiazine donor and various benzodiazole acceptors for polymer solar cells

A series of soluble donor-acceptor conjugated poly- mers comprising of phenothiazine donor and various benzodia- zole acceptors (i.e., benzothiadiazole, benzoselenodiazole, and benzoxadiazole) sandwiched between hexyl-thiophene linkers were designed, synthesized, and used for the fabrication of polymer solar cells (PSC). The effects of the benzodiazole acceptors on the thermal, optical, electrochemical, and photo- voltaic properties of these low-bandgap (LBG) polymers were investigated. These LBG polymers possessed large molecular weight (Mn) in the range of 3.85� 5.13 � 10 4 with high thermal decomposition temperatures, which demonstrated broad absorption in the region of 300� 750 nm with optical bandgaps of 1.80� 1.93 eV. Both the HOMO energy level (� 5.38 to � 5.47 eV) and LUMO energy level (� 3.47 to � 3.60 eV) of the LBG polymers were within the desirable range of ideal energy level. Under 100 mW/cm 2 of AM 1.5 white-light illumination, bulk heterojunction PSC devices containing an active layer of elec- tron donor polymers mixed with electron acceptor (6,6)-phe- nyl-C61-butyric acid methyl ester (PC61BM) or (6,6)-phenyl-C71- butyric acid methyl ester (PC71BM) in different weight ratios were investigated. The best performance of the PSC device was obtained by using polymer PP6DHTBT as an electron do- nor and PC71BM as an acceptor in the weight ratio of 1:4, and a power conversion efficiency value of 1.20%, an open-circuit voltage (Voc) value of 0.75 V, a short-circuit current (Jsc) value of 4.60 mA/cm 2 , and a fill factor (FF) value of 35.0% were achieved. V C 2010 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 48: 4823-4834, 2010