Synthesis and characterization of indenofluorene‐based copolymers containing 2,5‐bis(2‐thienyl)‐<i>N</i>‐arylpyrrole for bulk heterojunction solar cells and polymer light‐emitting diodes

Abstract

Abstract Two novel alternating π‐conjugated copolymers, poly[2,8‐(6,6′,12,12′‐tetraoctyl‐6,12‐dihydroindeno‐[1,2b]fluorene‐ alt ‐5(1‐(2,6‐diisopropylphenyl)‐2,5‐di(2‐thienyl)pyrrole) ( P1 ) and poly[2,8‐(6,6′,12,12′‐tetraoctyl‐6,12‐dihydroindeno‐[1,2b]fluorene‐ alt ‐5(1‐(p‐octylphenyl)‐2,5‐di(2‐thienyl)pyrrole) ( P2 ), were synthesized via the Suzuki coupling method and their optoelectronic properties were investigated. The resulting polymers P1 and P2 were completely soluble in various common organic solvents and their weight‐average molecular weights ( M w ) were 5.66 × 10 4 (polydispersity: 1.97) and 2.13× 10 4 (polydispersity: 1.54), respectively. Bulk heterojunction (BHJ) solar cells were fabricated in ITO/PEDOT:PSS/polymer:PC 70 BM(1:5)/TiO x /Al configurations. The BHJ solar cell with P1 :PC 70 BM (1:5) has a power conversion efficiency (PCE) of 1.12% ( J sc = 3.39 mA/cm 2 , V oc = 0.67 V , FF = 49.31%), measured using AM 1.5 G solar simulator at 100 mW/cm 2 light illumination. We fabricated polymer light‐emitting diodes (PLEDs) in ITO/PEDOT:PSS/emitting polymer:polyethylene glycol (PEG)/Ba/Al configurations. The electroluminescence (EL) maxima of the fabricated PLEDs varied from 526 nm to 556 nm depending on the ratio of the polymer to PEG. The turn‐on voltages of the PLEDs were in the range of 3–8 V depending on the ratio of the polymer to PEG, and the maximum brightness and luminance efficiency were 2103 cd/m 2 and 0.37 cd/A at 12 V, respectively. © 2010 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 48: 3169–3177, 2010