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Synthesis of a soluble conjugated copolymer based on dialkyl-substituted dithienothiophene and its application in photovoltaic cells
Authors:Shiming Zhang  Chao He  Xiaowei Zhan  Junwu Chen
Affiliation:a Beijing National Laboratory for Molecular Sciences and CAS Key Laboratory of Organic Solids, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, China
b Graduate School of Chinese Academy of Sciences, Beijing 100039, China
c Institute of Polymer Optoelectronic Materials & Devices, South China University of Technology, Guangzhou 510640, China
Abstract:A soluble conjugated alternating 3,5-didecanyldithieno[3,2-b:2′,3′-d]thiophene-thiophene copolymer was synthesized by palladium(0)-catalyzed Stille coupling reaction. The thermal, absorption, emission, electrochemical, and photovoltaic properties of the polymer were examined. A weight-average molecular weight around 6.2 × 104 and a polydispersity index of 1.8 was estimated for the polymer using gel permeation chromatography. The polymer exhibits good thermal stability with decomposition temperature of 340 °C and glass-transition temperature of 136 °C. The polymer shows strong absorption peaked at 505 nm in diluted solution and 518 nm in thin film with an optical band gap 2.0 eV. The polymer exhibits intense emission located at 550 nm in solution and 603 nm in film. The HOMO and LUMO energies of the polymer were estimated to be −5.4 and −3.4 eV, respectively, by cyclic voltammetry. Polymer solar cells were fabricated based on the blend of the polymer and methanofullerene [6,6]-phenyl C61-butyric acid methyl ester (PCBM). The power conversion efficiency of 0.7% was achieved under AM 1.5, 100 mW/cm2 using polymer:PCBM (1:4, w/w) as active layer.
Keywords:Conjugated polymer   Dithienothiophene   Synthesis
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