Synthesis of D‐π‐A‐π type benzodithiophene‐quinoxaline copolymers by direct arylation and their application in organic solar cells,Journal of Polymer Science Part A: Polymer Chemistry

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Synthesis of D‐π‐A‐π type benzodithiophene‐quinoxaline copolymers by direct arylation and their application in organic solar cells
Journal of Polymer Science Part A: Polymer Chemistry Pub Date : 2018-04-25 , DOI: 10.1002/pola.29027
Diana Zimmermann ₁ , Christian Sprau _{2,

3} , Jonas Schröder ₁ , Vasilis G. Gregoriou ₄ , Apostolos Avgeropoulos ₅ , Christos L. Chochos _{4,

5} , Alexander Colsmann _{2,

3} , Silvia Janietz ₁ , Hartmut Krüger ₁

Affiliation

Conjugated copolymers based on benzodithiophene (BDT) derivatives and thiophene‐quinoxaline‐thiophene (TQT) segments represent an efficient class of light harvesting materials for organic photovoltaic (OPV) applications. Commonly, BDT‐TQT copolymers are synthesized by Stille cross‐coupling polymerization. In this study, alkoxy and thienyl functionalized alternating BDT‐alt‐TQT copolymers are synthesized by direct arylation polymerization (DArP), using Ozawa conditions. An extensive optimization of the reaction conditions such as the catalytic system, solvent, temperature, base, and the concentration of the catalyst is accomplished. The optical and electrochemical properties of the copolymers obtained by DArP are compared to the reference polymers synthesized by Stille cross‐coupling polymerization. Finally, the optimized BDT‐alt‐TQT copolymers are incorporated into organic solar cells as electron donors. The solar cells of the DArP copolymers exhibit power conversion efficiencies up to 80% (rel.) of their Stille cross coupling analogues. © 2018 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2018, 56, 1457–1467

中文翻译：

直接芳基化合成D-π-A-π型苯并二噻吩-喹喔啉共聚物及其在有机太阳能电池中的应用

基于苯并二噻吩（BDT）衍生物和噻吩-喹喔啉-噻吩（TQT）链段的共轭共聚物代表了用于有机光伏（OPV）应用的一类有效的光收集材料。通常，BDT-TQT共聚物是通过Stille交叉偶联聚合反应合成的。在这项研究中，烷氧基和噻吩基官能化的交替BDT- alt‐TQT共聚物是在小泽条件下通过直接芳基化聚合（DArP）合成的。完成了反应条件的广泛优化，例如催化体系，溶剂，温度，碱和催化剂的浓度。将通过DArP获得的共聚物的光学和电化学性质与通过Stille交叉偶联聚合合成的参考聚合物进行了比较。最后，将优化的BDT- alt- TQT共聚物作为电子给体掺入有机太阳能电池中。DArP共聚物的太阳能电池的功率转换效率高达其Stille交叉偶联类似物的80％（相对）。©2018 Wiley Periodicals，Inc.J.Polym。科学，A部分：Polym。化学 2018，56，1457年至1467年

更新日期：2018-04-25

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