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Low-Defect, High Molecular Weight Indacenodithiophene (IDT) Polymers Via a C–H Activation: Evaluation of a Simpler and Greener Approach to Organic Electronic Materials
ACS Materials Letters ( IF 11.4 ) Pub Date : 2021-09-16 , DOI: 10.1021/acsmaterialslett.1c00478
James F. Ponder Jr 1 , Hu Chen 2 , Alexander M. T. Luci 3 , Stefania Moro 3 , Marco Turano 3 , Archie L. Hobson 3 , Graham S. Collier 4 , Luís M. A. Perdigão 3 , Maximilian Moser 5 , Weimin Zhang 2 , Giovanni Costantini 3 , John R. Reynolds 6 , Iain McCulloch 5
Affiliation  

The development, optimization, and assessment of new methods for the preparation of conjugated materials is key to the continued progress of organic electronics. Direct C–H activation methods have emerged and developed over the last 10 years to become an invaluable synthetic tool for the preparation of conjugated polymers for both redox-active and solid-state applications. Here, we evaluate direct (hetero)arylation polymerization (DHAP) methods for the synthesis of indaceno[1,2-b:5,6-b′]dithiophene-based polymers. We demonstrate, using a range of techniques, including direct visualization of individual polymer chains via high-resolution scanning tunneling microscopy, that DHAP can produce polymers with a high degree of regularity and purity that subsequently perform in organic thin-film transistors comparably to those made by other cross-coupling polymerizations that require increased synthetic complexity. Ultimately, this work results in an improved atom economy by reducing the number of synthetic steps to access high-performance molecular and polymeric materials.

中文翻译:

通过 C–H 活化的低缺陷、高分子量的茚二噻吩 (IDT) 聚合物:评估一种更简单、更环保的有机电子材料方法

用于制备共轭材料的新方法的开发、优化和评估是有机电子学持续进步的关键。在过去的 10 年中,直接 C-H 活化方法已经出现并发展成为一种宝贵的合成工具,用于制备用于氧化还原活性和固态应用的共轭聚合物。在这里,我们评估了用于合成茚并 [1,2-b:5,6-b'] 二噻吩基聚合物的直接(杂)芳基化聚合 (DHAP) 方法。我们展示了使用一系列技术,包括通过高分辨率扫描隧道显微镜直接可视化单个聚合物链,DHAP 可以生产具有高度规则性和纯度的聚合物,这些聚合物随后在有机薄膜晶体管中的性能与需要增加合成复杂性的其他交叉偶联聚合制备的聚合物相当。最终,这项工作通过减少获得高性能分子和聚合物材料的合成步骤数量来提高原子经济性。
更新日期:2021-10-04
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