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Comparative study of the optoelectronic properties of diketopyrrolopyrrole based polymers obtained by direct C-H arylation
Polymer Bulletin ( IF 3.1 ) Pub Date : 2021-01-15 , DOI: 10.1007/s00289-021-03539-7
Mohamed Shaker

Donor–acceptor (D-A) type of new constituted diketopyrrolopyrrole-based polymers, PDPP-EDOT (poly A), PDPP-TP (poly B), and PDPP-EBTE (poly C), were synthesized by one-pot direct C–H heteroarylation polymerization methodology supported by Pd(OAc)2/Bu4NBr catalytic system. C–H heteroarylation coupling of highly selective sites avoided the difficulty of the synthesis using organometallic reagent and gave highly pure polymers in good yields. The targeted polymers were evaluated using NMR, TGA, DSC, UV–VIS absorption, GPC, and electrochemical cyclic voltammetry. The polymers are soluble in most of organic solvents, and TGA studies show their high thermally stability. Polymers bandgaps are tuned by alternative copolymerizing with different electron-donating and/or electron-withdrawing units. UV–VIS absorption spectra demonstrated that the polymers show excellent light absorption, with narrow optical bandgaps, around 1.20 eV, confirmed by cyclic voltammetry parameters. All of these promising properties indicated that they might be excellent polymeric materials for polymer solar cells, organic field effect transistors, and so on.

中文翻译:

直接 CH 芳基化得到的二酮吡咯并吡咯基聚合物的光电性能比较研究

供体-受体 (DA) 类型的新型二酮吡咯并吡咯基聚合物,PDPP-EDOT(聚 A)、PDPP-TP(聚 B)和 PDPP-EBTE(聚 C),通过一锅法直接 C-H 合成由 Pd(OAc)2/Bu4NBr 催化体系支持的杂芳基化聚合方法。高选择性位点的 C-H 杂芳基化偶联避免了使用有机金属试剂合成的困难,并以良好的收率得到高纯度聚合物。使用 NMR、TGA、DSC、UV-VIS 吸收、GPC 和电化学循环伏安法评估目标聚合物。这些聚合物可溶于大多数有机溶剂,TGA 研究表明它们具有很高的热稳定性。通过与不同的给电子和/或吸电子单元交替共聚来调节聚合物带隙。UV-VIS 吸收光谱表明聚合物显示出优异的光吸收性,具有约 1.20 eV 的窄光学带隙,循环伏安法参数证实了这一点。所有这些有前途的特性表明它们可能是用于聚合物太阳能电池、有机场效应晶体管等的优良聚合物材料。
更新日期:2021-01-15
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