Catalytic Synthesis of Conjugated Azopolymers from Aromatic Diazides,Journal of the American Chemical Society

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Catalytic Synthesis of Conjugated Azopolymers from Aromatic Diazides
Journal of the American Chemical Society ( IF 14.4 ) Pub Date : 2021-03-04 , DOI: 10.1021/jacs.1c00447
John M Andjaba ₁ , Christopher J Rybak ₁ , Zhiyang Wang ₁ , Jianheng Ling ₁ , Jianguo Mei ₁ , Christopher Uyeda ₁

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Conjugated polymers containing main chain azoarene repeat units are synthesized by a dinickel catalyzed N=N coupling reaction of aromatic diazides. The polymerization exhibits broad substrate scope and is compatible with heterocycles commonly featured in high performance organic materials, including carbazole, thiophene, propylenedioxythiophene (ProDOT), diketopyrrolopyrrole (DPP), and isoindigo. Copolymerizations can be carried out using monomer mixtures, and monoazide chain stoppers can be used to install well-defined end groups. Azopolymers possess unique properties owing to the functionality of the azo linkages. For example, protonation at nitrogen results in LUMO lowering and red-shifted absorption bands. Additionally, N=N bonds possess low-lying π* levels, allowing azopolymers to be reversibly reduced under mild conditions.

中文翻译：

芳族二叠氮化物催化合成共轭偶氮聚合物

含有主链偶氮芳烃重复单元的共轭聚合物是通过二镍催化的芳族二叠氮化物的 N=N 偶联反应合成的。该聚合反应具有广泛的底物范围，并且与高性能有机材料中常见的杂环相容，包括咔唑、噻吩、丙烯二氧噻吩 (ProDOT)、二酮吡咯并吡咯 (DPP) 和异靛蓝。可以使用单体混合物进行共聚，并且可以使用单叠氮链终止剂来安装明确定义的端基。由于偶氮键的功能性，偶氮聚合物具有独特的性质。例如，氮质子化导致 LUMO 降低和红移吸收带。此外，N=N 键具有较低的 π* 水平，允许偶氮聚合物在温和条件下可逆还原。

更新日期：2021-03-17

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