Tunable Redox-Active Triazenyl-Carbene Platforms: A New Class of Anolytes for Non-Aqueous Organic Redox Flow Batteries.,ACS Applied Materials & Interfaces

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Tunable Redox-Active Triazenyl-Carbene Platforms: A New Class of Anolytes for Non-Aqueous Organic Redox Flow Batteries.
ACS Applied Materials & Interfaces ( IF 8.3 ) Pub Date : 2020-07-21 , DOI: 10.1021/acsami.0c09400
Jisu Back ₁ , Giyun Kwon ₂ , Jung Eun Byeon ₁ , Hayoung Song ₁ , Kisuk Kang _{2,

3,

4} , Eunsung Lee _{1,

5}

Affiliation

Non-aqueous all organic redox flow batteries (NORFBs) are one of the promising options for large-scale renewable energy storage systems owing to their scalability with energy and power along with the affordability. The discovery of new redox-active organic molecules (ROMs) for the anolyte/catholyte would bring them one step closer to the practical application, thus it is highly demanded. Here, we report a new class of ROMs based on cationic triazenyl systems supported by N-heterocyclic carbenes (NHCs) and demonstrate, for the first time, that the triazenyl can serve as a new redox motif for ROMs and could be significantly stabilized for the use in NORFBs by the coupling with NHCs even at radical states. A series of NHC–triazenyl ROM families were successfully synthesized via the reaction of a synthon, N-heterocyclic carbene azido cation, with various Lewis bases including NHCs. Remarkably, it is revealed that NHCs substituted on the triazenyl fragments can serve as a versatile platform for tailoring the electrochemical activity and stability of triazenyl-based compounds, introducing various ROMs exploiting triazenyl redox motif, as demonstrated in the full cell of NORFBs for an anolyte.

中文翻译：

可调氧化还原活性三氮烯-碳平台：用于非水有机氧化还原液流电池的新型阳极电解液。

非水全有机氧化还原液流电池（NORFB）是大型可再生能源存储系统的有前途的选择之一，因为它们具有可扩展的能量和功率以及可承受性。发现用于阳极电解液/阴极电解液的新型氧化还原活性有机分子（ROM）将使它们更接近于实际应用，因此对此有很高的要求。在这里，我们报道了一类新的基于N-杂环卡宾（NHC）支持的阳离子三氮烯基体系的ROM，并首次证明了三氮烯可以作为ROM的新氧化还原基序，并且对于ROM可以显着稳定。通过与NHC偶合甚至在自由基状态下在NORFB中使用。通过合成子的反应，成功合成了一系列NHC-三氮烯ROM系列，N-杂环卡宾叠氮阳离子，具有各种路易斯碱，包括NHC。值得注意的是，据揭示，在三氮烯基片段上取代的NHC可充当通用平台，用于调节三氮烯基化合物的电化学活性和稳定性，引入各种利用三氮烯氧化还原基序的ROM，如在NORFBs完整单元中证明的。

更新日期：2020-08-19

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