Azide Ionic Liquids for Safe,Green, and Highly-Efficient Azidation Reactions to Produce Azide Polymers |
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Authors: | Dr. Chi Zhang Dr. Meiling Shao Dr. Dongqing Wu Dr. Zhongyi Li Muzhi Zhao Xiangfei Zhang Prof. Bin Zhai Prof. Yunjun Luo Prof. Xiaoyu Li |
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Affiliation: | 1. School of Chemistry & Chemical Engineering, Engineering Research Center for Optoelectronic Functional Materials of Henan Province, Shangqiu Normal University, Shangqiu, 476000 P. R. China;2. School of Materials Science and Engineering, Beijing Institute of Technology, Beijing, 100081 P. R. China |
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Abstract: | Azide compounds are widely used and especially, polymers bearing pendant azide groups are highly desired in numerous fields. However, harsh reaction conditions are always mandatory to achieve full azidation, causing severe side reactions and degradation of the polymers. Herein, we report the design and preparation of two azide ionic liquids (AILs) with azide anion and triethylene glycol (E3)-containing cation, [P444E3][N3] and [MIME3][N3]. Compared with the traditional sodium azide (NaN3) approach, both AILs showed much higher reaction rates and functional-group tolerance. More importantly, they could act as both reagents and solvents for the quantitative azidation of various polymeric precursors under mild conditions. Theoretical simulations suggested that the outstanding performance of AILs originated from the existence of ion pairs during the reaction, and the E3 moieties played a crucial role. Lastly, after the reaction, the AILs could be easily regenerated, presenting a safer, greener, and highly efficient synthesis route for azide polymers. |
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Keywords: | Azide Ionic Liquids Azide Polymers Green Chemistry Highly-Efficient Azidation Safe Synthesis |
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