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Efficient production of series sulfopropyl ether β-cyclodextrin derivatives using the eco-friendly microwave technique

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Abstract

A high-efficiency microwave irradiation (MW) assisted protocol was proposed to synthesize series SPE-β-CD with specific degree of substitution (DS) in the sodium hydroxide solution. This protocol provided an eco-friendly way to modify the cyclodextrins with bulky sulfopropyl substituent on the purpose of avoiding organic solvents and high quantities of thermal energy. Temperature and energy distribution became more uniform under the new method accordingly. Therefore, not only the reaction time reduced significantly from over 20 h to a few hours, but also the DS increased up according to 1H NMR spectroscopy, MS and elemental analysis results. Most importantly, the effects of reaction parameters on DS were compared both under MW method and conventional heating method, and were sufficiently studied to guarantee the aforementioned results could be better reproduced and DS of products could become more specific through the synthesis process. Products structures were characterized by FT-IR, DSC, and 13C NMR spectroscopy.

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Acknowledgements

This work was supported by grants from AnBaoLiHeng Co. Ltd. (Tianjin City, China). We thank Dr. Qiao B. for his help with MS characterization, Dr. Ding G. for his help with NMR characterization, Dr. Jin X H. for his help with IR characterization, and Dr. Dun W.Q. for DSC.

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  1. School of Chemical Engineering and Technology, Key Laboratory for Green Chemical Technology of State Education Ministry, Tianjin University, Tianjin, 300350, China

    Xiayang Li, Yimin Zhang, Jingna Xu & Yan Zheng

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  1. Xiayang Li
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  2. Yimin Zhang
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Correspondence to Yimin Zhang.

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Li, X., Zhang, Y., Xu, J. et al. Efficient production of series sulfopropyl ether β-cyclodextrin derivatives using the eco-friendly microwave technique. J Incl Phenom Macrocycl Chem 91, 115–124 (2018). https://doi.org/10.1007/s10847-018-0806-0

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