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微波作用下二咪唑六氟磷酸盐催化木糖制备糠醛

Preparation of Furfural From Xylose Catalyzed by Diimidazole Hexafluorophosphate in Microwave.

作者信息

Huang Ting, Yuan Kun, Nie Xu-Liang, Chen Jing, Zhang Huang-Xian, Chen Jin-Zhu, Xiong Wan-Ming

机构信息

College of Science, Jiangxi Agricultural University, Nanchang, China.

Knowledge Innovation Team of Organic Functional Materials and Agricultural Applications of Nanchang City, Jiangxi Agricultural University, Nanchang, China.

出版信息

Front Chem. 2021 Sep 1;9:727382. doi: 10.3389/fchem.2021.727382. eCollection 2021.

Abstract

In this work, functionalized alkyl imidazolium hexafluorophosphate ILs were synthesized and characterized; then, they were applied in the conversion of xylose to furfural under the microwave method. The results showed that when CMF was used as a catalyst, an acidic environment was provided to promote the formation of furfural. In addition, the heating method, the solvent, and the different structures of cations in the ionic liquid influenced their catalytic activity. In an aqueous solution, the yield of furfural obtained using the microwave method was better than that of the conventional heating method, and the catalytic activity of diimidazole hexafluorophosphate was better than that of monoimidazole. Meanwhile, for the diimidazole hexafluorophosphate, the change of the carbon chain length between the imidazole rings also slightly influenced the yield. Finally, the optimal yield of 49.76% was obtained at 205°C for 8 min using 3,3'-methylenebis(1-methyl-1H-imidazol-3-ium), CMF, as a catalyst. Mechanistic studies suggested that the catalytic activity of CMF was mainly due to the combined effect of POF (OH) and imidazole ring. Without a doubt, the catalytic activity of CMF was still available after five cycles, which not only showed its excellent catalytic activity in catalyzing the xylose to prepare the biomass platform compound furfural but also could promote the application of functionalized ionic liquids.

摘要

在本工作中,合成并表征了功能化的烷基咪唑六氟磷酸盐离子液体;然后,将它们应用于微波法下木糖转化为糠醛的反应中。结果表明,当使用CMF作为催化剂时,提供了酸性环境以促进糠醛的形成。此外,加热方式、溶剂以及离子液体中阳离子的不同结构影响了它们的催化活性。在水溶液中,微波法获得的糠醛产率优于传统加热法,且二咪唑六氟磷酸盐的催化活性优于单咪唑。同时,对于二咪唑六氟磷酸盐,咪唑环之间碳链长度的变化也对产率有轻微影响。最后,以3,3'-亚甲基双(1-甲基-1H-咪唑-3-鎓)CMF为催化剂,在205℃下反应8分钟,获得了49.76%的最佳产率。机理研究表明,CMF的催化活性主要归因于POF(OH)和咪唑环的协同作用。毫无疑问,CMF在五个循环后仍具有催化活性,这不仅表明其在催化木糖制备生物质平台化合物糠醛方面具有优异的催化活性,而且还能促进功能化离子液体的应用。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4c57/8440960/314b2b5bb6a5/fchem-09-727382-g001.jpg

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