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使用氨基酸离子液体作为可回收催化剂,将 N-乙酰基-D-葡萄糖胺高效转化为含氮化合物 3-乙酰氨基-5-乙酰呋喃。

Efficient conversion of N-acetyl--glucosamine into nitrogen-containing compound 3-acetamido-5-acetylfuran using amino acid ionic liquid as the recyclable catalyst.

机构信息

State Key Laboratory of Hollow Fiber Membrane Materials and Processes, School of Chemistry and Chemical Engineering, Tiangong University, Binshuixi Road, Tianjin 300387, China.

State Key Laboratory of Hollow Fiber Membrane Materials and Processes, School of Chemistry and Chemical Engineering, Tiangong University, Binshuixi Road, Tianjin 300387, China.

出版信息

Sci Total Environ. 2020 Mar 25;710:136293. doi: 10.1016/j.scitotenv.2019.136293. Epub 2019 Dec 26.

DOI:10.1016/j.scitotenv.2019.136293
PMID:31926412
Abstract

Chitin is the most widely distributed oceanic biomass resources. Its monomer unit, N-acetyl--glucosamine (NAG), contains precious atomic nitrogen and represents a potential feedstock for the manufacture of regenerative organic nitrogen chemicals. Herein, the conversion of NAG to the platform chemical, 3-acetamido-5-acetylfuran (3A5AF), catalyzed by amino acid ionic liquids, was investigated. The reaction, catalyzed by a very small amount of glycine chloride ionic liquid without any additives, could yield 43.22% 3A5AF in 10 min. By adding CaCl, a higher yield up to 52.61% was obtained. This work demonstrated the conversion of chitin biomass to 3A5AF in higher yield without using a boron-based catalyst for the first time. Moreover, the ionic liquid catalyst exhibited excellent recyclability, and afforded 43.22-36.59% yield over during eight cycles. This research provides new and green procedures to convert shellfish fishery waste into value-added platform chemicals.

摘要

甲壳素是分布最广泛的海洋生物质资源。其单体单元 N-乙酰--葡萄糖胺(NAG)含有宝贵的原子氮,是制造可再生有机氮化学品的潜在原料。在此,研究了氨基酸离子液体催化 NAG 转化为平台化学品 3-乙酰氨基-5-乙酰呋喃(3A5AF)的反应。在没有任何添加剂的情况下,只需极少量的甘氨酸氯化物离子液体催化,10 分钟内即可得到 43.22%的 3A5AF。通过添加 CaCl2,产率可提高至 52.61%。这项工作首次证明了在不使用基于硼的催化剂的情况下,甲壳素生物质可以更高的产率转化为 3A5AF。此外,离子液体催化剂表现出优异的可循环性,在 8 个循环中可获得 43.22-36.59%的产率。这项研究为将贝类渔业废物转化为高附加值的平台化学品提供了新的绿色方法。

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