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由商业 Pd/C 和乙酸联合从 HMF 制备 1-羟基-2,5-己二酮。

Preparation of 1-Hydroxy-2,5-hexanedione from HMF by the Combination of Commercial Pd/C and Acetic Acid.

机构信息

Henan Key Laboratory of Function-Oriented Porous Material, College of Chemistry and Chemical Engineering, Luoyang Normal University, Luoyang 471934, China.

College of Food and Drug, Luoyang Normal University, Luoyang 471934, China.

出版信息

Molecules. 2020 May 27;25(11):2475. doi: 10.3390/molecules25112475.

DOI:10.3390/molecules25112475
PMID:32471053
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC7321070/
Abstract

The development of a simple and durable catalytic system for the production of chemicals from a high concentration of a substrate is important for biomass conversion. In this manuscript, 5-hydroxymethylfurfural (HMF) was converted to 1-hydroxy-2,5-hexanedione (HHD) using the combination of commercial Pd/C and acetic acid (AcOH) in water. The influence of temperature, H pressure, reaction time, catalyst amount and the concentration of AcOH and HMF on this transformation was investigated. A 68% yield of HHD was able to be obtained from HMF at a 13.6 wt% aqueous solution with a 98% conversion of HMF. The resinification of intermediates on the catalyst was characterized to be the main reason for the deactivation of Pd/C. The reusability of the used Pd/C was studied to find that most of the activity could be recovered by being washed in hot tetrahydrofuran.

摘要

从高浓度的底物中生产化学品的简单而耐用的催化体系的发展对于生物质转化很重要。在本文中,使用商业 Pd/C 和乙酸(AcOH)在水中的组合将 5-羟甲基糠醛(HMF)转化为 1-羟基-2,5-己二酮(HHD)。考察了温度、H 压力、反应时间、催化剂用量以及 AcOH 和 HMF 的浓度对该转化的影响。在 13.6wt%的水溶液中,HMF 的转化率为 98%时,HHD 的收率为 68%。中间体在催化剂上的树脂化被认为是 Pd/C 失活的主要原因。研究了使用过的 Pd/C 的可重复使用性,发现通过在热四氢呋喃中洗涤可以回收大部分活性。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/867a/7321070/5fa4608ce3fa/molecules-25-02475-g006a.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/867a/7321070/f4b98424f6bd/molecules-25-02475-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/867a/7321070/c6ca9ff8a48e/molecules-25-02475-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/867a/7321070/9862c28d5468/molecules-25-02475-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/867a/7321070/91c0b969ba46/molecules-25-02475-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/867a/7321070/95e7b5bf15e9/molecules-25-02475-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/867a/7321070/0747ab606699/molecules-25-02475-g005a.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/867a/7321070/5fa4608ce3fa/molecules-25-02475-g006a.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/867a/7321070/f4b98424f6bd/molecules-25-02475-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/867a/7321070/c6ca9ff8a48e/molecules-25-02475-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/867a/7321070/9862c28d5468/molecules-25-02475-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/867a/7321070/91c0b969ba46/molecules-25-02475-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/867a/7321070/95e7b5bf15e9/molecules-25-02475-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/867a/7321070/0747ab606699/molecules-25-02475-g005a.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/867a/7321070/5fa4608ce3fa/molecules-25-02475-g006a.jpg

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