An Unexpected Reaction between 5-Hydroxymethylfurfural and Imidazolium-Based Ionic Liquids at High Temperatures

被引：25
|
作者：
Zhang, Zehui [1 ,3 ,4 ]
Liu, Wujun [1 ]
Xie, Haibo [1 ,2 ]
Zhao, Zongbao K. [1 ,2 ]
机构：
[1] Chinese Acad Sci, Dalian Inst Chem Phys, Dalian 116023, Peoples R China
[2] Dalian Natl Lab Clean Energy, Dalian 116023, Peoples R China
[3] S Cent Univ Nationalities, Key Lab Catalysis & Mat Sci, State Ethn Affairs Commiss, Wuhan 430074, Peoples R China
[4] S Cent Univ Nationalities, Minist Educ, Coll Chem & Mat Sci, Wuhan 430074, Peoples R China
来源：
MOLECULES | 2011年 / 16卷 / 10期
关键词：
side reaction; HMF; ionic liquids; 1-butyl-2-(5 '-methyl-2 '-furoyl)imidazole; PHYSICAL-PROPERTIES; SOLVENTS; SOLUBILITY; CONVERSION; CATALYSIS; CHEMISTRY; SALTS;
D O I：
10.3390/molecules16108463
中图分类号：
Q5 [生物化学]; Q7 [分子生物学];
学科分类号：
071010 ; 081704 ;
摘要：
A new compound was detected during the production of 5-hydroxymethylfurfural (HMF) from glucose and cellulose in the ionic liquid 1-butyl-3-methylimidazolium chloride ([Bmim]Cl) at high temperatures. Further experiments found that it was derived from the reaction of HMF with [Bmim]Cl. The structure of new compound was established as 1-butyl-2-(5'-methyl-2'-furoyl) imidazole (BMI) based on nuclear magnetic resonance and mass spectrometry analysis, and a possible mechanism for its formation was proposed. Reactions of HMF with other imidazolium-based ionic liquids were performed to check the formation of BMI. Our results provided new insights in terms of side reactions between HMF and imidazolium-based ionic liquids, which should be valuable for designing better processes for the production of furans using biomass and related materials.
引用
收藏
页码：8463 / 8474
页数：12
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