Mapping out the reaction network of humin formation at the initial stage of fructose dehydration in water  

作　　者：Xing Fu Yexin Hu Ping Hu Hui Li Shuguang Xu Liangfang Zhu Changwei Hu 

机构地区：[1]Key Laboratory of Green Chemistry and Technology,Ministry of Education,College of Chemistry,Sichuan University,Chengdu,Sichuan,610064,China [2]State Key Laboratory of Southwestern Chinese Medicine Resources,Innovative Institute of Chinese Medicine and Pharmacy,Chengdu University of Traditional Chinese Medicine,Chengdu,Sichuan,611137,China

出　　处：《Green Energy & Environment》2024年第6期1016-1026,共11页绿色能源与环境（英文版）

基　　金：the National Natural Science Foundation of China(No.21875149);111 project(B17030);the Basal Research Fund of the Central University.

摘　　要：The formation of humins hampers the large-scale production of 5-hydroxymethylfurfural(HMF)in biorefinery.Here,a detailed reaction network of humin formation at the initial stage of fructose-to-HMF dehydration in water is delineated by combined experimental,spectroscopic,and theoretical studies.Three bimolecular reaction pathways to build up soluble humins are demonstrated.That is,the intermolecular etherification of β-furanose at room temperature initiates the C12 path,whereas the C-C cleavage of a-furanose at 130-150℃ leads to C11 path,and that of open-chain fructose at 180℃ to C11' path.The successive intramolecular dehydrations and condensations of the as-formed bimolecular intermediates lead to three types of soluble humins.We show that the C12 path could be restrained by using HCl or AlCl_(3) catalyst,and both the C12 and C110 paths could be effectively inhibited by adding THF as a co-solvent or accelerating heating rate via microwave heating.

关 键 词：Carbohydrates 5-HYDROXYMETHYLFURFURAL Reaction network Soluble humins TAUTOMER 

分 类 号：TQ251.11[化学工程—有机化工] TK6[动力工程及工程热物理—生物能]