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Formation of humins during degradation of carbohydrates and furfural derivatives in various solvents  ( SCI-EXPANDED收录 EI收录)   被引量:55

文献类型:期刊文献

英文题名:Formation of humins during degradation of carbohydrates and furfural derivatives in various solvents

作者:Shi, Ning Liu, Qiying Cen, Hu Ju, Rongmei He, Xiong Ma, Longlong

第一作者:石宁

通信作者:Shi, N[1]

机构:[1]Guizhou Inst Technol, Chem Engn Inst, Guiyang 550003, Guizhou, Peoples R China;[2]Chinese Acad Sci, Guangzhou Inst Energy Convers, Guangzhou 510640, Peoples R China;[3]CAS Key Lab Renewable Energy, Guangzhou 510640, Peoples R China;[4]Guangdong Prov Key Lab New & Renewable Energy Res, Guangzhou 510640, Peoples R China

第一机构:贵州理工学院

通信机构:corresponding author), Guizhou Inst Technol, Chem Engn Inst, Guiyang 550003, Guizhou, Peoples R China.|贵州理工学院;

年份:2020

卷号:10

期号:2

起止页码:277-287

外文期刊名:BIOMASS CONVERSION AND BIOREFINERY

收录:;EI(收录号:20191706833394);Scopus(收录号:2-s2.0-85064712925);WOS:【SCI-EXPANDED(收录号:WOS:000538051200006)】;

基金:This research received support from the Guizhou province science and technology plan project ([2017]5789-08), the National Natural Science Foundation of China (51576199), and the Natural Science Foundation of Guangdong Province (2017A030308010).

语种:英文

外文关键词:Carbohydrates; Furfural derivatives; Humins; Condensation; alpha-Carbonyl aldehyde

摘要:Humins are undesired solids formed during the hydrothermal degradation of carbohydrates. In order to reveal the mechanism of formation of humins, we studied the degradation behavior of 11 model compounds including carbohydrates and furfural derivatives, within water and various pure organic solvents as reaction media. All the studied carbohydrates could generate solid humins in both water and studied organic solvents except ethanol, while the furfural derivatives could generate solid humins in only water. The results could be explained by regarding the formed alpha -carbonyl aldehydes and alpha,beta -unsaturated aldehydes as primary precursors for formation of humins. Furfural derivatives could generate chain alpha -carbonyl aldehydes (for example, 6-hydroxy-2,5-dioxohexanal from 5-hydroxymethylfurfural and 2-oxopentanedial from furfural) through hydrolytic ring opening reaction; thus, water is essential for these furfural derivatives to generate humins. As for carbohydrates, they could generate alpha -carbonyl aldehydes and alpha,beta -unsaturated aldehydes through simple step of beta -elimination in all solvents; thus, they could form humins in both water and studied organic solvents except ethanol. Ethanol could react with alpha -carbonyl aldehydes by acetalization; thus, the condensation between alpha -carbonyl aldehydes was suppressed in ethanol, leading to few humins formation from carbohydrates. Based on the above analysis, we proposed that the formed alpha -carbonyl aldehydes and alpha,beta -unsaturated aldehydes should be the primary precursor of humins.

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