文献类型：期刊文献

英文题名：Condensation of alpha-Carbonyl Aldehydes Leads to the Formation of Solid Humins during the Hydrothermal Degradation of Carbohydrates

作者：Shi, Ning Liu, Qiying Ju, Rongmei He, Xiong Zhang, Yulan Tang, Shiyun Ma, Longlong

第一作者：Shi, Ning

通信作者：Shi, N[1]

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

第一机构：贵州理工学院化学工程学院

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

年份：2019

卷号：4

期号：4

起止页码：7330-7343

外文期刊名：ACS OMEGA

收录：;Scopus(收录号：2-s2.0-85064966665);WOS:【SCI-EXPANDED(收录号:WOS:000466552500135)】；

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

摘要：Catalytic hydrothermal conversion of carbohydrates could provide a series of versatile valuable platform chemicals, but the formation of solid humins greatly decreased the efficiency of the process. Herein, by studying the hydrothermal degradation behavior and analyzing the degradation paths of kinds of model compounds including carbohydrates, furan compounds, cyclic ketone derivatives, and some simple short carbon-chain oxy-organics, we demonstrate that a-carbonyl aldehydes and alpha-carbonyl acids are the key primary precursors for humin formation during the hydrothermal conversion process. Then, we analyzed the hydrothermal degradation paths of two simple alpha-carbonyl aldehydes including glyoxal and pyruvaldehyde and found that the alpha-carbonyl aldehydes could undergo aldol condensation followed by acetal cyclization and dehydration to form solid humins rich of furan ring structure or undergo Cannizaro route (hydration followed by 1,2-hydride shift) to form corresponding alpha-hydroxy acids. On the basis of the hydrothermal behavior of the acarbonyl aldehydes, we mapped the hydrothermal degradation routes of carbohydrates (glucose, fructose, and xylose) and illuminated the formation details of alpha-carbonyl aldehydes, alpha-hydroxy acids, gamma-lactones, furfural derivatives, and humins. Finally, we deduced the typical structure fragments of humins from three alpha-carbonyl aldehydes of pyruvaldehyde, 2,5-dioxo-6-hydroxy-hexanal, and 3-deoxyglucosone, all of which could be formed during the hydrothermal degradation of hexose.