Oxidation of 5-[(Formyloxy)methyl]furfural to Maleic Anhydride with Atmospheric Oxygen Using α-MnO2/Cu(NO3)2 as Catalysts

被引：31
作者：
Jia, Wenlong [1 ]
Si, Zhihao [1 ]
Feng, Yunchao [1 ]
Zhang, Xin [1 ]
Zhao, Xiaoyu [1 ]
Sun, Yong [1 ,2 ,3 ]
Tang, Xing [1 ]
Zeng, Xianhai [1 ]
Lin, Lu [1 ]
机构：
[1] Xiamen Univ, Coll Energy, Xiamen Key Lab Clean & High Valued Utilizat Bioma, Xiamen 361102, Peoples R China
[2] Fujian Engn & Res Ctr Clean & High Valued Technol, Xiamen 361102, Peoples R China
[3] Hubei Normal Univ, Hubei Key Lab Pollutant Anal & Reuse Technol, Huangshi 435002, Hubei, Peoples R China
来源：
ACS SUSTAINABLE CHEMISTRY & ENGINEERING | 2020年 / 8卷 / 21期
关键词：
Maleic anhydride; 5-[(Formate)methyl]furfural; Oxidation; alpha-MnO2; AEROBIC OXIDATION; MOLECULAR-OXYGEN; VANADYL SULFATE; ALCOHOLS; OXIDE; ACID; MNO2; CONVERSION; CLEAVAGE;
D O I：
10.1021/acssuschemeng.0c01144
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A novel approach to produce renewable maleic anhydride (MA) from bio-based platform chemical 5-[(formyloxy)-methyl]furfural (FMF) was developed with air or pure oxygen at atmospheric pressure using alpha-MnO2/Cu(NO3)(2) as catalysts with the assistance of K2S2O8. The synergy of alpha-MnO2/Cu(NO3)(2 )ensured a high yield of MA through a Mn-IV/Mn-II redox couple facilitated by redox cycle of Cu-II/Cu-I and NO3-/NO2/NO with the assistance of O-2. In this oxidation, FMF was first oxidized to 2,5-diformylfuran (DFF), as an intermediate, and then DFF underwent oxidation decarbonylation, hydration, and 1,4-rearrangement to form 5-hydroxyl-2(5H)-furan-one, followed by the oxidation to MA. Compared with the MA yield of less than 45% from the oxidation of 5-hydroxymethylfurfural, FMF showed a higher oxidation efficiency than MA with a yield of up to 89% under mild conditions.
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收藏
页码：7901 / 7908
页数：8
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