CAS OpenIR
Highly Efficient Oxidation of 5-Hydroxymethylfurfural to 2,5-Furandicarboxylic Acid with Heteropoly Acids and Ionic Liquids
Chen, Ruru1,2; Xin, Jiayu1,3; Yan, Dongxia1; Dong, Huixian1; Lu, Xingmei1,3; Zhang, Suojiang1,3
2019-06-21
Source PublicationCHEMSUSCHEM
ISSN1864-5631
Volume12Issue:12Pages:2715-2724
Abstract2,5-Furandicarboxylic acid (FDCA) is regarded as an important bioderived substitute for petrochemically derived terephthalic acid (PTA), which is widely applied in the polymer industry. This work delineates the base-free oxidation of 5-hydroxymethylfurfural (HMF) to FDCA in an ionic liquid/heteropoly acid (IL-HPA) catalytic system. HPAs displayed high activity for selective oxidation; their active center (Mo/V) was activated by O-2 and transformed from oxygen single and double bonds to epoxy groups, resulting in an FDCA yield of 89 % for HPMV6 (HPM=H3PMo12O40) in the presence of [Bmim]Cl (1-butyl-3-methylimidazolium chloride) under optimized reaction conditions. The high solubility of imidazole ILs for FDCA improved the affinity of HMF and the active centers of the catalyst and protected the furan ring from oxidative cleavage. Furthermore, multiple hydrogen bonds simultaneously formed between the electronegative anions and hydroxy protons of HMF, as well as the hydrogen atoms of the imidazole rings and hydroxy groups, promoting the transformation to aldehyde groups. Various starting materials were studied, and a moderate FDCA yield was obtained from glucose. This work provides an interesting IL-HPA catalytic system for the base-free synthesis of FDCA from accessible monosaccharides and illustrates the great potential of FDCA production from renewable carbohydrates.
Keyword2 5-furandicarboxylic acid 5-hydroxymethylfurfural biomass heteropoly acids ionic liquids
DOI10.1002/cssc.201900651
Language英语
WOS KeywordSELECTIVE AEROBIC OXIDATION ; AQUEOUS-PHASE OXIDATION ; BASE-FREE CONVERSION ; FORMIC-ACID ; CATALYTIC CONVERSION ; AIR-OXIDATION ; WATER ; BIOMASS ; METHACROLEIN ; CELLULOSE
Funding ProjectNational Key R&D Program of China[2018YFB1501600] ; Strategic Priority Research Program of the Chinese Academy of Sciences[XDA 21030500] ; National Natural Science Foundation of China[21878314] ; National Natural Science Foundation of China[21878292] ; National Natural Science Foundation of China[21576269] ; National Natural Science Foundation of China[21476234]
WOS Research AreaChemistry ; Science & Technology - Other Topics
WOS SubjectChemistry, Multidisciplinary ; Green & Sustainable Science & Technology
Funding OrganizationNational Key R&D Program of China ; Strategic Priority Research Program of the Chinese Academy of Sciences ; National Natural Science Foundation of China
WOS IDWOS:000478761200028
PublisherWILEY-V C H VERLAG GMBH
Citation statistics
Document Type期刊论文
Identifierhttp://ir.ipe.ac.cn/handle/122111/30492
Collection中国科学院过程工程研究所
Corresponding AuthorXin, Jiayu; Zhang, Suojiang
Affiliation1.Chinese Acad Sci, Inst Proc Engn, CAS Key Lab Green Proc & Engn, Beijing Key Lab Ion Liquids Clean Proc, Beijing 100190, Peoples R China
2.Univ Chinese Acad Sci, Sino Danish Coll, Beijing 101408, Peoples R China
3.Univ Chinese Acad Sci, Coll Chem & Chem Engn, Beijing 100049, Peoples R China
Recommended Citation
GB/T 7714
Chen, Ruru,Xin, Jiayu,Yan, Dongxia,et al. Highly Efficient Oxidation of 5-Hydroxymethylfurfural to 2,5-Furandicarboxylic Acid with Heteropoly Acids and Ionic Liquids[J]. CHEMSUSCHEM,2019,12(12):2715-2724.
APA Chen, Ruru,Xin, Jiayu,Yan, Dongxia,Dong, Huixian,Lu, Xingmei,&Zhang, Suojiang.(2019).Highly Efficient Oxidation of 5-Hydroxymethylfurfural to 2,5-Furandicarboxylic Acid with Heteropoly Acids and Ionic Liquids.CHEMSUSCHEM,12(12),2715-2724.
MLA Chen, Ruru,et al."Highly Efficient Oxidation of 5-Hydroxymethylfurfural to 2,5-Furandicarboxylic Acid with Heteropoly Acids and Ionic Liquids".CHEMSUSCHEM 12.12(2019):2715-2724.
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