Efficient Conversion of Furfuryl Alcohol into Alkyl Levulinates Catalyzed by an Organic-Inorganic Hybrid Solid Acid Catalyst

被引：175
作者：
Zhang, Zehui [1 ,3 ]
Dong, Kun [1 ,3 ]
Zhao, Zongbao [1 ,2 ]
机构：
[1] CAS, Dalian Inst Chem Phys, Dalian, Peoples R China
[2] Dalian Natl Lab Clean Energy, Dalian 116023, Peoples R China
[3] Chinese Acad Sci, Grad Sch, Beijing 100039, Peoples R China
来源：
CHEMSUSCHEM | 2011年 / 4卷 / 01期
关键词：
alcohols; biomass; heterogeneous catalysis; solvolysis; sustainable chemistry; SELECTIVE HYDROGENATION; ETHYL LEVULINATE; TRANSESTERIFICATION; POLYMERIZATION; ESTERIFICATION; COMPLEXES; CELLULOSE; KINETICS; PHASE; WATER;
D O I：
10.1002/cssc.201000231
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A clean, facile, and environment-friendly catalytic method has been developed for the conversion of furfuryl alcohol into alkyl levulinates making use of the novel solid catalyst methylimidazolebutylsulfate phosphotungstate ([MIMBS](3)PW(12)O(40)). The solid catalyst is an organic-inorganic hybrid material, which consists of an organic cation and an inorganic anion. A study for optimizing the reaction conditions such as the reaction time, the temperature and the catalyst loading has been performed. Under optimal conditions, a high n-butyl levulinate yield of up to 93% is obtained. Furthermore, the kinetics of the reaction pathways and the mechanism for the alcoholysis of furfuryl alcohol are discussed. This method is environmentally benign and economical for the conversion of biomass-based derivatives into fine chemicals.
引用
收藏
页码：112 / 118
页数：7
相关论文
共 40 条
[31]   Silica-Supported Zirconium Complexes and their Polyoligosilsesquioxane Analogues in the Transesterification of Acrylates: Part 2. Activity, Recycling and Regeneration [J].
Salinier, Valerie ;
Niccolai, Gerald P. ;
Dufaud, Veronique ;
Basset, Jean-Marie .
ADVANCED SYNTHESIS & CATALYSIS, 2009, 351 (13) :2168-2177
[32]   Design and synthesis of vidarabine prodrugs as antiviral agents [J].
Shen, Wei ;
Kim, Jae-Seung ;
Kish, Phillip E. ;
Zhang, Jie ;
Mitchell, Stefanie ;
Gentry, Brian G. ;
Breitenbach, Julie M. ;
Drach, John C. ;
Hilfinger, John .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2009, 19 (03) :792-796
[33]   Metal-Free Heterogeneous Catalysis for Sustainable Chemistry [J].
Su, Dang Sheng ;
Zhang, Jian ;
Frank, Benjamin ;
Thomas, Arne ;
Wang, Xinchen ;
Paraknowitsch, Jens ;
Schloegl, Robert .
CHEMSUSCHEM, 2010, 3 (02) :169-180
[34]   Simultaneous Free Fatty Acid Esterification and Triglyceride Transesterification Using a Solid Acid Catalyst with in Situ Removal of Water and Unreacted Methanol [J].
Suwannakarn, Kaewta ;
Lotero, Edgar ;
Ngaosuwan, Kanokwan ;
Goodwin, James G., Jr. .
INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH, 2009, 48 (06) :2810-2818
[35]   Kinetic study of asymmetric hydrogenation of methyl levulinate using the (COD)Ru(2-methylallyl)2-BINAP-HCl catalytic system [J].
Turova, Olga V. ;
Starodubtseva, Eugenia V. ;
Vinogradov, Maxim G. ;
Ferapontov, Vladimir A. .
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2009, 311 (1-2) :61-65
[36]  
van de Graaf W. D., U.S. Patent, Patent No. [7,265,239, B2, 7265239]
[37]   Nest liquid resources of several cavity nesting bees in the genus Centris and the identification of a preservative, levulinic acid [J].
Vinson, S. Bradleigh ;
Frankie, Gordon W. ;
Williams, H. J. .
JOURNAL OF CHEMICAL ECOLOGY, 2006, 32 (09) :2013-2021
[38]   Microwave-assisted hydrolysis of crystalline cellulose catalyzed by biomass char sulfonic acids [J].
Wu, Youyu ;
Fu, Zaihui ;
Yin, Dulin ;
Xu, Qiong ;
Liu, Fenglan ;
Lu, Chunli ;
Mao, Liqiu .
GREEN CHEMISTRY, 2010, 12 (04) :696-700
[39]   Kinetic modeling of immobilized lipase catalysis in synthesis of n-butyl levulinate [J].
Yadav, Ganapati D. ;
Borkar, Indrakant V. .
INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH, 2008, 47 (10) :3358-3363
[40]   Saccharification and Fermentation of Dilute-Acid-Pretreated Freeze-Dried Switchgrass [J].
Yang, Ying ;
Sharma-Shivappa, Ratna R. ;
Burns, Joseph C. ;
Cheng, Jay .
ENERGY & FUELS, 2009, 23 (11) :5626-5635
1234