Journal of Energy Chemistry
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Journal of Energy Chemistry 2013, Vol. 22 Issue (1) :93-97    DOI:
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Direct conversion of fructose-based carbohydrates to 5-ethoxymethylfurfural catalyzed by AlCl3·6H2O/BF3·(Et)2O in ethanol

Xiuquan Jiaa,b, Jiping Maa, Penghua Chea,b, Fang Lua, Hong Miaoa, Jin Gaoa, Jie Xua*

a. Dalian National Laboratory for Clean Energy, State Key Laboratory of Catalysis, Dalian Institute of Chemical Physics, Chinese Academy of Sciences,

 Dalian 116023, Liaoning, China; b. Graduate University of Chinese Academy of Sciences, Beijing 100049, China


Abstract

 Direct conversion of fructose-based carbohydrates to 5-ethoxymethylfurfural (EMF) catalyzed by Lewis acid in ethanol was investigated. It was found that BF3·(Et)2O was favorable for 5-hydroxymethylfurfural (HMF) etherification to EMF. BF3·(Et)2O combination with AlCl3·6H2O with the molar ratio of 1 was an effective catalyst system for synthesis of EMF from fructose-based carbohydrates. 55.0%, 45.4% and 23.9% of EMF yields were obtained from fructose, inulin and sucrose under optimized conditions, respectively.
Keywords: carbohydrates 5-ethoxymethylfurfural catalysis Lewis acid   
Received: 2012-11-12; published: 2013-02-06
Cite this article:   
Xiuquan Jia, Jiping Ma, Penghua Che etc .Direct conversion of fructose-based carbohydrates to 5-ethoxymethylfurfural catalyzed by AlCl3·6H2O/BF3·(Et)2O in ethanol[J]  Journal of Energy Chemistry, 2013,V22(1): 93-97
URL:  
http://www.jenergchem.org/EN/     或     http://www.jenergchem.org/EN/Y2013/V22/I1/93
[1] Zhou C H, Xia X, Lin C X, Tong D S, Beltramini J. Chem Soc Rev, 2011, 40(11): 5588
[2] James O O, Maity S, Usman L A, Ajanaku K O, Ajani O O, Siyanbola T O, Sahu S, Chaubey R. Energy Environ Sci, 2010, 3(12): 1833
[3] Alonso D M, Bond J Q, Dumesic J A. Green Chem, 2010, 12(9): 1493
[4] Luque R, Pineda A, Colmenares J C, Campelo J M, Romero A A, Serrano-Riz J C, Cabeza L F, Cot-Gores J. J Nat Gas Chem, 2012, 21(3): 246
[5] Cao L Y, Jia Z G, Ji S F, Hu J Y. J Nat Gas Chem, 2011, 20(4): 377
[6] Lu M, Lü P M, Yuan Z H, Li H W, Xu J L. Chin J Catal (Cuihua Xuebao), 2011, 32(6): 1017
[7] Liu Z, Feng G, Pan C Y, Li W, Chen P, Lou H, Zheng X M. Chin J Catal (Cuihua Xuebao), 2012, 33(10): 1696
[8] Rosatella A A, Simeonov S P, Frade R F M, Afonso C A M. Green Chem, 2011, 13(4): 754
[9] Takagaki A, Takahashi M, Nishimura S, Ebitani K. ACS Catal, 2011, 1(11): 1562
[10] Ma J P, Du Z T, Xu J, Chu Q H, Pang Y. ChemSusChem, 2011, 4(1): 51
[11] Ma J P, Pang Y, Wang M, Xu J, Ma H, Nie X. J Mater Chem, 2012, 22(8): 3457
[12] Ma J P, Wang M, Du Z T, Chen C, Gao J, Xu J. Polym Chem, 2012, 3(9): 2346
[13] Ma J P, Yu X F, Xu J, Pang Y. Polymer, 2012, 53(19): 4145
[14] Roman-Leshkov Y, Barrett C J, Liu Z Y, Dumesic J A. Nature, 2007, 447(7147): 982
[15] Deng W P, Zhang Q H, Wang Y. Dalton Transactions, 2012, 41(33): 9817
[16] Mascal M, Nikitin E B. Angew Chem Int Ed, 2008, 47(41): 7924
[17] Gruter G J M, Dautzenberg F. US Patent 0 131 690. 2009
[18] Lanzafame P, Temi D M, Perathoner S, Centi G, Macario A, Aloise A, Giordano G. Catal Today, 2011, 175(1): 435
[19] Che P H, Lu F, Zhang J J, Huang Y Z, Nie X, Gao J, Xu J. Bioresour Technol, 2012, 119: 433
[20] Mascal M, Nikitin E B. ChemSusChem, 2009, 2(9): 859
[21] Kumari N, Olesen J K, Pedersen C M, Bols M. Eur J Org Chem, 2011, 2011(7): 1266
[22] Lai L K, Zhang Y G. ChemSusChem, 2011, 4(12): 1745
[23] Liu J T, Tang Y, Wu K G, Bi C F, Cui Q. Carbohydr Res, 2012, 350: 20
[24] Dutta S, De S, Alam M I, Abu-Omar M M, Saha B. J Catal, 2012, 288: 8
[25] Bing L, Zhang Z H, Deng K J. Ind Eng Chem Res, 2012, DOI: 10.1021/ie3020445
[26] Kraus G A, Guney T. Green Chem, 2012, 14(6): 1593
[27] Hu X, Lievens C, Larcher A, Li C Z. Bioresour Technol, 2011, 102(21): 10104
[28] Dee S J, Bell A T. ChemSusChem, 2011, 4(8): 1166
[29] Yang Y, Hu C W, Abu-Omar M M. Green Chem, 2012, 14(2): 509
[30] Tong X L, Li M R, Yan N, Ma Y, Dyson P J, Li Y D. Catal Today, 2011, 175(1): 524
[31] De S, Dutta S, Saha B. Green Chem, 2011, 13(10): 2859
[32] Lewkowski J. Arkivoc, 2005, 2001: 17
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