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Progress in Chemistry 2013, Vol. 25 Issue (11): 1915-1927 DOI: 10.7536/PC130152 Previous Articles   Next Articles

• Review •

Heterogeneously Catalytic Transformation of Biomass-Derived Sugars

Guo Xiao, Yan Yani, Zhang Yahong*, Tang Yi   

  1. Department of Chemistry, Fudan University, Shanghai 200433, China
  • Received: Revised: Online: Published:
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Biomass carbohydrates, the most abundant renewable resources available, currently are viewed as the only alternative carbon sources for the construction of chemicals and materials for human survival in the future. Biomass-derived sugars ——cellulose and hemicellulose can be transformed into a variety of platform chemicals, of which furfural from dehydration of pentoses, hydroxymethyl furfural (HMF), from dehydration of hexoses as well as succedent levulinic acid (LA) and γ-valerolactone (GVL) are attracting the most attention. Contrast to conventional homogeneous catalysis, heterogeneous catalysts have advantages of facile separation from products and recycling, permitting higher reaction temperature and shorter reaction time and so on, which accounts for their tremendous potential in fine chemicals, biofuels manufacture and large scale industrial application, and can be expected to be the groundbreaking solution of environment, energy and resource utilization. Herein, the paper starting with biomass-derived sugars, summarized the research development of heterogeneous catalysis on hydrolysis of sugars and their transformation to various platform chemicals containing furural, HMF, LA as well as GVL respectively. Finally, a prospect of the heterogeneous catalysis on the biomass transformation is envisaged which is expected to make a brief guidance for the readers.

Contents
1 Introduction
2 Heterogeneously catalytic hydrolysis of biomass-derived sugars
3 The research development of heterogeneously catalytic dehydration
3.1 Heterogeneous catalysis of sugars' transformation into furfural
3.2 Heterogeneous catalysis of sugars' transformation into HMF
3.3 Heterogeneous catalysis of sugars' transformation into LA
3.4 Heterogeneous catalysis of sugars' transformation into GVL
4 Conclusion and outlook

Key words: biomass-derived sugars, platform chemicals, heterogeneous catalysis, hydrolysis, dehydration

CLC Number: 

[1] Avelino C, Sara I, Alexandra V. Chem. Rev., 2007, 107: 2411—2502
[2] Huber G W, Sara I, Avelino C. Chem. Rev., 2006, 106: 4044—4098
[3] Cheng S, Zhu S. BioResources, 2009, 4: 456—457
[4] Carvalheiro F, Duarte L C, Girio F M. J. Sci. Ind. Res., 2008, 67: 849—864
[5] Roper H. Starch-Starke, 2002, 54: 89—94
[6] Juan A M, Jose I, Alicia G. Energy Environ. Sci., 2012, 5: 7393—7420
[7] David M A, Jesse Q B, James A D. Green Chem., 2010, 12: 1493—1513
[8] Maria J C, Avelino C, Sara I. Chem. Rev., 2011, 111: 1072—1133
[9] Maria J C, Avelino C, Sara I. Green Chem., 2011, 13: 520—540
[10] Yomaira J P, Tianfu W, Jean M R G, Brent H S, James A D. ACS Catal., 2012, 2: 930—934
[11] Chao W, Litang F, Xin L T, Qi W Y, Wen Q Z. Carbohydr. Res., 2012, 347: 182—185
[12] Juben N C, Yuriy R L, James A D. Green Chem., 2007, 9: 342—350
[13] Avelino C, Hermenegildo G. Chem. Rev., 2003, 103: 4307—4365
[14] Zhang H Y P, Lynd L R. Biotechnol. Bioeng., 2004, 88: 797—824
[15] Gusakov V, Baez M, Sinitsyn A P. Biotechnol. Bioeng., 2007, 97: 1028—1038
[16] Chia H S, Chung M H, Hsieh H J, Chang Y K, Ding J C, Wu H M. J. Taiwan Inst. Chem. Eng., 2012, 43: 573—577
[17] Carlini C, Patrono P, Sbrana G. Appl. Catal. A: Gen., 2004, 275: 111—120
[18] Li C Z, Zheng M Y, Wang A Q, Zhang T. Energy Environ. Sci., 2012, 5: 6383—6390
[19] Hirokazu K, Tasuku K, Samar K G, Kenji H, Atsushi F. Appl. Catal. A: Gen., 2011, 409/410: 13—20
[20] Stijn V V, Jan G, Pierre A J, Bert F S. ChemCatChem, 2011, 3: 82—94
[21] Roberto R, Ferdi S. ChemSusChem, 2009, 2: 1096—1107
[22] Li C, Wang Q, Zhao Z K. Green Chem., 2008, 10: 177—182
[23] Rinaldi R, Meine N, Stein J, Palkovits R, Schuth F. ChemSusChem, 2010, 3: 266—276
[24] Hendriks A, Zeeman G. Bioresour. Technol., 2009, 100: 10—18
[25] Rinaldi R, Palkovits R, Schüth F. Angew. Chem. Int. Ed., 2008, 47: 8047—8050
[26] Qi X H, Masaru W, Taku M A, Richard L S. Cellulose, 2011, 18: 1327—1333
[27] Guo H X, Qi X H, Li L Y, Richard L S. Bioresour. Technol., 2012, 116: 355—359
[28] Ayumu O. J. Jpn. Pet. Inst., 2012, 55: 73—86
[29] Zhen Z Y, Jin D, Tao P, Qing X G, Fu Y. Green Chem., 2012, 14: 2986—2989
[30] Nakajima K, Hara M. ACS Catal., 2012, 2: 1296—1304
[31] Ormsby R, Kastner J R, Miller J. Catal. Today, 2012, 190: 89—97
[32] Lai D M, Deng L, Liao J J B, Guo Q X, Fu Y. ChemSusChem, 2011, 4: 55—58
[33] Lai D M, Deng L, Guo Q X, Fu Y. Energy Environ. Sci., 2011, 4: 3552—3557
[34] Zeitsch K J. Sugar Ser., 2000, 13: 34—69
[35] Wachiraporn D, Panatpong B, Navadol L, Motonobu G, Artiwan S. Ind. Eng. Chem. Res., 2011, 50: 7903—7910
[36] Lange J P, Evert H, Jeroen B, Richard P. ChemSusChem, 2012, 5: 150—166
[37] Moreau C, Durand R, Peyron D, Duhamet J, Rivalier P. Ind. Crops Prod., 1998, 7: 95—99
[38] Dias A S, Lima S, Brandao P, Pillinger M, Rocha J, Valente A A. Catal. Lett., 2006, 108: 179—186
[39] Telleria I A, Requies J, Guemez M B, Arias P L. Appl. Catal. B: Environ., 2012, 115/116: 169—178
[40] Dias A S, Lima S, Carriazo D, Rives V, Pillinger M, Valente A A. J. Catal., 2006, 244: 230—237
[41] Lima S, Pillinger M, Valente A A. Catal. Commun., 2008, 9: 2144—2148
[42] Lima S, Fernandes A, Ribeiro F, Valente A A. Catal. Lett., 2010, 135: 41—47
[43] Carlo P, Aldo B. Microporous Mesoporous Mater., 2011, 144: 28—39
[44] Moreau C, Belgacem M N, Gandini A. Top. Catal., 2004, 27: 11—30
[45] Eurick S K, Mahdi M A, Nathan S M. Energy Fuels, 2012, 26: 1298—1304
[46] Arghya D, Astam K P, Saikat D, Basudeb S, Asim B. J. Mater. Chem., 2012, 22: 14094— 14100
[47] Rosatella A A, Simeonov S P, Alfonso C A M. Green Chem., 2011, 13: 754—793
[48] Carlini C, Patrono P, Galletti A M R, Sbrana G. Appl. Catal. A, 2004, 275: 111—118
[49] Qi X, Watanabe M, Aida T M, Smith R L Jr, Catal. Commun., 2009, 10: 1771—1775
[50] Leshkow Y R, Chheda J N, Dumesic J A. Science, 2006, 312: 1933—1937
[51] Chheda J N, Leshkow Y R, Dumesic J A. Green Chem., 2007, 9: 342—350
[52] Zhao Q, Wang L, Zhao S, Wang X H, Wang S T. Fuel, 2011, 90: 2289—2293
[53] Guo X C, Cao Q, Jiang Y J, Wang X Y, Mu X D. Carbohydr. Res., 2012, 351: 35—41
[54] Qi X, Watanabe M, Aida T M, Smith R L. Green Chem., 2009, 11: 1327—1331
[55] Qi X H, Guo H X, Li L Y. Ind. Eng. Chem. Res., 2011, 50: 7985—7989
[56] Lei H, Yong S, Lu L. Ind. Eng. Chem. Res., 2012, 51: 1099—1104
[57] Bicker M, Kaiser D, Ott L, Vogel H. J. Supercrit. Fluids, 2005, 36: 118—126
[58] Asghari F S, Yoshida H. Carbohydr. Res., 2006, 341: 2379—2387
[59] Kovalevsky A Y, Hanson L, Fisher S Z, Mustyakimov M, Mason S A, Forsyth V T, Blakeley M P, Keen D A, Wagner T, Carrell H L, Katz A K, Glusker J P, Langan P. Structure, 2010, 18: 688—699
[60] Takagaki A, Ohara M, Nishimura S, Ebitani K. Chem. Commun., 2009, 41: 6276—6278
[61] Roman-Leshkov Y, Moliner M, Labinger J A, Davis M E. Angew. Chem. Int. Ed., 2010, 49: 8954 —8957
[62] Eranda N, Roman-Leshkov Y, Moliner M, Davis M E. ACS Catal., 2011, 1: 408—410
[63] Moliner M, Roman-Leshkov Y, Davis M E. Proc. Natl. Acad. Sci. U. S. A., 2010, 107: 6164—6168
[64] Corma A, Domine M E, Nemeth L, Valencia S. Nature, 2001, 412: 423—425
[65] Mascal M, Nikitin E B. Green Chem., 2010, 12: 370—373
[66] Khaled W O, Jessica E B, Francesca M K. Green Chem., 2012, 14: 1480—1487
[67] Van de Vyver S, Thomas J, Geboers J, Keyzer S, Smet M, Dehaen W, Jacobs P A, Sels B F. Energy Environ. Sci., 2011, 4: 3601—3610
[68] Rackemann D W, William O S D. Biofuels Bioprod. Bioref., 2011, 5: 198—214
[69] Schraufnagel R A, Rase H F. Ind. Eng. Chem. Prod. Res. Dev., 1975, 14: 40—44
[70] Girisuta B, Janssen L P B M, Heeres H J. Chem. Eng. Res. Des., 2006, 84: 339—349
[71] Wang P, Zhan S, Yu H B. Adv. Mater. Res., 2009, 96: 183—187
[72] Weingarten R, Conner W C, Huber G W. Energy Environ. Sci., 2012, 5: 7559—7574
[73] Jessica H, Kyle C P, Brenton D B, Brett L L. Tetrahedron Lett., 2010, 17: 2356—2358
[74] Nazlina Y, Saidina N A A, Mohd A. Bioresour. Technol., 2012, 116: 58—65
[75] Potvin J, Sorlien E, Hegner J, DeBoef B, Lucht B. Tetrahedron Lett., 2011, 52: 5891—5893
[76] Zeng W, Cheng D G, Zhang H H, Chen F Q, Zhan X L. Reac. Kinet. Mech. Cat., 2010, 100: 377—384
[77] Gurbuz E I, Wettstein S G, Dumesic J A. ChemSusChem, 2012, 5: 383—387
[78] Wettstein S G, Alonso D M, Chong Y X, Dumesic J A. Energy Environ. Sci., 2012, 5: 8199—8203
[79] Son P A, Nishimura S, Ebitani K. Reac. Kinet. Mech. Cat., 2012, 106(1): 185—192
[80] Girisuta B. Doctoral Dissertation of University of Groningen, 2007
[81] Jow J, Rorrer G L, Hawley M C, Lamport D T A. Biomass, 1987, 14: 185—194
[82] Redmon B C. US 2738367, 1956
[83] Lourvanij K. Doctoral Dissertation of Oregon State University, 1995
[84] Hegner J, Pereira K C, Deboef B, Lucht B L. Tetrahedron Lett., 2010, 51: 2356—2358
[85] Horvath I T, Mehdi H, Fabos V, Boda L, Mika L T. Green Chem., 2008, 10: 238—242
[86] Deng L, Li J, Lai D M, Fu Y, Guo Q X. Angew. Chem. Int. Ed., 2009, 48: 6529—6532
[87] Girisuta B, Janssen L, Heeres H J. Ind. Eng. Chem. Res., 2007, 46: 1696—1708
[88] Upare P P, Lee J M, Hwang D W, Halligudi S B, Hwang Y K, Chang J S. J. Ind. Eng. Chem., 2011, 17: 287—292
[89] Chalid M, Broekhuis A A, Heeres H J. J. Mol. Catal. A: Chem., 2011, 341: 14—21
[90] Mohammad G A, William R H W, Regina P. Green Chem., 2012, 14: 1260—1263
[91] Galletti A M R, Antonetti C, Ribechini E, Maria Colombini M P, Nassi N D N, Bonari E. Applied Energy, 2013, 102: 157—162
[92] Hengne A M, Rode C V. Green Chem., 2012, 14: 1064—1072
[93] Chia M, Dumesic J A. Chem. Commun., 2011, 47: 12233—12235
[94] Wright W R H, Palkovits R. ChemSusChem, 2012, 5: 1657—1667
[95] Bourne R A, Stevens J G, Ke J, Poliakoff M. Chem. Commun., 2007, 44: 4632 —4634
[96] Manzer L E, Hutchenson K W. US 2004254384, 2004
[97] Heeres H, Handana R, Chunai D, Rasrendra C B, Girisuta B, Heeres H J. Green Chem., 2009, 11: 1247—1255
[98] Horvath I T, Mehdi H, Fabos V, Boda L, Mika L T. Green Chem., 2008, 10: 238—242
[99] Hengne A M, Chandrashekhar V R. Green Chem., 2012, 14: 1064—1072
[100] Manzer L E. Appl. Catal. A, 2004, 272: 249—256
[101] Bourne R A, Stevens J G, Ke J, Poliakoff M. Chem. Commun., 2007, 44: 4632—4634
[102] Zhi Y P, Lin L, Liu S. Energy Fuels, 2009, 23: 3853—3858
[103] Wettstein S G, Bond J Q, Alonso D M, Pham A N, Datye A K, Dumesic J A. Appl. Catal. B: Environ., 2012, 117/118: 321—329
[104] Galletti A M R, Antonetti C, De Luise V, Martinelli M. Green Chem., 2012, 14: 688—694
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