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Progress in Chemistry 2010, Vol. 22 Issue (08): 1603-1609 Previous Articles   Next Articles

• Review •

Preparation of 5-hydroxymethylfurfural by Dehydration of Carbohydrates

Li Yan1   Wei Zuojun1**   Chen Chuanjie1   Liu Yingxin2   

  1. (1. Department of Chemical and Biological Engineering, Zhejiang University, Hangzhou 310027, China; 2. College of Pharmaceutical Science, Zhejiang University of Technology, Hangzhou 310032, China)
  • Received: Revised: Online: Published:
  • Contact: Wei Zuojun E-mail:weizuojun@zju.edu.cn
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In this article, the recent research progress in the dehydration of Carbohydrates for preparation of 5-hydroxymethylfurfural(5-HMF) is summarized, including its dehydration mechanism and product distribution, catalysts and solvents used, the separation of 5-HMF, as well as a brief prospective on this research field. At present, the most effective catalyst is CrCl2/[EMIM] system, but separation the 5-HMF product is worthy to be concerned, especially the separation of 5-HMF from ionic liquid medium to make the latter reused.

Contents 
1 Introduction
2 Dehydration mechanism and product distribution 
2.1 Dehydration mechanism of fructose 
2.2 Dehydration mechanism of glucose 
3 Catalysts for carbonhydrates dehydration 
4 Solvent media for carbohydrate dehydration 
5 Separation of 5-HMF from reaction media 
6 Conclusion and perspective

Key words: carbohydrate, glucose, frucose, 5-hydroxymethylfurfural, degradation

CLC Number: 

［1 ］ Zhao H B，Holladay J E，Brown H，et al. Science，2007，316:1597—1600
［2 ］ Roman-Leshkov Y，Chheda J N，Dumesic J A. Science，2006，
312: 1933—1937
［3 ］ Qi X H，Watanabe M，Aida T M， et al. Catal. Commun. ，
2008，9: 2244—2249
［4 ］ Widegren J A，Finke R G. J. Mol. Catal. A: Chem. ，2003，
191: 187—207
［5 ］ Barrett C J，Chheda J N，Huber G W，et al. Appl. Catal. B，
2006，66: 111—118
［6 ］ Chheda J N，Dumesic J A. Catal. Today，2007，123: 59—70
［7 ］ Hu S Q，Zhang Z F，Zhou Y X，et al. Green Chem. ，2008，
10: 1280—1283
［8 ］ Kuster B F M，van der Baan H S. Carbohydr. Res. ，1977，54:
165—176
［9 ］ Antal M J，Mok W S L，Richards G N. Carbohydr. Res. ，
1990，199: 91—109
［10］ Amarasekara A S，Williams L D，Ebede C C. Carbohydr. Res. ，
2008，343: 3021—3024
［11］ Binder J B，Raines R T. J. Am. Chem. Soc. ，2009，131:
1979—1985
［12］ Moreau C，Durand R，Razigade S， et al. Appl. Catal. A，
1996，145: 211—224
［13］ Tyrlik S K，Szerszen D，Olejnik M，et al. Carbohydr. Res. ，
1999，315: 268—272
［14］ 庞斐( Pang F) ，吕惠生( Lv H S) ，张敏华( Zhang M H) . 化
学反应工程与工艺( Chemical Reaction Engineering and
Technology) ，2007，23: 55—60
［15］ Armaroli T，Busca G，Carlini C，et al. J. Mol. Catal. A:
Chem. ，2000，151: 233—243
［16］ Carlini C，Giuttari M，Galletti A M R，et al. Appl. Catal. A，
1999，183: 295—302
［17］ Moreau C，Finiels A，Vanoye L. J. Mol. Catal. ，2006，253:
165—169
［18］ Takeuchi Y，Jin F M，Tohji K，et al. J. Mater. Sci. ，2008，
43: 2472—2475
［19］ Girisuta B，Janssen L P B M，Heeres H. J. Chem. Eng. Res.
Des. ，2006，84: 339—349
［20］ Asghari F S，Yoshida H. Ind. Eng. Chem. Res. ，2006，45:
2163—2173
［21］ Chen J D，Kuster B F M，Vanderwiele K. Biomass Bioenergy，
1991，1: 217—223
［22］ Jow J，Rorrer G L，Hawley M C，et al. Biomass，1987，14:
185—194
［23］ Asghari F S，Yoshida H. Carbohydr. Res. ，2006，341: 2379—
2387
［24］ Benvenuti F，Carlini C，Patrono P，et al. Appl. Catal. A，
2000，193: 147—153
［25］ Carniti P，Gervasini A，Biella S，et al. Catal. Today，2006，
118: 373—378
［26］ Dias A S，Lima S，Carriazo D，et al. J. Catal. ，2006，244:
230—237
［27］ Moreau C，Durand R，Duhamet J，et al. J. Carbohydr. Chem. ，
1997，16: 709—714
［28］ Rivalier P，Duhamet J，Moreau C，et al. Catal. Today，1995，
24: 165—171
［29］ Lansalot-Matras C， Moreau C. Catal. Commun. ， 2003， 4:
517—520
［30］ Qi X H，Watanabe M，Aida T M，et al. Green Chem. ，2009，
11: 1327—1331
［31］ Qi X H，Watanabe M，Aida T M，et al. Green Chem. ，2008，
10: 799—805
［32］ Schwegler M A，Vinke P，Vandereijk M，et al. Appl. Catal.
A，1992，80: 41—57
［33］ Yan H P，Yang Y，Tong D M，et al. Catal. Commun. ，2009，
10: 1558—1563
［34］ Teixeira L C，Linden J C，Schroeder H A. Renewable Energy，
1999，16: 1070—1073
［35］ Kaur P P，Arneja J S，Singh J. Bioresour. Technol. ，1998，
66: 267—269
［36］ Zhu S D，Wu Y X，Yu Z N，et al. Process Biochem. ，2005，
40: 3082—3086
［37］ Bao Q X，Qiao K，Tomida D，et al. Catal. Commun. ，2008，
9: 1383—1388
［38］ Yong G，Zhang Y G，Ying J Y. Angew. Chem. Int. Ed. ，
2008，47: 9345—9348
［39］ Li C Z，Zhang Z H，Zhao Z B K. Tetrahedron Lett. ，2009，50:
5403—5405
［40］ Aida T M，Sato Y，Watanabe M，et al. J. Supercrit. Fluids，
2007，40: 381—388
［41］ Qi X H，Watanabe M，Aida T M，et al. Ind. Eng. Chem.
Res. ，2008，47: 9234—9239
［42］ Dias A S，Pillinger M，Valente A A. J. Catal. ，2005，229:
414—423
［43］ Halliday G A，Young R J，Grushin V V. Org. Lett. ，2003，5:
2003—2005
［44］ Musau R M，Munavu R M. Biomass，1987，13: 67—74
［45］ Chheda J N，Roman-Leshkov Y，Dumesic J A. Green Chem. ，
2007，9: 342—350
［46］ Roman-Leshkov Y，Barrett C J，Liu Z Y，et al. Nature，2007，
447: 982—985
［47］ Roman-Leshkov Y， Dumesic J A. Top. Catal. ，2009， 52:
297—303
［48］ Yu S，Brown H M，Huang X W，et al. Appl. Catal. A，2009，
361: 117—122
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