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Volumn 45, Issue 7, 2006, Pages 2163-2173

Acid-catalyzed production of 5-hydroxymethyl furfural from D-fructose in subcritical water

Author keywords

[No Author keywords available]

Indexed keywords

CATALYSIS; DECOMPOSITION; PH EFFECTS; POLYMERIZATION; REACTION KINETICS; TEMPERATURE DISTRIBUTION; THERMAL EFFECTS;

EID: 33646395098     PISSN: 08885885     EISSN: None     Source Type: Journal    
DOI: 10.1021/ie051088y     Document Type: Article
Times cited : (465)

References (49)
  • 1
    • 34248142892 scopus 로고    scopus 로고
    • Analysis of an elementary reaction mechanism for benzene oxidation in supercritical water
    • Dinaro, J. L.; Howard, J. B.; Green, W. H.; Tester, J. W.; Bozzelli, J. W. Analysis of an elementary reaction mechanism for benzene oxidation in supercritical water. Proc. Combust. Inst. 2000, 28, 1529.
    • (2000) Proc. Combust. Inst. , vol.28 , pp. 1529
    • Dinaro, J.L.1    Howard, J.B.2    Green, W.H.3    Tester, J.W.4    Bozzelli, J.W.5
  • 2
    • 0035919536 scopus 로고    scopus 로고
    • Comparison of subcritical water and organic solvents for extracting Kava lactones from Kava root
    • Kubatova, A.; Miller, D. J.; Hawathorne, S. B. Comparison of subcritical water and organic solvents for extracting Kava lactones from Kava root. J. Chromatogr., A. 2001, 923 (1-2), 187.
    • (2001) J. Chromatogr., A. , vol.923 , Issue.1-2 , pp. 187
    • Kubatova, A.1    Miller, D.J.2    Hawathorne, S.B.3
  • 5
    • 0033230308 scopus 로고    scopus 로고
    • Production of organic acids and amino acids from fish meat by sub-critical water hydrolysis
    • Yoshida, H.; Terashima, M.; Takahashi, Y. Production of organic acids and amino acids from fish meat by sub-critical water hydrolysis. Biotechnol. Prog. 1999, 15, 1090.
    • (1999) Biotechnol. Prog. , vol.15 , pp. 1090
    • Yoshida, H.1    Terashima, M.2    Takahashi, Y.3
  • 6
    • 16544364754 scopus 로고    scopus 로고
    • Sub-critical water hydrolysis treatment for waste squid entrails and production of amino acids, organic acids, and fatty acids
    • Yoshida, H.; Tavakoli, O. Sub-critical water hydrolysis treatment for waste squid entrails and production of amino acids, organic acids, and fatty acids. J. Chem. Eng. Jpn. 2004, 37 (2), 253.
    • (2004) J. Chem. Eng. Jpn. , vol.37 , Issue.2 , pp. 253
    • Yoshida, H.1    Tavakoli, O.2
  • 7
    • 1642355187 scopus 로고    scopus 로고
    • Hydrolysis of disaccharides containing glucose residue in subcritical water
    • Oomori, T.; Khajavi, S. H.; Kimura, Y.; Adachi, S.; Matsuno, R. Hydrolysis of disaccharides containing glucose residue in subcritical water. Biochem. Eng. J. 2004, 18, 143.
    • (2004) Biochem. Eng. J. , vol.18 , pp. 143
    • Oomori, T.1    Khajavi, S.H.2    Kimura, Y.3    Adachi, S.4    Matsuno, R.5
  • 8
    • 0040368625 scopus 로고    scopus 로고
    • Hydrogen production from biomass by catalytic gasification in hot compressed water
    • Minowa, T.; Inoue, S. Hydrogen production from biomass by catalytic gasification in hot compressed water. Renewable Energy 1999, 16, 1114.
    • (1999) Renewable Energy , vol.16 , pp. 1114
    • Minowa, T.1    Inoue, S.2
  • 9
    • 1642375571 scopus 로고    scopus 로고
    • Hydrolysis of ginger bagasse starch in subcritical water and carbon dioxide
    • Moreschi, S. R. M.; Petrnate, A. J.; Meireles, M. A. A. Hydrolysis of ginger bagasse starch in subcritical water and carbon dioxide. J. Agric. Food Chem. 2004, 52, 1753.
    • (2004) J. Agric. Food Chem. , vol.52 , pp. 1753
    • Moreschi, S.R.M.1    Petrnate, A.J.2    Meireles, M.A.A.3
  • 10
    • 33646397071 scopus 로고
    • Process for manufacturing 5-hydroxymethylfurfural. U.S. Patent No. 4,339,387, July 13
    • Fleche, G.; Gaset, A. Process for manufacturing 5-hydroxymethylfurfural. U.S. Patent No. 4,339,387, July 13, 1982.
    • (1982)
    • Fleche, G.1    Gaset, A.2
  • 11
    • 0002480087 scopus 로고
    • A study of the acid-catalyzed dehydration of fructose in near-critical water
    • Antal, M. J.; Mok, W. S. A study of the acid-catalyzed dehydration of fructose in near-critical water. Res. Thermochem. Biomass Convers. 1988, 464.
    • (1988) Res. Thermochem. Biomass Convers. , pp. 464
    • Antal, M.J.1    Mok, W.S.2
  • 12
    • 0025707819 scopus 로고
    • Mechanism of formation of 5-(hydroxymethyl)-2-furaldehyde from D-fructose and sucrose
    • Antal, M. J., Jr.; Mok, W. S. L.; Richards, G. N. Mechanism of formation of 5-(hydroxymethyl)-2-furaldehyde from D-fructose and sucrose. Carbohydr. Res. 1990, 199, 91.
    • (1990) Carbohydr. Res. , vol.199 , pp. 91
    • Antal Jr., M.J.1    Mok, W.S.L.2    Richards, G.N.3
  • 13
    • 0142201734 scopus 로고    scopus 로고
    • Dehydration of fructose to 5-hydroxymethylfurfural in sub- And supercritical acetone
    • Bicker, M.; Hirth, J.; Vogel, H. Dehydration of fructose to 5-hydroxymethylfurfural in sub- and supercritical acetone. Green Chem. 2003, 5, 280.
    • (2003) Green Chem. , vol.5 , pp. 280
    • Bicker, M.1    Hirth, J.2    Vogel, H.3
  • 14
    • 3042702640 scopus 로고    scopus 로고
    • Synthesis, chemistry and applications of 5-hydroxymethyl-furfural and its derivatives
    • Lewkowski, J. Synthesis, chemistry and applications of 5-hydroxymethyl-furfural and its derivatives. Arkivoc 2001, 2 (6), 17.
    • (2001) Arkivoc , vol.2 , Issue.6 , pp. 17
    • Lewkowski, J.1
  • 15
    • 1642332075 scopus 로고    scopus 로고
    • Dehydration of fructose into 5-hydroxymethylfurfural in the presence of ionic liquids
    • Lansalot-Matras, C.; Moreau, C. Dehydration of fructose into 5-hydroxymethylfurfural in the presence of ionic liquids. Catal. Commun. 2003, 4, 517.
    • (2003) Catal. Commun. , vol.4 , pp. 517
    • Lansalot-Matras, C.1    Moreau, C.2
  • 16
    • 34047182515 scopus 로고
    • The influence of the initial and catalyst concentrations on the dehydration of D-fructose
    • Kuster, B. F. M.; van der Baan, H. S. The influence of the initial and catalyst concentrations on the dehydration of D-fructose. Carbohydr. Res. 1977, 54, 165.
    • (1977) Carbohydr. Res. , vol.54 , pp. 165
    • Kuster, B.F.M.1    Van Der Baan, H.S.2
  • 17
    • 0001592471 scopus 로고
    • Intermolecular C-2 → C-1 hydrogen transfer reactions during the conversion of aldoses to 2-furaldehydes
    • Harris, D. W.; Feather, M. S. Intermolecular C-2 → C-1 hydrogen transfer reactions during the conversion of aldoses to 2-furaldehydes. J. Org. Chem. 1974, 39 (5), 724.
    • (1974) J. Org. Chem. , vol.39 , Issue.5 , pp. 724
    • Harris, D.W.1    Feather, M.S.2
  • 18
    • 33646410979 scopus 로고
    • Reaction of ketohexoses with acid in certain nonaqueous sugar solvents
    • Moye, C. F.; Goldsack, R. J. Reaction of ketohexoses with acid in certain nonaqueous sugar solvents. J. Appl. Chem. 1966, 16, 206.
    • (1966) J. Appl. Chem. , vol.16 , pp. 206
    • Moye, C.F.1    Goldsack, R.J.2
  • 19
    • 0000833921 scopus 로고
    • The preparation of 5-hydroxymethylfurfuraldehyde from high fructose corn syrup and other carbohydrates
    • Szmant, H. H.; Chundury, D. D. The preparation of 5- hydroxymethylfurfuraldehyde from high fructose corn syrup and other carbohydrates. J. Chem. Technol. Biotechnol. 1981, 31, 135.
    • (1981) J. Chem. Technol. Biotechnol. , vol.31 , pp. 135
    • Szmant, H.H.1    Chundury, D.D.2
  • 20
    • 0004600165 scopus 로고
    • Acid-catalyzed conversion of aldohexose into 5-(hydroxymethyl)-2-furfural
    • Mendnick, M. L. Acid-catalyzed conversion of aldohexose into 5-(hydroxymethyl)-2-furfural. J. Org. Chem. 1962, 27, 398.
    • (1962) J. Org. Chem. , vol.27 , pp. 398
    • Mendnick, M.L.1
  • 21
    • 37049162759 scopus 로고
    • Conversion of sucrose into furan compounds. I. 5- hydroxymethylfurfuraldehyde and some derivatives
    • Haworth, W. N.; Jones, W. G. M. Conversion of sucrose into furan compounds. I. 5-hydroxymethylfurfuraldehyde and some derivatives. J. Chem. Soc. 1944, 667.
    • (1944) J. Chem. Soc. , pp. 667
    • Haworth, W.N.1    Jones, W.G.M.2
  • 22
    • 33646412909 scopus 로고
    • Preparation of 5-hydroxymethylfurfural via fructose acetonides in ethylen glycol dimethyl ether
    • Chen, J.-D.; Kuster, B. F. M.; Wiele, Der K. V. Preparation of 5-hydroxymethylfurfural via fructose acetonides in ethylen glycol dimethyl ether. Biomass Bioenergy 1991, 1 (4), 217.
    • (1991) Biomass Bioenergy , vol.1 , Issue.4 , pp. 217
    • Chen, J.-D.1    Kuster, B.F.M.2    Wiele Der, K.V.3
  • 23
    • 0023540431 scopus 로고
    • Dehydration of D-fructose to levulinic acid over LZY zeolite catalyst
    • Jow, J.; Rorrer, G. L.; Hawley, M. C. Dehydration of D-fructose to levulinic acid over LZY zeolite catalyst. Biomass 1987, 14, 185.
    • (1987) Biomass , vol.14 , pp. 185
    • Jow, J.1    Rorrer, G.L.2    Hawley, M.C.3
  • 24
    • 0001886022 scopus 로고
    • Preparation of 5-hydroxymethylfurfural from fructose and precursors over H-form zeolites
    • Moreau, C.; Durand, R.; Pourcheron, C.; Razigade, S. Preparation of 5-hydroxymethylfurfural from fructose and precursors over H-form zeolites. Ind. Crops Prod. 1994, 3, 85.
    • (1994) Ind. Crops Prod. , vol.3 , pp. 85
    • Moreau, C.1    Durand, R.2    Pourcheron, C.3    Razigade, S.4
  • 25
    • 0033038206 scopus 로고    scopus 로고
    • A new selective route to 5-hydroxymethylfurfural from furfural and furfural derivatives over microporous solid acidic catalysts
    • Lecomte, J.; Finiels, A.; Moreau, C. A new selective route to 5-hydroxymethylfurfural from furfural and furfural derivatives over microporous solid acidic catalysts. Ind. Crops Prod. 1999, 19, 235.
    • (1999) Ind. Crops Prod. , vol.19 , pp. 235
    • Lecomte, J.1    Finiels, A.2    Moreau, C.3
  • 27
    • 33646401571 scopus 로고
    • Conversion of invert maltoses. U.S. Patent No. 3,066,150
    • Joes, R. E.; Lange, H. B. Conversion of invert maltoses. U.S. Patent No. 3,066,150, 1962.
    • (1962)
    • Joes, R.E.1    Lange, H.B.2
  • 29
    • 0040969260 scopus 로고
    • Levulinic acid from sucrose using acidic ion-exchange resins
    • Schraufnagel, R. A.; Rase, H. F. Levulinic acid from sucrose using acidic ion-exchange resins. Ind. Eng. Chem. Prod. Res. Dev. 1975, 14 (1), 40.
    • (1975) Ind. Eng. Chem. Prod. Res. Dev. , vol.14 , Issue.1 , pp. 40
    • Schraufnagel, R.A.1    Rase, H.F.2
  • 31
    • 33646482325 scopus 로고    scopus 로고
    • Preparation of 5-hydroxymethylfurfural from saccharides
    • CA 117: 90121
    • Neyret, C.; Louis, C.; Henri, N.; Gerard, D. Preparation of 5-hydroxymethylfurfural from saccharides. Chem. Abstr. CA 117: 90121.
    • Chem. Abstr.
    • Neyret, C.1    Louis, C.2    Henri, N.3    Gerard, D.4
  • 32
    • 33646411798 scopus 로고
    • Method for producing 5-hydroxymethyl furfural. U.S. Patent No. 3,483,228
    • Garder, J. D.; Jones, R. F. Method for producing 5-hydroxymethyl furfural. U.S. Patent No. 3,483,228, 1969.
    • (1969)
    • Garder, J.D.1    Jones, R.F.2
  • 33
    • 33646394642 scopus 로고
    • A micromethod for determination of sugars
    • Stone, J. E.; Blundell, M. J. A micromethod for determination of sugars. Can. J. Res. 1950, 28, 676.
    • (1950) Can. J. Res. , vol.28 , pp. 676
    • Stone, J.E.1    Blundell, M.J.2
  • 34
    • 33646436491 scopus 로고
    • Manufacture of 5-hydroxymethyl 2-furfural. U.S. Patent No. 2,750,394
    • Peniston, Q. P. Manufacture of 5-hydroxymethyl 2-furfural. U.S. Patent No. 2,750,394, 1956.
    • (1956)
    • Peniston, Q.P.1
  • 35
    • 3042705005 scopus 로고
    • Preparation of 5-(hydroxymethyl)furfural by selective dehydration of D-fructose
    • Nakamura, Y. Preparation of 5-(hydroxymethyl)furfural by selective dehydration of D-fructose. Noguchi Kenkyusho Jiho 1980, 23, 25.
    • (1980) Noguchi Kenkyusho Jiho , vol.23 , pp. 25
    • Nakamura, Y.1
  • 36
    • 33646386188 scopus 로고
    • Effect of aqueous sulfuric acid on reducing sugars
    • Rice, F. A. H. Effect of aqueous sulfuric acid on reducing sugars. J. Org. Chem. 1958, 23, 465.
    • (1958) J. Org. Chem. , vol.23 , pp. 465
    • Rice, F.A.H.1
  • 38
    • 0029257059 scopus 로고
    • Glucose hydrolysis and oxidation in supercritical water
    • Holgate, R. H.; Meyer, J. C.; Tester, J. W. Glucose hydrolysis and oxidation in supercritical water. AIChE J. 1995, 41 (3), 637.
    • (1995) AIChE J. , vol.41 , Issue.3 , pp. 637
    • Holgate, R.H.1    Meyer, J.C.2    Tester, J.W.3
  • 39
    • 0031353133 scopus 로고    scopus 로고
    • Rapid and selective conversion of glucose to erythrose in supercritical water
    • Kabymela, B. M.; Adschiri, T.; Malaluan, R.; Arai, K. Rapid and selective conversion of glucose to erythrose in supercritical water. Ind. Eng. Chem. Res. 1997, 36, 5063.
    • (1997) Ind. Eng. Chem. Res. , vol.36 , pp. 5063
    • Kabymela, B.M.1    Adschiri, T.2    Malaluan, R.3    Arai, K.4
  • 40
    • 0031164064 scopus 로고    scopus 로고
    • Degradation kinetics of dihydroxyacetone and glyseraldehyde in subcritical and supercritical water
    • Kabymela, B. M.; Adschiri, T.; Malaluan, R.; Arai, K. Degradation kinetics of dihydroxyacetone and glyseraldehyde in subcritical and supercritical water. Ind. Eng. Chem. Res. 1997, 36, 2025.
    • (1997) Ind. Eng. Chem. Res. , vol.36 , pp. 2025
    • Kabymela, B.M.1    Adschiri, T.2    Malaluan, R.3    Arai, K.4
  • 41
    • 0000288593 scopus 로고
    • Four-carbon model compounds for the reactions of sugars in water at high temperature
    • Antal, M. J., Jr.; Mok, W. S. L.; Richards, G. N. Four-carbon model compounds for the reactions of sugars in water at high temperature. Carbohydr. Res. 1990, 199, 111.
    • (1990) Carbohydr. Res. , vol.199 , pp. 111
    • Antal Jr., M.J.1    Mok, W.S.L.2    Richards, G.N.3
  • 42
    • 0009979822 scopus 로고    scopus 로고
    • Hetrogeneous zirconium and titanium catalysts for the selective synthesis of 5-hydroxymethyl-2-furfuraldehyde from carbohydrates
    • Benvenuti, F.; Carlini, C. Hetrogeneous zirconium and titanium catalysts for the selective synthesis of 5-hydroxymethyl-2-furfuraldehyde from carbohydrates. Appl. Catal., A 2000, 193, 147.
    • (2000) Appl. Catal., A , vol.193 , pp. 147
    • Benvenuti, F.1    Carlini, C.2
  • 43
    • 0002601117 scopus 로고
    • The influence of pH and weak-acid anions on the dehydration of D-fructose
    • Kuster, B. F. M.; Temmink, H. M. G. The influence of pH and weak-acid anions on the dehydration of D-fructose. Carbohydr. Res. 1977, 54, 185.
    • (1977) Carbohydr. Res. , vol.54 , pp. 185
    • Kuster, B.F.M.1    Temmink, H.M.G.2
  • 44
    • 49449120098 scopus 로고
    • Analytical procedures for studying the dehydration of D-fructose
    • Kuster, B. F. M.; Tebbens, L. M. Analytical Procedures for Studying the Dehydration of D-Fructose. Carbohydr. Res. 1977, 54, 159.
    • (1977) Carbohydr. Res. , vol.54 , pp. 159
    • Kuster, B.F.M.1    Tebbens, L.M.2
  • 45
    • 33646424790 scopus 로고
    • Effect of heat on aqueous solutions of sucrose and other carbohydrates
    • Montgomery, R.; Wiggins, L. F. Effect of heat on aqueous solutions of sucrose and other carbohydrates. J. Soc. Chem. Ind. 1947, 66, 31.
    • (1947) J. Soc. Chem. Ind. , vol.66 , pp. 31
    • Montgomery, R.1    Wiggins, L.F.2
  • 46
    • 0031149904 scopus 로고    scopus 로고
    • Reaction rates for partial dehydration of glucose to organic acids in solid-acid, molecular-sieving catalyst powders
    • Lourvanij, K.; Rorrer, G. L. Reaction rates for partial dehydration of glucose to organic acids in solid-acid, molecular-sieving catalyst powders. J. Chem. Technol. Biotechnol. 1997, 69 (1), 35.
    • (1997) J. Chem. Technol. Biotechnol. , vol.69 , Issue.1 , pp. 35
    • Lourvanij, K.1    Rorrer, G.L.2
  • 47
    • 0032974445 scopus 로고    scopus 로고
    • Selective dehydration of glucose to hydroxymethylfurfural and a one-pot synthesis of a 4-acetylbutyrolactone from glucose and trioxane in the solution of aluminum salts
    • Tyrlik, S. K.; Szerszen, D.; Olejik, M.; Danikiewicz, W. Selective dehydration of glucose to hydroxymethylfurfural and a one-pot synthesis of a 4-acetylbutyrolactone from glucose and trioxane in the solution of aluminum salts. Carbohydr. Res. 1999, 315, 268.
    • (1999) Carbohydr. Res. , vol.315 , pp. 268
    • Tyrlik, S.K.1    Szerszen, D.2    Olejik, M.3    Danikiewicz, W.4
  • 48
    • 84971259567 scopus 로고
    • The conversion of fructose and glucose in acidic media: Formation of hydroxymethylfurfural
    • Van Dam, H. E.; Kieboon, A. P. G.; Van Bekkum, H. The conversion of fructose and glucose in acidic media: formation of hydroxymethylfurfural. Starch 1986, 38, 95.
    • (1986) Starch , vol.38 , pp. 95
    • Van Dam, H.E.1    Kieboon, A.P.G.2    Van Bekkum, H.3
  • 49
    • 0034340812 scopus 로고    scopus 로고
    • Highly efficient catalytic activity of lanthanide(III) ions for conversion of saccharides to 5-hydroxymethyl-2-furfural in organic solvents
    • Seri, K.-I.; Inoue, Y.; Ishida, H. Highly Efficient Catalytic Activity of Lanthanide(III) Ions for Conversion of Saccharides to 5-Hydroxymethyl-2- furfural in Organic Solvents. Chem. Lett. 2000, 22.
    • (2000) Chem. Lett. , pp. 22
    • Seri, K.-I.1    Inoue, Y.2    Ishida, H.3


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