The Catalytic Conversion of D-Glucose to 5-Hydroxymethylfurfural in DMSO Using Metal Salts

C. B. Rasrendra; J. N. M. Soetedjo; I. G. B. N. Makertihartha; S. Adisasmito; H. J. Heeres

doi:10.1007/s11244-012-9826-y

The Catalytic Conversion of D-Glucose to 5-Hydroxymethylfurfural in DMSO Using Metal Salts

C. B. Rasrendra, J. N. M. Soetedjo, I. G. B. N. Makertihartha, S. Adisasmito, H. J. Heeres^*

^*Corresponding author for this work

Research output: Contribution to journal › Article › Academic › peer-review

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Abstract

A wide range of metal halides and triflates were examined for the conversion of d-glucose to HMF in DMSO. Chromium and aluminium salts were identified as the most promising catalysts. The effect of process variables like initial d-glucose concentration (0.1-1.5 M), reaction time (5-360 min) and reaction temperature (100-140 A degrees C) on the yield of HMF were examined at a fixed Al(OTf)(3) concentration (50 mM). Highest yields of HMF (60 mol%) were obtained using 1 M d-glucose (16 wt%), Al(OTf)(3) (5 mol%) at a temperature of 140 A degrees C. A reaction pathway involving initial isomerisation of d-glucose to d-fructose followed by a number of dehydration steps is proposed. Kinetic analysis reveals that the reaction is second order in d-glucose with an activation energy of 138 kJ mol(-1).

Original language	English
Pages (from-to)	543-549
Number of pages	7
Journal	Topics in Catalysis
Volume	55
Issue number	7
DOIs	https://doi.org/10.1007/s11244-012-9826-y
Publication status	Published - Jul-2012

Keywords

D-Glucose
DMSO
Isomerisation
HMF
Metal salts
D-FRUCTOSE
CHEMICALS
SOLVENTS
BIOMASS
TRANSFORMATION
DEHYDRATION
FUELS
IONS

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title = "The Catalytic Conversion of D-Glucose to 5-Hydroxymethylfurfural in DMSO Using Metal Salts",

abstract = "A wide range of metal halides and triflates were examined for the conversion of d-glucose to HMF in DMSO. Chromium and aluminium salts were identified as the most promising catalysts. The effect of process variables like initial d-glucose concentration (0.1-1.5 M), reaction time (5-360 min) and reaction temperature (100-140 A degrees C) on the yield of HMF were examined at a fixed Al(OTf)(3) concentration (50 mM). Highest yields of HMF (60 mol%) were obtained using 1 M d-glucose (16 wt%), Al(OTf)(3) (5 mol%) at a temperature of 140 A degrees C. A reaction pathway involving initial isomerisation of d-glucose to d-fructose followed by a number of dehydration steps is proposed. Kinetic analysis reveals that the reaction is second order in d-glucose with an activation energy of 138 kJ mol(-1).",

keywords = "D-Glucose, DMSO, Isomerisation, HMF, Metal salts, D-FRUCTOSE, CHEMICALS, SOLVENTS, BIOMASS, TRANSFORMATION, DEHYDRATION, FUELS, IONS",

author = "Rasrendra, {C. B.} and Soetedjo, {J. N. M.} and Makertihartha, {I. G. B. N.} and S. Adisasmito and Heeres, {H. J.}",

year = "2012",

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T1 - The Catalytic Conversion of D-Glucose to 5-Hydroxymethylfurfural in DMSO Using Metal Salts

AU - Rasrendra, C. B.

AU - Soetedjo, J. N. M.

AU - Makertihartha, I. G. B. N.

AU - Adisasmito, S.

AU - Heeres, H. J.

PY - 2012/7

Y1 - 2012/7

N2 - A wide range of metal halides and triflates were examined for the conversion of d-glucose to HMF in DMSO. Chromium and aluminium salts were identified as the most promising catalysts. The effect of process variables like initial d-glucose concentration (0.1-1.5 M), reaction time (5-360 min) and reaction temperature (100-140 A degrees C) on the yield of HMF were examined at a fixed Al(OTf)(3) concentration (50 mM). Highest yields of HMF (60 mol%) were obtained using 1 M d-glucose (16 wt%), Al(OTf)(3) (5 mol%) at a temperature of 140 A degrees C. A reaction pathway involving initial isomerisation of d-glucose to d-fructose followed by a number of dehydration steps is proposed. Kinetic analysis reveals that the reaction is second order in d-glucose with an activation energy of 138 kJ mol(-1).

AB - A wide range of metal halides and triflates were examined for the conversion of d-glucose to HMF in DMSO. Chromium and aluminium salts were identified as the most promising catalysts. The effect of process variables like initial d-glucose concentration (0.1-1.5 M), reaction time (5-360 min) and reaction temperature (100-140 A degrees C) on the yield of HMF were examined at a fixed Al(OTf)(3) concentration (50 mM). Highest yields of HMF (60 mol%) were obtained using 1 M d-glucose (16 wt%), Al(OTf)(3) (5 mol%) at a temperature of 140 A degrees C. A reaction pathway involving initial isomerisation of d-glucose to d-fructose followed by a number of dehydration steps is proposed. Kinetic analysis reveals that the reaction is second order in d-glucose with an activation energy of 138 kJ mol(-1).

KW - D-Glucose

KW - DMSO

KW - Isomerisation

KW - HMF

KW - Metal salts

KW - D-FRUCTOSE

KW - CHEMICALS

KW - SOLVENTS

KW - BIOMASS

KW - TRANSFORMATION

KW - DEHYDRATION

KW - FUELS

KW - IONS

U2 - 10.1007/s11244-012-9826-y

DO - 10.1007/s11244-012-9826-y

M3 - Article

SN - 1022-5528

VL - 55

SP - 543

EP - 549

JO - Topics in Catalysis

JF - Topics in Catalysis

IS - 7

ER -