Phosphorylated mesoporous carbon as effective catalyst for the selective fructose dehydration to HMF

A. Villa; M. Schiavoni; P. F. Fulvio; S. M. Mahurin; S. Dai; R. T. Mayes; G. M. Veith; L. Prati

doi:10.1016/S2095-4956(13)60037-6

Phosphorylated mesoporous carbon as effective catalyst for the selective fructose dehydration to HMF

A. Villa, M. Schiavoni, P. F. Fulvio, S. M. Mahurin, S. Dai, R. T. Mayes, G. M. Veith, L. Prati

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Abstract

Phosphorylated mesoporous carbons (PMCs) were investigated as catalysts in the dehydration of fructose to hydroxymethylfurfural (HMF). The acidic PMCs show better selectivity to HMF compared to sulfonated carbon catalyst (SC) despite lower activity. The concentration of P-O groups on the PMC was correlated with the activity/selectivity of the catalysts; the higher the P-O concentration, the higher the activity. However, the higher the P-O content, the lower the selectivity to HMF. Indeed, a lower concentration of the P-O groups minimized the degradation of HMF to levulinic acid and the formation of by-products, such as humines. Stability tests showed that these systems deactivate due to the formation of humines and water insoluble by-products derived from the dehydration of fructose which blocked the catalytically active sites.

Original language	English
Pages (from-to)	305-311
Number of pages	7
Journal	Journal of Energy Chemistry
Volume	22
Issue number	2
DOIs	https://doi.org/10.1016/S2095-4956(13)60037-6
State	Published - Mar 2013

Funding

This work was supported by the Laboratory Directed Research and Development Program of Oak Ridge National Laboratory, managed by UT-Battelle, LLC, for the U. S. Department of Energy (GMV). TEM studies were performed through Oak Ridge National Laboratory's Center for Nanophase Materials Science (CNMS) which is sponsored by the Scientific User Facilities Division, Office of Basic Energy Sciences, U. S. Department of Energy. Fondazione Cariplo is also gratefully acknowledged for financial support. A portion of this research was sponsored by the Laboratory Directed Research and Development Program of Oak Ridge National Laboratory, managed by UT-Battelle, LLC, for the U. S. Department of Energy (GMV). TEM studies were performed through Oak Ridge National Laboratory's Center for Nanophase Materials Science (CNMS) which is sponsored by the Scientific User Facilities Division, Office of Basic Energy Sciences, U. S. Department of Energy. Fondazione Cariplo is also gratefully acknowledged for financial support.

Funders	Funder number
CNMS
GMV
Oak Ridge National Laboratory
Office of Basic Energy Sciences
Scientific User Facilities Division
U. S. Department of Energy
Oak Ridge National Laboratory
Fondazione Cariplo

Keywords

Fructose dehydration
Hydroxymethylfurfural
Phosphorylated mesoporous carbons

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10.1016/S2095-4956(13)60037-6

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title = "Phosphorylated mesoporous carbon as effective catalyst for the selective fructose dehydration to HMF",

abstract = "Phosphorylated mesoporous carbons (PMCs) were investigated as catalysts in the dehydration of fructose to hydroxymethylfurfural (HMF). The acidic PMCs show better selectivity to HMF compared to sulfonated carbon catalyst (SC) despite lower activity. The concentration of P-O groups on the PMC was correlated with the activity/selectivity of the catalysts; the higher the P-O concentration, the higher the activity. However, the higher the P-O content, the lower the selectivity to HMF. Indeed, a lower concentration of the P-O groups minimized the degradation of HMF to levulinic acid and the formation of by-products, such as humines. Stability tests showed that these systems deactivate due to the formation of humines and water insoluble by-products derived from the dehydration of fructose which blocked the catalytically active sites.",

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AU - Villa, A.

AU - Schiavoni, M.

AU - Fulvio, P. F.

AU - Mahurin, S. M.

AU - Dai, S.

AU - Mayes, R. T.

AU - Veith, G. M.

AU - Prati, L.

PY - 2013/3

Y1 - 2013/3

N2 - Phosphorylated mesoporous carbons (PMCs) were investigated as catalysts in the dehydration of fructose to hydroxymethylfurfural (HMF). The acidic PMCs show better selectivity to HMF compared to sulfonated carbon catalyst (SC) despite lower activity. The concentration of P-O groups on the PMC was correlated with the activity/selectivity of the catalysts; the higher the P-O concentration, the higher the activity. However, the higher the P-O content, the lower the selectivity to HMF. Indeed, a lower concentration of the P-O groups minimized the degradation of HMF to levulinic acid and the formation of by-products, such as humines. Stability tests showed that these systems deactivate due to the formation of humines and water insoluble by-products derived from the dehydration of fructose which blocked the catalytically active sites.

AB - Phosphorylated mesoporous carbons (PMCs) were investigated as catalysts in the dehydration of fructose to hydroxymethylfurfural (HMF). The acidic PMCs show better selectivity to HMF compared to sulfonated carbon catalyst (SC) despite lower activity. The concentration of P-O groups on the PMC was correlated with the activity/selectivity of the catalysts; the higher the P-O concentration, the higher the activity. However, the higher the P-O content, the lower the selectivity to HMF. Indeed, a lower concentration of the P-O groups minimized the degradation of HMF to levulinic acid and the formation of by-products, such as humines. Stability tests showed that these systems deactivate due to the formation of humines and water insoluble by-products derived from the dehydration of fructose which blocked the catalytically active sites.

KW - Fructose dehydration

KW - Hydroxymethylfurfural

KW - Phosphorylated mesoporous carbons

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Phosphorylated mesoporous carbon as effective catalyst for the selective fructose dehydration to HMF

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