Sulfonic acid heterogeneous catalysts for dehydration of C6-monosaccharides to 5-hydroxymethylfurfural in dimethyl sulfoxide

doi:10.1016/S1872-2067(14)60020-6

催化学报 ›› 2014, Vol. 35 ›› Issue (5): 644-655.DOI: 10.1016/S1872-2067(14)60020-6

Sulfonic acid heterogeneous catalysts for dehydration of C₆-monosaccharides to 5-hydroxymethylfurfural in dimethyl sulfoxide

Gabriel Morales^a,, Juan A. Melero^a, Marta Paniagua^a, Jose Iglesias^b, Blanca Hernández^a, María Sanz^a

a Department of Chemical and Environmental Technology, Universidad Rey Juan Carlos. C/Tulipán s/n. Móstoles. E2893
3. Madrid, Spain;
b Department of Chemical and Energy Technology, Universidad Rey Juan Carlos. C/Tulipán s/n. Móstoles. E2893
3. Madrid, Spain

收稿日期:2013-11-21 修回日期:2013-12-25 出版日期:2014-04-18 发布日期:2014-04-24
通讯作者: Gabriel Morales

Sulfonic acid heterogeneous catalysts for dehydration of C₆-monosaccharides to 5-hydroxymethylfurfural in dimethyl sulfoxide

Gabriel Morales^a,, Juan A. Melero^a, Marta Paniagua^a, Jose Iglesias^b, Blanca Hernández^a, María Sanz^a

a Department of Chemical and Environmental Technology, Universidad Rey Juan Carlos. C/Tulipán s/n. Móstoles. E2893
3. Madrid, Spain;
b Department of Chemical and Energy Technology, Universidad Rey Juan Carlos. C/Tulipán s/n. Móstoles. E2893
3. Madrid, Spain

Received:2013-11-21 Revised:2013-12-25 Online:2014-04-18 Published:2014-04-24
Contact: Gabriel Morales

摘要/Abstract

摘要：

Sulfonic acid-functionalized heterogeneous catalysts have been evaluated in the catalytic dehydration of C₆ monosaccharides into 5-hydroxymethylfurfural (HMF) using dimethyl sulfoxide (DMSO) as solvent. Sulfonic commercial resin Amberlyst-70 was the most active catalyst, which was ascribed to its higher concentration of sulfonic acid sites as compared with the other catalysts, and it gave 93 mol% yield of HMF from fructose in 1 h. With glucose as the starting material, which is a much more difficult reaction, the reaction conditions (time, temperature, and catalyst loading) were optimized for Amberlyst-70 by a response surface methodology, which gave a maximum HMF yield of 33 mol% at 147 ℃ with 23 wt% catalyst loading based on glucose and 24 h reaction time. DMSO promotes the dehydration of glucose into anhydroglucose, which acts as a reservoir of the substrate to facilitate the production of HMF by reducing side reactions. Catalyst reuse without a regeneration treatment showed a gradual but not very significant decay in catalytic activity.

关键词: Fructose, Glucose, 5-Hydroxymethylfurfural, Dimethyl sulfoxide, Response surface methodology, Sulfonic acid

Abstract:

Key words: Fructose, Glucose, 5-Hydroxymethylfurfural, Dimethyl sulfoxide, Response surface methodology, Sulfonic acid

Gabriel Morales, Juan A. Melero, Marta Paniagua, Jose Iglesias, Blanca Hernández, María Sanz. Sulfonic acid heterogeneous catalysts for dehydration of C₆-monosaccharides to 5-hydroxymethylfurfural in dimethyl sulfoxide[J]. 催化学报, 2014, 35(5): 644-655.

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Sulfonic acid heterogeneous catalysts for dehydration of C₆-monosaccharides to 5-hydroxymethylfurfural in dimethyl sulfoxide

Sulfonic acid heterogeneous catalysts for dehydration of C₆-monosaccharides to 5-hydroxymethylfurfural in dimethyl sulfoxide

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