Catalytic conversion of fructose, glucose, and sucrose to 5-(hydroxymethyl)furfural and levulinic and formic acids in γ- valerolactone as a green solvent

Research output: Journal Publications and Reviews (RGC: 21, 22, 62)21_Publication in refereed journalpeer-review

247 Scopus Citations
View graph of relations

Author(s)

  • Long Qi
  • Yiu Fung Mui
  • Matthew Y. Lui
  • Geoffrey R. Akien

Detail(s)

Original languageEnglish
Pages (from-to)1470-1477
Journal / PublicationACS Catalysis
Volume4
Issue number5
Online published28 Mar 2014
Publication statusPublished - 2 May 2014

Abstract

The conversion of fructose, glucose, and sucrose to 5-(hydroxymethyl) furfural (HMF) and levulinic acid (LA)/formic acid (FA) was investigated in detail using sulfuric acid as the catalyst and γ-valerolactone (GVL) as a green solvent. The H2SO4/GVL/H2O system can be tuned to produce either HMF or LA/FA by changing the acid concentration and thus allowing selective switching between the products. Although the best yields of HMF were around 75%, the LA/FA yields ranged from 50% to 70%, depending on the structure of the carbohydrates and the reaction parameters, including temperature, acid, and carbohydrate concentrations. While the conversion of fructose is much faster than glucose, sucrose behaves like a 1:1 mixture of fructose and glucose, indicating facile hydrolysis of the glycosidic bond in sucrose. The mechanism of the conversion of glucose to HMF or LA/FA in GVL involves three intermediates: 1,6-anhydro-β-d-glucofuranose, 1,6-anhydro-β-d-glucopyranose, and levoglucosenone. © 2014 American Chemical Society.

Research Area(s)

  • 5-(hydroxymethyl)furfural, carbohydrates, formic acid, isotopic labeling, levulinic acid, sulfuric acid, γ-valerolactone

Citation Format(s)

Catalytic conversion of fructose, glucose, and sucrose to 5-(hydroxymethyl)furfural and levulinic and formic acids in γ- valerolactone as a green solvent. / Qi, Long; Mui, Yiu Fung; Lo, See Wing; Lui, Matthew Y.; Akien, Geoffrey R.; Horváth, István T.

In: ACS Catalysis, Vol. 4, No. 5, 02.05.2014, p. 1470-1477.

Research output: Journal Publications and Reviews (RGC: 21, 22, 62)21_Publication in refereed journalpeer-review