Home > Research > Publications & Outputs > Catalytic conversion of fructose, glucose, and ...

Links

Text available via DOI:

View graph of relations

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

Research output: Contribution to Journal/MagazineJournal articlepeer-review

Published
Close
<mark>Journal publication date</mark>05/2014
<mark>Journal</mark>ACS Catalysis
Issue number5
Volume4
Number of pages8
Pages (from-to)1470-1477
Publication StatusPublished
<mark>Original language</mark>English

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 gamma-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-beta-D-glucofuranose, 1,6-anhydro-beta-D-glucopyranose, and levoglucosenone.