Journal article
Kinetic Analysis of Hexose Conversion to Methyl Lactate by Sn Beta: Effects of Substrate Masking and of Water
Department of Chemistry, Technical University of Denmark1
Centre for Catalysis and Sustainable Chemistry, Department of Chemistry, Technical University of Denmark2
Organic Chemistry, Department of Chemistry, Technical University of Denmark3
Haldor Topsoe AS4
Center for Hyperpolarization in Magnetic Resonance, Centers, Technical University of Denmark5
Department of Electrical Engineering, Technical University of Denmark6
Center for Magnetic Resonance, Department of Electrical Engineering, Technical University of Denmark7
Simple sugars bear promise as substrates for the formation of fuels and chemicals using heterogeneous catalysts in alcoholic solvents. Sn-Beta is a particularly well suited catalyst for the cleavage, isomerization and dehydration of sugars into more valuable chemicals. In order to understand these processes and save resources and time by optimising them, kinetic and mechanistic analyses are helpful.
Herein, we study substrate entry into the Sn-Beta catalysed methyl lactate process using abundant hexose substrates. NMR spectroscopy is applied to show that the formation of methyl lactate occurs in two kinetic regimes for fructose, glucose and sucrose. The majority of methyl lactate is not formed from the substrate directly, but from methyl fructosides in a slow regime.
At 160 °C, more than 40% of substrate carbon are masked (i.e. reversibly protected in situ) as methyl fructosides within few minutes when using hydrothermally synthesised Sn-Beta, while more than 60% methyl fructosides can be produced within few minutes using post synthetically synthesised Sn-Beta. A significant fraction of substrate thus is masked by rapid methyl fructoside formation prior to subsequent slow release of fructose.
This release is the rate limiting step in the Sn-Beta catalysed methyl lactate process, but can be accelerated by the addition of small amounts of water at the expense of maximum methyl lactate yield.
Language: | English |
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Year: | 2018 |
Pages: | 2137-2145 |
ISSN: | 20444761 and 20444753 |
Types: | Journal article |
DOI: | 10.1039/C8CY00335A |
ORCIDs: | 0000-0002-2486-6971 , Riisager, Anders , Jensen, Pernille Rose and Meier, Sebastian |