Biobased Furanics: Kinetic Studies on the Acid Catalyzed Decomposition of 2-Hydroxyacetyl Furan in Water Using Bronsted Acid Catalysts

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dc.contributor.author Soetedjo, Jenny Novianti Muliarahayu
dc.contributor.author Bovenkamp, H.H. van de
dc.contributor.author Deuss, P.J.
dc.contributor.author Heeres, H.J.
dc.date.accessioned 2018-05-08T07:24:07Z
dc.date.available 2018-05-08T07:24:07Z
dc.date.issued 2017
dc.identifier.issn 2168-0485 (web)
dc.identifier.other artsc282
dc.identifier.uri http://hdl.handle.net/123456789/5914
dc.description ACS SUSTAINABLE CHEMISTRY & ENGINEERING; 2017, 5. en_US
dc.description.abstract Biobased furanics like 5-hydroxymethylfurfural (5-HMF) are interesting platform chemicals for the synthesis of biofuel additives and polymer precursors. 5-HMF is typically prepared from C6 ketoses like fructose, psicose, sorbose and tagatose. A known byproduct is 2-hydroxyacetylfuran (2-HAF), particularly when using sorbose and psicose as the reactants. We here report an experimental and kinetic modeling study on the rate of decomposition of 2-HAF in a typical reaction medium for 5-HMF synthesis (water, Brönsted acid), with the incentive to gain insights in the stability of 2-HAF. A total of 12 experiments were performed (batch setup) in water with sulfuric acid as the catalyst (100−170 °C, CH2SO4 ranging between 0.033 and 1.37 M and an initial 2-HAF concentration between 0.04 and 0.26 M). Analysis of the reaction mixtures showed a multitude of products, of which levulinic acid (LA) and formic acid (FA) were the most prominent (Ymax,FA = 24 mol %, Ymax,LA = 10 mol %) when using HCl. In contrast, both LA and FA were formed in minor amounts when using H2SO4 as the catalyst. The decomposition reaction of 2-HAF using sulfuric acid was successfully modeled (R2 = 0.9957) using a first-order approach in 2-HAF and acid. The activation energy was found to be 98.7 (±2.2) kJ mol−1. en_US
dc.description.uri pubs.acs.org/doi/abs/10.1021/acssuschemeng.6b03198
dc.language.iso en en_US
dc.publisher American Chemical Society en_US
dc.relation.ispartofseries ACS SUSTAINABLE CHEMISTRY & ENGINEERING;2017, 5.
dc.subject LEVULINIC ACID en_US
dc.subject KINETIC MODELING en_US
dc.subject PLATFORM CHEMICALS en_US
dc.subject HYDROXYACETYLFURAN en_US
dc.subject ACID CATALYSIS en_US
dc.subject FORMID ACID en_US
dc.title Biobased Furanics: Kinetic Studies on the Acid Catalyzed Decomposition of 2-Hydroxyacetyl Furan in Water Using Bronsted Acid Catalysts en_US
dc.type Journal Articles en_US


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