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vanPutten R.-J.,Avantium Chemicals Zekeringstraat 29 1014 BV Amsterdam The Netherlands | van der Waal J.C.,Avantium Chemicals Zekeringstraat 29 1014 BV Amsterdam The Netherlands | Harmse M.,Avantium Chemicals Zekeringstraat 29 1014 BV Amsterdam The Netherlands | vandeBovenkamp H.H.,University of Groningen | And 2 more authors.
ChemSusChem | Year: 2016

The acid-catalysed dehydration of the four 2-ketohexoses (fructose, sorbose, tagatose and psicose) to furanics was studied in methanol (65gL-1 substrate concentration, 17 and 34mm sulfuric acid, 100°C) with Avantium high-throughput technology. Significant differences in the reactivities of the hexoses and yields of 5-hydroxymethylfurfural (HMF) and its methyl ether (MMF) were observed. Psicose and tagatose were the most reactive, and psicose also afforded the highest combined yield of MMF and HMF of approximately 55% at 96% sugar conversion. Hydroxyacetylfuran and its corresponding methyl ether were formed as byproducts, particularly for sorbose and tagatose, with a maximum combined yield of 8% for sorbose. The formation of hydroxyacetylfuran was studied through 13CNMR spectroscopy with labelled sorbose, which provided new insights into the reaction mechanism. © 2016 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.


Codou A.,CNRS Condensed Matter Physics Laboratory | Guigo N.,CNRS Condensed Matter Physics Laboratory | van Berkel J.,Avantium Chemicals B.V. Zekeringstraat 29 1014 BV Amsterdam The Netherlands | de Jong E.,Avantium Chemicals B.V. Zekeringstraat 29 1014 BV Amsterdam The Netherlands | Sbirrazzuoli N.,CNRS Condensed Matter Physics Laboratory
Macromolecular Chemistry and Physics | Year: 2014

Poly(ethylene 2,5-furandicarboxylate) (PEF) is an emergent biobased polyester whose chemical structure is analogous to poly(ethylene terephthalate). Pilot-scale PEF is synthesized through the direct esterification process from 2,5-furandicarboxylic acid and bio-ethylene glycol. Wide-angle X-ray diffraction (WAXD) measurements reveal similar crystallinities and unit cell structures for melt-crystallized and glass-crystallized samples. The non-isothermal crystallization of PEF sample is investigated by means of DSC experiments both from the glass and the melt. The temperature dependence of the effective activation energy of the growth rate is obtained from these data, and the results show that the glass and early stage of the melt crystallization share common dynamics. Hoffman-Lauritzen parameters and the temperature at maximum crystallization rate are evaluated. It is found that the melt-crystallization kinetics undergo a transition from regime I to II; however, the crystal growth rate from the melt shows an atypical depression at T < 171 °C compared with the predicted Hoffman-Lauritzen theory. © 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

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