TY - JOUR
T1 - Thermodynamics and reaction pathways of furfuryl alcohol oligomer formation
AU - Kim, Taejin
AU - Assary, Rajeev S.
AU - Pauls, Richard E.
AU - Marshall, Christopher L.
AU - Curtiss, Larry A.
AU - Stair, Peter C.
N1 - Funding Information:
This work was supported as part of the Institute for Atom-efficient Chemical Transformations (IACT), an Energy Frontier Research Center funded by the U.S. Department of Energy, Office of Science, Office of Basic Energy Sciences . Argonne is managed by UChicago Argonne, LLC, for the U.S. Department of Energy under contract DE-AC02-06CH11357. Use of the computational resources from Center for Nanoscale Materials was supported by the U.S. Department of Energy, Office of Science, Office of Basic Energy Sciences, under Contract No. DE-AC02-06CH11357.
PY - 2014/2/10
Y1 - 2014/2/10
N2 - The acid-catalyzed transformation of furfuryl alcohol (FA) monomer to oligomers has been studied in the liquid phase to investigate the reaction mechanisms and intermediate species by using a combination of quantitative reaction product measurements and density functional theory calculations. FA monomer was converted into oligomers with a broad range of carbon number: C 9-C10, C14-C15, C 19-C29, > C29. Based on the calculations, terminal CH2OH dimer formation is both kinetically and thermodynamically favored, consistent with the experimental results. The order for dimer production in the C9-C10 range follows terminal CH2OH > ether bridged-methylene bridged dimer > OH-carbon bridge.
AB - The acid-catalyzed transformation of furfuryl alcohol (FA) monomer to oligomers has been studied in the liquid phase to investigate the reaction mechanisms and intermediate species by using a combination of quantitative reaction product measurements and density functional theory calculations. FA monomer was converted into oligomers with a broad range of carbon number: C 9-C10, C14-C15, C 19-C29, > C29. Based on the calculations, terminal CH2OH dimer formation is both kinetically and thermodynamically favored, consistent with the experimental results. The order for dimer production in the C9-C10 range follows terminal CH2OH > ether bridged-methylene bridged dimer > OH-carbon bridge.
KW - Density functional theory calculation
KW - Furfuryl alcohol
KW - Oligomerization
KW - Terminal CHOH dimer
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U2 - 10.1016/j.catcom.2013.11.030
DO - 10.1016/j.catcom.2013.11.030
M3 - Article
AN - SCOPUS:84890479110
VL - 46
SP - 66
EP - 70
JO - Catalysis Communications
JF - Catalysis Communications
SN - 1566-7367
ER -