Thermodynamics and reaction pathways of furfuryl alcohol oligomer formation

Journal Article · Sat Feb 01 00:00:00 EST 2014 · Catalysis Communications

DOI:https://doi.org/10.1016/j.catcom.2013.11.030· OSTI ID:1392663

Kim, Taejin; Assary, Rajeev S.; Pauls, Richard E.; Marshall, Christopher L.; Curtiss, Larry A.; Stair, Peter C.

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: C9–C10, C14–C15, C19–C29, NC29. 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 N ether bridged–methylene bridged dimer N OH-carbon bridge.

• Research Organization: Argonne National Lab. (ANL), Argonne, IL (United States)
• Sponsoring Organization: USDOE Office of Science - Office of Basic Energy Sciences - Chemical Sciences, Geosciences, and Biosciences Division; USDOE Energy Frontier Research Center - Institute for Atom-Efficient Chemical Transformation
• DOE Contract Number: AC02-06CH11357
• OSTI ID: 1392663
• Journal Information: Catalysis Communications, Vol. 46, Issue C; ISSN 1566-7367
• Publisher: Elsevier
• Country of Publication: United States
• Language: English

Related Subjects

Density functional theory calculation
Furfuryl alcohol
Oligomerization
Terminal CH2OH dimer