Furan production from glycoaldehyde over HZSM-5

Kim, Seonah; Evans, Tabitha J.; Mukarakate, Calvin; Bu, Lintao; Beckham, Gregg T.; Nimlos, Mark R.; Paton, Robert S.; Robichaud, David J.

doi:10.1021/acssuschemeng.6b00101

Title: Furan production from glycoaldehyde over HZSM-5

Journal Article · Sun Apr 03 00:00:00 EDT 2016 · ACS Sustainable Chemistry & Engineering

DOI:https://doi.org/10.1021/acssuschemeng.6b00101· OSTI ID:1251590

Kim, Seonah ^[1]; Evans, Tabitha J. ^[1]; Mukarakate, Calvin ^[1]; Bu, Lintao ^[1]; Beckham, Gregg T. ^[1]; Nimlos, Mark R. ^[1]; Paton, Robert S. ^[2]; Robichaud, David J. ^[1]

National Renewable Energy Lab. (NREL), Golden, CO (United States)
Univ. of Oxford, Oxford (United Kingdom)

Catalytic fast pyrolysis of biomass over zeolite catalysts results primarily in aromatic (e.g. benzene, toluene, xylene) and olefin products. However, furans are a higher value intermediate for their ability to be readily transformed into gasoline, diesel, and chemicals. Here we investigate possible mechanisms for the coupling of glycoaldehyde, a common product of cellulose pyrolysis, over HZSM-5 for the formation of furans. Experimental measurements of neat glycoaldehyde over a fixed bed of HZSM-5 confirm furans (e.g. furanone) are products of this reaction at temperatures below 300 degrees C with several aldol condensation products as co-products (e.g. benzoquinone). However, under typical catalytic fast pyrolysis conditions (>400 degrees C), further reactions occur that lead to the usual aromatic product slate. ONIOM calculations were utilized to identify the pathway for glycoaldehyde coupling toward furanone and hydroxyfuranone products with dehydration reactions serving as the rate determining steps with typical intrinsic reaction barriers of 40 kcal mol-1. The reaction mechanisms for glycoaldehyde will likely be similar to that of other small oxygenates such as acetaldehyde, lactaldehyde, and hydroxyacetone and this study provides a generalizable mechanism of oxygenate coupling and furan formation over zeolite catalysts.

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Research Organization:: National Renewable Energy Lab. (NREL), Golden, CO (United States)

Sponsoring Organization:: USDOE Office of Energy Efficiency and Renewable Energy (EERE), Sustainable Transportation Office. Bioenergy Technologies Office

Grant/Contract Number:: AC36-08GO28308

OSTI ID:: 1251590

Report Number(s):: NREL/JA-5100-65724

Journal Information:: ACS Sustainable Chemistry & Engineering, Vol. 4, Issue 5; Related Information: ACS Sustainable Chemistry and Engineering; ISSN 2168-0485

Publisher:: American Chemical Society (ACS)Copyright Statement

Country of Publication:: United States

Language:: English

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Cited by: 17 works

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09 BIOMASS FUELS
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Title: Furan production from glycoaldehyde over HZSM-5

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