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Etherification of 5-hydroxymethyl-2-furfural (HMF) with ethanol to biodiesel components using mesoporous solid acidic catalysts

Paper ID Volume ID Publish Year Pages File Format Full-Text
55773 47063 2011 7 PDF Available
Title
Etherification of 5-hydroxymethyl-2-furfural (HMF) with ethanol to biodiesel components using mesoporous solid acidic catalysts
Abstract

The etherification of 5-hydroxymethyl-2-furfural (HMF) with ethanol is studied over a series of mesoporous silica catalysts (Al-MCM-41 materials with different Si/Al ratio, and zirconia or sulfated zirconia supported over SBA-15) and compared with the behavior of H2SO4 and Amberlyst®15. The observed reaction products were 5-(ethoxymethyl)furan-2-carbaldehyde (EMF), 1,1-dietoxy ethane (DE) and ethyl 4-oxopentanoate (EOP). The selectivity to EMF and EOP is closely related to the presence of Lewis and/or Brønsted acidity on the catalyst, while the formation of DE is probably related to defect sites. The latter, being less reactive, catalyze the side reaction to DE only when strong Lewis and/or Brønsted acid sites are absent. Catalysts with only a strong Brønsted acidity react selectively to form EOP. When strong Lewis acid sites are present in the catalyst, e.g. by introducing ZrO2 in SBA-15 or when extra-framework isolated Al3+ sites are present in the mesoporous channels, a high selectivity to EMF was observed. The results indicate that EMF, DE or EOP can be obtained selectively by direct reaction of HMF with bioethanol by tuning the acidity of the catalyst. EMF is a value biodiesel component, but the results also evidence the possibility to obtain selectively EOP in a one-step reaction, opening interesting perspectives to produce valeric biofuels by subsequent selective hydrogenation.

Graphical abstractFigure optionsDownload full-size imageDownload high-quality image (66 K)Download as PowerPoint slideHighlights► Selective etherification of HMF with ethanol to biodiesel components. ► Formation of 5-(ethoxymethyl)furan-2-carbaldehyde (EMF), 1,1-dietoxy ethane (DE) and ethyl 4-oxopentanoate (EOP). ► The selectivity to EMF and EOP is closely related to the presence of Lewis and/or Brønsted acidity on the catalyst. ► Selective EOP synthesis in a one-step, which can be hydrogenated to valeric biofuels.

Keywords
HMF; Biodiesel components; Acid sites; Mesoporous catalysts; Ethanol; Etherification
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Etherification of 5-hydroxymethyl-2-furfural (HMF) with ethanol to biodiesel components using mesoporous solid acidic catalysts
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Publisher
Database: Elsevier - ScienceDirect
Journal: Catalysis Today - Volume 175, Issue 1, 25 October 2011, Pages 435–441
Authors
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Subjects
Physical Sciences and Engineering Chemical Engineering Catalysis
Get Full-Text Now
Don't Miss Today's Special Offer
Price was $35.95
You save - $31
Price after discount Only $4.95
100% Money Back Guarantee
Full-text PDF Download
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Any Questions? feel free to contact us