Production of biomass-derived furanic ethers and levulinate esters using heterogeneous acid catalysts
authors Neves, P; Antunes, MM; Russo, PA; Abrantes, JP; Lima, S; Fernandes, A; Pillinger, M; Rocha, SM; Ribeiro, MF; Valente, AA
nationality International
journal GREEN CHEMISTRY
keywords ETHYL LEVULINATE; FURFURYL ALCOHOL; SOLID-ACID; MESOPOROUS ALUMINOSILICATE; CONVERSION; ETHERIFICATION; EFFICIENT; TRANSFORMATION; DISACCHARIDES; SURFACTANTS
abstract Mesoporous aluminosilicates of the type Al-TUD-1, prepared via "green", low-cost, non-surfactant templating routes, are effective and versatile heterogeneous acid catalysts for the production of useful bio-based furanic ethers and levulinate esters, via the reactions of the biorenewable substrates 5-hydroxymethyl-2-furfural (Hmf) or furfuryl alcohol (FA) with aliphatic alcohols. The identification of reaction intermediates and products by comprehensive two-dimensional gas chromatography combined with time-of-flight mass spectrometry was carried out, giving mechanistic insights. Ethyl levulinate (EL) was formed from FA or Hmf as substrates, with higher EL yields being reached in the former case. Different types of alkyl levulinates may be synthesized from FA using Al-TUD-1 catalysts. On the other hand, 5-(ethoxymethyl)furan-2-carbaldehyde may be formed as the main product from Hmf. Modifications of the properties of Al-TUD-1 involved varying the Si/Al ratio and applying a post-synthesis acid treatment. The influence of these factors and of the reaction conditions on the catalytic reactions was investigated. The efficient regeneration and recyclability of Al-TUD-1 was assessed.
publisher ROYAL SOC CHEMISTRY
issn 1463-9262
year published 2013
volume 15
issue 12
beginning page 3367
ending page 3376
digital object identifier (doi) 10.1039/c3gc41908h
web of science category Chemistry, Multidisciplinary; GREEN & SUSTAINABLE SCIENCE & TECHNOLOGY
subject category Chemistry; Science & Technology - Other Topics
unique article identifier WOS:000327459400011
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journal impact factor 8.586
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