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Issue 12, 2013
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Production of biomass-derived furanic ethers and levulinate esters using heterogeneous acid catalysts

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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.

Graphical abstract: Production of biomass-derived furanic ethers and levulinate esters using heterogeneous acid catalysts

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Publication details

The article was received on 11 Sep 2013, accepted on 20 Sep 2013 and first published on 20 Sep 2013


Article type: Paper
DOI: 10.1039/C3GC41908H
Citation: Green Chem., 2013,15, 3367-3376
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    Production of biomass-derived furanic ethers and levulinate esters using heterogeneous acid catalysts

    P. Neves, M. M. Antunes, P. A. Russo, J. P. Abrantes, S. Lima, A. Fernandes, M. Pillinger, S. M. Rocha, M. F. Ribeiro and A. A. Valente, Green Chem., 2013, 15, 3367
    DOI: 10.1039/C3GC41908H

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