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Issue 11, 2012
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Production of targeted aromatics by using Diels–Alder classes of reactions with furans and olefins over ZSM-5

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Abstract

In this paper we study the co-feeding of olefins (ethylene and propylene) with a series of furanic compounds (furan, 2-methylfuran, furfural, and furfuryl alcohol) over ZSM-5 catalyst in a continuous flow fixed-bed reactor at a temperature range of 450–600 °C. We show the importance of Diels–Alder cycloaddition reactions when olefins are co-fed with furanics over ZSM-5. Co-feeding propylene with furan (C4 diene) increased the toluene aromatic selectivity from 22% to 59%. Similarly, co-feeding propylene with 2-methylfuran (C5 diene) increased the xylenes aromatic selectivity from 9% to 27%. Co-feeding of ethylene with furans did not change the aromatics selectivity. The increase of toluene selectivity was also observed in the co-feeding of propylene with furfural and fufuryl alcohol. Furfural and furfuryl alcohol both underwent decarbonylation reactions to produce CO and furan. The reaction conditions that maximize Diels–Alder products were a propylene to 2MF molar ratio of 1 at 450 °C. Increasing the temperature to 600 °C increased the selectivity of benzene, toluene and CO. Decreasing the temperature to 300 °C increased the coke yield and decreased the xylene yield. The xylene selectivity went through a maximum at a propylene to 2-methylfuran molar ratio of 1 : 1.

Graphical abstract: Production of targeted aromatics by using Diels–Alder classes of reactions with furans and olefins over ZSM-5

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Publication details

The article was received on 18 May 2012, accepted on 21 Aug 2012 and first published on 21 Aug 2012


Article type: Paper
DOI: 10.1039/C2GC35767D
Citation: Green Chem., 2012,14, 3114-3125
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    Production of targeted aromatics by using Diels–Alder classes of reactions with furans and olefins over ZSM-5

    Y. Cheng and G. W. Huber, Green Chem., 2012, 14, 3114
    DOI: 10.1039/C2GC35767D

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