Selective conversion of 5-hydroxymethylfurfural to cyclopentanone derivatives over Cu-Al2O3 and Co-Al2O3 catalysts in water



Ramos, R, Grigoropoulos, A ORCID: 0000-0002-3108-7052, Perret, N, Zanella, M ORCID: 0000-0002-6164-6169, Katsoulidis, AP ORCID: 0000-0003-0860-7440, Manning, TD ORCID: 0000-0002-7624-4306, Claridge, JB ORCID: 0000-0003-4849-6714 and Rosseinsky, MJ ORCID: 0000-0002-1910-2483
(2017) Selective conversion of 5-hydroxymethylfurfural to cyclopentanone derivatives over Cu-Al2O3 and Co-Al2O3 catalysts in water. Green Chemistry, 19 (7). 1701 - 1713.

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Abstract

The production of cyclopentanone derivatives from 5-hydroxymethylfurfural (HMF) using non-noble metal based catalysts is reported for the first time. Five different mixed oxides containing Ni, Cu, Co, Zn and Mg phases on an Al-rich amorphous support were prepared and characterised (XRD, ICP, SEM, TEM, H2-TPR, NH3/CO2-TPD and N2 sorption). The synthesised materials resulted in well-dispersed high metal loadings in a mesoporous network, exhibiting acid/base properties. The catalytic performance was tested in a batch stirred reactor under H2 pressure (20–50 bar) in the range T = 140–180 °C. The Cu–Al2O3 and the Co–Al2O3 catalysts showed a highly selective production of 3-hydroxymethylcyclopentanone (HCPN, 86%) and 3-hydroxymethylcyclopentanol (HCPL, 94%), respectively. A plausible reaction mechanism is proposed, clarifying the role of the reduced metal phases and the acid/basic sites on the main conversion pathways. Both Cu–Al2O3 and Co–Al2O3 catalysts showed a loss of activity after the first run, which can be reversed by a regeneration treatment. The results establish an efficient catalytic route for the production of the diol HCPL (reported for the first time) and the ketone HCPN from bio-derived HMF over 3d transition metals based catalysts in an environmental friendly medium such as water.

Item Type: Article
Depositing User: Symplectic Admin
Date Deposited: 24 May 2017 06:43
Last Modified: 28 Oct 2021 13:10
DOI: 10.1039/c7gc00315c
Related URLs:
URI: https://livrepository.liverpool.ac.uk/id/eprint/3007061