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). pp. 1701-1713. ISSN 1463-9262, 1463-9270

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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
Uncontrolled Keywords:	3402 Inorganic Chemistry, 3403 Macromolecular and Materials Chemistry, 34 Chemical Sciences
Depositing User:	Symplectic Admin
Date Deposited:	24 May 2017 06:43
Last Modified:	22 Jun 2026 14:19
DOI:	10.1039/c7gc00315c
Related Websites:	Author Publisher
URI:	https://livrepository.liverpool.ac.uk/id/eprint/3007061
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