Selective conversion of 5-hydroxymethylfurfural to cyclopentanone derivatives over Cu–Al2O3 and Co–Al2O3 catalysts in water. Issue 7 (15th March 2017)

• Record Type: Journal Article
• Authors: Ramos, Rubén; Grigoropoulos, Alexios; Perret, Noémie; Zanella, Marco; Katsoulidis, Alexandros P.; Manning, Troy D.; Claridge, John B.; Rosseinsky, Matthew J.
• Is Part Of: Green chemistry. Volume 19:Issue 7(2017)
• Page Start: 1701
• Page End: 1713
• Publication Date: 2017-03-15
• Subjects: Environmental chemistry -- Industrial applications -- Periodicals; Environmental management -- Periodicals; 660
• DOI: 10.1039/c7gc00315c
• Languages: English
• ISSNs: 1463-9262

Abstract

Abstract : The production of cyclopentanone derivatives from 5-hydroxymethylfurfural using non-noble metal based catalysts is reported for the first time. 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–Al2 O3 and the Co–Al2 O3 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–Al2 O3 and Co–Al2 O3 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.