Catalytic Response and Stability of Nickel/Alumina for the Hydrogenation of 5‐Hydroxymethylfurfural in Water

Abstract

The catalytic response of Ni on Al2O3 obtained from Ni-Al layered double hydroxides was studied for the liquid-phase hydrogenation of hydroxymethyl furfural to tetrahydrofuran-2,5-diyldimethanol (THFDM) in water. The successive calcination and reduction of the precursors caused the removal of interlayer hydroxyl and carbonate groups and the reduction of Ni(2+) to Ni(0). Four reduced mixed oxide catalysts were obtained, consisting of different amount of Ni metal contents (47-68 wt%) on an Al-rich amorphous component. The catalytic activity was linked to Ni content whereas selectivity was mainly affected by reaction temperature. THFDM was formed in a stepwise manner at low temperature (353 K) whereas 3-hydroxymethyl cyclopentanone was generated at higher temperature. Coke formation caused deactivation; however, the catalytic activity can be regenerated using heat treatment. The results establish Ni on Al2O3 as a promising catalyst for the production of THFDM in water.

Selective hydrogenation of 5-hydroxymethylfurfural and its acetal with 1,3-propanediol to 2,5-bis(hydroxymethyl)furan using supported rhenium-promoted nickel catalysts in water

“…Studies performed by the group of Rosseinsky conclude that the formation from BHMTHF proceeds through BHMF. 39 This is in line with our findings, as BHMTHF was never encountered in absence of BHMF in any of our reactions starting from 5-HMF. A similar pathway has been found by the group of Tomishige for hydrogenation of furfural to tetrahydrofurfuryl alcohol, which proceeds through furfuryl alcohol as intermediate.…”

Solvent Effect in Hydrogenolysis of Xylitol over Bifunctional Ru/MnO/C Catalysts under Alkaline-Free Conditions

“…Thus, it was confirmed that with increasing MeOH fraction in the solvent, the retro- In order to further understand the deactivation phenomenon and to observe the possible deposition of carbonaceous species on the surface of used catalyst, TGA -DTA analysis of used catalysts was performed under air flow. 33,38 After reaction in water, two major weight losses which generated heat were recorded for the used Ru/MnO/C catalyst: one at 80°C (10% weight loss) attributed to the desorption of physisorbed water and a second one at 350 -425°C (90% weight loss) (Figure 7). We assumed that the second one corresponded to the total combustion of active carbon support, principally composed of polyaromatic carbons.…”

金属担持触媒を用いたバイオマス由来アルコールの選択的酸化反応

“…Therefore, selective transformations of these two functional groups with conventional reactions such as oxidation, reduction, hydrogenolysis and condensation have been widely investigated to produce chemicals and fuels 13) . For example, HMFbased diols of 2,5-bis(hydroxymethyl)furan (BHMF) 14), 15) a n d 2,5-b i s ( h y d r o x y m e t h y l ) t e t r a h y d r o f u r a n (BHMTHF) 16), 17) are candidates for biomass-derived monomer sources. HMF can also be oxidized into 2,5-diformylfuran (DFF) and/or 2,5-furandicarboxylic acid (FDCA) (Scheme 1).…”