Selective hydrogenation of levulinic acid to 1,4-pentanediol in water using a hydroxyapatite-supported Pt–Mo bimetallic catalyst

Mizugaki, Tomoo; Nagatsu, Yuki; Togo, Keito; Maeno, Zen; Mitsudome, Takato; Jitsukawa, Koichiro; Kaneda, Kiyotomi

doi:10.1039/c5gc01878a

Cited by 131 publications

(106 citation statements)

References 16 publications

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“…Levulinic acid is considered to be a versatile biobased building block to be further converted in solvents, plasticizers, fuels, value-added chemicals, monomers for polymers, etc. [1,[45][46][47][48][49][50]. Examples of important chemicals from LA and their potential applications are showed in Figure 5.…”

Section: Introductionmentioning

confidence: 99%

New Frontiers in the Catalytic Synthesis of Levulinic Acid: From Sugars to Raw and Waste Biomass as Starting Feedstock

et al. 2016

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Levulinic acid (LA) is one of the top bio-based platform molecules that can be converted into many valuable chemicals. It can be produced by acid catalysis from renewable resources, such as sugars, lignocellulosic biomass and waste materials, attractive candidates due to their abundance and environmentally benign nature. The LA transition from niche product to mass-produced chemical, however, requires its production from sustainable biomass feedstocks at low costs, adopting environment-friendly techniques. This review is an up-to-date discussion of the literature on the several catalytic systems that have been developed to produce LA from the different substrates. Special attention has been paid to the recent advancements on starting materials, moving from simple sugars to raw and waste biomasses. This aspect is of paramount importance from a sustainability point of view, transforming wastes needing to be disposed into starting materials for value-added products. This review also discusses the strategies to exploit the solid residues always obtained in the LA production processes, in order to attain a circular economy approach.

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Section: Introductionmentioning

confidence: 99%

New Frontiers in the Catalytic Synthesis of Levulinic Acid: From Sugars to Raw and Waste Biomass as Starting Feedstock

et al. 2016

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“…[19,23] The MoO 3 species in the Ru-MoO 3 /AC would be partially reduced to MoO x (0 x 3) by activated hydrogen atoms migrated from Ru NPs considering the readily dissociation of H 2 on Ru. MoO 3 can be partially reduced by hydrogen spillover.…”

Section: Resultsmentioning

confidence: 99%

Aqueous Hydrogenation of Levulinic Acid to 1,4‐Pentanediol over Mo‐Modified Ru/Activated Carbon Catalyst

et al. 2018

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A highly efficient and green process was developed for direct conversion of levulinic acid into 1,4-pentanediol over Mo-modified Ru/activated carbon (AC) catalyst in a continuous fixed-bed reactor. The Ru-MoO /AC catalyst was found to be efficient for the aqueous-phase hydrogenation of levulinic acid to 1,4-pentanediol, whereby a high yield (96.7 mol %) of 1,4-pentanediol was obtained under mild reaction conditions (70 °C, 4 MPa H ).

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“…We developed a hydroxyapatite‐supported platinum‐molybdenum bimetallic catalyst (Pt‐Mo/HAP) for the selective hydrogenation of LA to 1,4‐PeD under mild conditions using a water solvent . The present catalytic system provides the highest yield of 1,4‐PeD among the reported heterogeneous catalytic systems.…”

Section: Acetylation Of Glycerolmentioning

confidence: 99%

“…In this account, we describe our recent studies of the development of high‐performance macroligand catalysts aiming at a biomass refinery; i. e. transformation of glycerol, furfural, and levulinic acid to corresponding diols via selective cleavage of C−O and C−C bonds. Also, in addition to these cleavage reactions, the valorization of glycerol by acetylation and acetalization, and of levulinic acid by hydrogenation and one‐pot synthesis of 2‐methyltetrahydrofuran using our highly active heterogeneous catalysts were involved. Our catalysts show excellent performance compared to the reported catalysts in the aforementioned valorization of biogenic chemicals.…”

Section: Introductionmentioning

confidence: 99%

Development of High Performance Heterogeneous Catalysts for Selective Cleavage of C−O and C−C Bonds of Biomass‐Derived Oxygenates

Mizugaki

Kaneda

2018

The Chemical Record

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The environmental impact of CO emissions via the use of fossil resources as chemical feedstock and fuels has stimulated research to utilize renewable biomass feedstock. The biogenic compounds such as polyols are highly oxygenated and their valorization requires the new methods to control the oxygen to carbon ratio of the chemicals. The catalytic cleavage of C-O bonds and C-C bonds is promising methods, but the conventional catalyst systems encounter the difficulty to obtain the high yields of the desired products. This review describes our recent development of the high performance heterogeneous catalysts for the valorization of the biogenic chemicals such as glycerol, furfural, and levulinic acid via selective cleavage of C-O bonds and C-C bonds in the liquid-phase. Selective C-O bond cleavage by hydrogenolysis enables production of various diols useful as engineering plastics, antifreeze, and cosmetics in high yields. The success of the selective C-C bond scission of levulinic acid can be applied to a wide range of the biogenic oxygenates such as carboxylic acids, esters, lactones, and primary alcohols, in which the selective C-C bond scission at adjacent to the oxygen functional groups are achieved. Furthermore, valorization of glycerol by selective acetylation and acetalization, and of levulinic acid by hydrogenation is described. Our catalysts show excellent performance compared to the reported catalysts in the aforementioned valorization.

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Selective hydrogenation of levulinic acid to 1,4-pentanediol in water using a hydroxyapatite-supported Pt–Mo bimetallic catalyst

Abstract: Hydroxyapatite-supported Pt–Mo bimetallic nanoparticles (Pt–Mo/HAP) catalyze the selective transformation of levulinic acid to 1,4-pentanediol under aqueous conditions.

Cited by 131 publications

References 16 publications

New Frontiers in the Catalytic Synthesis of Levulinic Acid: From Sugars to Raw and Waste Biomass as Starting Feedstock

New Frontiers in the Catalytic Synthesis of Levulinic Acid: From Sugars to Raw and Waste Biomass as Starting Feedstock

Aqueous Hydrogenation of Levulinic Acid to 1,4‐Pentanediol over Mo‐Modified Ru/Activated Carbon Catalyst

Development of High Performance Heterogeneous Catalysts for Selective Cleavage of C−O and C−C Bonds of Biomass‐Derived Oxygenates

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