Lactic Acid from Glycerol by Ethylene-Stabilized Platinum-Nanoparticles

Oberhauser, Werner; Evangelisti, Claudio; Tiozzo, Cristina; Vizza, Francesco; Psaro, Rinaldo

doi:10.1021/acscatal.5b02914

Cited by 40 publications

(35 citation statements)

References 27 publications

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“…Considering the proposed reaction mechanism in the literature, presumable pathways from glycerol to LA and byproducts are proposed in Scheme . Glycerol can be dehydrogenated by Pt sites to from H 2 and glyceraldehyde (GA), which can be converted to LA through dehydration and subsequent benzylic acid rearrangement of GA.…”

Section: Resultsmentioning

confidence: 99%

“…However, the methods have a general drawback of low chemoselectivity caused by the oxidation of intermediates to side products (glyceric, tartronic, and glycolic acids), which are more thermodynamically stable than LA . To prevent the unselective oxidation reactions, recent efforts have been focused on oxidant‐free or O 2 ‐free dehydrogenation of glycerol to LA in alkaline conditions. Most of these studies used homogeneous catalysts, such as Ir,– Ru, and Fe complexes, and the methods generally showed high selectivity to LA and high turnover numbers (TONs).…”

Section: Introductionmentioning

confidence: 99%

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Oxidant‐free Dehydrogenation of Glycerol to Lactic Acid by Heterogeneous Platinum Catalysts

et al. 2017

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Among various supported metal nanoparticle catalysts, Pt‐loaded carbon (Pt/C) catalysts, including a commercial one, showed the highest yield for selective dehydrogenation of glycerol to lactic acid under oxidant‐free, solvent‐free, and alkaline conditions. For the reaction with Pt/C, the effects of conditions (type of basic additives, the amount of water, atmosphere, reactor) on the catalytic activity and selectivity were studied. Combined with a reaction pathway in the literature and our result of control reactions, we proposed a strategy for decreasing the selectivity of byproducts. The optimized conditions gave a high turnover number of 69 000. To clarify the structural factors affecting the catalytic activity, we show the effect of electronic states of various transition metals on the activity as well as the effect of Pt particle size on the turnover frequency per surface Pt atom.

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Section: Resultsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Oxidant‐free Dehydrogenation of Glycerol to Lactic Acid by Heterogeneous Platinum Catalysts

et al. 2017

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“…We can infer from this experimental result that the dehydrogenation of glycerol to glyceraldehydes is base‐assisted in the presence of an Ru NP‐based catalyst. PROP was formed by the hydrogenation of pyruvaldehyde or its tautomer with hydrogen . The degradation product was primarily FA with CO 2 and methane gas products because Ru is effective for the cleavage of C−C hydrocarbon bonds …”

Section: Resultsmentioning

confidence: 99%

“…The use of oxygen as a hydrogen acceptor leads to many undesired side reactions, which render the overall process less effective. To address this drawback, if ethylene was used as the hydrogen acceptor with a heterogeneous monometallic Pt catalyst, the selectivity for LA could be up to 95 % …”

Section: Introductionmentioning

confidence: 99%

Efficient Generation of Lactic Acid from Glycerol over a Ru‐Zn‐Cu^I/Hydroxyapatite Catalyst

Jiang

Zhang

et al. 2017

Chemistry An Asian Journal

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Abstract:The biodiesel productionp rocess generates as ignificant amount of glycerol as ab yproduct. Ad rive to add value has attracted worldwide attention, with the aim of improving the overall effectiveness and profitability of biodiesel production. Herein, we report hydroxyapatite (HAP)-supported Ru-Zn-Cu I (Ru-Zn-Cu I /HAP) as effective catalysts for the transformation of glycerol to lactic acid (LA).Thecatalysts were characterized by using different techniques. The effects of catalyst composition, reaction time, and temperature on the conversion and product distribution wereinvestigated. It was revealed that Ru nanoparticles of less than 2nmw ere dispersed uniformly on HAP.C u I could effectively inhibit the cleavage of CÀCb onds, which led to improved yields of LA. Under optimized conditions, the yield of LA could reach 70.9 %o ver Ru-Zn-Cu I /HAP.F urthermore, the catalystc ould be reused at least four times without an obvious loss of activity or selectivity.

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“…Lactic acid and its esters, which can be produced from glycerol via oxidation and subsequent esterification, are seen to be significant platform chemicals, because a great many bulk chemicals, for instance acrylic acid, pyruvic acid, acetaldehyde, propanediol and propionic acid, could be derived from lactic acid and its esters. Recently, a large number of supported metal [copper (Cu), palladium (Pd), platinum (Pt) and Au] catalysts were designed for the oxidation of glycerol into lactic acid using water as solvent . However, these reaction systems performed in strongly alkaline media or at high reaction temperatures.…”

Section: Introductionmentioning

confidence: 99%

The conversion of glycerol to methyl lactate catalyzed by tin‐exchanged montmorillonite‐supported gold catalysts

Liu

et al. 2019

J of Chemical Tech & Biotech

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BACKGROUND Glycerol is a versatile platform compound to produce valuable chemicals. One‐pot direct conversion of glycerol into methyl lactate with methanol as solvent is very attractive, because it can reduce intermediate steps and avoid the separation of glycerol/methanol mixtures. RESULTS A series of tin (Sn)‐exchanged montmorillonite(M)‐supported Au catalysts were prepared by a combination of ion exchange and colloidal deposition methods, and designed as bifunctional catalysts containing gold (Au) and solid acid. These catalysts were employed for one‐pot conversion of glycerol to methyl lactate in methanol. The Au/Sn(20)‐Mt catalyst gave a high yield of methyl lactate of 54% upon conversion of 0.25 mol L–1 glycerol methanol solution over 0.07 g catalyst at 210 °C under 3 MPa air for 5 h. The good performance of Au/Sn(20)‐Mt was ascribed to the coexistence of small Au particle and abundance of acid sites. The glycerol conversion remained almost unchanged in the five recycled runs, whereas the methyl lactate yield decreased after the first run but kept stably in the later four catalytic runs. CONCLUSIONS Among the series of Sn‐exchanged Mt‐supported Au catalysts, Au/Sn(20)‐Mt showed the highest glycerol conversion and methyl lactate yield. Containing both small Au particles and having an abundance of acid sites contributed to the excellent catalytic activity of Au/Sn(20)‐Mt. © 2019 Society of Chemical Industry

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Lactic Acid from Glycerol by Ethylene-Stabilized Platinum-Nanoparticles

Cited by 40 publications

References 27 publications

Oxidant‐free Dehydrogenation of Glycerol to Lactic Acid by Heterogeneous Platinum Catalysts

Oxidant‐free Dehydrogenation of Glycerol to Lactic Acid by Heterogeneous Platinum Catalysts

Efficient Generation of Lactic Acid from Glycerol over a Ru‐Zn‐Cu^I/Hydroxyapatite Catalyst

The conversion of glycerol to methyl lactate catalyzed by tin‐exchanged montmorillonite‐supported gold catalysts

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Lactic Acid from Glycerol by Ethylene-Stabilized Platinum-Nanoparticles

Cited by 40 publications

References 27 publications

Oxidant‐free Dehydrogenation of Glycerol to Lactic Acid by Heterogeneous Platinum Catalysts

Oxidant‐free Dehydrogenation of Glycerol to Lactic Acid by Heterogeneous Platinum Catalysts

Efficient Generation of Lactic Acid from Glycerol over a Ru‐Zn‐CuI/Hydroxyapatite Catalyst

The conversion of glycerol to methyl lactate catalyzed by tin‐exchanged montmorillonite‐supported gold catalysts

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Efficient Generation of Lactic Acid from Glycerol over a Ru‐Zn‐Cu^I/Hydroxyapatite Catalyst