Hydrodeoxygenation of bio-derived phenols to hydrocarbons using RANEY® Ni and Nafion/SiO<sub>2</sub>catalysts

Zhao, Chen; Kou, Yuan; Lemonidou, Angeliki A.; Li, Xuebing; Lercher, Johannes A.

doi:10.1039/b916822b

Cited by 255 publications

(183 citation statements)

References 21 publications

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“…Both components are low cost and commercially available, and Raney Ni was recently reported to catalyze the hydrogenolysis of glycerol to EG [13] and the upgrade of bio-oil. [14] In this work, we found that binary catalysts composed of Raney Ni and tungstic acid afforded EG yields of up to 65 %, an increase of 10 % compared to binary Ru/C and tungstic acid systems. Moreover, this binary catalyst also shows excellent stability and reusability.…”

Section: Introductionmentioning

confidence: 86%

Catalytic Conversion of Cellulose to Ethylene Glycol over a Low‐Cost Binary Catalyst of Raney Ni and Tungstic Acid

et al. 2013

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Following our previous report on the selective transformation of cellulose to ethylene glycol (EG) over a binary catalyst composed of tungstic acid and Ru/C, we herein report a new low‐cost but more effective binary catalyst by using Raney nickel in place of Ru/C (Raney Ni+H2WO4). In addition to tungstic acid, other W compounds were also investigated in combination with Raney Ni. The results showed that the EG yield depended on the W compound: H4SiW12O40<H3PW12O40<WO3<H2WO4, but all the investigated W compounds were selective towards EG. Moreover, both WO3 and H2WO4 were dissolved partially under the reaction conditions and transformed into HxWO3, which is the genuinely active species for the CC bond breakage of cellulose. This result further confirmed that the reaction that involves the selective breakage of the CC bonds of cellulose with W species is homogenous. Among various binary catalysts, the combination of Raney Ni and H2WO4 gave the highest yield of EG (65 %), which could be attributed to the high activity of Raney Ni for hydrogenation and its inertness for the further degradation of EG. Moreover, Raney Ni+H2WO4 showed good reusability; it could be reused at least 17 times without any decay in the EG yield, which shows its great potential for industrial applications.

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Section: Introductionmentioning

confidence: 86%

Catalytic Conversion of Cellulose to Ethylene Glycol over a Low‐Cost Binary Catalyst of Raney Ni and Tungstic Acid

et al. 2013

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“…[426] Moreover,the lignin oil products that are obtained can be upgraded under conditions of low-severity similar to those employed in the conversion of phenolic model compounds of lignin and pyrolysis oil. [289][290][291][292] It is therefore clear that ECCL-based strategies hold great promise for future lignin research.…”

Section: Early-stage Catalytic Conversion Of Lignin As As Trategy Formentioning

confidence: 99%

Paving the Way for Lignin Valorisation: Recent Advances in Bioengineering, Biorefining and Catalysis

et al. 2016

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Lignin is an abundant biopolymer with a high carbon content and high aromaticity. Despite its potential as a raw material for the fuel and chemical industries, lignin remains the most poorly utilised of the lignocellulosic biopolymers. Effective valorisation of lignin requires careful fine‐tuning of multiple “upstream” (i.e., lignin bioengineering, lignin isolation and “early‐stage catalytic conversion of lignin”) and “downstream” (i.e., lignin depolymerisation and upgrading) process stages, demanding input and understanding from a broad array of scientific disciplines. This review provides a “beginning‐to‐end” analysis of the recent advances reported in lignin valorisation. Particular emphasis is placed on the improved understanding of lignin's biosynthesis and structure, differences in structure and chemical bonding between native and technical lignins, emerging catalytic valorisation strategies, and the relationships between lignin structure and catalyst performance.

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“…Only platinum 18,19 and rhodium, 20 which are known hydrogenate aromatic nuclei in common hydrogenation are effective under the applied electrochemical conditions (entry 3, 5). Palladium, 21 which requires increased pressure and temperature for normal hydrogenation, gives only low conversion (entry 4), and nickel, 11 which normally requires very severe conditions, gives no electrohydrogenation at all, instead hydrogen is evolved (entry 2). The ECH of phenol was also studied with the Pt sheet as cathode and gives no electrohydrogenation too (entry 1).…”

Section: Effects Of Electrodesmentioning

confidence: 99%

“…However, this approach requires high reaction temperatures and pressurized hydrogen. [8][9][10][11] Furthermore, the addition of an acid catalyst is necessary and the recovery of the acid from the reaction mixture is difficult.…”

Section: Introductionmentioning

confidence: 99%

Electrocatalytic Hydrogenation of Lignin-Derived Phenol into Alkanes by Using Platinum Supported on Graphite

Zhao

Guo

2014

Electrochemistry

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In this work, electrocatalytic hydrogenation (ECH) of phenol to cyclohexane and cyclohexanol was studied. Experiments were run in a H-type cell with a Pt sheet as anode. The cathode material and structure were found to have a large effect on the ECH of phenol. Among the cathodes studied, the 1.5% Pt supported on graphite gave the highest product yield and current efficiency. Temperature was another important variable, the yield of cyclohexane increased from 44.1% at 20°C to 63.7% at 60°C, but then dropped back to 50.3% at 80°C. Effects of electrolyte composition on ECH of phenol were also investigated. The yield of cyclohexane was highest when 0.2 mol/L HClO 4 as electrolyte. Variable current studies in the range of 10-90 mA showed an increase in product yields with increasing current from 10-30 mA, but yields decreased when current above 70 mA. The suitable starting concentration of phenol was 50 mmol/L.

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Hydrodeoxygenation of bio-derived phenols to hydrocarbons using RANEY® Ni and Nafion/SiO₂catalysts

Cited by 255 publications

References 21 publications

Catalytic Conversion of Cellulose to Ethylene Glycol over a Low‐Cost Binary Catalyst of Raney Ni and Tungstic Acid

Catalytic Conversion of Cellulose to Ethylene Glycol over a Low‐Cost Binary Catalyst of Raney Ni and Tungstic Acid

Paving the Way for Lignin Valorisation: Recent Advances in Bioengineering, Biorefining and Catalysis

Electrocatalytic Hydrogenation of Lignin-Derived Phenol into Alkanes by Using Platinum Supported on Graphite

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Hydrodeoxygenation of bio-derived phenols to hydrocarbons using RANEY® Ni and Nafion/SiO2catalysts

Cited by 255 publications

References 21 publications

Catalytic Conversion of Cellulose to Ethylene Glycol over a Low‐Cost Binary Catalyst of Raney Ni and Tungstic Acid

Catalytic Conversion of Cellulose to Ethylene Glycol over a Low‐Cost Binary Catalyst of Raney Ni and Tungstic Acid

Paving the Way for Lignin Valorisation: Recent Advances in Bioengineering, Biorefining and Catalysis

Electrocatalytic Hydrogenation of Lignin-Derived Phenol into Alkanes by Using Platinum Supported on Graphite

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Product

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Hydrodeoxygenation of bio-derived phenols to hydrocarbons using RANEY® Ni and Nafion/SiO₂catalysts