Investigation of the activity and selectivity of supported rhenium catalysts for the hydrodeoxygenation of 2-methoxyphenol

Jeong, Younghoon; Park, Cheol Woo; Park, Young-Kwon; Ha, Jeong Myeong; Jeong, Youngdo; Lee, Kwan Young; Jae, Jungho

doi:10.1016/j.cattod.2020.05.004

Cited by 14 publications

(15 citation statements)

References 38 publications

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“…The result shows that the TOF of Ni 2 P-Al 2 O 3 (H)71 (805) was roughly 3 and 8 times greater than those of Ni 2 P-Al 2 O 3 (I)71 (286) and Ni 2 P-Al 2 O 3 (C)71 (100), respectively. Compared to previous reports on guaiacol hydrodeoxygenation (Table S3), Ni 2 P-Al 2 O 3 (H)71 exhibited a higher TOF than Re/SiO 2 , Ni/CNT, and NiFe/CNT catalysts at the lower reaction temperature. Moreover, the effects of a series of reaction conditions were explored (see Figures S3 and S4 in the Supporting Information for details), and 99.9% conversion of guaiacol and 94.5% yield of cyclohexane were obtained under optimized conditions: 250 °C, 5 MPa H 2 , 3 h, 2/5 of the catalyst/substrate mass ratio, and n -hexane as the solvent (Table , entry 5).…”

Section: Results and Discussioncontrasting

confidence: 82%

“…The amounts of Bronsted and Lewis acid sites are calculated based on their integral areas and are listed in Table 3. The results showed that Lewis acid is the main S3), Ni 2 P-Al 2 O 3 (H)71 exhibited a higher TOF than Re/SiO 2 , 51 Ni/CNT, 52 and NiFe/CNT 52 catalysts at the lower reaction temperature. Moreover, the effects of a series of reaction conditions were explored (see Figures S3 and S4 in the Supporting Information for details), and 99.9% conversion of guaiacol and 94.5% yield of cyclohexane were obtained under optimized conditions: 250 °C, 5 MPa H 2 , 3 h, 2/5 of the catalyst/substrate mass ratio, and n-hexane as the solvent (Table 5, entry 5).…”

Section: Methodsmentioning

confidence: 98%

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Highly Selective Hydrodeoxygenation of Lignin to Naphthenes over Three-Dimensional Flower-like Ni₂P Derived from Hydrotalcite

Jia

Diao

et al. 2022

ACS Catal.

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A strategy for low-temperature synthesis of hydrotalcite-based nickel phosphide catalysts (Ni2P-Al2O3) with flower-like porous structures was proposed. The in situ reduction of red phosphorus at 500 °C enables Ni2P catalysts with small particle size and abundant active and acidic sites, which facilitate the activation of substrates and H2. In the hydrodeoxygenation of guaiacol, a 100% conversion and 94.5% yield of cyclohexane were obtained over the Ni2P-Al2O3 catalyst under 5 MPa H2 at 250 °C for 3 h. Other lignin-derived phenolic compounds could also afford the corresponding alkanes with yields higher than 85%. Moreover, Ni2P-Al2O3 exhibited high hydrodeoxygenation activity in the deconstruction of more complex wood structures, including lignin oil and real lignin. Among the two different types of Ni sites of Ni(1) and Ni(2) in Ni2P, density functional theory (DFT) calculations showed that the Ni(2) site, highly exposed on the Ni2P-Al2O3 surface, possesses a stronger ability to break C–OH bonds during the hydrodeoxygenation of guaiacol in comparison with the Ni(1) site.

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Section: Results and Discussioncontrasting

confidence: 82%

Section: Methodsmentioning

confidence: 98%

Highly Selective Hydrodeoxygenation of Lignin to Naphthenes over Three-Dimensional Flower-like Ni₂P Derived from Hydrotalcite

Jia

Diao

et al. 2022

ACS Catal.

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“…The hydrodeoxygenation of guaiacol has more recently been performed by Jeong et al. over catalysts with rhenium as the sole active metal, on various supports, achieving up to 92 % yield of cyclohexane over Re/TiO 2 at 280 °C, under 20 bar of H 2 , in 3 hours [64] …”

Section: Hydrogenation Of Platform Moleculesmentioning

confidence: 99%

Rhenium – A Tuneable Player in Tailored Hydrogenation Catalysis

et al. 2021

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Although rhenium may not be the most common choice of active species in catalysis, it has been reported as a highly active and selective catalyst over a wide range of reactions. Its applications include hydrogenation reactions of great relevance in the field of renewable materials and bio‐derived platform molecules, such as valorization of lignin, CO2, and carboxylic acids. Different from several transition metals, rhenium presents oxidation numbers varying from −3 to +7. Such diversity in the coordination chemistry of rhenium is reflected in the variety of known rhenium compounds, since this metal can form stable structures such as ligand‐bridged multinuclear and organometallic compounds as well as inorganic oxides, metal‐organic frameworks, and clusters. The exceptional flexibility in rhenium speciation yields numerous selective catalysts; however, it also makes the characterization of rhenium catalysts challenging, and its influence on the catalytic activity is not trivial. This review will outline the most established rhenium‐based materials used in hydrogenation catalysis and shed some light on the relation of rhenium species to catalyst selectivity based on advanced characterization techniques. Finally, our perspectives on the use of rhenium catalysts to produce value‐added products will be given.

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“…25 Our previous studies on Re/SiO 2 also indicated that the Re precursor, NH 4 ReO 4 , easily grew into large crystallites. 26 For Ni/SiO 2 , the peaks related to nickel oxide (JCPDS No. 78-0643) are observed at 2θ = 37.5 and 44.3 without any Ni peaks present, indicating that nickel oxide was not fully reduced under the applied reduction temperature of 623 K. Upon the addition of Re to Ni/SiO 2 , the peaks corresponding to the Ni and Re species decrease in intensity and broaden with an increase in the Re content.…”

Section: Characterization Of Ni-re/sio 2 Catalystmentioning

confidence: 99%

“…This could be because the catalyst samples were exposed to air before XPS measurements. For Re 4f level, both Re/SiO 2 and NiRe/SiO 2 catalysts showed the peaks related to Re 4+ , Re 6+ , and Re 7+ 26,30. Similar to nickel, the surface of rhenium was fully in oxidized state.…”

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confidence: 91%

Bimetallic Ni‐Re catalysts for the efficient hydrodeoxygenation of biomass‐derived phenols

Park

Kim

et al. 2021

Int J Energy Res

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The development of non-noble metal-based catalysts for the hydrodeoxygenation (HDO) upgrading of biomass pyrolysis oils is crucial for realizing the cost-effective biofuel production. In this paper, we report on the enhanced HDO activity of the rhenium-promoted nickel catalysts (Ni-Re) for the HDO of a pyrolysis oil model compound, guaiacol. The catalyst screening studies revealed that the Ni-Re displayed a considerably higher HDO activity than other monometallic (Ni, Re, Cu, Co) and bimetallic catalysts (Cu-Re, Co-Re), highlighting its unique catalytic property. In order to optimize the catalytic activity and reveal the structure-activity relationship of the Ni-Re catalysts, the effects of the Ni/Re ratio and type of support (SiO 2 , TiO 2 , and ZrO 2 ) on the catalyst structure and HDO activity were investigated in detail. The results showed that the addition of rhenium to nickel altered both geometric and electronic structures of nickel significantly. The Ni-Re/SiO 2 catalyst with a Ni/Re ratio of 0.315 achieved~95% yield of the desired deoxygenation product, cyclohexane, at 523 K and 30 bar-H 2 after 5 hours. Novelty StatementThe upgrading of biomass pyrolysis oils to hydrocarbon fuels oftentimes requires the use of noble metal catalysts and harsh reaction conditions (e.g., high H 2 pressure), all of which greatly increase the process cost. In this work, a highly active and nonprecious metal-based catalyst, bimetallic Ni-Re/SiO 2 , is developed for the cost-effective upgrading of biomass-derived phenols to deoxygenated hydrocarbon fuels at low temperature and low pressure.

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Investigation of the activity and selectivity of supported rhenium catalysts for the hydrodeoxygenation of 2-methoxyphenol

Cited by 14 publications

References 38 publications

Highly Selective Hydrodeoxygenation of Lignin to Naphthenes over Three-Dimensional Flower-like Ni₂P Derived from Hydrotalcite

Highly Selective Hydrodeoxygenation of Lignin to Naphthenes over Three-Dimensional Flower-like Ni₂P Derived from Hydrotalcite

Rhenium – A Tuneable Player in Tailored Hydrogenation Catalysis

Bimetallic Ni‐Re catalysts for the efficient hydrodeoxygenation of biomass‐derived phenols

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Investigation of the activity and selectivity of supported rhenium catalysts for the hydrodeoxygenation of 2-methoxyphenol

Cited by 14 publications

References 38 publications

Highly Selective Hydrodeoxygenation of Lignin to Naphthenes over Three-Dimensional Flower-like Ni2P Derived from Hydrotalcite

Highly Selective Hydrodeoxygenation of Lignin to Naphthenes over Three-Dimensional Flower-like Ni2P Derived from Hydrotalcite

Rhenium – A Tuneable Player in Tailored Hydrogenation Catalysis

Bimetallic Ni‐Re catalysts for the efficient hydrodeoxygenation of biomass‐derived phenols

Contact Info

Product

Resources

About

Highly Selective Hydrodeoxygenation of Lignin to Naphthenes over Three-Dimensional Flower-like Ni₂P Derived from Hydrotalcite

Highly Selective Hydrodeoxygenation of Lignin to Naphthenes over Three-Dimensional Flower-like Ni₂P Derived from Hydrotalcite