Highly selective hydrogenation of phenol to cyclohexanol over nano silica supported Ni catalysts in aqueous medium

He, Jian; Lu, Xinhuan; Shen, Yi; Jing, Run; Nie, Renfeng; Zhou, Dan; Xia, Qinghua

doi:10.1016/j.mcat.2017.07.016

Cited by 50 publications

(16 citation statements)

References 38 publications

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“…Furthermore, the selectivity towards cyclohexanone was rather low (24%), which can be expected as it is known that phenol is selectively hydrogenated to cyclohexanol in the presence of Ni under reducing conditions. 33,34 As a result, the addition of ammonia does not only improve phenol conversion, but also shifts the cyclohexanone/cyclohexanol equilibrium to the more reactive ketone. At higher ammonia partial pressures, phenol conversion dropped steadily from 91% at 0.5 bar NH3 down to only 23% at 4 bar NH3.…”

Section: Optimization Of Reaction Conditionsmentioning

confidence: 99%

“…28 So far, no protocols relate to the substitution of these precious metals by more earthabundant metals such as Ni, even though the use of this metal is well established in the chemical industry. Based on related Nicatalyzed reactions, [29][30][31][32][33][34][35] we hypothesized that a sufficient amount of the cyclohexanone intermediate might be formed in the course of the reaction, which in turn could afford primary or N-substituted cyclohexylamines in the presence of ammonia or amines, respectively. Moreover, the effect of the acid-base properties of the supporting material remains unclear, as only commercially available Rh or Pd on carbon catalysts were used so far.…”

Section: Introductionmentioning

confidence: 99%

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Ni-Catalyzed reductive amination of phenols with ammonia or amines into cyclohexylamines

et al. 2020

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Section: Optimization Of Reaction Conditionsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Ni-Catalyzed reductive amination of phenols with ammonia or amines into cyclohexylamines

et al. 2020

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“…This result was consistent with previous XRD and TPR analysis. For the reduced Ni/SiO2 sample, one peak at about 853.4 eV was related to Ni 0 after 700 °C reduction [50]. Another B.E.…”

Section: X-ray Photoelectron Spectroscopy (Xps)mentioning

confidence: 95%

Stabilization of Fast Pyrolysis Liquids from Biomass by Mild Catalytic Hydrotreatment: Model Compound Study

et al. 2020

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Repolymerization is a huge problem in the storage and processing of biomass pyrolysis liquid (PL). Herein, to solve the problem of repolymerization, mild catalytic hydrotreatment of PL was conducted to convert unstable PL model compounds (hydroxyacetone, furfural, and phenol) into stable alcohols. An Ni/SiO2 catalyst was synthesized by the deposition-precipitation method and used in a mild hydrotreatment process. The mild hydrotreatment of the single model compound was studied to determine the reaction pathways, which provided guidance for improving the selectivity of stable intermediate alcohols through the control of reaction conditions. More importantly, the mild hydrotreatment of mixed model compounds was evaluated to simulate the PL more factually. In addition, the effect of the interaction between hydroxyacetone, furfural, and phenol during the catalytic hydrotreatment was also explored. There was a strange phenomenon observed in that phenol was not converted in the initial stage of the hydrotreatment of mixed model compounds. Thermogravimetric analysis (TGA), Ultraviolet-Raman (UV-Raman), and Brunauer−Emmett−Teller (BET) characterization of catalysts used in the hydrotreatment of single and mixed model compounds demonstrated that this phenomenon did not mainly arise from the irreversible deactivation of catalysts caused by carbon deposition, but the competitive adsorption among hydroxyacetone, furfural, and phenol during the mild hydrotreatment of mixed model compounds.

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“…In general catalytic hydrogenation of phenol produces cyclohexanol or cyclohexanone or both as a mixture, so called KA oil (Scheme 21). [52] For this process, primarily precious metal-based heterogeneous catalysts are used in both liquid and gas-phase. In liquid phase, the hydrogenation of phenol is selective towards the formation of cyclohexanol, while gas phase reaction produces the mixture of cyclohexanol or cyclohexanone (Scheme 22).…”

Section: Preparation Of Cyclohexane-based Products From Lignin-derivementioning

confidence: 99%

Synthesis of Functional Chemicals from Lignin‐derived Monomers by Selective Organic Transformations

et al. 2020

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The valorization of lignin and its model compounds represents a key technology applied for the production of lignin-monomers, which constitute as renewable feedstocks and intermediates for the synthesis of value-added chemicals and fuels as well as molecules related to life science applications. Hence, in addition to lignin-depolymerization, the effective utilization of lignin-derived feedstocks such as phenols, ethers, alcohols, ketones and aldehydes is also gaining significant importance. In this regard, number of methodologies has been developed on the utility of these feedstocks for the production of various functional chemicals. In this review, we summarize the valorization of lignin-derived feedstocks by amination, hydrogenation, dehydrogenation oxidation, carbonylation, and trifluoromethylation, hydrolysis reactions for the synthesis of amines, cyclohexanes, cyclohexanols, cyclohexanones, esters, ketones, cyclic ethers, trifluoromethylated compounds and heterocycles as well as pharmaceuticals and biomolecules.

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Highly selective hydrogenation of phenol to cyclohexanol over nano silica supported Ni catalysts in aqueous medium

Cited by 50 publications

References 38 publications

Ni-Catalyzed reductive amination of phenols with ammonia or amines into cyclohexylamines

Ni-Catalyzed reductive amination of phenols with ammonia or amines into cyclohexylamines

Stabilization of Fast Pyrolysis Liquids from Biomass by Mild Catalytic Hydrotreatment: Model Compound Study

Synthesis of Functional Chemicals from Lignin‐derived Monomers by Selective Organic Transformations

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