Rational synthesis of palladium nanoparticles modified by phosphorous for the conversion of diphenyl ether to KA oil

Zhao, Liang; Cao, Jing‐Pei; Wei, Yu-Lei; Jiang, Wei; Xie, Jin-Xuan; Zhang, Chuang; Zhao, Xiao-Yan; Zhao, Ming; Bai, Hongcun

doi:10.1016/j.apcata.2021.118464

Cited by 8 publications

(10 citation statements)

References 45 publications

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“…The hydrolysis of DPE accounted for the majority of the fraction in isopropanol as a solvent, while the hydrogenation of DPE was the dominant reaction pathway in n-hexane as a solvent. This was consistent with the literature finding that DPE prefers aromatic ring hydrogenation in alkane solvents . No DPE was converted in methanol solvent over 3%Pd-1%Ni/AC and 3%Pd-3%Ni/AC (Figure b,c).…”

Section: Resultssupporting

confidence: 92%

“…While the optimized catalytic hydrogenation property of Pd-based catalysts led to the hydrogenation of DPE to produce a large number of intermediate CHPEs in the conversion of DPE. CHPE was converted to alcohols through a reductive hydrolysis process in the presence of water in the solvent. , Meanwhile, CHPE was partially hydrogenated to form dicyclohexyl ether (DCHE) . The reaction pathways for the DPE of this work is consistent with Scheme C.…”

Section: Introductionsupporting

confidence: 70%

“…He et al found that 30% of DPE was hydrolyzed to produce 57% of cyclohexanol over 57 wt % Ni/SiO 2 at 120 °C . In another related work, the 7%Pd-P/C cleaved the DPE by reductive hydrolysis to produce cyclohexanol with selectivity of 38% . In this study, 60.2% of DPE was combined with 31.6% of DPE through catalytic hydrolysis/hydrogenolysis to obtain 75.7% of cyclohexanol over 3%Pd-1%Ni/AC.…”

Section: Resultsmentioning

confidence: 79%

“…CHPE was converted to alcohols through a reductive hydrolysis process in the presence of water in the solvent. 18,19 Meanwhile, CHPE was partially hydrogenated to form dicyclohexyl ether (DCHE). 20 The reaction pathways for the DPE of this work is consistent with Scheme 1C.…”

Section: ■ Introductionmentioning

confidence: 99%

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Catalytic Hydrolysis/Hydrogenolysis of Lignin-Derived Aryl Ethers over Bimetallic Pd-Ni Systems: The Directional Regulation of Reaction Pathways

Xie,

Zhao,

Cao

et al. 2023

ACS Sustainable Chem. Eng.

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Directional regulation for the reaction pathways of lignin-related compounds represents a meaningful process for obtaining value-added chemicals. Herein, a series of Pd-based, Nibased, and Pd-Ni catalysts were used to investigate the conversion pathways of the lignin-derived aryl ethers. It was found that Pdbased catalysts easily induced partial hydrogenation-reductive hydrolysis of diphenyl ether (DPE), while DPE underwent direct hydrogenolysis and partial hydrolysis over Ni-based catalysts. DPE was converted to high-yield cyclohexanol by direct catalytic hydrolysis/hydrogenolysis over a bimetallic Pd-Ni catalyst. 3% Pd-1%Ni/AC exhibited superior performance that outperformed the monometallic catalysts (1%Ni/AC and 3%Pd/AC) and mixed 1%Ni/AC and 3%Pd/AC under the equal conditions. The characterization results revealed that electron transfer from Pd to Ni, led to a strong interaction between Pd and Ni. The electronic deficient Pd possessed optimized H 2 activation ability, and the inserted Ni was conducive to the cleavage of DPE. The deuterium experiment and reaction kinetic study demonstrated that DPE was cleaved to 75.7% cyclohexanol via catalytic hydrolysis/ hydrogenolysis over 3%Pd-1%Ni/AC. Besides, other lignin-related compounds could also be converted into high-value-added chemicals over 3%Pd-1%Ni/AC by cleaving the C−O bond.

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Section: Resultssupporting

confidence: 92%

Section: Introductionsupporting

confidence: 70%

Section: Resultsmentioning

confidence: 79%

Section: ■ Introductionmentioning

confidence: 99%

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Catalytic Hydrolysis/Hydrogenolysis of Lignin-Derived Aryl Ethers over Bimetallic Pd-Ni Systems: The Directional Regulation of Reaction Pathways

Xie,

Zhao,

Cao

et al. 2023

ACS Sustainable Chem. Eng.

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“…To investigate the cleavage of the 4-O-5 linkage, diphenyl ether (DPE) was employed as the typical model molecule . Recently, Pd-, − Pt-, , Rh-, , Ru-, − Ni-, − and bimetal-based − catalysts were found to exhibit highly efficient catalytic performance for the rupture of the C–O bond of DPE, including both homogeneous and heterogeneous catalysis. Homogeneous Ni catalysts show efficient catalytic activity under mild conditions for the cleavage of C–O bonds .…”

Section: Introductionmentioning

confidence: 99%

Hydrogenolysis of Lignin Model Compounds on Ni Nanoparticles Surrounding the Oxygen Vacancy of CeO₂

Xie

Gao

et al. 2023

ACS Catal.

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The cleavage of C–O bonds presents the crucial step for realizing the depolymerization of lignin. Herein, we report that Ni nanoparticles (NiNPs) supported on CeO2 with oxygen vacancies (Ov) show high activity and selectivity in hydrogenolysis of C–O bonds of diphenyl ether (DPE, a lignin model compound), while single-site Ni (SSNi) is nearly inactive in the reaction. Temperature-programmed desorption (TPD) demonstrates that both DPE and H2 can be adsorbed and activated on NiNPs. Density functional theory (DFT) calculation further indicates that the NiNPs are more reactive for H2 and DPE because the Ov at the interface between NiNPs and CeO2 can greatly enhance the adsorption of DPE, but no adsorption of DPE on SSNi was observed. It is identified that the Ni atoms of NiNPs neighboring the Ov of CeO2 are the catalytic sites of the Ni/CeO2 catalyst for the efficient cleavage of C–O bonds in lignin model compounds. This work highlights that the Ni sites neighboring the Ov of CeO2 can act as efficient active sites for rupturing the C–O bonds in lignin models, which can be conducive to the rational design of metal-supported catalysts, especially for the hydrogenolysis of C–O bonds in biomass conversion.

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Palladium on carbon-catalysed carbon-carbon coupling reactions of cyclohexanone (KA oil) and alkyl alcohols for the synthesis of zero net emission jet fuels

Bačić,

Oliver-Meseguer,

Leyva-Pérez

2024

Applied Catalysis A: General

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Rational synthesis of palladium nanoparticles modified by phosphorous for the conversion of diphenyl ether to KA oil

Cited by 8 publications

References 45 publications

Catalytic Hydrolysis/Hydrogenolysis of Lignin-Derived Aryl Ethers over Bimetallic Pd-Ni Systems: The Directional Regulation of Reaction Pathways

Catalytic Hydrolysis/Hydrogenolysis of Lignin-Derived Aryl Ethers over Bimetallic Pd-Ni Systems: The Directional Regulation of Reaction Pathways

Hydrogenolysis of Lignin Model Compounds on Ni Nanoparticles Surrounding the Oxygen Vacancy of CeO₂

Palladium on carbon-catalysed carbon-carbon coupling reactions of cyclohexanone (KA oil) and alkyl alcohols for the synthesis of zero net emission jet fuels

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Rational synthesis of palladium nanoparticles modified by phosphorous for the conversion of diphenyl ether to KA oil

Cited by 8 publications

References 45 publications

Catalytic Hydrolysis/Hydrogenolysis of Lignin-Derived Aryl Ethers over Bimetallic Pd-Ni Systems: The Directional Regulation of Reaction Pathways

Catalytic Hydrolysis/Hydrogenolysis of Lignin-Derived Aryl Ethers over Bimetallic Pd-Ni Systems: The Directional Regulation of Reaction Pathways

Hydrogenolysis of Lignin Model Compounds on Ni Nanoparticles Surrounding the Oxygen Vacancy of CeO2

Palladium on carbon-catalysed carbon-carbon coupling reactions of cyclohexanone (KA oil) and alkyl alcohols for the synthesis of zero net emission jet fuels

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Hydrogenolysis of Lignin Model Compounds on Ni Nanoparticles Surrounding the Oxygen Vacancy of CeO₂