Selective cleavage of C–O bond in lignin and lignin model compounds over iron/nitrogen co-doped carbon supported Ni catalyst

Guo, Jia-Pei; Liu, Fang-Jing; Bie, Lei-Lei; Si, Xing-Gang; Li, Yanhong; Song, Peng; Liu, Nian; Zhao, Yunpeng; Huang, Zaixing; Cao, Jing‐Pei

doi:10.1016/j.fuel.2022.123338

Cited by 21 publications

(3 citation statements)

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“…57 After lignin depolymerization, the –OMe signal disappeared may be due to the demethoxylation reaction by OH radical led to products without –OMe functional groups. 54 The dealkaline lignin showed the signals for Aγ (Cγ–Hγ) in β-O-4′ substructures (A) ( δ C / δ H = 60/3.38 ppm), 58 C β (C β –H β –C) in β-5′ phynylcoumaran (C) ( δ C / δ H = 54/3.44 ppm), B γ (Cγ–Hγ–B) in β–β′ resinol substructures (B) ( δ C / δ H = 71.7/3.7 ppm) and Cγ (Cγ–Hγ–C) in β-5′ phenylcoumaran ( δ C / δ H = 63/3.6 ppm), 59 while similar signals were absent after depolymerization confirming the cleavage of β-O-4′ and resinol substructures.…”

Section: Resultsmentioning

confidence: 99%

Efficient lignin depolymerization by continuous flow microreactor-assisted electrochemical advanced oxidation in water/co-solvent system

Waura-angkura,

Matsagar,

Lee

et al. 2024

Green Chem.

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Section: Resultsmentioning

confidence: 99%

Efficient lignin depolymerization by continuous flow microreactor-assisted electrochemical advanced oxidation in water/co-solvent system

Waura-angkura,

Matsagar,

Lee

et al. 2024

Green Chem.

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“…1%Co-1%Pd@C was not an ideal catalyst for the hydrogenolysis of lignin (Table , entry 3), and its hydrogenolysis activity was much lower than that of 1%Co-1%Pd@NDCS, suggesting that the catalyst activity is closely related to the nitrogen in NDCS. It has been shown that the presence of N promoted the transfer of electrons from N atoms to metals, forming electron-rich metal nanoparticles. , Electron-rich metal nanoparticles positively contribute to lignin hydrogenolysis. Different second metals (Co/Ni/Fe/Cu) were introduced on the basis of 1% Pd@NDCS for enhancing the hydrogenolytic activity of lignin (Table , entries 4–7).…”

Section: Resultsmentioning

confidence: 99%

Sustainable Production of High-Value Chemicals from Selective Hydrogenolysis of Lignin Catalyzed by Co–Pd Bimetallic Supported on Nitrogen-Doped Carbon Spheres

Liang,

Fu,

Qiu

et al. 2024

Energy Fuels

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The production of fuel and chemicals from renewable lignin supplies a sustainable chemical engineering process. In this study, Co−Pd bimetallic supported on porous polymer-derived nitrogen-doped carbon spheres (NDCS) was employed for the selective hydrogenolysis of organosolv lignin. Most of the products are phenolic monomers. At optimal conditions, 2.5 MPa H 2 , 280 °C for 5 h, 86.74% liquefaction of lignin and 36.38 wt % yield of phenolic monomers were obtained. Among these monomer products, 60.83% were identified as 4-hydroxy-3,5dimethoxyphenylacetic acid (22.13 wt % yield), which is an important pharmaceutical intermediate. With the help of the characterization of catalysts and hydrogenolysis products, the reaction mechanism was proposed. The NDCS provided the prerequisites for metal anchoring and dispersion, and smaller metal particle sizes (2.56 nm) were obtained compared to those of undoped nitrogen carriers. Meanwhile, the synergistic interaction between Pd 0 and Co 0 promoted the conversion of active hydrogen. With active hydrogen, the C−C and C−O bonds in the lignin were cleaved, and then the active O was transferred to the Pd 2+ and Co 2+ sites and catalyzed the oxidation of 4-allyl-2,6-dimethoxyphenol to 4-hydroxy-3,5dimethoxyphenylacetic acid. Lastly, cycling experiments demonstrated the remarkable stability of the catalyst.

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“…The complex structure of lignin, wide range of raw material sources and separation methods, low yield of depolymerization products, poor selectivity, and difficulties in characterization have hindered its effective utilization [23,24]. Although much research has focused on lignin separation and depolymerization, few studies have investigated the relationship between lignin structure and its catalytic depolymerization process [25][26][27]. Therefore, a deeper understanding of lignin structure can contribute to developing a more effective lignin depolymerization mechanism and utilizing lignin in a more valuable way.…”

Section: Introductionmentioning

confidence: 99%

Structural Characteristics–Reactivity Relationships for Catalytic Depolymerization of Lignin into Aromatic Compounds: A Review

Wang

Zhang

et al. 2023

IJMS

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Developing renewable biomass resources is an urgent task to reduce climate change. Lignin, the only renewable aromatic feedstock present in nature, has attracted considerable global interest in its transformation and utilization. However, the complexity of lignin’s structure, uncertain linkages, stability of side chain connection, and inevitable recondensation of reaction fragments make lignin depolymerization into biofuels or platform chemicals a daunting challenge. Therefore, understanding the structural characteristics and reactivity relationships is crucial for achieving high-value utilization of lignin. In this review, we summarize the key achievements in the field of lignin conversion with a focus on the effects of the β-O-4 content, S/G ratio, lignin sources, and an “ideal” lignin—catechyl lignin. We discuss how these characteristics influence the formation of lignin monomer products and provide an outlook on the future direction of lignin depolymerization.

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Selective cleavage of C–O bond in lignin and lignin model compounds over iron/nitrogen co-doped carbon supported Ni catalyst

Cited by 21 publications

References 61 publications

Efficient lignin depolymerization by continuous flow microreactor-assisted electrochemical advanced oxidation in water/co-solvent system

Efficient lignin depolymerization by continuous flow microreactor-assisted electrochemical advanced oxidation in water/co-solvent system

Sustainable Production of High-Value Chemicals from Selective Hydrogenolysis of Lignin Catalyzed by Co–Pd Bimetallic Supported on Nitrogen-Doped Carbon Spheres

Structural Characteristics–Reactivity Relationships for Catalytic Depolymerization of Lignin into Aromatic Compounds: A Review

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