Hydrodeoxygenation of lignin-derived bio-oil using molecular sieves supported metal catalysts: A critical review

Li, Xiangping; Chen, Guanyi; Liu, Caixia; Ma, Wenchao; Yan, Beibei; Zhang, Jianguang

doi:10.1016/j.rser.2016.12.057

Cited by 170 publications

(67 citation statements)

References 119 publications

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“…Decarboxylation/decarbonylation, hydrogenation-hydrocracking of large molecules, and hydrogenation reactions of unsaturated molecules, can also occur during HDO. [7][8][9] Due to the complex composition of pyrolysis bio-oils, and the difficulty of deconvoluting the resultant possible reactions during bio-oil HDO, catalyst development studies typically employ model compounds to obtain fundamental mechanistic insight into bio-oil upgrading. [10] Lignin derived phenolic compounds (phenols, guaiacols, syringols, etc.)…”

Section: Introductionmentioning

confidence: 99%

Catalytic hydrodeoxygenation of m-cresol over Ni 2 P/hierarchical ZSM-5

et al. 2018

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Bifunctional catalysts comprising Ni2P supported over a hierarchical ZSM-5 zeolite (h-ZSM-5) were synthesized and applied to the hydrodeoxygenation (HDO) of m-cresol, a model pyrolysis bio-oil compound. Surface and bulk characterization of Ni2P/h-ZSM-5 catalysts by XRD, TEM, DRIFTS, TPR, porosimetry and propylamine temperature-programmed desorption reveal that Ni2P incorporation modifies the zeolite textural properties through pore blockage of the mesopores by phosphide nanoparticles, but has negligible impact of the micropore network. Ni2P nanoparticles introduce new, strong Lewis acid sites, whose density is proport ional to the Ni2P loading, accompanied by new Brönsted acid sites attributed to the presence of P-OH moieties. Ni2P/h-ZSM-5 is ultraselective (> 97 %) for m-cresol HDO to methylcyclohexane, significantly outperforming a reference Ni2P/SiO2 catalyst and highlighting the synergy between metal phosphide and solid acid support. m-Cresol conversion was proportional to Ni2P loading reaching 80 and 91 % for 5 and 10 wt% Ni respectively. Turnover frequencies for m-cresol HDO are a strong function of Ni2P dispersion, evidencing a structure sensitivity, with optimum activity observed for 4 nm particles.

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Section: Introductionmentioning

confidence: 99%

Catalytic hydrodeoxygenation of m-cresol over Ni 2 P/hierarchical ZSM-5

et al. 2018

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“…Therefore, these lignin-derived bio-oils are not compatible for direct mixture with petroleum-derived fractions and efficient processes for upgrading are required [333]. Reductive treatments are among the most promising and interesting technologies for bio-oil refining by removal of the chemically bonded oxygen [334]. The reduction of alcohols and carbonyls to produce alkanes are important in the context of biomass conversion to fuels and platform chemicals [335].…”

Section: Reductive Conversionmentioning

confidence: 99%

Alternatives for Chemical and Biochemical Lignin Valorization: Hot Topics from a Bibliometric Analysis of the Research Published During the 2000–2016 Period

2018

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A complete bibliometric analysis of the Scopus database was performed to identify the research trends related to lignin valorization from 2000 to 2016. The results from this analysis revealed an exponentially increasing number of publications and a high relevance of interdisciplinary collaboration. The simultaneous valorization of the three main components of lignocellulosic biomass (cellulose, hemicellulose, and lignin) has been revealed as a key aspect and optimal pretreatment is required for the subsequent lignin valorization. Research covers the determination of the lignin structure, isolation, and characterization; depolymerization by thermal and thermochemical methods; chemical, biochemical and biological conversion of depolymerized lignin; and lignin applications. Most methods for lignin depolymerization are focused on the selective cleavage of the β-O-4 linkage. Although many depolymerization methods have been developed, depolymerization with sodium hydroxide is the dominant process at industrial scale. Oxidative conversion of lignin is the most used method for the chemical lignin upgrading. Lignin uses can be classified according to its structure into lignin-derived aromatic compounds, lignin-derived carbon materials and lignin-derived polymeric materials. There are many advances in all approaches, but lignin-derived polymeric materials appear as a promising option.

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“…Anisole (or methoxybenzene) is typically used as model compound of the methoxyl-based lignin-derived compounds, since the methoxy functionality is the only one present in the molecule [8]. The decomposition of anisole is a two-step process which consists of transmethylation and deoxygenation reactions [9][10][11]. The first step, transmethylation, primarily yields methyl-containing phenolics (Phs) and subsequently aids the formation of AHs [12][13][14][15][16].…”

Section: Introductionmentioning

confidence: 99%

“…The first step, transmethylation, primarily yields methyl-containing phenolics (Phs) and subsequently aids the formation of AHs [12][13][14][15][16]. During the deoxygenation step, the Phs further react to produce AHs, naphthenic hydrocarbons and even cycloalkanes [9][10][11]. Catalysts consisting of active metals dispersed on a solid support have showed favourable catalytic activity on the fast pyrolysis of lignin and the upgrading of the derived bio-oil for the production of AHs [11,17,18].…”

Section: Introductionmentioning

confidence: 99%

“…During the deoxygenation step, the Phs further react to produce AHs, naphthenic hydrocarbons and even cycloalkanes [9][10][11]. Catalysts consisting of active metals dispersed on a solid support have showed favourable catalytic activity on the fast pyrolysis of lignin and the upgrading of the derived bio-oil for the production of AHs [11,17,18]. It has been identified that acid zeolite (i.e.…”

Section: Introductionmentioning

confidence: 99%

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Deoxygenation in anisole decomposition over bimetallic catalysts supported on HZSM-5

Zhang

Fidalgo

Wagland

et al. 2019

Fuel

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This work investigated the deoxygenation reaction in anisole decomposition over HZSM-5 (HZ(25)) zeolite supported bimetallic catalysts to produce benzene, toluene and xylene (BTX). Experiments were performed in order to evaluate the synergistic effect between the two active metals with the focus on the effect of temperature, metal type, and metal loading ratio. Experimental results showed that 1%Ni-1%Mo/HZ(25) led to both the highest BTX yield (i.e. 30.0 wt.%) and selectivity (i.e. 83.7%). On the contrary, bimetallic catalysts containing Fe were less effective in promoting the BTX production. It was identified that the optimum temperature for BTX production over 1%Ni-1%Mo/HZ(25) catalysts was 500°C. Characterization of fresh and spent catalysts showed microcrystal particles of bi-metal loadings highly dispersed on the zeolite surface, and some agglomeration of metallic particles were also observed. Large amount of carbonaceous deposit was observed on the spent catalysts mainly in the form of amorphous. Density Functional Theory (DFT) modelling was carried out in order to study the adsorption energy of anisole and phenol molecules onto Ni-Mo, Ni-Fe and Mo-Fe surfaces; and the interactions between phenol molecule and bimetal surfaces were further analysed. All the analysed bimetal surfaces exhibited strong interactions with the adsorbed molecule. Ni-Mo surface declined electrons energy levels mainly around 1.5 eV in the adsorbate molecule and released the highest adsorption energy; while Ni-Fe and Mo-Fe surface led to more electrons exchange with the adsorbate during the adsorption. The modelling results agreed well with experiments by revealing that the strong binding between phenolic compounds (Phs) and the Ni-Mo based catalysts bimetal surface would lead to a higher BTX production in the deoxygenation reaction in the decomposition of anisole.

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Hydrodeoxygenation of lignin-derived bio-oil using molecular sieves supported metal catalysts: A critical review

Cited by 170 publications

References 119 publications

Catalytic hydrodeoxygenation of m-cresol over Ni 2 P/hierarchical ZSM-5

Catalytic hydrodeoxygenation of m-cresol over Ni 2 P/hierarchical ZSM-5

Alternatives for Chemical and Biochemical Lignin Valorization: Hot Topics from a Bibliometric Analysis of the Research Published During the 2000–2016 Period

Deoxygenation in anisole decomposition over bimetallic catalysts supported on HZSM-5

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