Oxidative depolymerization of Kraft lignin to high-value aromatics using a homogeneous vanadium–copper catalyst

Walch, Florian; Abdelaziz, Omar Y.; Meier, Sebastián; Bjelić, Saša; Hulteberg, Christian; Riisager, Anders

doi:10.1039/d0cy02158j

Cited by 33 publications

(26 citation statements)

References 47 publications

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“…Lignin oxidative depolymerization has also been assessed in the presence of Co(Salen) complexes delivering up to 3 wt% of vanillin by Zhou and co-workers [27]. Various groups have also investigated the influence of metallic salts for lignin's upgrading, with copper, iron, cobalt and manganese being the most studied [11,12,28]. They commonly showed great activity in producing aromatic compounds from lignin.…”

Section: Introductionmentioning

confidence: 99%

Supported-Metal Catalysts in Upgrading Lignin to Aromatics by Oxidative Depolymerization

et al. 2021

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Supported gold and platinum particles on titanium oxide catalysts were evaluated in the oxidative depolymerization of lignins toward high added value aromatics under mild conditions (T: 150 °C, Pair: 20 bar, CNaOH: 10 g/L, 1 h). Kraft and ethanol Organosolv lignins were engaged in the study. Gold catalyst showed a strong tendency to further oxidize aromatics produced from lignin depolymerization to volatile compounds leading to very low yield in target molecules. On the contrary, platinum-based catalysts were allowed to observe enhanced yields that were attributed to its ability to preserve lignin’s substructure during the reaction. A kinetic model was constructed based on the results observed, which allowed us to identify the occurrence of condensation reactions during lignin oxidation and degradation of the produced aromatic compounds as the main limitations to reach high product yields. Insights on lignin oxidation and the catalyst’s role lead through this study would help to reach higher control over lignin valorization.

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Section: Introductionmentioning

confidence: 99%

Supported-Metal Catalysts in Upgrading Lignin to Aromatics by Oxidative Depolymerization

et al. 2021

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“…High levels of productivity were obtained when process intensification was implemented. Rodrigues and coworkers used isolated Kraft lignin in high concentration. , Walch et al applied a short reaction time . We chose to use a continuous fixed-bed reactor.…”

Section: Resultsmentioning

confidence: 99%

“…17,65 Walch et al applied a short reaction time. 66 We chose to use a continuous fixed-bed reactor. These approaches were effective to obtain a productivity superior to 0.5 kg vanillin m −3 h −1 .…”

Section: ■ Results and Discussionmentioning

confidence: 99%

“…the amount of vanillin produced per hour and per volume of reactor, was calculated from our data and from selected works on black liquor oxidation and Kraft lignin oxidation (Table 2, detailed calculation in ESI). High levels of productivity were obtained when process intensification was implemented: Rodrigues' team used isolated Kraft lignin in high concentration; 17,65 Walch et al applied short reaction time; 66 we chose to use a continuous fixed bed reactor. These approaches were effective to obtain a productivity superior to 0.5 kgvanillin.m -3 .h -1 .…”

Section: Products Distribution In Monomers (Tablementioning

confidence: 99%

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Production of Phenolic Compounds from Catalytic Oxidation of Kraft Black Liquor in a Continuous Reactor

Mañas

Chaussard

Bertaud

et al. 2022

Ind. Eng. Chem. Res.

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Black liquor is a side stream from pulp and paper industry containing lignin and other organic and inorganic materials. Catalytic alkaline oxidation of black liquor was carried out employing CuO/TiO2 catalyst in a trickle bed reactor employing mild reaction conditions (150-200°C, 80 bar) and short contact times (4-9 minutes). The effects of temperature, contact time, and presence of catalyst were investigated. In our best operating conditions, i.e. 200°C, 4 min contact time, lignin conversion was complete and phenolic monomers were obtained (maximum total yield 6.2 wt.%), among which vanillin (maximum yield 3.3 wt.%). Vanillin represented 53 wt.% of phenolic monomers. At longer contact times, the degradation of phenolic compounds was observed. The application of a continuous trickle bed reactor, allowing short reaction times and limiting degradation reactions, is particularly appropriate for this reaction. Vanillin productivity in this reactor is 936 g.m 3 .h -1 .

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“…Further, supercritical fluids although provides high selectivity than acid and base-catalyzed reactions, nevertheless supercritical solvents facility limited their applications on biomass treatment in commercial scale [21,22]. Conversion of lignin to vanillin or phenolic aldehydes e.g., p-hydroxybenzaldehyde, vanillaldehyde, syringaldehyde [23], which are used in pharmaceutical application, has been widely studied via mild oxidative reaction that required either air, molecular oxygen [24] or oxidant such as H 2 O 2 [25][26][27].…”

Section: Introductionmentioning

confidence: 99%

Lignin-Derived Syringol and Acetosyringone from Palm Bunch Using Heterogeneous Oxidative Depolymerization over Mixed Metal Oxide Catalysts under Microwave Heating

et al. 2021

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Biomass valorization to building block chemicals in food and pharmaceutical industries has tremendously gained attention. To produce monophenolic compounds from palm empty fruit bunch (EFB), EFB was subjected to alkaline hydrothermal extraction using NaOH or K2CO3 as a promotor. Subsequently, EFB-derived lignin was subjected to an oxidative depolymerization using Cu(II) and Fe(III) mixed metal oxides catalyst supported on γ-Al2O3 or SiO2 as the catalyst in the presence of hydrogen peroxide. The highest percentage of total phenolic compounds of 63.87 wt% was obtained from microwave-induced oxidative degradation of K2CO3 extracted lignin catalyzed by Cu-Fe/SiO2 catalyst. Main products from the aforementioned condition included 27.29 wt% of 2,4-di-tert-butylphenol, 19.21 wt% of syringol, 9.36 wt% of acetosyringone, 3.69 wt% of acetovanillone, 2.16 wt% of syringaldehyde, and 2.16 wt% of vanillin. Although the total phenolic compound from Cu-Fe/Al2O3 catalyst was lower (49.52 wt%) compared with that from Cu-Fe/SiO2 catalyst (63.87 wt%), Cu-Fe/Al2O3 catalyst provided the greater selectivity of main two value-added products, syringol and acetosyrigone, at 54.64% and 23.65%, respectively (78.29% total selectivity of two products) from the NaOH extracted lignin. The findings suggested a promising method for syringol and acetosyringone production from the oxidative heterogeneous lignin depolymerization under low power intensity microwave heating within a short reaction time of 30 min.

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Oxidative depolymerization of Kraft lignin to high-value aromatics using a homogeneous vanadium–copper catalyst

Abstract: Kraft lignin is efficiently depolymerized under benign conditions into value-added aromatics and high-quality bio-oil using a facile vanadium–copper catalyst system.

Cited by 33 publications

References 47 publications

Supported-Metal Catalysts in Upgrading Lignin to Aromatics by Oxidative Depolymerization

Supported-Metal Catalysts in Upgrading Lignin to Aromatics by Oxidative Depolymerization

Production of Phenolic Compounds from Catalytic Oxidation of Kraft Black Liquor in a Continuous Reactor

Lignin-Derived Syringol and Acetosyringone from Palm Bunch Using Heterogeneous Oxidative Depolymerization over Mixed Metal Oxide Catalysts under Microwave Heating

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