Preparation of Syringaldehyde from Lignin by Catalytic Oxidation of Perovskite-Type Oxides

Li, Yingxia; Zhu, Jun-peng; Zhang, Zhongjun; Qu, Yanbin

doi:10.1021/acsomega.9b02379

Cited by 31 publications

(14 citation statements)

References 36 publications

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“…The sample (lignin or product) was mixed with KBr, and the mass ratio of sample to KBr was 1:100. 41 The peaks of 1618, 1512, and 1450 cm −1 showed that the benzene ring structure was not destroyed after depolymerization whether catalyst was used or not. Under the condition of using catalyst, the increase of the hydroxyl peak intensity (3430 cm −1 ) might be because of the formation of phenolic products, but the hydroxyl peak intensity decreased without catalyst.…”

Section: Resultsmentioning

confidence: 98%

“…FT-IR analysis was performed to get more structural information about the lignin depolymerization oligomers in Figure . The sample (lignin or product) was mixed with KBr, and the mass ratio of sample to KBr was 1:100 . The peaks of 1618, 1512, and 1450 cm –1 showed that the benzene ring structure was not destroyed after depolymerization whether catalyst was used or not.…”

Section: Resultsmentioning

confidence: 99%

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Study on Selective Preparation of Phenolic Products from Lignin over Ru–Ni Bimetallic Catalysts Supported on Modified HY Zeolite

Zhu

et al. 2022

Ind. Eng. Chem. Res.

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The catalytic depolymerization of organic solvent lignin with the prepared catalyst 2.5Ru–10Ni/Al-HY was investigated in a high-pressure reactor. Effects of different catalysts, temperature, time, recyclability for catalyst, and solvents on the catalytic performance were explored. The optimal reaction conditions were reaction time 5 h and temperature 280 °C in ethanol solvent. As a result, the highest yield of phenolic monomers was 20.2 wt %, the yield of solid residue was only 4.8 wt %, and the gas products were CH4, C2H6, and CO mainly. With the increase of cycle times, the catalyst had no obvious deactivation, indicating a unique cycle stability. Through NMR characterization of lignin and depolymerization products, it was found that the signals of the original structures (A, B, and C) in lignin disappeared after reaction. According to the analysis of the reaction path, the depolymerization of lignin mainly included the depolymerization of lignin into reaction intermediates and the formation of phenolic compounds by breaking chemical bonds. This research showed a method for preparing phenolic products by the molecular sieve catalyzed depolymerization of lignin.

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Section: Resultsmentioning

confidence: 98%

Section: Resultsmentioning

confidence: 99%

Study on Selective Preparation of Phenolic Products from Lignin over Ru–Ni Bimetallic Catalysts Supported on Modified HY Zeolite

Zhu

et al. 2022

Ind. Eng. Chem. Res.

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“…In a way, this aspect is also valid for the production of syringic acid (a potential carbocation scavenger) from lignin. In 2015, a patent (CN104693022A) establishes syringic acid production with high purity and yield from syringaldehyde [157]; the latter is commonly obtained from lignin via oxidation methods and its price is estimated at $22.0/kg [158,159].…”

Section: Addition Of Lignosulfonate and Lignin Derivativesmentioning

confidence: 99%

Production and Application of Lignin-Based Chemicals and Materials in the Cellulosic Ethanol Production: An Overview on Lignin Closed-Loop Biorefinery Approaches

Padilha

Nogueira

Alencar

et al. 2021

Waste Biomass Valor

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Lignocellulosic biomass is the most abundant biological resource on the planet and has been extensively researched to produce cellulosic ethanol. However, there is a consensus that the presence of lignin hinders the biomass conversion. Lignin is often considered a villain in cellulosic ethanol production studies due to its adverse effects on cellulases and yeasts. Despite this, recent studies indicate that lignins can be transformed into useful inputs to produce cellulosic ethanol. These approaches aim to establish closed-loop biorefineries to improve economic metrics and reduce the environmental impact due to the substitution of products based on fossil sources. The present review addresses the successful cases in transforming lignin into chemicals and materials to increase cellulosic ethanol titers. A contextualization was first carried out, considering aspects of biomass characteristics and lignin valorization. The impact of lignin-based chemicals and materials in the pretreatment, detoxification, and enzymatic hydrolysis steps was discussed in detail. Economic aspects and future perspectives were also included in this review. These reports open a new point of view on lignin valorization and its integration with the cellulosic ethanol production chain.

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“…Most of early research on lignin oxidation was proceeded with oxidant or with Zr 4+ , Mn 3+ , Co 2+ and Cu 2+ which were simple transition metal ions [32,33]. After that, Mn, Co, Cu and Fe based metal oxides (e.g., CuO, MnO 2 ), metal chlorides (e.g., MnCl 2 , CoCl 2 , FeCl 3 ) [26,34] and composite metal oxides were subsequently investigated to augment oxygen catalytic efficiency for lignin depolymerization [35][36][37][38].…”

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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Preparation of Syringaldehyde from Lignin by Catalytic Oxidation of Perovskite-Type Oxides

Cited by 31 publications

References 36 publications

Study on Selective Preparation of Phenolic Products from Lignin over Ru–Ni Bimetallic Catalysts Supported on Modified HY Zeolite

Study on Selective Preparation of Phenolic Products from Lignin over Ru–Ni Bimetallic Catalysts Supported on Modified HY Zeolite

Production and Application of Lignin-Based Chemicals and Materials in the Cellulosic Ethanol Production: An Overview on Lignin Closed-Loop Biorefinery Approaches

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

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