Peracetic Acid Depolymerization of Biorefinery Lignin for Production of Selective Monomeric Phenolic Compounds

Ma, Ruoshui; Guo, Mond F.; Lin, Kuan Ting; Hebert, Vincent R.; Zhang, Jinwen; Wolcott, Michael P.; Marín, Quintero; Ramasamy, Karthikeyan; Chen, Xiaowen; Zhang, Xiao

doi:10.1002/chem.201600546

Cited by 48 publications

(36 citation statements)

References 45 publications

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“…Therefore, we would like to refer the interested reader to specialised reviews on Fig. 17 Overview of the oxidative lignin depolymerisation methods: alkaline oxidation to phenolics, 112,113,180,338, acidic/pH-neutral oxidation to phenolics, [474][475][476][477][478][479][480][481][482][483][484][485][486][487] and oxidation to non-phenolic carboxylic acids. 179,[488][489][490][491] The yield histograms indicate the relative distribution of maximum reported monomer yields for each depolymerisation study and for each lignin substrate (if multiple substrates were used).…”

Section: Depolymerisation Of Isolated Ligninmentioning

confidence: 99%

Chemicals from lignin: an interplay of lignocellulose fractionation, depolymerisation, and upgrading

et al. 2018

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In pursuit of more sustainable and competitive biorefineries, the effective valorisation of lignin is key. An alluring opportunity is the exploitation of lignin as a resource for chemicals. Three technological biorefinery aspects will determine the realisation of a successful lignin-to-chemicals valorisation chain, namely (i) lignocellulose fractionation, (ii) lignin depolymerisation, and (iii) upgrading towards targeted chemicals. This review provides a summary and perspective of the extensive research that has been devoted to each of these three interconnected biorefinery aspects, ranging from industrially well-established techniques to the latest cutting edge innovations. To navigate the reader through the overwhelming collection of literature on each topic, distinct strategies/topics were delineated and summarised in comprehensive overview figures. Upon closer inspection, conceptual principles arise that rationalise the success of certain methodologies, and more importantly, can guide future research to further expand the portfolio of promising technologies. When targeting chemicals, a key objective during the fractionation and depolymerisation stage is to minimise lignin condensation (i.e. formation of resistive carbon-carbon linkages). During fractionation, this can be achieved by either (i) preserving the (native) lignin structure or (ii) by tolerating depolymerisation of the lignin polymer but preventing condensation through chemical quenching or physical removal of reactive intermediates. The latter strategy is also commonly applied in the lignin depolymerisation stage, while an alternative approach is to augment the relative rate of depolymerisation vs. condensation by enhancing the reactivity of the lignin structure towards depolymerisation. Finally, because depolymerised lignins often consist of a complex mixture of various compounds, upgrading of the raw product mixture through convergent transformations embodies a promising approach to decrease the complexity. This particular upgrading approach is termed funneling, and includes both chemocatalytic and biological strategies.

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Section: Depolymerisation Of Isolated Ligninmentioning

confidence: 99%

Chemicals from lignin: an interplay of lignocellulose fractionation, depolymerisation, and upgrading

et al. 2018

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“…Table 9 showed the experimental conditions of hydroxymatairesinol (HMR) and isoeugenol with peracetic acid (PAA) and their respective reaction time [223] . The rate of product formation with HMR that yielded 4-hydroxy-2-methoxyphenol and with isoeugenol that produced vanillic acid are 97.14 µMs -1 and 72.78 µMs -1 , respectively [223] . From Table 7, the lowest 'rate of reaction' of SGZ with laccase is 0.696 µMs -1 whilst the highest 'rate of reaction' of SGZ with laccase 55 µM s -1 .…”

Section: Enzymesmentioning

confidence: 99%

Enzymatic Oxidation of Lignin: Challenges and Barriers Toward Practical Applications

2019

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Lignocellulosic biomass represents perhaps the most abundant renewable resource with a potential to replace fossilbased feedstock for sustainable energy, chemical and materials production. Among the three chief lignocellulosic biomass components (i.e. cellulose, hemicellulose and lignin), lignin is a macromolecule with an aromatic skeleton with a variety of functional groups (e.g. hydroxyl, methoxy, carbonyl, double bond) and carries a higher energy density. The unique structure makes lignin an intriguing substrate for energy, chemicals and materials productions. However, the high molecular weight and complex macromolecular structure have made lignin a challenging substrate to be transformed by many conversion methods. Microbial enzyme degradation and modification of lignin have been subjected to a significant amount research in the last a few decades. Yet so far little success has been demonstrated to merit the use of enzymatic technology for lignin transformation at a commercial scale. This paper provides an updated review of the development of lignin degrading/modifying enzymes with an emphasis on identifying the key barriers and challenges toward practical applications of microbial enzymes for lignin valorization with a hope to generate new insights and direction that can overcome these challenges. Jou Chin Chan received her B.Sc. in Chemical Engineering in 2014 from Universiti Malaysia Sarawak (Malaysia). She is currently pursuing her Ph.D. at the Voiland School of Chemical and Biological Engineering, Washington State University under the supervision of Professor Xiao Zhang. Her current research includes the understanding of enzymatic lignin depolymerization. Michael Paice has over 40 years of experiences in the Canadian pulp and paper industry and is currently principle of Michael Paice & Associates (MP&A), based in Richmond, BC, providing sustainable environmental solutions for several industrial and government clients.

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“…Formic acid acted as a hydrogen donor solvent and contributed with reductive mechanisms to lignin depolymerization [306]. By contrast, another organic acid, such as peracetic acid, has been employed for lignin acidolysis with supplementary oxidative mechanisms [307]. In addition, solid Brønsted acid catalysts, which have been widely employed in oil refineries, have also been considered for the depolymerization of lignin.…”

Section: Acid or Base Catalytic Depolymerizationmentioning

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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Peracetic Acid Depolymerization of Biorefinery Lignin for Production of Selective Monomeric Phenolic Compounds

Cited by 48 publications

References 45 publications

Chemicals from lignin: an interplay of lignocellulose fractionation, depolymerisation, and upgrading

Chemicals from lignin: an interplay of lignocellulose fractionation, depolymerisation, and upgrading

Enzymatic Oxidation of Lignin: Challenges and Barriers Toward Practical Applications

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

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