Preparation of activated lignin with high hydroxyl content using lewis acid as demethylation reagent

Chai, Lanfang; Du, Benni; Yan, Shasha; Wei, Li; Chen, Xiaohong; Sun, Run‐Cang

doi:10.1016/j.ijbiomac.2022.10.040

Cited by 14 publications

(3 citation statements)

References 44 publications

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“…The ODM was accompanied by significant depolymerization, observable by the lower M w and β‐O‐4 content. Unlike BBr 3 , AlCl 3 was able to O ‐demethylate alkali poplar lignin with substantial twofold increase in Ar−OH, while retaining most of its macromolecular structure, including 75 % preservation of the β‐O‐4 content [140a] . Similar observations, viz .…”

Section: Odm Of Ortho‐methoxyphenolssupporting

confidence: 65%

“…The reaction is usually performed with TBHDPB as additive, at 115 °C for 4 to 24 h, in DMF or CH 2 Cl 2 . Ar−OH content increase from 34 to 81 % were thus obtained with BBr 3 on various technical lignins [140a,b,143] . The ODM was accompanied by significant depolymerization, observable by the lower M w and β‐O‐4 content.…”

Section: Odm Of Ortho‐methoxyphenolsmentioning

confidence: 87%

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Advancements and Perspectives toward Lignin Valorization via O‐Demethylation

Wu,

Smet,

Brandi

et al. 2024

Angewandte Chemie

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Lignin represents the largest aromatic carbon resource in plants, holding significant promise as a renewable feedstock for bioaromatics and other cyclic hydrocarbons in the context of the circular bioeconomy. However, the methoxy groups of aryl methyl ethers, abundantly found in technical lignins and lignin‐derived chemicals, limit their pertinent chemical reactivity and broader applicability. Unlocking the phenolic hydroxyl functionality through O‐demethylation (ODM) has emerged as a valuable approach to mitigate this need and enables further applications. In this review, we provide a comprehensive summary of the progress in the valorization of technical lignin and lignin‐derived chemicals via ODM, both catalytic and non‐catalytic reactions. Furthermore, a detailed analysis of the properties and potential applications of the O‐demethylated products is presented, accompanied by a systematic overview of available ODM reactions. This review primarily focuses on enhancing the phenolic hydroxyl content in lignin‐derived species through ODM, showcasing its potential in the catalytic funneling of lignin and value‐added applications. A comprehensive synopsis and future outlook are included in the concluding section of this review.

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Section: Odm Of Ortho‐methoxyphenolssupporting

confidence: 65%

Section: Odm Of Ortho‐methoxyphenolsmentioning

confidence: 87%

Advancements and Perspectives toward Lignin Valorization via O‐Demethylation

Wu,

Smet,

Brandi

et al. 2024

Angewandte Chemie

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“…HBr/LiBr, with a reported increase in phenolic OH of up to nearly 100%. 175,176 Chai et al 177 applied different acid-based approaches discussed earlier to demethylate lignin. In particular, they used either HBr, BBr 3 or AlCl 3 as the demethylating agent at 115 °C in dimethyl formamide.…”

Section: Selective Lignin Demethylationmentioning

confidence: 99%

Selective demethylation reactions of biomass-derived aromatic ether polymers for bio-based lignin chemicals

Harth,

Hočevar,

Kozmelj

et al. 2023

Green Chem.

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Advancing Sustainable Building Materials: Reducing Formaldehyde Emissions in Medium Density Fiber Boards with Lignin Nanoparticles

Dorieh,

Pahlavan,

Hájková

et al. 2024

Advanced Sustainable Systems

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The pressing need to develop eco‐friendly polymer materials for building applications has led to increased interest in modifying existing polymer systems. In this study, a sustainable approach to augmenting urea‐formaldehyde (UF) resins, widely employed in wood‐based panels is introduced. Addressing this, formaldehyde‐scavenger demethylated lignin nanoparticles into UF resins, aiming to produce a green and enhanced medium‐density‐fiberboard (MDF) with minimal formaldehyde emissions is incorporated. The results indicate that increasing concentrations of demethylated lignin nanoparticles in the UF adhesive, there is not only a reduction in formaldehyde emissions from MDF composites but also a significant decrease in thickness swelling. The highest reduction in formaldehyde emission is observed in the MDF composite prepared with UF resin containing 7% lignin nanoparticles (UF‐7NL), with an emission of 2.9 mg/100 g, marking a substantial decrease of 74% compared to emission of 11.2 mg/100 g from neat resin. Importantly, this reduction does not compromise physical and mechanical properties of the MDF; they remain comparable to boards bonded with unmodified UF. Molecular modeling revealed that lignin effectively traps formaldehyde, incorporating it as ‐CH2OH groups, leading to a notable decrease in formaldehyde emission from MDF. This approach offers an eco‐friendly modification to a common polymer, showcasing lignin nanoparticles as innovative additives.

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Preparation of activated lignin with high hydroxyl content using lewis acid as demethylation reagent

Cited by 14 publications

References 44 publications

Advancements and Perspectives toward Lignin Valorization via O‐Demethylation

Advancements and Perspectives toward Lignin Valorization via O‐Demethylation

Selective demethylation reactions of biomass-derived aromatic ether polymers for bio-based lignin chemicals

Advancing Sustainable Building Materials: Reducing Formaldehyde Emissions in Medium Density Fiber Boards with Lignin Nanoparticles

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