Levulinic acid: A novel sustainable solvent for lignin dissolution

Melro, Elodie; Filipe, Alexandra; Valente, Artur J.M.; Antunes, Filipe E.; Romano, Anabela; Norgren, Magnus; Medronho, Bruno

doi:10.1016/j.ijbiomac.2020.08.128

Cited by 30 publications

(24 citation statements)

References 48 publications

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“…where it was demonstrated that LA and formic acids have a similar and superior dissolution efficiency for "model" lignin (kraft lignin) and also the highest  * values, in comparison to other carboxylic acids [39]. A similar relation between  * and lignin solubility was also verified in alcohols, where  * of methanol was higher than that of 2-propanol [40] and the lignin was more soluble in the former alcohol.…”

Section: Extraction Efficiency and Solvent Polarizabilitymentioning

confidence: 61%

Lignin Extraction from Waste Pine Sawdust Using a Biomass Derived Binary Solvent System

Magalhães

Filipe

Melro

et al. 2021

Preprint

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Lignocellulosic biomass fractionation is typically performed using methods that are somehow harsh to the environment, such as in the case of the kraft pulping. In recent years, the development of new sustainable and environmentally friendly alternatives has grown significantly. Among the developed systems, bio-based solvents emerge as promising alternatives for biomass processing. Therefore, in the present work, the bio-based and renewable chemicals, levulinic acid (LA) and formic acid (FA), were combined to fractionate lignocellulosic waste (i.e., Maritime pine sawdust) and isolate lignin. Different parameters, such as LA/FA ratio, temperature, and extraction time, were optimized to boost the yield and purity of extracted lignin. The LA/FA ratio was found to be crucial regarding the superior lignin extraction from the waste biomass. Moreover, the increase in temperature and extraction time enhances the amount of extracted residue but compromises the lignin purity and reduces its molecular weight. The electron microscopy images revealed that biomass samples suffer significant structural and morphological changes, which further suggests the suitability of the new developed bio-fractionation process. Same was concluded by the FTIR analysis, in which no remaining lignin was detected in the cellulose-rich fraction. Overall, the novel combination of bio-sourced FA and LA has shown to be a very promising system for lignin extraction of high purity from biomass waste, thus contributing to extend the opportunities of lignin manipulation and valorisation into novel added-value biomaterials.

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Section: Extraction Efficiency and Solvent Polarizabilitymentioning

confidence: 61%

Lignin Extraction from Waste Pine Sawdust Using a Biomass Derived Binary Solvent System

Magalhães

Filipe

Melro

et al. 2021

Preprint

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“…Thus, the açaí seed shows itself as an interesting alternative source of cellulose, since the amount of cellulose that constitutes this residue is higher than that observed in other important agro-industrial residues, i.e., sugarcane bagasse, coffee hull, peanuts husks, among others (Table 2). The contents of cellulose and hemicellulose are also important in agro-industrial residues, given the possibility of obtaining compounds with high added value: sugars through their hydrolysis of these polymers (Akhlisah, Yunus, Abidin, Lim, & Kania, 2021;Javed, Ansari, Aman, & Ul Qader, 2019;Pereira & Arantes, 2020), bioethanol (Malik et al, 2021;Zoubiri, Rihani, & Bentahar, 2020) and other derivatives such as 5-hydroxymethylfurfural and levulinic acid (Freitas et al, 2016;Malik et al, 2021;Melro et al, 2020).…”

Section: Chemical and Physical Analysismentioning

confidence: 99%

“…The lignin content in açaí seed (24.36%) was similar to that observed in sugarcane bagasse and lower than that observed in coffee husks (Table 2). Several researches are also developed in order to transform this portion into products with added value, such as levulinic acid (Melro et al, 2020), biodiesel (Bhatia et al, 2019;Zhang et al, 2019), and energy generation (Buratto et al, 2021). However, to obtain quality cellulose, the alkaline treatment performed must be highly efficient, since it is at this stage that the cell wall breaks when dissolving the lignin, through the hydrolysis of the esters of acetic and uronic acid and breaks the bonds alpha-ether between lignin and hemicellulose, swelling cellulose (Gabriel et al, 2020a).…”

Section: Chemical and Physical Analysismentioning

confidence: 99%

Sementes de açaí (Euterpe precatoria Mart.) como uma nova fonte alternativa de celulose: Extração e caracterização

Barros¹,

Oliveira²,

Pessoa³

et al. 2021

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O açaí (Euterpe precatoria Mart.) é uma planta amplamente cultivada na região norte do Brasil. Seus frutos vêm ganhando destaque mundial devido aos inúmeros benefícios para a saúde humana. Consequentemente, a produção de celulose aumentou consideravelmente nos últimos anos, gerando uma quantidade significativa de resíduos (principalmente sementes). Como esses resíduos não têm uma destinação adequada, eles são descartados no meio ambiente ou incinerados, causando inúmeros impactos ambientais. Com o objetivo de apresentar alternativas de aplicação desses resíduos, este trabalho teve como objetivo avaliar o conteúdo lignocelulósico das sementes de açaí - extratos, cinzas, lignina, celulose (α-celulose e hemicelulose) - além de extrair e caracterizar a celulose obtida desse abundante resíduo. As sementes e a celulose extraída foram caracterizadas por diversas técnicas: fluorescência de raios X (XRF), difração de raios X (XRD), refletância total atenuada com espectroscopia de infravermelho por transformada de Fourier (ATR / FTIR) e termogravimetria (TGA). Neste estudo, foi confirmado o alto potencial do uso da semente de açaí como fonte alternativa de celulose, uma vez que apresenta 45,5% desse polímero e todas as técnicas de caracterização mostram a pureza da celulose extraída (tipo I).

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“…[35] Due to the its documented ability to dissolve kraft lignin, levulinic acid represents a promising choice as a sustainable biobased solvent. [36] While being obtained from the hydrothermal processing of lignocellulosic biomass, this organic acid was cited as one of the top 12 value-added chemicals from biomass by the United States Department of Energy. [37] The levulinic acid structure (Figure 1) contains aketone group, to which the good efficiency to dissolve kraft lignin is attributed.…”

Section: Introductionmentioning

confidence: 99%

Electrochemical Depolymerization of Lignin in a Biomass‐based Solvent**

et al. 2022

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Breaking down lignin into smaller units is the key to generate high value‐added products. Nevertheless, dissolving this complex plant polyphenol in an environment‐friendly way is often a challenge. Levulinic acid, which is formed during the hydrothermal processing of lignocellulosic biomass, has been shown to efficiently dissolve lignin. Herein, levulinic acid was evaluated as a medium for the reductive electrochemical depolymerization of the lignin macromolecule. Copper was chosen as the electrocatalyst due to the economic feasibility and low activity towards the hydrogen evolution reaction. After depolymerization, high‐resolution mass spectrometry and nuclear magnetic resonance spectroscopy revealed lignin‐derived monomers and dimers. A predominance of aryl ether and phenolic groups was observed. Depolymerized lignin was further evaluated as an anti‐corrosion coating, revealing enhancements on the electrochemical stability of the metal. Via a simple depolymerization process of biomass waste in a biomass‐based solvent, a straightforward approach to produce high value‐added compounds or tailored biobased materials was demonstrated.

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Levulinic acid: A novel sustainable solvent for lignin dissolution

Cited by 30 publications

References 48 publications

Lignin Extraction from Waste Pine Sawdust Using a Biomass Derived Binary Solvent System

Lignin Extraction from Waste Pine Sawdust Using a Biomass Derived Binary Solvent System

Sementes de açaí (Euterpe precatoria Mart.) como uma nova fonte alternativa de celulose: Extração e caracterização

Electrochemical Depolymerization of Lignin in a Biomass‐based Solvent**

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