Lignin Carbohydrate Complexes structure preserved throughout downstream processes for their valorization after recovery from industrial process water

Steinmetz, Virginie; Villain-Gambier, M.; Klem, Armand; Ziegler, Isabelle; Dumarçay, Stéphane; Trébouet, Dominique

doi:10.1016/j.ijbiomac.2019.11.238

Cited by 9 publications

(4 citation statements)

References 45 publications

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“…Lignin accounted for 10–35 wt % of lignocellulosic biomass, and a considerable part of lignin in plants was tightly connected with carbohydrates through chemical bonds to form lignin–carbohydrate complexes (LCCs) . Many studies had proposed that lignin in the LCC played an inhibitory role in the process of enzymatically promoting hemicellulose sugar hydrolysis in the field of biomass fuels . Therefore, how to separate lignin from LCC is a hot research topic at present.…”

Section: Introductionmentioning

confidence: 99%

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Mechanism of Deep Eutectic Solvent Delignification: Insights from Molecular Dynamics Simulations

Kong

Peng

et al. 2021

ACS Sustainable Chem. Eng.

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Based on the field of ReaxFF, the pretreatment of a lignin−carbohydrate complex model in a choline chloride-based deep eutectic solvent was proposed. The results showed that the β-O-4 ether and glycosidic bonds in the model were broken at an optimal temperature of 373 K. The best pretreatment solvent was choline chloride/lactic acid (1:2), and 40% of the model compounds were decomposed. Free protons in deep eutectic solvents were one of the critical factors in the process of biomass delignification, and thus acidic hydrogen binding donors generally had a high lignin removal rate, but there was no significant correlation with the acidity of the hydrogen bonding donors. In the deep eutectic solvents of choline chloride/lactic acid, the delignification effect tended to decrease with the increase of lactic acid content. The delignification effect of monocarboxylic acid hydrogen bond donors decreased with the increasing molecular chain length, while the opposite effect of delignification was observed for dicarboxylic acids. The molecular dynamics simulations showed that choline chloride/glycerol (1:2) with a slightly weaker hydrogen bonding network could bind better and solubilize the product molecules, with interaction energies of −170.89 and −61.99 kJ/mol with carbohydrates and phenolic compounds, respectively.

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Section: Introductionmentioning

confidence: 99%

“…3 Many studies had proposed that lignin in the LCC played an inhibitory role in the process of enzymatically promoting hemicellulose sugar hydrolysis in the field of biomass fuels. 4 Therefore, how to separate lignin from LCC is a hot research topic at present.…”

Section: ■ Introductionmentioning

confidence: 99%

Mechanism of Deep Eutectic Solvent Delignification: Insights from Molecular Dynamics Simulations

Kong

Peng

et al. 2021

ACS Sustainable Chem. Eng.

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“…The lignin molecules can undergo polymerization reactions, leading to an increase in molecular weight. Similarly, as reported in a series of publications − on the native existence of lignin–carbohydrate complexes (LCCs) and/or LCCs formed during the biorefinery processes, the prehydrolysate sugars can react with lignin to form LCCs. Further investigation is, however, required to determine the chemical reaction route by which this might occur.…”

Section: Experimental Resultsmentioning

confidence: 66%

Integrated Multiproduct Biorefinery for Furfural Production with Acetic Acid and Lignin Recovery: Design, Scale-Up Evaluation, and Technoeconomic Analysis

Mazar

Ajao

Benali

et al. 2020

ACS Sustainable Chem. Eng.

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Furfural is a versatile platform and multipurpose chemical that can be produced with no carbon efficiency loss from pentose sugars present in prehydrolysate streams. Existing processes for the production of furfural are typically energy-intensive with limitations to recover value-added molecules and byproducts such as lignin and acetic acid. In this work, we demonstrate a novel integrated biorefinery process for furfural production with significant sustainability improvements to current production pathways. Higher conversion efficiency for C5 sugars into furfural is achieved with a novel reactor for producing and recovering furfural in the vapor phase that has been validated at the laboratory scale. Low molecular weight and sulfur-free lignin is also recovered while minimizing energy consumption by employing membrane filtration. Synergy was observed when lignin recovery is performed prior to furfural production. On the basis of experimental results, the scalability of the process for valorizing 3200 metric tonne/day of prehydrolysate solutions that is typically combusted in kraft dissolving pulp mills was evaluated. For a furfural production capacity of 36 tonne/day, a process configuration that stands out among four proposed alternatives was identified and designed. Significant heat energy savings (99.5%) for driving the process was achieved through a heat exchanger network design for internal heat recovery, which resulted in an energy intensity of 0.47 GJ/tonne, corresponding to 1% of the energy intensity for conventional processes. The technoeconomic assessment confirmed that even the least performing process is profitable, robust, and capital-efficient as indicated by metrics such as the internal rate of return (IRR) ranging from 30% to 46%, resistance to market uncertainty (RTMU) between 0.9 and 4.3 $/$, as well as return on capital employed (ROCE) between 49% and 91%.

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“…For the hemicellulose-derived structure, four peaks representing the linkage of C–H in xylan were found at δ C /δ H = 71.7/3.16, 73.9/3.33, 75.0/3.45, and 62.9/3.25 ppm, respectively. According to the literature, some LCCs could be detected by 2D HSQC NMR, for example, phenylglycoside LC, γ-ester LC, and benzylether LC. However, for the ether linkage of the specific LCC detected in this work, it does not belong to any of the reported LCCs; therefore, it is regrettable that the LCC detected in this work could not be identified in the 2D NMR spectra.…”

Section: Results and Discussionmentioning

confidence: 99%

Effects of MgCl₂ Solution Pretreatment at Room Temperature on the Pyrolytic Behavior of Pubescens and the Properties of Bio-oil Obtained

Liu

Wang

et al. 2020

Energy Fuels

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Pyrolytic behavior of pubescens samples pretreated by 0, 5, 10, 15, and 20 wt % MgCl 2 solution and HCl solution (with the same pH value as 5 wt % MgCl 2 solution, namely, pH 5.11) at room temperature was studied. The feedstock and pretreated samples were analyzed by thermogravimetric analysis, and the bio-oil was analyzed by gas chromatography−mass spectrometry, gas chromatography−flame ionization detector, high-performance liquid chromatography, gel permeation chromatography, electrospray ionization mass spectrometry, and two-dimensional heteronuclear single quantum coherence nuclear magnetic resonance (2D HSQC NMR). The pretreatment of MgCl 2 raised the yield of furfural from 0.27 to 2.61 wt % caused by the promotion of 20 wt % MgCl 2 solution on the dehydration reaction of hemicellulose, while the yields of phenols, formic acid, and acetic acid were reduced. For the distribution of oligomers in the bio-oil, the content of species with M n = 260−500 Da increased, whereas that of the species with M n > 500 Da decreased significantly. Meanwhile, the contents of phenolic oligomers decreased, while the contents of hemicellulose-derived oligomers increased, which could be attributed to the promotion of MgCl 2 on the depolymerization of hemicellulose. A new species composed of cellulose and hemicellulose moieties, namely, X-MeGlcA 4 , appeared in the 2D HSQC NMR spectra of the bio-oil, which could be related to the co-degradation of cellulose and hemicellulose.

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Lignin Carbohydrate Complexes structure preserved throughout downstream processes for their valorization after recovery from industrial process water

Cited by 9 publications

References 45 publications

Mechanism of Deep Eutectic Solvent Delignification: Insights from Molecular Dynamics Simulations

Mechanism of Deep Eutectic Solvent Delignification: Insights from Molecular Dynamics Simulations

Integrated Multiproduct Biorefinery for Furfural Production with Acetic Acid and Lignin Recovery: Design, Scale-Up Evaluation, and Technoeconomic Analysis

Effects of MgCl₂ Solution Pretreatment at Room Temperature on the Pyrolytic Behavior of Pubescens and the Properties of Bio-oil Obtained

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Lignin Carbohydrate Complexes structure preserved throughout downstream processes for their valorization after recovery from industrial process water

Cited by 9 publications

References 45 publications

Mechanism of Deep Eutectic Solvent Delignification: Insights from Molecular Dynamics Simulations

Mechanism of Deep Eutectic Solvent Delignification: Insights from Molecular Dynamics Simulations

Integrated Multiproduct Biorefinery for Furfural Production with Acetic Acid and Lignin Recovery: Design, Scale-Up Evaluation, and Technoeconomic Analysis

Effects of MgCl2 Solution Pretreatment at Room Temperature on the Pyrolytic Behavior of Pubescens and the Properties of Bio-oil Obtained

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Product

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Effects of MgCl₂ Solution Pretreatment at Room Temperature on the Pyrolytic Behavior of Pubescens and the Properties of Bio-oil Obtained