Fractionation and quantitative structural analysis of lignin from a lignocellulosic biorefinery process by gradient acid precipitation

Zhang, Lin; Peng, Wenbo; Wang, Fen; Bao, Hanxi; Zhan, Peng; Chen, Jienan; Tong, Zhaohui

doi:10.1016/j.fuel.2021.122153

Cited by 17 publications

(15 citation statements)

References 81 publications

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“…This behavior could be directly linked to the methoxy content within the structure: the lower the S-lignin content, the fewer the methoxy groups within the pentamer. Due to the electron-donating properties of the methoxy groups, pentamers with S-lignin are not solubilized in moderately basic solvents like those in the selective tailoring group . Moreover, since these solvents do not have strong basicity, shifts in monolignol content from S-lignin to G- and H-lignins enable the increase in solubility for those structures.…”

Section: Resultsmentioning

confidence: 99%

“…Due to the electrondonating properties of the methoxy groups, pentamers with Slignin are not solubilized in moderately basic solvents like those in the selective tailoring group. 63 Moreover, since these solvents do not have strong basicity, shifts in monolignol content from S-lignin to G-and H-lignins enable the increase in solubility for those structures. The moderate tailoring group behaves similarly to the selective tailoring group, although we obtain fewer differences between the ln(γ) of different lignin structures.…”

Section: Resultsmentioning

confidence: 99%

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Heuristic Computational Model for Predicting Lignin Solubility in Tailored Organic Solvents

Sumer

Lehn

2022

ACS Sustainable Chem. Eng.

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Lignin is a random heteropolymer that has been extensively studied as a renewable source of aromatic precursors for high-value chemicals, biofuels, and bioplastics. A key challenge in lignin valorization is the structural and compositional heterogeneity of lignin feedstocks. Solvent-based approaches are commonly used to fractionate lignin to reduce this heterogeneity, but solvent selection can be challenging due to variability in lignin composition. In this work, we developed computational methods to predict good and poor organic solvents as a function of lignin composition. We analyzed 28 different linear pentamer structures, 18 from known libraries and 10 hypothetical polymers, and calculated their activity coefficients in 50 different organic solvents by using the conductor-like screening model for realistic solvents. We used these data to train a regression model that enabled the extensive investigation of the impact of solvent and monolignol compositions on predicted lignin solubility. The exhaustive exploration of solubility trends using model predictions revealed sets of solvents, identified using Kamlet−Taft parameters, that are predicted to promote lignin dissolution regardless of lignin composition. We further identified solvents expected to selectively isolate lignin fractions enriched in certain subunits. These results establish heuristic guidelines for solvent selection that can be used to tailor fractionation processes for lignin feedstocks of distinct composition or to design new processes that isolate fractions with higher proportions of selected subunits.

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Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

Heuristic Computational Model for Predicting Lignin Solubility in Tailored Organic Solvents

Sumer

Lehn

2022

ACS Sustainable Chem. Eng.

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“…The 2D-NMR (HSQC) spectra of the hemicelluloses were acquired at 25 °C on a Bruker AVIII 400 MHz spectrometer (Bruker, Germany) . Elemental analysis of hemicelluloses was performed on a CHNS elemental analyzer (ELEMENTAR Vario ELIII, Germany) …”

Section: Methodsmentioning

confidence: 99%

“…25 Elemental analysis of hemicelluloses was performed on a CHNS elemental analyzer (ELEMENTAR Vario ELIII, Germany). 26 2.5. Lignin Extraction and Analysis.…”

Section: Analysis Methods Of Hemicellulosementioning

confidence: 99%

“…31 The absorption peak at 1648 cm −1 belongs to the skeletal aroma (C−C) of lignin. 32 The spectra also show the characteristic peaks related to the syringyl Lignin (S) structures (at 1321 cm −1 ), 26 indicating that parts of the cellulose and lignin remain in the extracted hemicellulose. The absorption peak at 1039 cm −1 is due to the expansion vibration of xylose C−O and C−C or the bending pulse of C−OH of poly-xylose, the characteristic absorption peak of xylose, 33 which is higher in the hemicellulose of rice straw.…”

Section: Ftirmentioning

confidence: 99%

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Differentiated Fractionation of Various Biomass Resources by p-Toluenesulfonic Acid at Mild Conditions

et al. 2023

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Biomass is the ideal substitute for petrochemical resources because of its renewable and abundant sources. p-Toluenesulfonic acid (p-TsOH) can effectively separate lignin from biomass under mild conditions, so it is highly expected in biomass fractionation to improve the utilization efficiency. In this study, we investigated the effect of p-TsOH differentiated fractionation of poplar sawdust, eucalyptus sawdust, and rice straw below 100 °C. According to the experimental results, upon pretreatment by p-TsOH of the three kinds of raw biomass, most of the lignin and hemicellulose of poplar sawdust and eucalyptus sawdust were removed, whereas the cellulose was retained, but most of the hemicellulose and cellulose of rice straw were kept, whereas the lignin was removed at similar conditions. The structures and compositions of pretreatment residues, lignin, and hemicellulose extracted from raw biomass were characterized by XRD, FTIR, HSQC-NMR, XPS, and SEM. The differentiated fractionation mechanism of biomass was analyzed. A better recognition and understanding of the factors affecting biomatrix opening and fractionation will allow for the identification of new pretreatment strategies that improve biomass utilization and permit the rational enzymatic hydrolysis of cellulose.

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The isolation of lignin with native-like structure

Wang

Deuss

2023

Biotechnology Advances

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Fractionation and quantitative structural analysis of lignin from a lignocellulosic biorefinery process by gradient acid precipitation

Cited by 17 publications

References 81 publications

Heuristic Computational Model for Predicting Lignin Solubility in Tailored Organic Solvents

Heuristic Computational Model for Predicting Lignin Solubility in Tailored Organic Solvents

Differentiated Fractionation of Various Biomass Resources by p-Toluenesulfonic Acid at Mild Conditions

The isolation of lignin with native-like structure

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