The relation between lignin sequence and its 3D structure

Rawal, Takat B.; Zahran, Mai; Dhital, Brittiny; Akbilgiç, Oğuz; Petridis, Loukas

doi:10.1016/j.bbagen.2020.129547

Cited by 25 publications

(22 citation statements)

References 49 publications

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“…This enhanced plasticity can arise from two contributing factors: (1) water molecules intercalate the dimeric complexes to form two-dimensional layers which stack on top of each other, as shown from the second coordination layers formed for water in the bimodal profiles of g(r) (Figures S13−S19), and (2) the higher shape anisotropy (k 2 ) in guaiacyl-type lignin, which is more branched. 13 These two factors can promote facile slip planes, which weakly interact through dispersive noncovalent interactions and contribute to the plasticity, as found in pharmaceutical drugs by the water of crystallization. 98 Finally, from the analysis of the shape of curves in Figures S23 and S24, one can conclude that these hydrated lignin systems do not undergo hardening on the plastic region or the region after the yield point.…”

Section: T H Imentioning

confidence: 99%

Molecular Dynamics Study of Thermophysical and Mechanical Properties in Hydrated Lignin with Compositions Close to Softwood

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Secchi

et al. 2022

ACS Sustainable Chem. Eng.

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The hydrogen bonding network analysis of softwood lignin is relevant to designing novel technologies to overcome the recalcitrance of plant biomass in the industrial deconstruction and manufacturing of ligninbased carbon fibers. In this work, we examine, by atomistic simulations, the hydrogen bonding network in guaiacyl-rich lignin and guaiacyl-type lignin over a wide range of temperatures. We determine the formation of stable water-bridged dimeric complexes by the interaction of phenolic and aliphatic hydroxyl groups and π−π stacking between phenol rings, causing a slow dynamic of lignin with temperature. The interaction strength between water oxygen and hydrogen of hydroxyl groups in these lignin complexes is established. The formation of the ice crystal structure at low temperatures in the complexes explains the anti-plasticizing action of water, increasing the Young's modulus (E) of lignin systems at high hydration. Glass-transition temperature and E were successfully predicted by CHARMM force field for lignin at different hydrations.

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Section: T H Imentioning

confidence: 99%

Molecular Dynamics Study of Thermophysical and Mechanical Properties in Hydrated Lignin with Compositions Close to Softwood

Bregado

Souto

Secchi

et al. 2022

ACS Sustainable Chem. Eng.

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“…In terms of structure, lignin can comprise a 3-dimensional amorphous polymer and an amorphous aromatic polymer. The natural structure of lignin consists of aliphatic and aromatic hydroxyl groups and 3 basic phenylpropanoid monomers, such as the p-coumaryl alcohol unit, coniferyl alcohol unit, and sinapyl alcohol unit [3]. In addition, the structure of lignin has various cross-links, including those involving aryglycerol-β-ether dimer (β-O-4), aryglycerol-α-ether dimer (α-O-4), siaryl ether (4-O-5), resinol (β-5), diphenylethane (β-1), phenylcoumaran (β-β′), phenylcoumaran (β-β), and biphenyl [4].…”

Section: Introductionmentioning

confidence: 99%

Characterization of Eucalyptus Lignin Fractionation from a MIBK-Based Solvothermal Process

et al. 2022

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In this study, the effects of sulfuric acid on cellulose yield, lignin removal, and lignin recovery in solvothermal fractionation of eucalyptus (EC) were studied. An acid concentration of 0.04 M sulfuric acid (H2SO4), temperature of 180 °C and residence time of 30 min resulted in maximum lignin removal from the solid phase, at 87.7 %. Lignin recovery in the organic phase under optimum conditions was 84.6 %. It should be noted that H2SO4 was the best catalyst in the optimal solvothermal process, and it increased the cellulose yield to 95.2 % in the solid phase. Additionally, the physicochemical and structural properties of the extracted lignin were analyzed using FTIR, TGA, elemental analysis, GPC, and Py-GCMS methods. Thermal degradation analysis showed that recovered lignin is primarily composed of syringyl, guaiacyl and p-hydroxyphenyl units cross-linked by C–C, inter-unit α-O-4, β-O-4 linkages. The weight average molecular weight (Mw) analysis of recovered lignin demonstrated a low molecular weight for recovered lignin (2.19 g/mol). However, the main phenolic derivatives in the extracted lignin obtained from EC were S-units (i.e., syringol, 4-methylsyringol, 4-vinylsyringol). In addition, G-units (4-vinylguaiacol, 4-methylguaiacol, phenol, 2-methylphenol, and 4-methylphenol) were obtained after release from H-units. Py-GCMS analysis showed the predominance of G-units (32.8 %) over S-units (57.4 %). This work demonstrated the potential of fractionated lignin in the production of valuable chemicals in biorefineries. HIGHLIGHTS Eucalyptus was fractionated with solvothermal process with different conditions The maximum lignin removal of 87.7 % was achieved in the presence of catalyst of 0.04 M Organosolv fractionation enabled an extensive and selective delignification The structural changes of lignin were characterized comprehensively GRAPHICAL ABSTRACT

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“…5 The typical structure of lignin consists of three basic phenylpropanoid monomers, i.e., p-hydroxyphenyl alcohol (H-unit), coniferyl alcohol (G-unit), and sinapyl alcohol (S-unit), 6 and the most common linkages are namely, aryglycerol-b-ether dimer (b-O-4), aryglycerol-aether dimer (a-O-4), diaryl ether (4-O-5), resinol (b-5), diphenylethane (b-1), phenylcoumaran (b-b 0 ), phenylcoumaran (b-b), and biphenyl (5-5). 7 Moreover, the lignin content can be converted into different value-added products, such as phenol, aromatic sources, and vanillin using various conversion technologies. 8 The clean fractionation (CF) process is one of the most promising technologies for fractionation-based bioreneries of lignocellulosic material.…”

Section: Introductionmentioning

confidence: 99%

“…, p -hydroxyphenyl alcohol (H-unit), coniferyl alcohol (G-unit), and sinapyl alcohol (S-unit), 6 and the most common linkages are namely, aryglycerol-β-ether dimer (β- O -4), aryglycerol-α-ether dimer (α- O -4), diaryl ether (4- O -5), resinol (β-5), diphenylethane (β-1), phenylcoumaran (β–β′), phenylcoumaran (β–β), and biphenyl (5–5). 7 Moreover, the lignin content can be converted into different value-added products, such as phenol, aromatic sources, and vanillin using various conversion technologies. 8 …”

Section: Introductionmentioning

confidence: 99%

Fractionation and characterization of lignin from sugarcane bagasse using a sulfuric acid catalyzed solvothermal process

et al. 2021

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The relation between lignin sequence and its 3D structure

Cited by 25 publications

References 49 publications

Molecular Dynamics Study of Thermophysical and Mechanical Properties in Hydrated Lignin with Compositions Close to Softwood

Molecular Dynamics Study of Thermophysical and Mechanical Properties in Hydrated Lignin with Compositions Close to Softwood

Characterization of Eucalyptus Lignin Fractionation from a MIBK-Based Solvothermal Process

Fractionation and characterization of lignin from sugarcane bagasse using a sulfuric acid catalyzed solvothermal process

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