Cleavage of C–C and C–O Bonds in β-O-4 Linkage of Lignin Model Compound by Cyclopentadienone Group 8 and 9 Metal Complexes

2020 ◽  
Vol 49 (5) ◽  
pp. 477-480
Author(s):  
Shuhei Kusumoto ◽  
Masamichi Kishino ◽  
Kyoko Nozaki
Keyword(s):  
Metal Complexes ◽  
Model Compound ◽  
Lignin Model Compound ◽  
Lignin Model

Synthesis, crystal structures, EPR and DFT studies of first row transition metal complexes of lignin model compound ethylvanillin

Polyhedron ◽  
2017 ◽  
Vol 121 ◽  
pp. 107-114 ◽  
Author(s):  
Ashok Sasmal ◽  
Eugenio Garribba ◽  
Valeria Ugone ◽  
Corrado Rizzoli ◽  
Samiran Mitra
Keyword(s):  
Transition Metal ◽  
Metal Complexes ◽  
Crystal Structures ◽  
Transition Metal Complexes ◽  
Model Compound ◽  
Dft Studies ◽  
Lignin Model Compound ◽  
Lignin Model

scholarly journals Revisiting the mechanism of β-O-4 bond cleavage during acidolysis of lignin VII: acidolyses of non-phenolic C6-C2-type model compounds using HBr, HCl and H2SO4, and a proposal on the characteristic action of Br− and Cl−

2020 ◽  
Vol 66 (1) ◽  
Author(s):  
Qiaoqiao Ye ◽  
Tomoya Yokoyama
Keyword(s):  
Model Compound ◽  
Bond Cleavage ◽  
Type Model ◽  
Enol Ether ◽  
Lignin Model Compound ◽  
Benzyl Cation ◽  
Acid Type ◽  
Unstable Compound ◽  
Lignin Model ◽  
Acidolysis Reaction

AbstractA non-phenolic C6-C2-type lignin model compound with the β-O-4 bond, 2-(2-methoxyphenoxy)-1-(3,4-dimethoxyphenyl)ethanol (I), was acidolyzed in aqueous 82% 1,4-dioxane containing HBr, HCl, or H2SO4 with a concentration of 0.2 mol/L at 85 ℃ to examine the differences between these acidolyses. Compound I primarily converted to an enol ether compound, 1-(2-methoxyphenoxy)-2-(3,4-dimethoxyphenyl)ethene (II), via the benzyl cation followed by acidolytic β-O-4 bond cleavage regardless of the acid-type, although the disappearance rates of compound I were remarkably different (HBr > HCl >> H2SO4). Acidolyses of compound II using these acids under the same conditions showed a similar tendency, but the rate differences were much smaller than in the acidolyses of compound I. Acidolyses of the α-methyl-etherified derivative of compound I (I-α-OMe) using these acids under the same conditions suggested that the formation rates of the benzyl cation from compound I-α-OMe (also from compound I) are not largely different between the acidolyses using these acids, but those of compound II from the benzyl cation are remarkably different. Acidolysis of the α-bromo-substituting derivative of compound I (I-α-Br) using HBr under the same conditions showed a characteristic action of Br¯ in the acidolysis. Br¯ adds to the benzyl cation generated from compound I or I-α-OMe to afford unstable compound I-α-Br, resulting in acceleration of the formation of compound II and of the whole acidolysis reaction.

scholarly journals Model compounds-based study on adsorption and dispersion properties of lignin-based superplasticizer

2021 ◽  
Vol 104 (1) ◽  
pp. 003685042098062
Author(s):  
Shuangping Ma ◽  
Qingjun Ding ◽  
Fen Zhou ◽  
Huaxiong Zhu
Keyword(s):  
Molecular Structure ◽  
Zeta Potential ◽  
Model Compound ◽  
Research Work ◽  
Structure Activity Relationship ◽  
Activity Relationship ◽  
Lignin Model Compound ◽  
Structure Activity ◽  
Lignin Model ◽  
Relationship Of

The chemical modifications of lignin-based superplasticizers have attracted extensive attentions during recent years. The comprehending of the structure-activity relationship of lignin-based superplasticizer is important to promote the modification and application research of lignin resources. However, lignin features complex and variable molecular structure, which is not conducive to study on structure-activity relationship of lignin-based superplasticizer as well as development and application of new lignin-based superplasticizer. However, the related research work can be simplified by selecting small molecular compound with appropriate molecular structure as the lignin model compound. This article intends to study the structure-activity relationship of lignin-based superplasticizer by using dihydroeugenol as the lignin model compound. Through the substitution of lignin by dihydroeugenol during the synthesis process, a model compound lignin-based superplasticizer (DAFS) was synthesized. The adsorption and dispersion properties of this superplasticizer and reference sample (LAFS) were investigated by fluidity test, Zeta-potential measurement, Total organic carbon analysis and others. The results suggest that the adsorption behavior of both DAFS and LAFS conformed to the Langmuir isotherms and Pseudo-second order kinetic. In cement paste, added with 1 g/L of LAFS and DAFS, Zeta potential were reduced from +3.5 to −15.2 mV and −18.7 mV, respectively. The substitution of lignin by dihydroeugenol has no significantly influence on the dispersive property, but differences on rheological properties which need to be optimized in the future. All the tests confirmed that dihydroeugenol is suitable to replace lignin on exploring the structure-activity relationship of lignin-based superplasticizer. This research work provides new insight on model study of lignin-based superplasticizer.

Synthesis and application of Co(salen) complexes containing proximal imidazolium ionic liquid cores

2012 ◽  
Vol 90 (1) ◽  
pp. 60-70 ◽  
Author(s):  
Swapnil Sonar ◽  
Kenson Ambrose ◽  
Arthur D. Hendsbee ◽  
Jason D. Masuda ◽  
Robert D. Singer
Keyword(s):  
Ionic Liquid ◽  
Ionic Liquids ◽  
Model Compound ◽  
Veratryl Alcohol ◽  
Oxidation Catalysts ◽  
Imidazolium Ionic Liquid ◽  
Lignin Model Compound ◽  
Salen Complexes ◽  
Lignin Model ◽  
Salen Ligand

Ionic ligands derived from a salen ligand containing two proximal 1,3-disubstituted imidazolium ionic liquid cores form cobalt(III) complexes capable of selectively oxidizing veratryl alcohol, a lignin model compound, to veratraldehyde using air as the source of oxygen. These complexes are easy to prepare, inexpensive, water stable, and soluble in ionic liquids, making them viable candidates for use as oxidation catalysts.

scholarly journals Exhaustive laccase-catalysed oxidation of a lignin model compound (vanillyl glycol) produces methanol and polymeric quinoid products

1985 ◽  
Vol 229 (1) ◽  
pp. 277-279 ◽  
Author(s):  
K Lundquist ◽  
P Kristersson
Keyword(s):  
Model Compound ◽  
Polymerization Process ◽  
Lignin Biodegradation ◽  
Simultaneous Formation ◽  
Initial Formation ◽  
Lignin Model Compound ◽  
Catalysed Oxidation ◽  
Visible Spectra ◽  
Lignin Model

Laccase-catalysed oxidation of the lignin-related phenol vanillyl glycol results in the initial formation of dimers and subsequent polymerization. The polymerization is accompanied by a liberation of methanol corresponding to 15-20% demethylation. Visible spectra together with reduction experiments suggest the simultaneous formation of o-quinones. The participation of quinone formation in the polymerization process and the possible role of such intermediates in lignin biodegradation is discussed.

scholarly journals Radicals from the gas-phase pyrolysis of a lignin model compound: p-coumaryl alcohol

RSC Advances ◽  
2016 ◽  
Vol 6 (67) ◽  
pp. 62399-62405 ◽  
Author(s):  
Meng-xia Xu ◽  
Lavrent Khachatryan ◽  
Alexander Baev ◽  
Rubik Asatryan
Keyword(s):  
Gas Phase ◽  
Model Compound ◽  
Lignin Model Compound ◽  
Lignin Model

The intermediate labile species – radicals produced in the gas-phase pyrolysis of p-coumaryl alcohol (p-CMA).

Size-dependent catalytic performance of ruthenium nanoparticles in the hydrogenolysis of a β-O-4 lignin model compound

2018 ◽  
Vol 8 (3) ◽  
pp. 735-745 ◽  
Author(s):  
Lin Dong ◽  
Li-Li Yin ◽  
Qineng Xia ◽  
Xiaohui Liu ◽  
Xue-Qing Gong ◽  
...  
Keyword(s):  
Model Compound ◽  
Catalytic Performance ◽  
Ruthenium Nanoparticles ◽  
One Pot ◽  
Lignin Model Compound ◽  
Size Dependent ◽  
Lignin Model

One-pot depolymerization of lignin to well-defined chemicals and their further deoxygenation to arenes are extremely attractive.

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