Production of vanillin from lignin: The relationship between β-O-4 linkages and vanillin yield

Wang, Yuanyuan; Sun, Shao‐Ni; Li, Fengfeng; Cao, Xuefei; Sun, Run‐Cang

doi:10.1016/j.indcrop.2018.02.043

Cited by 121 publications

(53 citation statements)

References 32 publications

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“…In particular, we chose to focus on molecular weighta nd inter-unit linkagea bundance as thesep roperties have not yet been obtainedd irectly from FTIR spectra by chemometrics and are closelya ssociated with the potential to valorise lignins. For example, b-O-4 content can significantly affect the potential to generate monomeric aromatic compoundsf rom lignins [13,38,39] and molecularw eight may play a role in determining whether lignins are suitable for use in materials applications, for example in carbon-fibre production. [40] Thus, PLS regressionm odels were built and optimised using the PLS To olboxw ithin MATLAB.…”

Section: Resultsmentioning

confidence: 99%

Linkage Abundance and Molecular Weight Characteristics of Technical Lignins by Attenuated Total Reflection‐FTIR Spectroscopy Combined with Multivariate Analysis

Lancefield

Constant

Peinder³

et al. 2019

ChemSusChem

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Lignin is an attractive material for the production of renewable chemicals, materials and energy. However, utilization is hampered by its highly complex and variable chemical structure, which requires an extensive suite of analytical instruments to characterize. Here, we demonstrate that straightforward attenuated total reflection (ATR)‐FTIR analysis combined with principle component analysis (PCA) and partial least squares (PLS) modelling can provide remarkable insight into the structure of technical lignins, giving quantitative results that are comparable to standard gel‐permeation chromatography (GPC) and 2D heteronuclear single quantum coherence (HSQC) NMR methods. First, a calibration set of 54 different technical (fractionated) lignin samples, covering kraft, soda and organosolv processes, were prepared and analyzed using traditional GPC and NMR methods, as well as by readily accessible ATR‐FTIR spectroscopy. PLS models correlating the ATR‐FTIR spectra of the broad set of lignins with GPC and NMR measurements were found to have excellent coefficients of determination ( R 2 Cal.>0.85) for molecular weight ( M n , M w ) and inter‐unit abundances (β‐ O ‐4, β‐5 and β‐β), with low relative errors (6.2–14 %) as estimated from cross‐validation results. PLS analysis of a second set of 28 samples containing exclusively (fractionated) kraft lignins showed further improved prediction ability, with relative errors of 3.8–13 %, and the resulting model could predict the structural characteristics of an independent validation set of lignins with good accuracy. The results highlight the potential utility of this methodology for streamlining and expediting the often complex and time consuming technical lignin characterization process.

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Section: Resultsmentioning

confidence: 99%

Linkage Abundance and Molecular Weight Characteristics of Technical Lignins by Attenuated Total Reflection‐FTIR Spectroscopy Combined with Multivariate Analysis

Lancefield

Constant

Peinder³

et al. 2019

ChemSusChem

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“…Same previous compounds, vanillin its considerer as a top-priority renewable building block.A most common use for this compound is in the food industry as a fragrance and flavoring ingredient. Also, used in the chemical industry as a building block, mainly in polymer production.[6], [7]Vanillic acidObtained by the oxidation of two different compounds, guaiacol and vanillin, derived from lignin. Global annual production of the compound is about 18.9 megatons.Widely used in the food and pharmaceutical industries as an antimicrobial, antibacterial, and antioxidant agent.…”

Section: Datamentioning

confidence: 99%

Data set of green extraction of valuable chemicals from lignocellulosic biomass using microwave method

et al. 2019

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Lignocellulosic biomass is a promising alternative for the replacement of limited fossil resources to produce various chemical compounds, such as 5-hydroxymethylfurfural, furfural, vanillin, vanillic acid, ferulic acid, syringaldehyde, and 4-aminobenzoic acid. However, the complex biomass structure is a limitation to making effective use of this naturally found feedstock. This research presents a data set of different compounds obtained directly from forest residues, with special emphasis on achieving effective utilization of the biomass. The extraction method and the catalyst are considered as the two main factors in this valorization process.

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“…Natural vanillin can be extracted from two different species of vanilla orchids: Vanilla tahitensis and Vanilla planifolia [ 13 ]. A cheaper way to obtain vanillin is the chemical modification of lignin [ 14 ]. Vanillin produced from lignin is considered as a natural vanillin [ 15 ] and is 250 times cheaper than synthetic vanillin [ 16 ].…”

Section: Introductionmentioning

confidence: 99%

Influence of Vanillin Acrylate-Based Resin Composition on Resin Photocuring Kinetics and Antimicrobial Properties of the Resulting Polymers

et al. 2021

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The investigation of the influence of vanillin acrylate-based resin composition on photocuring kinetics and antimicrobial properties of the resulting polymers was performed in order to find efficient photocurable systems for optical 3D printing of bio-based polymers with tunable rigidity, as well as with antibacterial and antifungal activity. Two vanillin derivatives, vanillin diacrylate and vanillin dimethacrylate, were tested in photocurable systems using phenyl bis(2,4,6-trimethylbenzoyl)phosphine oxide as a photoinitiator. The influence of vanillin acrylate monomer, amount of photoinitiator, presence and amount of dithiol, and presence of solvent on photocuring kinetics was investigated by real-time photoreometry. Polymers of different rigidity were obtained by changing the photocurable resin composition. The photocuring kinetics of the selected vanillin acrylate-based resins was comparable with that of commercial petroleum-based acrylate resins for optical 3D printing. Polymers based on both vanillin acrylates showed a significant antibacterial activity against Escherichia coli and Staphylococcus aureus. Vanillin diacrylate-based polymer films also demonstrated an antifungal activity in direct contact with Aspergillus niger and Aspergillus terreus. Vanillin diacrylate-based dual curing systems were selected as the most promising for optical 3D printing of bio-based polymers with antibacterial and antifungal activity.

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Production of vanillin from lignin: The relationship between β-O-4 linkages and vanillin yield

Cited by 121 publications

References 32 publications

Linkage Abundance and Molecular Weight Characteristics of Technical Lignins by Attenuated Total Reflection‐FTIR Spectroscopy Combined with Multivariate Analysis

Linkage Abundance and Molecular Weight Characteristics of Technical Lignins by Attenuated Total Reflection‐FTIR Spectroscopy Combined with Multivariate Analysis

Data set of green extraction of valuable chemicals from lignocellulosic biomass using microwave method

Influence of Vanillin Acrylate-Based Resin Composition on Resin Photocuring Kinetics and Antimicrobial Properties of the Resulting Polymers

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