Isolation and purification of 4-propylguaiacol and 4-propylsyringol by extraction and crystallization from the products of reductive catalytic fractionation processes

Ren, Tianyu; Zhang, Zhaofeng; You, Shengping; Qi, Wei; Su, Rongxin; He, Zhimin

doi:10.1039/d2gc01863b

Cited by 13 publications

(6 citation statements)

References 26 publications

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“…This result indicated that the SCF strategy is indeed an excellent process to fractionate cellulose and lignin. The high selectivity to propyl(ethyl) end-chained syringol and guaiacol allowed them to be readily purified. , In order to analyze the type of dimer, the obtained lignin oil was silylated and characterized with GC–MS, and seven dimers were identified, which all had C–C linkages, including β-β and β-5 linkages (Figure S6).…”

Section: Resultsmentioning

confidence: 99%

“…The high selectivity to propyl(ethyl) end-chained syringol and guaiacol allowed them to be readily purified. 33,46 In order to analyze the type of dimer, the obtained lignin oil was silylated and characterized with GC−MS, and seven dimers were identified, which all had C−C linkages, including β-β and β-5 linkages (Figure S6). We further evaluated the SCF performance of other types of wood including softwood and grass over the Pt/NiAl 2 O 4 catalyst.…”

Section: Determination Of Structural Carbohydrates and Ligninmentioning

confidence: 99%

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Self-Hydrogen Supplied Catalytic Fractionation of Raw Biomass into Lignin-Derived Phenolic Monomers and Cellulose-Rich Pulps

Zhou

Liu

Guo

et al. 2023

JACS Au

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Lignocellulosic biomass is one of the most well-studied and promising green carbon sources. The fullest utilization of lignocellulosic biomass in hydrogen-free and mild conditions to produce phenolic monomers while preserving cellulose-rich pulps is challenging and has far-reaching significance. Here, we report an innovative strategy to convert lignocellulosic biomass into lignin oils and cellulose-rich pulps without exogenous hydrogen under mild conditions over a Pt/NiAl 2 O 4 catalyst. In this process, the structural hydrogens in hemicellulose acted as a hydrogen source to realize the fractionation and depolymerization of lignin into phenolic monomers while keeping the cellulose intact, which is named self-hydrogen supplied catalytic fractionation (SCF). By using water as a solvent, the theoretical yield of phenolic monomers (46.6 wt %, with propyl(ethyl) end-chained syringol and guaiacol as main products) is achieved at 140 °C for 24 h, with 90% cellulose intact in birch sawdust. This H 2 -free process can be extended to other biomass (hardwood, softwood, and grass) and can be scaled up. The Pt/NiAl 2 O 4 catalyst also shows good stability in recycling as well as regeneration treatment. This work provides a new strategy to achieve high utilization of lignocellulosic biomass for sustainable biorefinery by using water as a solvent without exogenous hydrogen under mild conditions.

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Section: Resultsmentioning

confidence: 99%

Section: Determination Of Structural Carbohydrates and Ligninmentioning

confidence: 99%

Self-Hydrogen Supplied Catalytic Fractionation of Raw Biomass into Lignin-Derived Phenolic Monomers and Cellulose-Rich Pulps

Zhou

Liu

Guo

et al. 2023

JACS Au

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show abstract

“…Lastly, acid-base mediated crystallization has been studied by Ren et al to isolate propyl syringol and propyl guaiacol, yielding high recovery rates between 82.3 to 85.1% with purities ranging from 88.4 to 96.4%. 17 Each of these methods can be coupled with CCC as either upstream or downstream purification stages to improve overall outcomes. In particular, upstream membrane filtration can provide a monomer-rich feed and improve the purities of methyl paraben and both propanol derivatives.…”

Section: Discussionmentioning

confidence: 99%

Counter-current chromatography for lignin monomer–monomer and monomer–oligomer separations from reductive catalytic fractionation oil

Choi,

Alherech,

Jang

et al. 2024

Green Chem.

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“…The high selectivity to propyl(ethyl)end-chained syringol and guaiacol allowed them to be readily purified. 32,44 In order to analyze the type of dimers, the obtained lignin oil was silylated and characterized with GC-MS and seven dimers were identified, which all had C-C linkages, including β-β and β-5 linkage (Figure S6). We further evaluated the SCF performance of other types of wood including softwood and grass over the Pt/NiAl2O4 catalyst.…”

Section: Performance Of Pt/nial2o4 In the Self-hydrogen Supplied Cata...mentioning

confidence: 99%

Self-hydrogen Supplied Catalytic Fractionation of Raw Biomass into Lignin-derived Phenolic Monomers and Cellulose-rich Pulps

Zhou

Liu

Guo

et al. 2023

Preprint

View full text Add to dashboard Cite

Lignocellulosic biomass is one of the most well-studied and promising green carbon sources. Fullest utilization of lignocellulosic biomass in hydrogen-free and mild conditions to produce phenolic monomers while preserving cellulose-rich pulps is challenging and has far-reaching significance. Here, we report an innovative strategy to convert lignocellulosic biomass into lignin oils and cellulose-rich pulps without exogenous hydrogen under mild conditions over Pt/NiAl2O4 catalyst. In this process, the structural hydrogens in hemicellulose are acted as hydrogen source to realize the fractionation and depolymerization of lignin into phenolic monomers while keeping cellulose intact, which is named self-hydrogen supplied catalytic fractionation (SCF). By using water as solvent, theoretical yield of phenolic monomers (46.6 wt%, with propyl(ethyl) end-chained syringol and guaiacol as main products) is achieved at 140 oC for 24 h, with 90 % cellulose intact in birch sawdust. This H2-free process can be extended to other biomass (hardwood, softwood and grass) and can be scaled up. The Pt/NiAl2O4 catalyst also shows good stability in recycling as well as a regeneration treatment. This work provides a new strategy to achieve high utilization of lignocellulosic biomass for sustainable biorefinery by using water as solvent without exogenous hydrogen under mild conditions.

show abstract

Isolation and purification of 4-propylguaiacol and 4-propylsyringol by extraction and crystallization from the products of reductive catalytic fractionation processes

Abstract: Herein, we report an easy method based on extraction and crystallization for the isolation and purification of two reprisentative lignin monomers, 4-propylguaiacol and 4-propylsyringol, from the product of reductive catalytic...

Cited by 13 publications

References 26 publications

Self-Hydrogen Supplied Catalytic Fractionation of Raw Biomass into Lignin-Derived Phenolic Monomers and Cellulose-Rich Pulps

Self-Hydrogen Supplied Catalytic Fractionation of Raw Biomass into Lignin-Derived Phenolic Monomers and Cellulose-Rich Pulps

Counter-current chromatography for lignin monomer–monomer and monomer–oligomer separations from reductive catalytic fractionation oil

Self-hydrogen Supplied Catalytic Fractionation of Raw Biomass into Lignin-derived Phenolic Monomers and Cellulose-rich Pulps

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