Singlet oxygen-mediated degradation of lignin

D’Auria, Maurizio; Bonini, Carlo; Emanuele, Lucia; Ferri, Rachele

doi:10.1016/s1010-6030(01)00607-4

Cited by 10 publications

(3 citation statements)

References 14 publications

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“…[44][45][46][47][48][49][50][51] In a typical run, birch sawdust (1.0 g) and methanol (10 mL) were placed in a 50 mL Teon-lined autoclave reactor. The mixture was stirred for 30 min before sealing.…”

Section: Measurement Of Lignin Solubility In Various Solventsmentioning

confidence: 99%

“…The dissolution capacity of different solvents toward lignin was analyzed by UV-Vis spectroscopy according to the literature. [44][45][46][47][48][49][50][51] In a typical run, birch sawdust (1.0 g) and methanol (10 mL) were placed in a 50 mL Teon-lined autoclave reactor. The mixture was stirred for 30 min before sealing.…”

Section: Measurement Of Lignin Solubility In Various Solventsmentioning

confidence: 99%

“…A UV-Vis spectrometer is used to measure birch sawdust solutions. [45][46][47][48] The absorption peak at ca. 275 nm represents dissolved lignin.…”

Section: The Proposed Reaction Coursementioning

confidence: 99%

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Lignin depolymerization (LDP) in alcohol over nickel-based catalysts via a fragmentation–hydrogenolysis process

Song

Wang

Cai

et al. 2013

Energy Environ. Sci.

816

661

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Valorization of native birch wood lignin into monomeric phenols over nickel-based catalysts has been studied. High chemoselectivity to aromatic products was achieved by using Ni-based catalysts and common alcohols as solvents. The results show that lignin can be selectively cleaved into propylguaiacol and propylsyringol with total selectivity >90% at a lignin conversion of about 50%. Alcohols, such as methanol, ethanol and ethylene glycol, are suitable solvents for lignin conversion. Analyses with MALDI-TOF and NMR show that birch lignin is first fragmented into smaller lignin species consisting of several benzene rings with a molecular weight of m/z ca. 1100 to ca. 1600 via alcoholysis reaction. The second step involves the hydrogenolysis of the fragments into phenols. The presence of gaseous H 2 has no effect on lignin conversion, indicating that alcohols provide active hydrogen species, which is further confirmed by isotopic tracing experiments. Catalysts are recycled by magnetic separation and can be reused four times without losing activity. The mechanistic insights from this work could be helpful in understanding native lignin conversion and the formation of monomeric phenolics via reductive depolymerization. Broader contextNature efficiently synthesizes aromatic structures and deposits them as lignin in plants. Incorporation of catalytic technologies into lignin conversion is a possible option for valorizing the feedstock as a renewable raw material for aromatic chemical production. Use of heterogeneous catalysts facilitates separation and recycling, and has attracted great attention. However, the detailed chemistry between solid catalysts and solid feedstocks still remains unknown because of mass transfer limitations. Herein we report the valorization of native birch wood lignin into monomeric phenols over nickel-based catalysts. High chemoselectivity to aromatic products was achieved by using Ni-based catalysts and common alcohols as solvents. The results show that lignin can be selectively cleaved into propylguaiacol and propylsyringol with total selectivity >90% at a lignin conversion of about 50%. Analysis results show that birch lignin is rst fragmented into smaller lignin species consisting of several benzene rings with a molecular weight of m/z ca. 1100 to ca. 1600 via alcoholysis reaction. The second step involves the hydrogenolysis of the fragments into phenols. This study will greatly contribute to the understanding of the lignin depolymerization reaction and will be interesting for other biomass conversion.

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Section: Measurement Of Lignin Solubility In Various Solventsmentioning

confidence: 99%

Section: Measurement Of Lignin Solubility In Various Solventsmentioning

confidence: 99%

See 1 more Smart Citation

Lignin depolymerization (LDP) in alcohol over nickel-based catalysts via a fragmentation–hydrogenolysis process

Song

Wang

Cai

et al. 2013

Energy Environ. Sci.

816

661

View full text Add to dashboard Cite

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Pulp Bleaching: Sections 7.5.5–7.10.5

Sixta¹

2006

Handbook of Pulp

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Extractives fom Cedar Deodara and Alnus Cordata in the Presence of Molybdenum Catalysts

2017

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[a] Soxhlet extraction of cedar wood with ethanol/toluene mixture in the presence of molybdenum catalysts can increase the amount of extracts. The treatment of cedar wood in the presence of H 3 PMo 12 O 40 gave 7.9 % extractives. In the presence of silica supported MoO 3 , the amount of extractives was 17.0 %. The extractives were partially soluble in chloroform (76.5 % with silica supported MoO 3 and 33 % by using H 3 PMo 12 O 40 ). The extracts of cedar can be a source of fatty acids for biodiesel production and simple carbohydrates. The analysis of the chloroform soluble fraction showed that cedar wood gave a mixture of 2-hydroxy-1-(hydroxymethyl)ethyl hexadecanoate and 2,3-dihydroxypropyl octadecanoate. GC-MS of water soluble fraction showed the presence of some simple carbohydrates. The treatment of alder in the same conditions gave 3.5 % (37.6 % soluble in chloroform) extractives when silica supported MoO 3 was used and 15.5 % (6.1 % soluble in chloroform) extractives when H 3 PMo 12 O 40 was the catalyst. The soluble fraction is a source of fatty acid derivatives, while in the insoluble fraction ribose, glucose and myo-inositol were recovered.

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Singlet oxygen-mediated degradation of lignin

Cited by 10 publications

References 14 publications

Lignin depolymerization (LDP) in alcohol over nickel-based catalysts via a fragmentation–hydrogenolysis process

Lignin depolymerization (LDP) in alcohol over nickel-based catalysts via a fragmentation–hydrogenolysis process

Pulp Bleaching: Sections 7.5.5–7.10.5

Extractives fom Cedar Deodara and Alnus Cordata in the Presence of Molybdenum Catalysts

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