Lignin depolymerisation by nickel supported layered-double hydroxide catalysts

Sturgeon, Matthew R.; O’Brien, Marykate H.; Ciesielski, Peter N.; Katahira, Rui; Kruger, Jacob S.; Chmely, Stephen C.; Hamlin, Jessica; Lawrence, Kelsey; Hunsinger, Glendon B.; Foust, Thomas D.; Baldwin, R.M.; Biddy, Mary J.; Beckham, Gregg T.

doi:10.1039/c3gc42138d

Cited by 168 publications

(113 citation statements)

References 73 publications

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“…The decomposition of lignin into its constituent phenolic components is a hindered by the complex interconnectivity within the polymeric structure [19]. Diverse methods have been employed to produce phenolic compounds from lignin, including hydrolysis, hydrocracking (hydrogenolysis), and oxidation [11,20].…”

Section: Catalytic Lignin Depolymerizationmentioning

confidence: 99%

“…Considering that lignin depolymerization can be performed successfully with homogeneous base catalysts, such as KOH and NaOH, with conversions reaching 95 % [55], [60], and that heterogeneous Ni catalysts are able to cleave C-O bonds [67], Sturgeon et al proposed a combination of these active components [19]. A 5 wt% Ni supported on a MgAl hydrotalcite (a solid base catalyst employed widely for lipid transesterification to biodiesel [68][69][70]) was shown to depolymerise a lignin model compound, 2-phenoxy-1-phenethanol, and ball-milled lignin extracted from corn stover, into low molecular weight alkyl aromatics; interestingly, nickel nanoparticles present on the (likely external) hydrotalcite surface required no activation with H 2 prior to their catalytic application, suggesting that the active species was a mixed valence nickel oxide.…”

Section: Base-catalyzed Depolymerizationmentioning

confidence: 99%

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Heterogeneously catalyzed lignin depolymerization

Pineda

Lee

2016

Appl Petrochem Res

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Biomass offers a unique resource for the sustainable production of bio-derived chemical and fuels as drop-in replacements for the current fossil fuel products. Lignin represents a major component of lignocellulosic biomass, but is particularly recalcitrant for valorization by existing chemical technologies due to its complex crosslinking polymeric network. Here, we highlight a range of catalytic approaches to lignin depolymerisation for the production of aromatic bio-oil and monomeric oxygenates.

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Section: Catalytic Lignin Depolymerizationmentioning

confidence: 99%

Section: Base-catalyzed Depolymerizationmentioning

confidence: 99%

Heterogeneously catalyzed lignin depolymerization

Pineda

Lee

2016

Appl Petrochem Res

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“…12 Effective utilization of lignin remains a major intellectual challenge [1][2][3] that is drawing increasing interest from the chemical community. [13][14][15][16][17][18][19][20] Our laboratories previously demonstrated the clean reductive disassembly of organosolv lignin to organic liquids without formation of intractable chars or tars. 21 This process is heterogeneously catalysed by a copper-doped porous metal oxide (Cu20PMO) that is prepared by calcining a 3 : 1 Mg 2+ : Al 3+ hydrotalcite in which 20% of the Mg 2+ had been replaced by Cu 2+ .…”

Section: Introductionmentioning

confidence: 99%

Mapping reactivities of aromatic models with a lignin disassembly catalyst. Steps toward controlling product selectivity

Bernt

Bottari

Barrett

et al. 2016

Catal. Sci. Technol.

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a Copper-doped porous metal oxides catalyze the one-pot disassembly of biomass-derived lignin via C-O bond hydrogenolysis and hydrodeoxygenation in supercritical methanol. This catalytic system cleanly converts lignin as well as lignocellulose composites, such as sawdust, to organic liquids with little or no formation of intractable tars or chars. However, this catalyst based on Earth-abundant components also catalyzes less desirable aromatic ring hydrogenations and various methylations that contribute to the diversity of products. In this context, we undertook a quantitative experimental and computational evaluation of model reactions relevant to the reductive disassembly of lignin by this catalyst system in order to determine quantitatively the rates of desirable and less desirable chemical steps that define the overall product selectivities.Global fitting analysis methods were used to map the temporal evolution of key intermediates and products and to elucidate networks that provide guidelines regarding the eventual fates of reactive intermediates in this catalysis system. Phenolic compounds display multiple reaction pathways, but substrates such as benzene, toluene, and alkyl-and alkoxy-substituted aromatics are considerably more stable under these conditions. These results indicate that modifying this catalytic system in a way that controls and channels the reactivity of phenolic intermediates should improve selectivity toward producing valuable aromatic chemicals from biomass-derived lignin. To this end we demonstrate that the O-methylating agent dimethyl carbonate can intercept the phenol intermediate formed from hydrogenolysis of the model compound benzyl phenyl ether. Trapping the phenol as anisole thus gave much higher selectivity towards aromatic products.

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“…The valorisation of lignin to produce aromatic chemicals is an important problem in the design of a future biorefinery for production of fuels and chemicals from renewable sources [1], and several new approaches involving either chemocatalysis [2][3][4][5][6] or biocatalysis [7][8][9][10] have been published in recent years.…”

Section: Introductionmentioning

confidence: 99%

Identification of an extracellular bacterial flavoenzyme that can prevent re-polymerisation of lignin fragments

Rahmanpour

King

Bugg

2017

Biochemical and Biophysical Research Communications

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Abstract. A significant problem in the oxidative breakdown of lignin is the tendency of phenolic radical fragments to re-polymerise to form higher molecular weight species. In this paper we identify an extracellular flavin-dependent dehydrolipoamide dehydrogenase from Thermobifida fusca that prevents oxidative dimerization of a dimeric lignin model compound, which could be used as an accessory enzyme for lignin depolymerisation.

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Lignin depolymerisation by nickel supported layered-double hydroxide catalysts

Cited by 168 publications

References 73 publications

Heterogeneously catalyzed lignin depolymerization

Heterogeneously catalyzed lignin depolymerization

Mapping reactivities of aromatic models with a lignin disassembly catalyst. Steps toward controlling product selectivity

Identification of an extracellular bacterial flavoenzyme that can prevent re-polymerisation of lignin fragments

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