Beyond a solvent: the roles of 1-butyl-3-methylimidazolium chloride in the acid-catalysis for cellulose depolymerisation

Oliveira, Heitor Fernando Nunes de; Farès, Christophe; Rinaldi, Roberto

doi:10.1039/c5sc00393h

Cited by 27 publications

(19 citation statements)

References 68 publications

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“…A further possibility is to employ protic ionic liquids (ILs) as a (“catalytic”) solvent, affording another variant of the Organosolv process denoted the “Ionosolv” process . As cellulose is insoluble in the new protic ILs, the process contrasts starkly with earlier methods for acid‐catalysed depolymerisation of cellulose in dialkylimidazolium ILs . Accordingly, the acidic IL solvent acts specifically on lignin and hemicellulose.…”

Section: Upstream Processingmentioning

confidence: 99%

“…[255][256][257][258][259][260][261] As cellulose is insoluble in the new protic ILs,t he process contrasts starkly with earlier methods for acid-catalysed depolymerisation of cellulose in dialkylimidazolium ILs. [262][263][264][265][266][267] Accordingly,t he acidic IL solvent acts specifically on lignin and hemicellulose.Delignification of lignocellulosic biomass (Miscanthus giganteus)i sa chieved at 120 8 8Cb yt he cleavage of b-ether units [268] employing, e.g.,1 -butylimidazolium hydrogen sulfate or triethylammonium hydrogen sulfate, as as olvent. [255][256][257][258][259][260][261] Thel ignin fraction dissolves in these ILs, and can be precipitated by the addition of water.…”

Section: Other Fractionation Methods Based On Acid Catalysismentioning

confidence: 99%

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Paving the Way for Lignin Valorisation: Recent Advances in Bioengineering, Biorefining and Catalysis

et al. 2016

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Lignin is an abundant biopolymer with a high carbon content and high aromaticity. Despite its potential as a raw material for the fuel and chemical industries, lignin remains the most poorly utilised of the lignocellulosic biopolymers. Effective valorisation of lignin requires careful fine‐tuning of multiple “upstream” (i.e., lignin bioengineering, lignin isolation and “early‐stage catalytic conversion of lignin”) and “downstream” (i.e., lignin depolymerisation and upgrading) process stages, demanding input and understanding from a broad array of scientific disciplines. This review provides a “beginning‐to‐end” analysis of the recent advances reported in lignin valorisation. Particular emphasis is placed on the improved understanding of lignin's biosynthesis and structure, differences in structure and chemical bonding between native and technical lignins, emerging catalytic valorisation strategies, and the relationships between lignin structure and catalyst performance.

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Section: Upstream Processingmentioning

confidence: 99%

Section: Other Fractionation Methods Based On Acid Catalysismentioning

confidence: 99%

Paving the Way for Lignin Valorisation: Recent Advances in Bioengineering, Biorefining and Catalysis

et al. 2016

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“…1,2 Lactic acid (LA) is a prominent platform molecule, which is typically obtained by enzymatic conversion of sugars. 3,4 Scheme 1 depicts the large number of chemical products that can be obtained from LA. Catalytic dehydrogenation of LA to pyruvic acid (PyA) is of considerable importance for the production of L-amino acids, 5 cyanoacrylate adhesives, 6 perfumes, food additives, dietary and weightcontrol supplements, nutraceuticals, antioxidants 7 and photoresistant solvents for electronic processing.…”

Section: Introductionmentioning

confidence: 99%

MoO₃–TiO₂ synergy in oxidative dehydrogenation of lactic acid to pyruvic acid

et al. 2017

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An efficient catalytic process for the oxidative dehydrogenation of biomass-derived lactic acid by earthabundant MoO 3 /TiO 2 mixed oxide catalysts is presented. A series of MoO 3 /TiO 2 materials with varied MoO 3 loadings were prepared and their performance in the aerobic and anaerobic conversion of lactic acid was evaluated. A strong synergistic effect between MoO 3 and TiO 2 components of the mixed oxide catalyst was observed. Optimum catalysts in terms of activity and pyruvic acid selectivity can be obtained by ensuring a high dispersion of MoO x species on the titania surface. Mo-oxide aggregates catalyze undesired side-reactions. XPS measurements indicate that the redox processes involving supported Mo ions are crucial for the catalytic cycle. A mechanism is proposed, in which lactic acid adsorbs onto basic sites of the titania surface and is dehydrogenated over the MovO acid-base pair of a vicinal tetrahedral Mo site. The catalytic cycle closes by hydrolysis of surface pyruvate and water desorption accompanied by the reduction of the Mo center, which is finally oxidized by O 2 to regenerate the initial active site. Under anaerobic conditions, a less efficient catalytic cycle is established involving a bimolecular hydrogen transfer mechanism, selectively yielding propionic and pyruvic acids as the major products. The optimum catalyst is 2 wt% MoO 3 /TiO 2 predominantly containing tetrahedral Mo species. With this catalyst the oxidative conversion of lactic acid at 200°C proceeds with a selectivity of ca. 80% to pyruvic acid. The pyruvic acid productivity is 0.56 g g −1 h −1 .

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“…Eine weitere Möglichkeit ist die Verwendung protischer ionischer Flüssigkeiten (ILs, ionic liquids) als ein (“katalytisches”) Lösungsmittel, die zu einer weiteren Variante des Organosolv‐Verfahrens führt, die als Ionosolv‐Verfahren bezeichnet wird . Da Cellulose nicht löslich in den neuen protischen ILs ist, hebt sich dieses Verfahren deutlich von den bisherigen Verfahren zur säurekatalysierten Depolymerisation von Cellulose in Dialkylimidazolium‐ILs ab . Entsprechend wirkt das saure Lösungsmittel spezifisch an Lignin und Hemicellulose.…”

Section: Vorgeschaltete Behandlungunclassified

Wege zur Verwertung von Lignin: Fortschritte in der Biotechnik, der Bioraffination und der Katalyse

Rinaldi¹,

et al. 2016

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Lignin ist ein reichlich vorhandenes Biopolymer mit hohem Kohlenstoffgehalt und hoher Aromatizität. Trotz seines Potenzials als Rohstoff für die Kraftstoffherstellung und die chemische Industrie ist Lignin noch immer das am wenigsten genutzte Biopolymer der Lignocellulose. Zur effektiven Aufwertung von Lignin ist eine sorgfältige Feinabstimmung mehrerer vorgeschalteter Prozessstufen (d. h. Biotechnik von Lignin, Abtrennung von Lignin und katalytische Umwandlung von Lignin in der Anfangsphase) und mehrerer nachgeschalteter Prozessstufen (d. h. Depolymerisation und Verwertung von Lignin) erforderlich, die den Einsatz und das Zusammenwirken eines breiten Spektrums wissenschaftlicher Disziplinen erfordert. Dieser Aufsatz liefert eine Analyse der neuesten Fortschritte bei der Verwertung von Lignin “vom Anfang bis zum Ende”. Besonderes Augenmerk liegt auf dem verbesserten Verständnis der Biosynthese und Struktur von Lignin, den Unterschieden in Struktur und chemischer Bindung zwischen nativen und technischen Ligninen, den neu aufkommenden Verfahren der katalytischen Verwertung und den Zusammenhängen zwischen Ligninstruktur und Katalysatorleistung.

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Beyond a solvent: the roles of 1-butyl-3-methylimidazolium chloride in the acid-catalysis for cellulose depolymerisation

Cited by 27 publications

References 68 publications

Paving the Way for Lignin Valorisation: Recent Advances in Bioengineering, Biorefining and Catalysis

Paving the Way for Lignin Valorisation: Recent Advances in Bioengineering, Biorefining and Catalysis

MoO₃–TiO₂ synergy in oxidative dehydrogenation of lactic acid to pyruvic acid

Wege zur Verwertung von Lignin: Fortschritte in der Biotechnik, der Bioraffination und der Katalyse

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Beyond a solvent: the roles of 1-butyl-3-methylimidazolium chloride in the acid-catalysis for cellulose depolymerisation

Cited by 27 publications

References 68 publications

Paving the Way for Lignin Valorisation: Recent Advances in Bioengineering, Biorefining and Catalysis

Paving the Way for Lignin Valorisation: Recent Advances in Bioengineering, Biorefining and Catalysis

MoO3–TiO2 synergy in oxidative dehydrogenation of lactic acid to pyruvic acid

Wege zur Verwertung von Lignin: Fortschritte in der Biotechnik, der Bioraffination und der Katalyse

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MoO₃–TiO₂ synergy in oxidative dehydrogenation of lactic acid to pyruvic acid