Catalytic conversion of cellulose to 5-hydroxymethyl furfural using acidic ionic liquids and co-catalyst

Ding, Zhendong; Shi, Jincai; Xiao, Jingjing; Gu, Wenxing; Zheng, Changge; Wang, Haijun

doi:10.1016/j.carbpol.2012.05.083

Cited by 74 publications

(36 citation statements)

References 25 publications

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“…One molecule of water is consumed for every broken glycosidic bond of starch; therefore water is required for the hydrolysis. The results confirm that water can improve the hydrolysis reaction of starch into sugars in a Brønsted-acidic ionic liquid, which corroborates with previous reports [53]. The authors suggested that aqueous Brønsted-acidic ionic liquids promoted the attack of the glycosidic bonds of cellulose for its conversion into α-glucose.…”

Section: Effect Of Temperature On the Depolymerisation Of Potato Starchsupporting

confidence: 92%

Task-specific ionic liquid for the depolymerisation of starch-based industrial waste into high reducing sugars

et al. 2014

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Development of a simple route for the catalytic conversion of starch-based industrial waste (potato peels) and potato starch into reducing sugars was investigated in two ionic liquids for comparison -1-allyl-3-methylimidazolium chloride [AMIM]Cl and 1-(4-sulfobutyl)-3-methylimidazolium chloride [SBMIM]Cl. Over a two hour period, a 20 wt % solution containing up to 43% and 98% of reducing sugars at low temperature in aqueous [SBMIM]Cl were achieved for the starch-based waste and the potato starch, respectively. In addition, the use of microwave and low frequency ultrasound to perform the depolymerisation of the raw starch-based material was explored and compared with conventional heating processes.

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Section: Effect Of Temperature On the Depolymerisation Of Potato Starchsupporting

confidence: 92%

Task-specific ionic liquid for the depolymerisation of starch-based industrial waste into high reducing sugars

et al. 2014

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“…Acidic ionic liquids have large potentials in replacing conventional acidic catalysts for they are flexible, recyclable, and could be used as dual solvents and catalysts (Cole et al, 2002). Applications of acidic ionic liquids as catalysts for cellulose conversion have been reported with 62% (Amarasekara & Owereh, 2009) and 99% (Liu, Xiao, Xia, & Ma, 2013) yields towards total reducing sugar (TRS) product; 37% (Tao, Song, Yang, & Chou, 2011), 53% (Zhou, Liang, Ma, Wu, & Wu, 2013), 66.5% (Shi et al, 2013), and 69.7% (Ding et al, 2012) yields towards HMF product, in the presence of metal chloride as co-catalyst or IL as solvent. Recently, we employed SO 3 H-functionalized acidic ionic liquids in the direct conversion of cellulose to LA under microwave irradiation, whereas 55% of LA has been obtained (Ren, Zhou, & Liu, 2013).…”

Section: Introductionmentioning

confidence: 99%

Selective and recyclable depolymerization of cellulose to levulinic acid catalyzed by acidic ionic liquid

Ren

Girisuta

Zhou

et al. 2015

Carbohydrate Polymers

100

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“…3,5 Scheme 1 illustrates a few of the processes in which ionic liquids play a key role as solvents and reaction media, and aid in the conversion of biomass to various value added products. [6][7][8][9][10][11][12][13][14][15][16][17] The significance of understanding how ILs solvate cellulose and its components is important considering the widespread involvement of ILs in various processes converting biomass to value added products.…”

Section: Introductionmentioning

confidence: 99%

Elucidating the conformational energetics of glucose and cellobiose in ionic liquids

Bharadwaj

Schutt

Ashurst

et al. 2015

Phys. Chem. Chem. Phys.

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A major challenge for the utilization of lignocellulosic feedstocks for liquid fuels and other value added chemicals has been the recalcitrant nature of crystalline cellulose to various hydrolysis techniques. Ionic liquids (ILs) are considered to be a promising solvent for the dissolution and conversion of cellulose to simple sugars, which has the potential to facilitate the unlocking of biomass as a supplement and/or replacement for petroleum as a feedstock. Recent studies have revealed that the orientation of the hydroxymethyl group, described via the ω dihedral, and the glycosidic bond, described via the φ-ψ dihedrals, are significantly modified in the presence of ILs. In this study, we explore the energetics driving the orientational preference of the ω dihedral and the φ-ψ dihedrals for glucose and cellobiose in water and three imidazolium based ILs. It is found that interactions between the cation and the ring oxygen in glucose directly impact the conformational preference of the ω dihedral shifting the distribution towards the gauche-trans (GT) conformation and creating an increasingly unfavorable gauche-gauche (GG) conformation with increasing tail length. This discovery modifies the current hypothesis that intramolecular hydrogen bonding is responsible for the shift in the ω dihedral distribution and illuminates the importance of the cation's character. In addition, it is found that the IL's interaction with the glycosidic bond results in the modification of the observed φ-ψ dihedrals, which may have implications for hydrolysis in the presence of ILs. The molecular level information gained from this study identifies the favorable IL-sugar interactions that need to be exploited in order to enhance the utilization of lignocellulosic biomass as a ubiquitous feedstock.

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Catalytic conversion of cellulose to 5-hydroxymethyl furfural using acidic ionic liquids and co-catalyst

Cited by 74 publications

References 25 publications

Task-specific ionic liquid for the depolymerisation of starch-based industrial waste into high reducing sugars

Task-specific ionic liquid for the depolymerisation of starch-based industrial waste into high reducing sugars

Selective and recyclable depolymerization of cellulose to levulinic acid catalyzed by acidic ionic liquid

Elucidating the conformational energetics of glucose and cellobiose in ionic liquids

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