Homogeneous Tritylation of Cellulose in 1‐Butyl‐3‐methylimidazolium Chloride

Erdmenger, Tina; Haensch, Claudia; Hoogenboom, Richard; Schubert, Ulrich S.

doi:10.1002/mabi.200600253

Cited by 164 publications

(107 citation statements)

References 27 publications

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“…In one previous report it has been proposed that TBA + might act as a swelling agent by adsorbing to the cellulose 32 and another paper emphasizes the benefits of using a bulky cation (known to be beneficial for ionic liquids). 33 Whereas the first explanation is not supported by the present data, the latter is consistent with the findings; the use of a bulky counterion to F -allows for a better dissociation of the F -from the ion pair. 34 This is why sodium fluoride in DMSO at equivalent concentration does not dissolve cellulose.…”

Section: Discussionsupporting

confidence: 76%

Dissolution and Gelation of Cellulose in TBAF/DMSO Solutions: The Roles of Fluoride Ions and Water

et al. 2009

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Solutions of cellulose in a mixture of tetrabutylammonium fluoride and dimethyl sulfoxide (TBAF/DMSO) containing small and varying amounts of water were studied by nuclear magnetic resonance (NMR). By measuring the composition dependences of 19 F NMR and 1 H NMR chemical shifts and line widths, details on the dissolution and gelation mechanisms for cellulose in TBAF/DMSO were elucidated. Our results suggest that the strongly electronegative fluoride ions act as hydrogen bond acceptors to cellulose hydroxyl groups, thus dissolving the polymer by breaking the cellulose-cellulose hydrogen bonds and by rendering the chains an effective negative charge. It was found that the fluoride ions also interact strongly with water. Small amounts of water remove the fluoride ions from the cellulose chains and allow reformation of the cellulose-cellulose hydrogen bonds, which leads to formation of highly viscous solutions or gels even at low cellulose concentrations.

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Section: Discussionsupporting

confidence: 76%

Dissolution and Gelation of Cellulose in TBAF/DMSO Solutions: The Roles of Fluoride Ions and Water

et al. 2009

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“…Dissolution of cellulose (Erdmenger et al, 2007;Heinze et al, 2005;Kosan et al, 2008;Swatloski et al, 2002;Vitz et al, 2009;Zavrel et al, 2009 Dissolution of cellulose (Swatloski et al, 2002;Vitz et al, 2009;Zavrel et al, 2009) plants and representing the second most abundant renewable resource (Pu et al, 2007). A number of ionic liquids have been tested for dissolution of lignin (Pu et al, 2007) …”

Section: Rtils As Pretreatment Candidates For Lignocellulosic Biomassmentioning

confidence: 99%

Room temperature ionic liquids as emerging solvents for the pretreatment of lignocellulosic biomass

Mora-Pale

Meli

Doherty

et al. 2011

Biotech & Bioengineering

364

225

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Room temperature ionic liquids (RTILs) are emerging as attractive and green solvents for lignocellulosic biomass pretreatment. The unique solvating properties of RTILs foster the disruption of the 3D network structure of lignin, cellulose, and hemicellulose, which allows high yields of fermentable sugars to be produced in subsequent enzymatic hydrolysis. In the current review, we summarize the physicochemical properties of RTILs that make them effective solvents for lignocellulose pretreatment including mechanisms of interaction between lignocellulosic biomass subcomponents and RTILs. We also highlight several recent strategies that exploit RTILs and generate high yields of fermentable sugars suitable for downstream biofuel production, and address new opportunities for use of lignocellulosic components, including lignin. Finally, we address some of the challenges that remain before large-scale use of RTILs may be achieved.

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“…Even a chloride-containing ionic liquid such as [Prmim][Cl] was found to be a poor solvent for cellulose (Erdmenger et al 2007). This implies that not only anions but also the structure of cations affects the dissolution process significantly.…”

Section: Types Of Anionsmentioning

confidence: 99%

Catalytic Role of Ionic Liquids for Dissolution and Degradation of Biomacromolecules

Chowdhury¹,

Zain²,

Hamid³

et al. 2014

BioResources

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Natural biomacromolecules constitute a diverse feedstock, including carbohydrate-based polysaccharides (cellulose, hemicellulose, starch, agarose, and Konjac glucomannan) together with lignin -extracted mainly from biomass -and other protein based polymers, namely keratin, chitin, chitosan, and silk fibroin. The complex and heterogeneous chemical structure of biomacromolecules makes them difficult to dissolve and disintegrate into simpler molecules for further applications. In this regard, ionic liquids are potential solvents for the dissolution and modification of long chain biopolymers. This provides a promising pretreatment technology and is known to allow adequate extraction of biopolymers from natural sources. This paper highlights the properties of ionic liquids for their use as versatile solvents. This review provides a critical outlook regarding the influence of several process parameters that govern the fractionation of biomacromolecules into their constituent elements and further pretreatment processes. The performance of different types of ionic liquids for processing of biomacromolecules, focusing on their pertinent capability as catalysts to enhance the rate of hydrolysis, also is discussed in this article.

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Homogeneous Tritylation of Cellulose in 1‐Butyl‐3‐methylimidazolium Chloride

Cited by 164 publications

References 27 publications

Dissolution and Gelation of Cellulose in TBAF/DMSO Solutions: The Roles of Fluoride Ions and Water

Dissolution and Gelation of Cellulose in TBAF/DMSO Solutions: The Roles of Fluoride Ions and Water

Room temperature ionic liquids as emerging solvents for the pretreatment of lignocellulosic biomass

Catalytic Role of Ionic Liquids for Dissolution and Degradation of Biomacromolecules

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