Interactions of ionic liquids with polysaccharides 9. Hydroxyalkylation of cellulose without additional inorganic bases

Köhler, Sarah; Liebert, Tim; Heinze, Thomas; Vollmer, Antje; Mischnick, Petra; Möllmann, Eugen; Becker, W.

doi:10.1007/s10570-009-9379-9

Cited by 26 publications

(14 citation statements)

References 36 publications

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“…Köhler [200] reported the homogeneous hydroxyalkylation of cellulose without additional inorganic bases under completely homogeneous reaction conditions in [Emim]OAc at 80 • C for 19 h. The reagents propylene oxide and ethylene oxide produced derivatives with a DS from 0.09 to 1.34. Addition of co-solvent (DMSO) to a higher concentrated solution of cellulose/IL changed the DS to higher value.…”

Section: Etherificationmentioning

confidence: 99%

Ionic Liquid as Reaction Media for the Production of Cellulose-Derived Polymers from Cellulosic Biomass

et al. 2017

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Abstract:The most frequent polymer on nature is cellulose that is present together with lignin and hemicellulose in vegetal biomass. Cellulose can be, in the future, sustainable raw matter for chemicals, fuels, and materials. Nevertheless, only 0.3% of cellulose is processed nowadays due to the difficulty in dissolving it, and only a small proportion is used for the production of synthetic cellulosic fibers especially esters and other cellulose derivatives, normally in extremely polluting processes. The efficient and clean dissolution of cellulose is a major objective in cellulose research and development. Ionic liquids (ILs) are considered "green" solvents due to their low vapor pressure, that prevents them evaporating into the atmosphere. In addition, these molten salts present advantages in process intensification, leading to more than 70 patents in lignocellulosic biomass in ILs being published since 2005, most of them related to the production of cellulose derived polymers, e.g., acetates, benzoylates, sulfates, fuorates, phthalates, succinates, tritylates, or silylates. In this work, the use of ILs for production of cellulose derived polymers is thoroughly studied. To do so, in the first place, a brief summary of the state of the art in cellulose derivatives production is presented, as well as the main features of ILs in cellulose processing applications. Later, the main results in the production of cellulose derivatives using ILs are presented, followed by an analysis of the industrial viability of the process, considering aspects such as environmental concerns and ILs' recyclability.

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Section: Etherificationmentioning

confidence: 99%

Ionic Liquid as Reaction Media for the Production of Cellulose-Derived Polymers from Cellulosic Biomass

et al. 2017

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“…In additional, efficient catalytic conversion of cellulose into biodegradable surfactants, synthesis of cellulose furoates, and hydroxyalkylation of cellulose facilitated by IL were also reported, and excellent results were achieved [75][76][77].…”

Section: Transformation For Platform Chemicals In Ilsmentioning

confidence: 98%

Ionic liquids: Efficient solvent and medium for the transformation of renewable lignocellulose

Long

Wang

et al. 2012

Sci. China Chem.

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“…Carboxymethyl cellulose (CMC) with a DS value of 1.55 and a block like distribution of substituents along the polymer backbone was isolated. Hydroxypropylation of MCC, cotton, and spruce sulfite pulp in N 1222 Fo yielded products with a rather low DS (0.22–1.27) in spite of the large excess of molar ratio propylene oxide/cellulose employed (40/1) [ 169 ].…”

Section: Applications Of Qaes For Cellulose Dissolution Shaping Amentioning

confidence: 99%

Recent Advances in Solvents for the Dissolution, Shaping and Derivatization of Cellulose: Quaternary Ammonium Electrolytes and their Solutions in Water and Molecular Solvents

et al. 2018

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There is a sustained interest in developing solvents for physically dissolving cellulose, i.e., without covalent bond formation. The use of ionic liquids, ILs, has generated much interest because of their structural versatility that results in efficiency as cellulose solvents. Despite some limitations, imidazole-based ILs have received most of the scientific community’s attention. The objective of the present review is to show the advantages of using quaternary ammonium electrolytes, QAEs, including salts of super bases, as solvents for cellulose dissolution, shaping, and derivatization, and as a result, increase the interest in further investigation of these important solvents. QAEs share with ILs structural versatility; many are liquids at room temperature or are soluble in water and molecular solvents (MSs), in particular dimethyl sulfoxide. In this review we first give a historical background on the use of QAEs in cellulose chemistry, and then discuss the common, relatively simple strategies for their synthesis. We discuss the mechanism of cellulose dissolution by QAEs, neat or as solutions in MSs and water, with emphasis on the relevance to cellulose dissolution efficiency of the charge and structure of the cation and. We then discuss the use of cellulose solutions in these solvents for its derivatization under homogeneous and heterogeneous conditions. The products of interest are cellulose esters and ethers; our emphasis is on the role of solvent and possible side reactions. The final part is concerned with the use of cellulose dopes in these solvents for its shaping as fibers, a field with potential commercial application.

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Interactions of ionic liquids with polysaccharides 9. Hydroxyalkylation of cellulose without additional inorganic bases

Cited by 26 publications

References 36 publications

Ionic Liquid as Reaction Media for the Production of Cellulose-Derived Polymers from Cellulosic Biomass

Ionic Liquid as Reaction Media for the Production of Cellulose-Derived Polymers from Cellulosic Biomass

Ionic liquids: Efficient solvent and medium for the transformation of renewable lignocellulose

Recent Advances in Solvents for the Dissolution, Shaping and Derivatization of Cellulose: Quaternary Ammonium Electrolytes and their Solutions in Water and Molecular Solvents

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