Room temperature dissolution of cellulose in tetra-butylammonium hydroxide aqueous solvent through adjustment of solvent amphiphilicity

Wei, Wei; Meng, Fanbin; Cui, Yuhu; Jiang, Man; Zhou, Zuowan

doi:10.1007/s10570-016-1113-9

Cited by 42 publications

(26 citation statements)

References 51 publications

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“…Schematic illustration for the mechanism of TBAH/urea aqueous solution dissolving cellulose. These two diagrams display various interfacial resistances between the crystal surface of natural cellulose and the solvent [49].…”

Section: High-value Applications Of Cellulose Isolated From Strawmentioning

confidence: 99%

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Environmentally Friendly Method for the Separation of Cellulose from Steam-Exploded Rice Straw and Its High-Value Applications

Gou¹,

Wei²,

Jiang³

et al. 2018

Pulp and Paper Processing

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Separation of cellulose from agricultural straw is one of the key bottlenecks hindering the application of such kind of biomass resources. In this chapter, we provide three environmental-friendly ways for separation of cellulose from agricultural straw pretreated with steam explosion, which include delignification with recyclable water-polar aprotic organic solvent, selective bio-degradation of the lignin component, and extraction of cellulose with imidazolium-based ionic liquids from the steam-exploded rice straw. The isolated rice straw celluloses have been adopted as an enhancement for all-cellulose composites (ACCs) and cellulose/cement composites. Ultra-high tensile strength (650.2 MPa) can be achieved for the ACCs containing the activated straw cellulose fiber (A-SCF). The cellulose/cement composites show a significant promotion in the flexural strength and fracture toughness. The new nonderivative solvent for cellulose, tetrabutylammonium hydroxide (TBAH) aqueous solution with urea as additives has been proved to be manipulable for dissolving cellulose.

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Section: High-value Applications Of Cellulose Isolated From Strawmentioning

confidence: 99%

“…The mechanism for the dissolution is believed to be the match of amphiphilicity between the solvent and cellulose crystal. Then, Zhou et al [49] studied the effects of urea to the dissolution of cellulose in TBAH. It was found that a hybrid hydrate of TBAH and urea formed.…”

Section: Pulp and Paper Processing 148mentioning

confidence: 99%

Environmentally Friendly Method for the Separation of Cellulose from Steam-Exploded Rice Straw and Its High-Value Applications

Gou¹,

Wei²,

Jiang³

et al. 2018

Pulp and Paper Processing

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“…The larger cations can physically separate the cellulose strand and prevent strand reformation, which small cations such as sodium are less capable of doing [1,4]. The cellulose dissolution also depends on how the polar and non-polar parts of the cellulose strand interact with the solvent, in many cases occurring between the cation and the peeling strand [1,4,10]. Higher temperatures can be required to dissolve cellulose, as the ILs typically have high viscosities in their pure form, and the hydrogen bonds and conformations of the hydroxymethyl groups of the cellulose bundle can change at elevated temperatures [1,10,11].…”

Section: Introductionmentioning

confidence: 99%

“…The cellulose dissolution also depends on how the polar and non-polar parts of the cellulose strand interact with the solvent, in many cases occurring between the cation and the peeling strand [1,4,10]. Higher temperatures can be required to dissolve cellulose, as the ILs typically have high viscosities in their pure form, and the hydrogen bonds and conformations of the hydroxymethyl groups of the cellulose bundle can change at elevated temperatures [1,10,11]. Water inhibits the cellulose dissolution in ILs by solvating the anion with increasing water concentration, leading to less sustained interaction with the cellulose bundle [1][2][3][4][5][6][7][8]12].…”

Section: Introductionmentioning

confidence: 99%

Insight into Cellulose Dissolution with the Tetrabutylphosphonium Chloride–Water Mixture using Molecular Dynamics Simulations

Crawford¹,

Ismail²

2020

Polymers

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All-atom molecular dynamics simulations are utilized to determine the properties and mechanisms of cellulose dissolution using the ionic liquid tetrabutylphosphonium chloride (TBPCl)–water mixture, from 63.1 to 100 mol % water. The hydrogen bonding between small and large cellulose bundles with 18 and 88 strands, respectively, is compared for all concentrations. The Cl, TBP, and water enable cellulose dissolution by working together to form a cooperative mechanism capable of separating the cellulose strands from the bundle. The chloride anions initiate the cellulose breakup, and water assists in delaying the cellulose strand reformation; the TBP cation then more permanently separates the cellulose strands from the bundle. The chloride anion provides a net negative pairwise energy, offsetting the net positive pairwise energy of the peeling cellulose strand. The TBP–peeling cellulose strand has a uniquely favorable and potentially net negative pairwise energy contribution in the TBPCl–water solution, which may partially explain why it is capable of dissolving cellulose at moderate temperatures and high water concentrations. The cellulose dissolution declines rapidly with increasing water concentration as hydrogen bond lifetimes of the chloride–cellulose hydroxyl hydrogens fall below the cellulose’s largest intra-strand hydrogen bonding lifetime.

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“…As shown in part (c), the solvated polymer chains are further separated, i.e., the biopolymer-QAE complex dissolves in the MS because of "condensation" of the (voluminous) cation around the biopolymer-anion complex (Östlund, Lundberg, Nordstierna, Holmberg, & Nydén, 2009;Papanyan, Roth, Wittler, Reimann, & Ludwig, 2013;Wei, Meng, Cui, Jiang, & Zhou, 2017). Figure 1.…”

Section: Introductionmentioning

confidence: 99%

Binary mixtures of ionic liquids-DMSO as solvents for the dissolution and derivatization of cellulose: Effects of alkyl and alkoxy side chains

Ferreira

Oliveira

Bioni

et al. 2019

Carbohydrate Polymers

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The efficiency of mixtures of ionic liquids (ILs) and molecular solvents in cellulose dissolution and derivatization depends on the structures of both components. We investigated the ILs 1-(1butyl)-3-methylimidazolium acetate (C4MeImAc) and 1-(2-methoxyethyl)-3-methylimidazolium acetate (C3OMeImAc) and their solutions in dimethyl sulfoxide, DMSO, to assess the effect of presence of an ether linkage in the IL side-chain. Surprisingly, C4MeImAc-DMSO was more efficient than C3OMeImAc-DMSO for the dissolution and acylation of cellulose. We investigated both solvents using rheology, NMR spectroscopy, and solvatochromism. Mixtures of C3OMeImAc-DMSO are more viscous, less basic, and form weaker hydrogen bonds with cellobiose than C4MeImAc-DMSO. We attribute the lower efficiency of C3OMeImAc to "deactivation" of the ether oxygen and C2-H of the imidazolium ring due to intramolecular hydrogen bonding. Using the corresponding ILs with C2-CH3 instead of C2-H, namely, 1-butyl-2,3dimethylimidazolium acetate (C4Me2ImAc) and 1-(2-methoxyethyl)-2,3-dimethylimidazolium acetate (C3OMe2ImAc) increased the concentration of dissolved cellulose; without noticeable effect on biopolymer reactivity.

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Room temperature dissolution of cellulose in tetra-butylammonium hydroxide aqueous solvent through adjustment of solvent amphiphilicity

Cited by 42 publications

References 51 publications

Environmentally Friendly Method for the Separation of Cellulose from Steam-Exploded Rice Straw and Its High-Value Applications

Environmentally Friendly Method for the Separation of Cellulose from Steam-Exploded Rice Straw and Its High-Value Applications

Insight into Cellulose Dissolution with the Tetrabutylphosphonium Chloride–Water Mixture using Molecular Dynamics Simulations

Binary mixtures of ionic liquids-DMSO as solvents for the dissolution and derivatization of cellulose: Effects of alkyl and alkoxy side chains

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