Dissolution and functionalization of celluloses using 1,2,3-triazolium ionic liquid

Ma, Kangling; Jin, Xiuyu; Zheng, Mingxin; Gao, Haifeng

doi:10.1016/j.carpta.2021.100109

Cited by 6 publications

(3 citation statements)

References 49 publications

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“…The ionic liquids of the first generation were imidazolium-based, showed excellent cellulose dissolution (Xu and Wang 2020;Xu et al 2018) and acceptable spinning properties, but, depending on the chemical composition of the anion, caused a strong degradation of the solute, especially at higher temperatures (Laus et al 2005;Bentivoglio et al 2006). In addition, imidazolium ILs were found to react at the C-2 position with the reducing ends of polysaccharides (Ma et al 2021), thus leading to side reactions (Ebner et al 2008) such as depolymerization (Dorn et al 2008;Wendler et al 2012) or acetylation via transacylation (Abushammala et al 2017).…”

Section: Introductionmentioning

confidence: 99%

Towards regenerated cellulose fibers with high toughness

et al. 2021

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The production of sustainable and high-performance fabrics requires high mechanical strength of the individual (staple) fibers. Although Ioncell fibers already exhibit higher fiber strength than commercial man-made cellulose fibers or cotton fibers, we further aimed to increase both strength and toughness to gradually approach synthetic fibers in these properties. Decisive factors for the achievable mechanical properties of the fibers were the pulp purity, the cellulose concentration in the spinning solution and length-to-diameter (L/D) ratio of the cylindrical part of the spinneret. The absence of low molecular weight fractions in combination with an increased average molecular weight had the highest impact on the achievement of both high strength and toughness. Using a spinneret with a high L/D ratio, it was possible to spin Ioncell fibers with a tensile strength of 925 MPa (61.5 cN/tex) and a modulus of toughness of 83.3 MPa (55.5 J/g). According to a fluid dynamic simulation, uniformly longer molecular cellulose chains in combination with a longer cylindrical capillary promoted an effective alignment of the cellulose molecules inside the spinneret capillary before entering the airgap, thus creating the conditions for a simultaneous increase in tensile strength and elongation i.e. toughness of the fiber. Mechanistically, high fiber toughness is caused by the structural parameters in longitudinal direction, in particular by a higher tilt angle, a longer periodicity of the lamellar plane and lower micro void orientation. In summary, we have developed lyocell-type fibers with high strength and toughness, which can potentially be used as a surrogate for synthetic fibers. Graphic abstract

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Section: Introductionmentioning

confidence: 99%

Towards regenerated cellulose fibers with high toughness

et al. 2021

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“…Fortunately, this unwanted formation of N-heterocyclic carbene can be mitigated without compromising cellulose solubility by replacing the imidazolium cation with 1,2,3-triazolium cation. [153][154][155] In some cases, the imidazolium-dissolved cellulose yields fibers with tensile strengths inferior to those obtained from the Lyocell process. [156] Achieving complete cellulose dissolution in imidazolium ILs requires unsustainable conditions-high temperatures and long reaction times.…”

Section: Cellulose Dissolutionmentioning

confidence: 99%

Enabling Sustainable Chemistry with Ionic Liquids and Deep Eutectic Solvents: A Fad or the Future?

et al. 2022

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Ionic liquids (ILs) and deep eutectic solvents (DESs) debuted with a promise of a superior sustainability footprint due to their low vapor pressure. However, their toxicity and high cost compromise this footprint, impeding their real‐world applications. Fortunately, their property tunability through a rational selection of precursors, including bioderived ones, provides a strategy to ameliorate toxicity, lower cost, and endow new functions. This Review discusses whether ILs and DESs are sustainable solvents and how they contribute to sustainable chemical processes.

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“…In addition, the researchers state that the reactants used in the functionalization of the polysaccharides with full efficiency can be reused by recycling [51]. Ma et al [52] used 1,4-dibutyl-3-methyl-1,2,3-triazolium acetate to carry out chemical modifications of cellulose. Heinze et al [53] also successfully used 1-N-butyl-3-methylimidazolium chloride in the synthesis of cellulose acetate with a high degree of polymerization.…”

Section: Of 21mentioning

confidence: 99%

Nanocellulose-Based Polymer Composites Functionalized with New Gemini Ionic Liquids

Zielińska

Skrzypczak

Peplińska

et al. 2022

IJMS

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The manuscript discusses the application of dimeric imidazolium ionic liquids with an aliphatic linker of different lengths, constituting a new class of compounds called gemini, for the modification of renewable materials. This innovative functionalization with the use of ionic liquids made it possible to obtain polymer composite nanomaterials with renewable fillers, which will reduce the consumption of petroleum-based raw materials and also be directly related to the reduction of energy intensity. Renewable filler in the form of nanocellulose modified with ionic liquids, as well as polymer composites with such filler obtained by extrusion and injection molding techniques, were subjected to detailed characterization using techniques like: X-ray diffraction (XRD), Fourier transform spectroscopy (FTIR), dispersion studies (DLS), morphological analysis (SEM), differential scanning calorimetry (DSC), hot-stage polarized light microscopy and characterization of mechanical properties. The use of innovative dimeric ionic liquids proved to be an effective method to carry out efficient functionalization of cellulose. This provided a stable space structure between polysaccharide particles, limiting aggregate formation. It was shown that chemical modification with ionic liquids has a significant effect on the nucleation activity of cellulose fillers and the formation of the supermolecular structure of the polymer matrix, which consequently allowed to obtain polymer composites with excellent strength characteristics and increased flexibility, which will allow to increase their application potential. Innovative ionic liquids have contributed to obtaining green nanomaterials with excellent functional properties, which have not been described in the literature so far.

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Dissolution and functionalization of celluloses using 1,2,3-triazolium ionic liquid

Cited by 6 publications

References 49 publications

Towards regenerated cellulose fibers with high toughness

Towards regenerated cellulose fibers with high toughness

Enabling Sustainable Chemistry with Ionic Liquids and Deep Eutectic Solvents: A Fad or the Future?

Nanocellulose-Based Polymer Composites Functionalized with New Gemini Ionic Liquids

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