Dissolution of cellulose in dimethyl phosphate ionic liquid solutions

Thomas, Marie F.; Chen, Anne; Yuan, Mike; Agababayev, Adam; Harris, Chaudhary

doi:10.1080/10426507.2018.1543299

Cited by 4 publications

(5 citation statements)

References 5 publications

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“…Importantly, lower surface tension and viscosity, as well as better wettability features than [C 2 C 1 im][C 2 SO 4 ] were recorded for the [C 2 C 2 im][C 2 SO 4 ] homologue. [C 2 C 1 im][DMP], [C 2 C 1 im][DEP], and [C 4 C 1 im][OAc] can be considered as efficient solvents for the utilization of lignocellulose-based biomass. − Additionally, Dubey et al derived an eco-friendly and cost-effective process for the extraction of a potentially biodegradable plastic material (polyhydroxybutyrate) from Halomonas hydrothermalis (marine bacteria) by employing [C 2 C 1 im][DEP] as an extractant.…”

Section: Resultsmentioning

confidence: 99%

Cytotoxicity of Ionic Liquids on Normal Human Dermal Fibroblasts in the Context of Their Present and Future Applications

Musiał

Zorębski

Malarz

et al. 2021

ACS Sustainable Chem. Eng.

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The skin is the part of the body that is the most exposed to toxic substances; therefore, the impact of chemicals on the skin should be thoroughly studied prior to their implementation in any industrial-scale application. Herein, we examined and analyzed the influence of the structure of both the cation and anion of 31 different ionic liquids (ILs) on their cytotoxicity against normal human dermal fibroblasts in the context of their present and future potential applications. We found that imidazolium-based ILs combined with dialkyl phosphate anions or with the ethyl sulfate anion are the least cytotoxic. Notably, 1,3-diethylimidazolium ethyl sulfate can be potentially used as a hydraulic fluid similar to the commercially available hydraulic medium based on 1-ethyl-3-methylimidazolium ethyl sulfate. Moreover, the dialkyl phosphate-based ILs are considered as an efficient solvent for the utilization of lignocellulose-based biomass and as an extractant in eco-friendly and cost-effective processes for the extraction of bioplastic. Pyrrolidinium-based and cyano-based ILs, often used as heat transfer media and base fluids for ionanofluids, were also identified herein as good candidates based on their relatively low toxicity compared to other ILs.

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Section: Resultsmentioning

confidence: 99%

Cytotoxicity of Ionic Liquids on Normal Human Dermal Fibroblasts in the Context of Their Present and Future Applications

Musiał

Zorębski

Malarz

et al. 2021

ACS Sustainable Chem. Eng.

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“…Chemical structure of A, 1,3‐dimethylimidazolium dimethylphosphate ([mmim]dmp), B, 1‐ethyl‐3‐mehtylimidazolium dimethylphosphate ([emim]dmp), C, 1‐butyl‐3‐methylimidazolium dimethylphosphate ([bmim]dmp), and D, 1‐hexyl‐3‐methylimidazolium dimethylphosphate ([hmim]dmp)…”

Section: Methodsmentioning

confidence: 99%

“…The compositions of ionic liquid solutions are listed in Table . We have previously published results on dissolved cellulose in dmp ionic liquids solutions …”

Section: Methodsmentioning

confidence: 99%

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Dissolution capacity and rheology of cellulose in ionic liquids composed of imidazolium cation and phosphate anions

Zheng

Harris

Bhatia

et al. 2019

Polymers for Advanced Techs

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Cellulose is one of the most abundant natural polymer sources, but the applications of cellulose are limited due to difficulty in dissolving cellulose in water and common chemical solvents. In the past decades, ionic liquids have been studied to dissolve cellulose efficiently, sustainably, and in an eco‐friendly manner. In this study, a series of imidazolium‐based ionic liquids were synthesized to explore as solvents for cellulose, including 1,3‐dimethylimidazolium dimethylphosphate ([mmim]dmp), 1‐ethyl‐3‐methylimidazolium dimethylphosphate ([emim]dmp), 1‐butyl‐3‐methylimidazolium dimethylphosphate ([bmim]dmp), 1‐hexyl‐3‐methylimidazolium dimethylphosphate ([hmim]dmp), 1‐ethyl‐3‐methylimidazolium diethylphosphate ([emim]dep), 1,3‐diethylimidazolium diethylphosphate ([eeim]dep), and 1‐butyl‐3‐ethylimidazolium diethylphosphate ([beim]dep). Rheology experiments were conducted to study the flow behavior of cellulose in these ionic liquids and cosolvents. We found that the dissolution capacity of cellulose increases with decreasing viscosity of the solvent and that the rheological properties depend most strongly on the concentration of cellulose dissolved. Systems composed of cellulose in [mmim]dmp, [emim]dmp, and [emim]dep behave as viscoelastic gels, while formulations of cellulose in [bmim]dmp, [hmim]dmp, [eeim]dep, and [beim]dep show viscoelastic liquid behavior. These results will impact development of new solvents for processing of cellulose‐based polymeric materials.

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“…Although ILs have demonstrated excellent capacity for cellulose dissolution, their use in the neat state often brings some drawbacks, mainly related to their high viscosity that hinders the mass transfer phenomena and requires the use of high temperatures [ 173 ]. Therefore, recent works in which ILs were used as co-solvents with dimethyl sulfoxide (DMSO), γ-valerolactone (GVL) or N,N -dimethylmethanamide (DMF) to dissolve cellulose have been reported [ 174 , 175 , 176 , 177 , 178 , 179 ]. The data compilation of the different works of cellulose dissolution with ILs and co-solvents is given in Table 5 .…”

Section: Cellulosementioning

confidence: 99%

Use of Ionic Liquids and Deep Eutectic Solvents in Polysaccharides Dissolution and Extraction Processes towards Sustainable Biomass Valorization

et al. 2020

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A shift to a bioeconomy development model has been evolving, conducting the scientific community to investigate new ways of producing chemicals, materials and fuels from renewable resources, i.e., biomass. Specifically, technologies that provide high performance and maximal use of biomass feedstocks into commodities with reduced environmental impact have been highly pursued. A key example comprises the extraction and/or dissolution of polysaccharides, one of the most abundant fractions of biomass, which still need to be improved regarding these processes’ efficiency and selectivity parameters. In this context, the use of alternative solvents and the application of less energy-intensive processes in the extraction of polysaccharides might play an important role to reach higher efficiency and sustainability in biomass valorization. This review debates the latest achievements in sustainable processes for the extraction of polysaccharides from a myriad of biomass resources, including lignocellulosic materials and food residues. Particularly, the ability of ionic liquids (ILs) and deep eutectic solvents (DESs) to dissolve and extract the most abundant polysaccharides from natural sources, namely cellulose, chitin, starch, hemicelluloses and pectins, is scrutinized and the efficiencies between solvents are compared. The interaction mechanisms between solvent and polysaccharide are described, paving the way for the design of selective extraction processes. A detailed discussion of the work developed for each polysaccharide as well as the innovation degree and the development stage of dissolution and extraction technologies is presented. Their advantages and disadvantages are also identified, and possible synergies by integrating microwave- and ultrasound-assisted extraction (MAE and UAE) or a combination of both (UMAE) are briefly described. Overall, this review provides key information towards the design of more efficient, selective and sustainable extraction and dissolution processes of polysaccharides from biomass.

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Dissolution of cellulose in dimethyl phosphate ionic liquid solutions

Cited by 4 publications

References 5 publications

Cytotoxicity of Ionic Liquids on Normal Human Dermal Fibroblasts in the Context of Their Present and Future Applications

Cytotoxicity of Ionic Liquids on Normal Human Dermal Fibroblasts in the Context of Their Present and Future Applications

Dissolution capacity and rheology of cellulose in ionic liquids composed of imidazolium cation and phosphate anions

Use of Ionic Liquids and Deep Eutectic Solvents in Polysaccharides Dissolution and Extraction Processes towards Sustainable Biomass Valorization

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