Synthesis of a Novel Allyl-Functionalized Deep Eutectic Solvent to Promote Dissolution of Cellulose

Ren, Hongwei; Chen, Chunmao; Zhao, Dan; Wang, Qinghong

doi:10.15376/biores.11.4.8457-8469

Cited by 39 publications

(28 citation statements)

References 44 publications

(55 reference statements)

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“…DESs composed of [Ch]Cl:im (3:7), [Ch]Cl:U (1:2) and [Na111]Cl:oxalic acid (1:1) are able to dissolve cotton linter pulp [ 189 ]. The imidazole-based DESs presented the highest cellulose solubility, which can be attributed to their strong hydrogen bond acceptor character.…”

Section: Cellulosementioning

confidence: 99%

“…This in turn allows a more effective interaction with DESs components through hydrogen bonding with the PEG hydrophilic part (hydroxyl groups). Therefore, the addition of PEG made cellulose more hydrophilic [ 189 ]. As a complementary study, allyl-functionalized DESs also demonstrated the ability to dissolve cellulose, leading to a maximum solubility of 6.48 wt% at 110 °C [ 190 ].…”

Section: Cellulosementioning

confidence: 99%

“…As a complementary study, allyl-functionalized DESs also demonstrated the ability to dissolve cellulose, leading to a maximum solubility of 6.48 wt% at 110 °C [ 190 ]. In both studies [ 189 , 190 ], the dissolution of cellulose was evidenced, since a conformation change from cellulose I to cellulose II was observed for the regenerated sample [ 189 , 190 ].…”

Section: Cellulosementioning

confidence: 99%

See 2 more Smart Citations

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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Section: Cellulosementioning

confidence: 99%

Section: Cellulosementioning

confidence: 99%

Section: Cellulosementioning

confidence: 99%

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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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“…As deep eutectic solvents (DES) and ILs have been reported to be good solvents for cellulose, they have also been tested for their plasticizing efficiency in cellulose films. A typical DES, choline chloride and urea, has been suggested to function as an effective plasticizer, showing no phase separation and leading to transparent, soft materials having enhanced elongation.…”

Section: Lignocellulosic Biomassmentioning

confidence: 99%

Natural Polymers from Biomass Resources as Feedstocks for Thermoplastic Materials

Müller

Zollfrank

Schmid

2019

Macro Materials & Eng

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With the objective of a more sustainable circular economy, one long‐term goal is the utilization of renewable resources as feedstock for the production of polymer‐based materials. In order to successfully process such materials using existing industrial‐scale technologies or even recycling processes, the natural polymers must have thermoplastic properties. With only a few exceptions, natural polymers are not thermoplastic. However, chemical and physical modification techniques are able to induce thermoplasticity in natural polymers from biomass resources such as cellulose, lignin, and chitin. Modification techniques focus on masking the hydroxyl groups to disrupt dense hydrogen bonding and so enable polymer chain mobility upon heating. The introduction of long alkyl chains into the polymer backbone effectively improves the thermoplastic processing of natural polymers. With regard to polymer blending, chemical grafting and graft copolymerization are powerful tools for enhancing compatibility. For both chemical and physical modification, solvents such as ionic liquids and deep eutectic solvents are currently being explored for biomass and fiber processing and show promise for the future development of thermoplastic biopolymers. This review describes possible modifications, potential processing difficulties, and gives a summary of relevant studies described in the scientific literature.

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“…Up to 6.5 wt % cotton linters was soluble in a mixture of allyltriethylammonium chloride and oxalic acid at 110 °C after 2 h [ 228 ], which is one of the highest values reported for DES. Only 2.5 wt % was soluble in ChCl/imidazole [ 229 ].…”

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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Synthesis of a Novel Allyl-Functionalized Deep Eutectic Solvent to Promote Dissolution of Cellulose

Cited by 39 publications

References 44 publications

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

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

Natural Polymers from Biomass Resources as Feedstocks for Thermoplastic Materials

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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