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Efficient Cellulose Dissolution and Film Formation Enabled by Superbase Amino Acid Ionic Liquids

Junmeng Zhao, Wenjiao Ge, Jianbo Shuai, Xiangli Gao, Fengshan Zhang, Xiaohui Wang

2023Macromolecular Rapid Communications15 citationsDOI

Abstract

Cellulose is a promising feedstock for the production of sustainable materials. To fully utilize its potential, exploring efficient cellulose solvents is a paramount prerequisite. In this study, ten superbase amino acid ionic liquids (SAAILs) are synthesized using 1,5-diazabicyclo[4.3.0]non-5-ene (DBN) and 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) with different amino acid anions via a simple neutralization method. The properties of these SAAILs, such as viscosity and glass transition temperature, varied with their cation and anion structures. The ability of the SAAILs to dissolve cellulose is related to their Kamlet-Taft parameters, particularly hydrogen bond basicity (β). The main driving force for cellulose dissolution in SAAILs is thought to be hydrogen bonding interactions between SAAILs and cellulose hydroxyl groups. Four SAAILs composed of DBN or DBU cations and proline, or aspartic acid anions are identified as promising solvents for preparing regenerated cellulose films (RCFs). The RCF prepared from [DBN]Proline(Pro) showed a favorable combination of high tensile strength (76.9 MPa), high Young's modulus (5201.2 MPa), good transparency (≈70% at 550 nm), and smooth surface morphology. These halogen- and metal-free SAAILs show the potential to provide a new avenue for cellulose processing.

Topics & Concepts

SuperbaseCelluloseDissolutionIonic liquidHydrogen bondChemistryOrganic chemistryKraft paperSolventPolymer chemistryChemical engineeringSulfonic acidMaterials scienceMoleculeCatalysisComposite materialEngineeringAdvanced Cellulose Research StudiesLignin and Wood ChemistryIonic liquids properties and applications