Abstract
3-methyl-1-(ethylacetyl)imidazolium chloride ([EtMIM]Cl), was synthesized for chitosan dissolution, and the dissolution and regeneration behaviors of chitosan in [EtMIM]Cl were thoroughly investigated. The solubility of chitosan in [EtMIM]Cl was measured at temperatures ranging from 40 °C to 110 °C, based on which the thermodynamic parameters of chitosan in [EtMIM]Cl were calculated. The polarizability and hydrogen bond accepting ability was determined by solvatochromic UV/vis spectroscopy. The regenerated chitosan from [EtMIM]Cl by adding methanol was characterized by thermogravimetric analysis (TGA), Fourier transform infrared spectroscopy (FTIR), X-ray diffraction (XRD) and scanning electron microscopy (SEM). Density functional theory (DFT) computations were performed to study the interactions between [EtMIM]Cl and chitobiose. Five kinds of hydrogen bonds, C-H/O, O-H/O, O-H/Cl, C-H/Cl, N-H/Cl were found, suggesting strong interactions between [EtMIM]Cl and chitobiose. In particular, the oxygen atom and the active methylene group of carboxylic ester in [EtMIM]+, formed strong hydrogen bonding with chitobiose. The molecular simulation results indicated that both the Cl− anions and [EtMIM]+ cation played important roles in the chitosan dissolution process, by the disruption of native hydrogen bonds of chitosan.
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Xu, B., Li, Q., Zhuang, L. et al. Dissolution and regeneration behavior of chitosan in 3-methyl-1-(ethylacetyl)imidazolium chloride. Fibers Polym 17, 1741–1748 (2016). https://doi.org/10.1007/s12221-016-6747-6
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DOI: https://doi.org/10.1007/s12221-016-6747-6