Most organic solvents are unable to dissolve carbohydrates due to the lack of hydrogen bonding ability. The development of solvent systems for dissolving cellulose is of great importance for its utilization and conversion. In this study, four new cellulose solvents were designed using inexpensive levulinic acid (LevA) and 1,8-diazabicyclo [5,4,0] undec-7-ene (DBU) as raw materials. The results showed that the prepared DBU-LevA-2 solvent was able to dissolve up to 7 wt% of bamboo cellulose (DP = 860) and 16 wt% of microcrystalline cellulose (DP = 280) at 100 °C and regenerated without derivatization. Also, the molar ratio of each component of this solvent has a significant effect on the dissolution properties of cellulose. The regenerated cellulose had the typical crystalline characteristics of cellulose II. Subsequently, the interactions and microscopic behaviors of solvent and cellulose during the dissolution process were thoroughly investigated by using NMR spectroscopy combined with density functional theory. The systematic study showed that the hydrogen bond-forming ability provided by DBU, a superbase, plays an indispensable role in the overall solvent system.
Keywords: Cellulose dissolution; Quantum chemical calculation; Superbase solvents.
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