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Molecules 2017, 22(9), 1419; doi:10.3390/molecules22091419

Acetylation of Microcrystalline Cellulose by Transesterification in AmimCl/DMSO Cosolvent System

State Key Laboratory of Pulp and Paper Engineering, South China University of Technology, Guangzhou 510640, China
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Received: 3 July 2017 / Revised: 21 August 2017 / Accepted: 24 August 2017 / Published: 27 August 2017
(This article belongs to the Special Issue Cellulose Chemical Modifications—Towards Sustainable Materials)
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Abstract

Recently, IL/cosolvent systems have generated a lot of interest as cellulose-dissolving solvents and reaction media for various kinds of cellulose modification. In the present study, both 1-allyl-3-methylimidazolium chloride (AmimCl)/dimethyl sulfoxide (DMSO) and AmimCl/N,N-dimethylformamide (DMF) systems were employed to synthesize cellulose acetate by transesterification. Microcrystalline cellulose, 1,8-diazabicyclo[5.4.0]undec-7-ene and isopropenyl acetate were chosen as the raw material, catalyst and acetylation reagent, respectively. The results revealed that DMSO was a suitable cosolvent for the transesterification in the homogeneous solution. Moreover, DMSO had a positive effect on the reaction as the cosolvent under the given conditions and the degree of the substitution of cellulose acetate could be significantly enhanced through increasing the molar ratio of DMSO. The synthesized products were characterized by Fourier transform infrared (FT-IR) spectroscopy, 1H and 13C nuclear magnetic resonance spectroscopy (1H-NMR and 13C-NMR), correlation spectroscopy (COSY), heteronuclear single quantum correlation (HSQC) spectroscopy, and X-ray diffraction (XRD) to confirm the chemical and physical structure of the cellulose acetate generated. The thermal properties were also evaluated using thermogravimetric analysis (TGA)/derivative thermogravimetry (DTG). View Full-Text
Keywords: cellulose acetate; ionic liquid; cosolvent; transesterification; DMSO cellulose acetate; ionic liquid; cosolvent; transesterification; DMSO
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Wang, H.; Wen, X.; Zhang, X.; Liu, C. Acetylation of Microcrystalline Cellulose by Transesterification in AmimCl/DMSO Cosolvent System. Molecules 2017, 22, 1419.

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