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Int. J. Mol. Sci. 2014, 15(4), 6161-6168; doi:10.3390/ijms15046161

Synthesis of Cellulose-2,3-bis(3,5-dimethylphenylcarbamate) in an Ionic Liquid and Its Chiral Separation Efficiency as Stationary Phase

1
College of Plant Protection, Hunan Agricultural University, Changsha 410128, China
2
College of Chemistry and Chemical Engineering, Henan Institute of Science and Technology, Xinxiang 453003, China
3
Hunan Academy of Agricultural Sciences, Changsha 410125, China
*
Authors to whom correspondence should be addressed.
Received: 11 February 2014 / Revised: 26 March 2014 / Accepted: 31 March 2014 / Published: 11 April 2014
(This article belongs to the Special Issue Ionic Liquids 2014 & Selected Papers from ILMAT 2013)
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Abstract

A chiral selector of cellulose-2,3-bis(3,5-dimethylphenylcarbamate) (CBDMPC) was synthesized by reacting 3,5-dimethylphenyl isocyanate with microcrystalline cellulose dissolved in an ionic liquid of 1-allyl-3-methyl-imidazolium chloride (AMIMCl). The obtained chiral selector was effectively characterized by infrared spectroscopy, elemental analysis and 1H NMR. The selector was reacted with 3-aminopropylsilanized silica gel and the CBDMPC bonded chiral stationary phase (CSP) was obtained. Chromatographic evaluation of the prepared CSPs was conducted by high performance liquid chromatographic (HPLC) and baseline separation of three typical fungicides including hexaconazole, metalaxyl and myclobutanil was achieved using n-hexane/isopropanol as the mobile phase with a flow rate 1.0 mL/min. Experimental results also showed that AMIMCl could be recycled easily and reused in the preparation of CSPs as an effective reaction media. View Full-Text
Keywords: 1-allyl-3-methyl-imidazolium chloride; synthesis; Cellulose-2,3-bis(3,5-dimethylphenylcarbamate); high performance liquid chromatography; chiral stationary phase; enantioseparation 1-allyl-3-methyl-imidazolium chloride; synthesis; Cellulose-2,3-bis(3,5-dimethylphenylcarbamate); high performance liquid chromatography; chiral stationary phase; enantioseparation
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This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

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Liu, R.; Zhang, Y.; Bai, L.; Huang, M.; Chen, J.; Zhang, Y. Synthesis of Cellulose-2,3-bis(3,5-dimethylphenylcarbamate) in an Ionic Liquid and Its Chiral Separation Efficiency as Stationary Phase. Int. J. Mol. Sci. 2014, 15, 6161-6168.

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