AI Article Synopsis
- Researchers developed an efficient method for synthesizing amino cellulose with a high degree of substitution and selectivity through optimized reaction conditions for bromination and reduction of azido groups.
- The resulting 6-amino-6-deoxy cellulose had a substitution degree of 0.97, confirmed by advanced NMR techniques which also showed the positioning of the amino group on the glucose unit.
- Additionally, the study produced cellulose derivatives, which were successfully utilized as chiral selectors for creating chiral stationary phases that demonstrate the ability to separate enantiomers of certain chiral compounds.
Article Abstract
In order to find a facile and practical method to synthesize amino cellulose in bulk with high regional selectivity and high degree of substitution, the reaction conditions to brominate cellulose and to reduce azido group were carefully studied and some interesting phenomena were observed. With the optimized method, 6-amino-6-deoxy cellulose could be easily prepared with very simple separation techniques. The degree of substitution of the amino group amounted to 0.97 which was determined by H NMR spectrum of 6-benzamido-6-deoxy cellulose. Moreover, the amino group was evidenced to be at the C of glucose unit by H-H COSY NMR and H-C HSQC NMR spectra. In addition, three cellulose 6-acetamido-6-deoxy-2,3-bis(phenylcarbamate)s were prepared from the 6-amino-6-deoxy cellulose prepared with the techniques optimized in the present study. The developed cellulose derivatives were used as chiral selectors with which chiral stationary phases (CSPs) were prepared. The CSPs exhibited enantioseparation power to some chiral compounds.
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| http://dx.doi.org/10.1016/j.carbpol.2021.117756 | DOI Listing |
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