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The mixture was stirred for 24 h with bubbling carbon dioxide at room temperature, and then filtrated. Excess non-bonded Compound C was washed with acetone overnight after the procedure iii. Elemental analysis: C 8. The surface concentration of cellulose derivative on the CSP-1 was determined to be 6. The columns packed with CSP-1 afforded efficiency of Approximately 3. The t 0 for the analytical column was measured from the retention of sodium nitrate in reversed phase mode and 1,3,5-tri- tert -butylbenzene in normal phase mode.

The void volume was 1. Chiral separations were conducted in normal and reversed-phase mode. Mixtures of hexane and alcohols were used in the enantioseparation. Fourteen analytes were effectively separated, with k 1 ranging from 1. The mechanism of enantioselectivity of polysaccharide derivatives has been studied by several research groups. Fukui et al. The helical backbone and side chain of the cellulose derivative keep the analyte in the chiral cavities environment, so it could be deduced that solutes would be wrapped into the heliced polymer cavity.

However, it afforded Rs up to 1. This may be due to H-bonding and steric effects. In contrast to Compound 14 separated in normal phase mode, Compound 20 was separated in reversed-phase. Compound 14 contained additional phenyl rings while Compound 20 embodied two free phenolic groups. The two free phenyl hydroxyl groups of Compound 20 made H-bonding interaction with mobile phase and CSP-1 possible. Standard sample Compound 3 was separated on different batches of CSP in the same condition. The stability of the immobilized CSP would undoubtedly be a determining factor for the repeatability of separation methods and the column lifetime.

Six hundred injections were carried out in both normal and reversed-phase modes within two months. Owning to its immobilized nature, non-standard solvents were tried to be used as eluents. Additionally, the last process of the preparation of the CSP is to wash the CSP with acetone overnight by soxhlet exaction, aiming at washing off the non-bonded 6-azido-2,3-di p -chlorophenylcarbamoylated cellulose. In summary, a novel chemically immobilized cellulose-based CSP has been prepared using Staudinger reaction between 6-azido-2,3-di p -chlorophenylcarbamoylated cellulose and amino functionalized silica gel.

Chiral compounds were effectively enantioseparated in either normal phase mode or reversed-phase mode. Additionally, results revealed good reproducibility and stability of the CSP. Oxford University Press is a department of the University of Oxford. It furthers the University's objective of excellence in research, scholarship, and education by publishing worldwide. Sign In or Create an Account. Sign In. Advanced Search. Article Navigation. Close mobile search navigation Article Navigation.

Volume Article Contents. Materials and Methods. Results and Discussion. Oxford Academic. Google Scholar. Su Qin Wu. Zhi Li Fang. Wei Guang Zhang. Zhen Bin Zhang. Jun Fan.

Chiral Separations By Liquid Chromatography And Related Technologies - CRC Press Book

Sheng Run Zheng. Shang Sen Wu. Siu Choon Ng. Cite Citation. Permissions Icon Permissions. Figure 1. Open in new tab Download slide. Figure 2. Open in new tab. Figure 3. Figure 4.


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Figure 5. Figure 6. Search ADS. Useful chiral packing materials for high performance liquid chromatographic resolution of enantiomers: Phenylcarbamates of polysaccharides coated on silica gel. Controlled chiral recognition of cellulose triphenylcarbamate derivatives as stationary phases for HPLC. Resolution by high performance liquid chromatography using polysaccharide carbamates and benzoates as chiral stationary phases.

Chiral stationary phases for HPLC: Cellulose tris 3,5-dimethylphenylcarbamate and tris 3,5-dichlorophenylcarbamate chemically bonded to silica gel. Covalently bonded polysaccharide derivatives as chiral stationary phases in high performance liquid chromatography. Immobilized polysaccharide derivatives onto silica gel: Facile synthesis of chiral packing materials by means of intermolecular polycondensation of triethoxysilyl groups. Nolan, R. Darcy, and B. Perly, S. Moutard, F. Pilard-francotte, E.

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Enantioseparation of Six Antihistamines with Immobilized Cellulose Chiral Stationary Phase by HPLC

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