Please use this identifier to cite or link to this item: http://scholarbank.nus.edu.sg/handle/10635/16900
Title: Development of novel chiral stationary phases for HPLC based on covalently bonded polysaccharide derivatives
Authors: ZHANG SHENG
Keywords: Chiral Stationary Phases, HPLC, Polysaccharide Derivatives
Issue Date: 23-Jul-2009
Source: ZHANG SHENG (2009-07-23). Development of novel chiral stationary phases for HPLC based on covalently bonded polysaccharide derivatives. ScholarBank@NUS Repository.
Abstract: A new class of chiral stationary phases (CSPs) has been synthesized by immobilization of azido cellulose phenylcarbamate (AzCPC) derivatives onto aminopropyl silica gel. Immobilization is via the Staudinger reaction to form stable urea linkage. Various racemic analytes are resolved on these CSPs by HPLC in standard and non-standard normal phases. Three series of chiral stationary phases have been prepared to investigate the synthesis of AzCPCs, the immobilization of AzCPCs, the effect of the amount of azido group and substitution groups on the performance of the CSPs. The homogeneous synthetic route for AzCPC is more efficient than the "protection-deprotection" synthetic route. The "bonding-with-pre-coating" immobilization approach is superior to the "bonding-without-pre-coating" immobilization approach. The optimum iodine-cellulose ratio in the homogeneous synthetic route is determined to be 1.5:1. In the "substituted AzCPC" series, CSP AzCPC-3,5-(CH<sub>3</sub>)<sub>2</sub> has the best overall performance, followed by CSP AzCPC-4-CH<sub>3</sub>, AzCPC-3-Cl, AzCPC-4-Cl and AzCPC-4-I.
URI: http://scholarbank.nus.edu.sg/handle/10635/16900
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