title: Eluent Tolerance and Enantioseparation Recovery of Chiral Packing Materials Based on Chitosan Bis(Phenylcarbamate)-(n-Octyl Urea)s for High Performance Liquid Chromatography.
abstract: The goal of the present work was to study the influence of the swelling of chitosan derivatives on the enantioseparation and the separation performance recovery of chiral stationary phases (CSPs) based on these derivatives. Therefore, six chitosan bis(phenylcarbamate)-(n-octyl urea)s were synthesized, which were coated on macroporous 3-aminopropyl silica gel affording new CSPs. Most of the CSPs demonstrated strong enantioseparation capability for the tested chiral compounds. The swelling capacity of the chitosan bis(phenylcarbamate)-(n-octyl urea)s in ethyl acetate, acetone and tetrahydrofuran (THF) was evaluated. Among the chitosan derivatives, the chitosan bis(3,5-dichlorophenylcarbamate)-(n-octyl urea) polymer showed the highest swelling capacity in ethyl acetate and THF. The polymer-based CSPs could be utilized with pure ethyl acetate and a normal phase containing 70% THF, but was damaged by pure THF. On the other hand, the separation performance of the damaged CSP could be recovered after it was allowed to stand for a period of time. The observations are important for the development and application of polysaccharide derivative-based CSPs.
authors.affiliation: School of Chemistry and Environmental Engineering, Wuhan Institute of Technology, Wuhan 430073, China. wjdj9288@163.com.
authors.forename: Jing
authors.initials: J
authors.lastname: Wang
authors.affiliation: Key Laboratory of Biobased Materials, Qingdao Institute of Bioenergy and Bioprocess Technology, Chinese Academy of Sciences, Qingdao 266101, China. huangsh@qibebt.ac.cn.
authors.forename: Shao-Hua
authors.initials: SH
authors.lastname: Huang
authors.affiliation: School of Chemistry and Environmental Engineering, Wuhan Institute of Technology, Wuhan 430073, China. wchen@wit.edu.cn.
authors.forename: Wei
authors.initials: W
authors.lastname: Chen
authors.affiliation: School of Chemistry and Environmental Engineering, Wuhan Institute of Technology, Wuhan 430073, China. zwbai@wit.edu.cn.
authors.forename: Zheng-Wu
authors.initials: ZW
authors.lastname: Bai
mesh_terms: D048271:Chitosan / Q000138:chemical synthesis* / Q000737:chemistry; D002851:Chromatography, High Pressure Liquid / Q000379:methods; D015394:Molecular Structure; D048448:Phenylcarbamates / Q000737:chemistry*; D013237:Stereoisomerism; D014508:Urea / Q000737:chemistry*
chemical_list: D048448:Phenylcarbamates; D014508:Urea; D048271:Chitosan
keywords: chiral packing material; chiral recognition; chitosan; durability; high performance  liquid chromatography