title: Synthesis of polymer-type chiral stationary phases and their enantioseparation evaluation by high-performance liquid chromatography.
abstract: Two new chiral polymers of different molecular weights were synthesized by the copolymerization of (1R,2R)-(+)-1,2-diphenylethylenediamine, phenyl diisocyanate and terephthaloyl chloride. The polymers were immobilized on aminated silica gel to afford two chiral stationary phases. The polymers and the corresponding chiral stationary phases were characterized by Fourier transform-IR, elemental analysis, 1H and 13C NMR. The surface coverages of chiral structural units on the chiral stationary phases were estimated as 0.27 and 0.39 mmol/g, respectively. The enantioseparation ability of these chiral stationary phases was evaluated with a variety of chiral compounds by high-performance liquid chromatography. The effects of the organic additives, the composition of mobile phases, and the injection amount of sample on enantioseparation were investigated. A comparison of enantioseparation ability between these two chiral stationary phases was made. It was believed that the chain length of polymeric chiral selector significantly affected the enantioseparation ability of corresponding chiral stationary phase.
authors.affiliation: Department of Chemical Engineering and Pharmacy, Wuhan Institute of Chemical Technology, Wuhan, Hubei Province, China.
authors.forename: Shao-Hua
authors.initials: SH
authors.lastname: Huang
authors.forename: Zheng-Wu
authors.initials: ZW
authors.lastname: Bai
authors.forename: Chuan-Qi
authors.initials: CQ
authors.lastname: Yin
authors.forename: Shi-Rong
authors.initials: SR
authors.lastname: Li
authors.forename: Zhi-Quan
authors.initials: ZQ
authors.lastname: Pan
mesh_terms: D002851:Chromatography, High Pressure Liquid; D005029:Ethylenediamines / Q000737:chemistry*; D017953:Isocyanates / Q000737:chemistry*; D010795:Phthalic Acids / Q000737:chemistry*; D011108:Polymers / Q000032:analysis / Q000138:chemical synthesis*; D013237:Stereoisomerism
chemical_list: D005029:Ethylenediamines; D017953:Isocyanates; D010795:Phthalic Acids; D011108:Polymers; C059743:terephthaloyl chloride; C007305:1,2-dianilinoethane