title: Novel chiral core-shell silica microspheres with trans-(1R,2R)-diaminocyclohexane bridged in the mesoporous shell: synthesis, characterization and application in high performance liquid chromatography.
abstract: Novel chiral core-shell silica microspheres with trans-(1R,2R)-diaminocyclohexane (DACH) moiety bridged in the mesoporous shell were synthesized using layer-by-layer method. The chiral mesoporous shell around the nonporous silica core was formed by the co-condensation of N,N'-bis-[(triethoxysilyl)propyl]-trans-(1R,2R)-bis-(ureido)-cyclohexane (DACH-BS) and tetraethoxysilane (TEOS) using octadecyltrimethylammonium chloride (C18TMACl) and triblock poly(ethylene oxide)-b-poly(propylene oxide)-b-poly(ethylene oxide) copolymer (P123) as the templates. The functionalized core-shell silica microspheres were characterized and tested as chiral stationary phases for high performance liquid chromatography (HPLC). R/S-1,1'-bi-2,2'-naphthol, R/S-6,6'-dibromo-1,1'-bi-2-naphthol and R/S-1,1'-bi-2,2'-phenanthrol were enantioseparated rapidly on the column packed with the DACH core-shell silica particles. Moreover, the column packed with core-shell particles exhibited better performance than the column packed with the DACH functionalized periodic mesoporous organosilicas.
authors.affiliation: Department of Pharmaceutical Analysis, China Pharmaceutical University, Nanjing 210009, China.
authors.forename: Xiabing
authors.initials: X
authors.lastname: Wu
authors.forename: Linjun
authors.initials: L
authors.lastname: You
authors.forename: Bin
authors.initials: B
authors.lastname: Di
authors.forename: Weiqiang
authors.initials: W
authors.lastname: Hao
authors.forename: Mengxiang
authors.initials: M
authors.lastname: Su
authors.forename: Yu
authors.initials: Y
authors.lastname: Gu
authors.forename: Lingling
authors.initials: L
authors.lastname: Shen
mesh_terms: D002851:Chromatography, High Pressure Liquid / Q000379:methods*; D008863:Microspheres; D016062:Porosity; D012822:Silicon Dioxide / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D012822:Silicon Dioxide