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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

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

Xiabing Wu, Linjun You, Bin Di, Weiqiang Hao, Mengxiang Su, Yu Gu, Lingling Shen

J Chromatogr A. 2013 Jul 19;1299:78-84.

PMID: 23773586

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.

Chemicals Related in the Paper:

Catalog Number	Product Name	Structure	CAS Number	Price
AP18151843	(Triethoxysilyl)cyclohexane		18151-84-3	Price

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