6A,6B-.beta.-Cyclodextrin-Hexasiloxane Copolymers: Enantiomeric Separations by a .beta.-Cyclodextrin-Containing Rotaxane Copolymer

Autor:	Jerald S. Bradshaw, Zhen. Chen, Guoliang. Yi, Bryant E. Rossiter, Abdul. Malik, Dongjin. Pyo, Hao. Yun, Delbert R. Black, S. Scott. Zimmerman
Rok vydání:	1995
Předmět:	chemistry.chemical_classification Rotaxane Cyclodextrin Chemistry Analytical Chemistry chemistry.chemical_compound Polymer chemistry Copolymer Polar Organic chemistry Gas chromatography Enantiomer Benzene Beta (finance)
Zdroj:	Analytical Chemistry. 67:4437-4439
ISSN:	1520-6882 0003-2700
DOI:	10.1021/ac00119a037
Popis:	6 A ,6 B -Bis-O-[p-(allyloxy)phenyl]per-O-methyl-β-cyclodextrin, prepared from β-cyclodextrin (CD) by a five-step process, has two isomeric forms. Form A has the two p-(allyloxy)phenyl substituents directed away from the CD cavity, while form B is a rotoxane with one p-(allyloxy)-phenyl group in the CD cavity. CD-hexasiloxane copolymers were prepared by treating each form with 1,1,3,3,5,5,7,7,9,9,11,11-dodecamethylhexasiloxane (with Si-H functions on each end) using a platinum catalyst. These copolymeric stationary phases were coated on fused silica capillary columns and found to separate enantiomeric solutes in gas chromatography (GC). The copolymer prepared from form A separated both enantiomeric hydrocarbons and polar solutes. Rotoxane copolymer prepared from form B separated only polar solutes. Since form B copolymer is a rotoxane with the benzene part of the copolymer in the cavity, these results show that an open CD cavity is necessary for interaction and enantiomeric resolution of nonpolar hydrocarbons ; however, polar solutes interact effectively with the polar CD rim or exterior surface.
Databáze:	OpenAIRE
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