Cyclodextrin chiral chromatogram fixed phase and preparation method thereof

Abstract

The invention discloses a cyclodextrin chiral stationary phase, the structure of which is shown in the general formula (I), wherein X is -OCH3 or -OCH2CH3, n is equal to 1-7, and R is -H, -CH3, -COCH3, -COC6H5 and -CONHC6H5. The preparation method of the stationary phase comprises the following steps: a silane coupling agent, sodium azide and a catalyst are added into an organic solvent, then spheroidal silicon is added for preparing azide silica gel derivant; oligomeric ethylene glycol, sodium hydride and propargyl bromide are added into tetrahydrofuran for preparing bialkynyl oligomeric ethylene glycol; monosubstituted nascent and derivative cyclodextrin containing azid groups is prepared; finally, the click chemistry reaction method is used for bonding the cyclodextrin. The cyclodextrin chiral stationary phase has the advantages that the selectivity of the bonding reaction is high, and the surface bonded amount is large; the chiral separation ability is strong, thereby being especially suitable for the chiral separation of a high efficiency liquid chromatography in the reversed-phase mode; the preparation method is simple and has less steps, the bonding reaction is the click chemistry reaction, the reaction condition is mild, and the reaction is carried out in the water solution.

Description

technical field

[0001] The invention relates to a cyclodextrin chiral chromatographic stationary phase and a preparation method thereof. Specifically, oligoethylene glycol is used as a spacer arm and click chemistry is used as a bonding method to prepare a cyclodextrin chiral phase. Chromatographic stationary phase. Background technique

[0002] Cyclodextrin (hereinafter referred to as CD) is a kind of cyclic oligosaccharides composed of different numbers of glucopyranose units in chair conformation linked by α-1,4-glycosidic bonds, the common ones are 6,7 , 8-mer, namely α, β, γ-CD. Each glucose unit has 5 chiral centers, and the CD composed of n glucose units has 5n chiral centers, which provides a good asymmetric environment for chiral recognition. In addition, the 2, 3, and 6 hydroxyl groups on the CD molecule can be selectively modified to prepare chiral selectors with different properties due to their different reactivity. For the preparation of cyclodextrin chiral ...

Images