Preparation and chromatographic application of β-cyclodextrin modified poly (styrene-divinylbenzene) microspheres

In order to better realize the separation of chiral enantiomers and prevent chiral compounds with toxic side effects from causing harm to human beings, porous microspheres were modified to improve their chromatographic separation performance. In this paper, in order to verify the chromatographic performance of porous polymer microspheres, the precise and controllable synthesis of poly (styrene-divinylbenzene) (PS-DVB) microspheres was realized based on the two-step swelling method. Then, the porous PS-DVB microspheres were sulfonated with concentrated sulfuric acid. The sulfonated microspheres were grafted with diazo resin (DR), and then the 3,5-dichlorobenzene isocyanate modified β -cyclodextrin ( β -CD-DCIPI) was bonded to the sulfonated PS-DVB microspheres by the DR. Finally, the bond inversion occurred after UV irradiation. We have successfully solved the toxic effect of traditional coupling agents by using the unique photo-crosslinking reaction of DR. This novel and environmentally friendly chromatographic packing can be used to separate chiral compounds. The results showed that all of the eight compounds (chlorpheniramine; ibuprofen; benzoin; 2-phenylcyclohexanone; trans-stilbene oxide; Cobalt [III] acetylacetonate; Hesperetin; DL-Mandelic acid) can be separated. It is worth noting that the modified microspheres can achieve good separation of chiral compounds with the concentration of 1 mg/ml in 3 min.