Journal
JOURNAL OF SEPARATION SCIENCE
Volume 45, Issue 4, Pages 845-855Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/jssc.202100629
Keywords
chiral resolution; chiral stationary phase; high performance liquid chromatography; organic-inorganic hybrid material; beta-Cyclodextrin
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Funding
- Natural Science Foundation of Shandong Province [ZR2019MB035]
- Project of Shandong Province Higher Educational Science and Technology Program [J18KA293]
- TeacherResearch Support Foundation in Jining medical university [JY2017KJ051]
- Student InnovationTraining Programin Jining Medical University [cx2020005, S202010443027]
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A new type of chiral stationary phase, selenium-bridged bis(beta-cyclodextrin)s organic-inorganic hybrid silica material, was successfully synthesized and showed better chiral resolution effect in high performance liquid chromatography, possibly due to multiple interactions and the synergistic effect of two cyclodextrins. This synergy has great potential for development in chiral resolution.
Selenium-bridged bis(beta-cyclodextrin)s organic-inorganic hybrid silica material with regular spherical shape as new type of chiral stationary phase was directly synthesized under the one-pot hydrothermal synthesis method, and the chiral stationary phase was further characterized by infrared spectroscopy, scanning electron microscopy, thermogravimetry, and elemental analysis. The results of chiral separation showed that eight chiral compounds including various types of chiral alcohols and flavanone were successfully separated in the reversed-phase separation mode by high performance liquid chromatography, which showed the better chiral resolution effect than that on the C2 position of single beta-cyclodextrin. The mechanism of chiral separation was likely due to multiple interactions such as inclusion, hydrogen bonding, electrostatic interaction, dipole-dipole interaction, and the synergistic effect of two cyclodextrins during the chiral resolution process. The synergy of the two cyclodextrins has great potential for development in chiral resolution.
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