Chiral Porous Materials And Enantioselective Polymeric Membrane Used As Stationary Phases In High Performance Liquid Chromatography

Covalent organic framework materials（COFs）and and metal-organic framework materials（MOFs）have become the research focus of chiral separations in recent decade due to their large specific surface area and long range ordered structure.The combination of membrane separation technology and high performance liquid chromatography（HPLC）has laid a foundation for the development of membrane chromatography.In this paper,the chiral COFs and MOFs were synthesized,and the enantioselective membranes were prepared.Their chiral resolution performances were studied in HPLC.The details are as follows:（1）The CD-COF-2 based onβ-CD functional group was prepared into the chiral stationary phse（CSP）by"net wrapped"method,and its chiral separation characteristic was investigated.The experimental results showed that 16 chiral compounds and 4 benzene positional isomers were successfully separated on the CD-COF-2 column.（2）After synthesizing the NH₂-MIL-53（Al）MOFs with NH₂-BDC and Al Cl₃·6H₂O,the NH₂-MIL-53（Al）-D-（+）-glucose was successfully obtained.The CSP of NH₂-MIL-53（Al）-D-（+）-glucose could resolve 15 racemates and 2 benzene positional isomers.（3）The chiral membrane of amylose tris（3,5-dimethylphenyl carbamate）-polyethersulfone（AD-PES）was used in liquid chromatography for the resolution of racemates.The properties of chiral membranes were evaluated,and the conditions of enantioseparation were optimized.The chiral membrane of AD-PES got the best resolutions for propranolol hydrochloride and metoprolol when the flow rate was 0.03m L/min,the injection volume was 3μL and the membrane size was 22 mm.