Preparation Of Ofloxacin Surface Imprinted Material And Its Recognition And Resolution

Due to the different stereo configurations of chiral drugs with unique biological activities,pharmacological and toxicological effects,obtaining high-purity chiral single enantiomers and reducing drug usage are the frontiers and trends of chiral drug research.Therefore,research on chiral splitting methods with low cost and high efficiency will have very important research significance and very high economic value.In this study,a new type of molecular surface imprinting technology "synchronization of grafting and cross-linking polymerization and imprinting process" was used to successfully obtain high-performance S-ofloxacin imprinted materials MIP-PAM / PSA and MIP-PAM-DAC / PSA,and the chiral recognition and resolution of racemic ofloxacin with two imprinted materials were investigated.The research results have certain application value.First,in ethanol solvent,using ammonium persulfate and amino surface to form an initiation system to initiate the graft polymerization of monomer acrylamide(AM)to prepare grafted particles PAM / PSA;PAM / PSA was characterized;the grafting degree of grafted particles PAM / PSA was measured,and the influence of reaction conditions on the graft polymerization process was also explored.The results show that the conditions suitable for initiating the graft polymerization of monomer AM are: the concentration of monomer AM is 11.1%,the amount of initiator used is 0.4 g,and the temperature is 30 ° C.Graft polymerization was carried out under these conditions.After 8 hours of reaction,the grafting degree of PAM / PSA could reach 476.9 mg / g.Using the same research method as above,the grafting reaction of the two monomers acrylamide(AM)and acryloxyethyltrimethy lammonium chloride(DAC)on the surface of PSA particles was studied to prepare graft particles PAM-PDAC / PSA.Infrared spectroscopy was used to characterize the PAM and grafted particles PAM-DAC / PSA;the effects of the main reaction conditions on the graft polymerization of PAM-DAC / PSA were investigated.The experimental results show that the best conditions for graft polymerization are: the volume ratio of monomer AM to DAC is 1:50,the amount of initiator is 0.6g,the reaction temperature is 20 ?,the reaction time is 8 h,The degree of grafting can reach 484 mg / g.Then,the adsorption behaviors of grafted particles PAM / PSA to ofloxacin were investigated.The results show that in a non-aqueous medium,the amino bonds and carbonyl groups in the macromolecular chain of the graft polymer PAM can produce hydrogen bonding with the ofloxacin molecule.Under this interaction,the grafted particles PAM / PSA Ofloxacin has a strong adsorption effect;in an ethanol solvent,the maximum adsorption amount reaches 118 mg / g.The results of the investigation showed that in the solvent ethanol,the amino group,carbonyl group and positively charged nitrogen in the graft polymer PAM-DAC macromolecular chain produce hydrogen bonding with the fluorine atom,oxygen atom,carboxyl group and the like in ofloxacin.The electrostatic effect makes the grafted particles PAM-DAC / PSA have a strong adsorption effect on ofloxacin.When the temperature is 40 ?,pH = 4,the maximum adsorption amount reaches 120 mg / g.Since hydrogen bonding and electrostatic forces are highly sensitive to temperature,as the temperature increases,the adsorption capacity of the grafted particles for mandelic acid decreases.Based on this,the surface imprinted material MIP-PAM / PSA was prepared with AM as the functional monomer in this study.The new surface imprinting technology “Simultaneous Graft Polymerization and Cross-linking Imprinting” established by this research group uses S-ofloxacin as a template molecule and ethylene glycol diglycidyl ether(EGDE)as a cross-linking agent.Under the action of ammonium amino persulfate surface initiation system,the surface imprinting of S-ofloxacin molecule was successfully performed;the static imprinting and dynamic adsorption methods were used to explore the surface imprinting material M-PAM of S-ofloxacin the binding ability and selective recognition characteristics of / PSA on template molecules were explored.Finally,the resolution of chiral ofloxacin was explored.The results show that S-ofloxacin surface imprinted material MIP-PAM / PSA has good recognition selectivity and enantiomeric resolution: Compared with R-ofloxacin,the imprinted material MIP-PAM / PSA pairs S-The selectivity coefficient k of mandelic acid is 3.37.In addition,the main factors affecting the recognition selectivity and chiral resolution of imprinted materials are the amount of cross-linking agent and template molecules: the ratio of the mass of cross-linking agent EGDE to monomer AM is 3: 5,S-ofloxacin the mass ratio of star to monomer AM is 3.5: 1.Using the same research method as above,the binding ability and selective recognition characteristics of S-ofloxacin surface imprinting material MIP-PAM / PSA to template molecules were explored,and finally the resolution performance of chiral ofloxacin was explored.The results show that the S-ofloxacin surface imprinting material MIP-PAM-DAC / PSA has specific recognition selectivity and enantiomeric resolution for S-ofloxacin: Compared to R-ofloxacin,the selectivity coefficient of the imprinted material MIP-PAM-DAC / PSA to S-ofloxacin is 3.75.In addition,the main factors affecting the recognition selectivity and chiral resolution of imprinted materials are the amount of cross-linking agent and template molecule: the mass ratio of cross-linking agent to monomer is 5: 1,S-ofloxacin and the mass ratio of monomers is 3: 1.