Abstract

A one-step swelling and polymerization technique was used in the synthesis of porous glycidyl methacrylate (GMA) and ethylene glycol dimethacrylate (EGDMA) monodisperse polymeric microspheres. The polystyrene (PS) seed obtained in the dispersion polymerization was used as a shape template. The presence of epoxide rings in the chemical structure of microspheres enables their post-polymerization chemical modifications involving: the Diels-Alder reaction with sodium cyclopentadienide and maleic anhydride, the reaction with 4,4′-(bismaleimido)diphenylmethane, and the thiol-Michael reaction with methacryloyl chloride and 2-mercaptopropionic acid. Changing the reaction mixture composition—the amounts of crosslinking monomer and PS seed as well as the type and concentration of porogen porous microspheres of different porous structures were obtained. Their porous structures were characterized in the dry and swollen states. The copolymers obtained from the equimolar monomers mixture modified in the above way were applied as the column packing materials and tested in the reverse-phase HPLC (High-Performance Liquid Chromatography). A few factors influencing morphology and porous structure of microspheres were studied.

Highlights

  • For the functional stationary phases: epoxide, diol, andcarboxyl, an inverse size-exclusion chromatography as an alternative method was taken into account

  • On the basis of the scanning electron microscope (SEM) micrographs (Figure 1), it can be observed that the monodisperse PS microspheres are characterized by good sphericality and surface smoothness, which may indicate a lack of porous structure

  • The porous poly(GMA-co-ethylene glycol dimethacrylate (EGDMA)) microspheres were synthesized by one-step swelling and free-radical polymerization. microspheres

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Summary

Introduction

Publisher’s Note: MDPI stays neutral with regard to jurisdictional claims in published maps and institutional affiliations. Over years the synthesis of functional polymeric materials has drawn increasing attention due to their properties and perspective applications such as the support in the solid-phase synthesis of peptides or organic compounds and solid-phase catalysis, enzyme immobilization, and ion-exchange resin [1,2] They are used as sorbents in gas and liquid chromatography or solid-phase extraction [3,4]. This paper discusses the use of a new polymer material containing different polar groups on the surface as a stationary phase for the chromatographic column. For their preparation, one-step swelling polymerization of glycidyl methacrylate and ethylene glycol dimethacrylate (EGDMA) and their further functionalization were carried out. For the functional stationary phases: epoxide, diol, and (di)carboxyl, an inverse size-exclusion chromatography as an alternative method was taken into account

Materials
Dispersion Polymerization of PS Seed
Microspheres GE-Cp
Microspheres GE-COOH
Microspheres GE-BMI
Microspheres GE-OH
Microspheres GE-MAC
Microspheres GE-S-COOH
IR Spectroscopy
Morphology
Porous Structure Investigations
HPLC Separations
Polystyrene Seeds
Porous Microspheres GE
Effect of EGDMA as a Crosslinker
Effect of Seed Amount
Effect of Porogen Concentration
Effect of Porogen Type
Effect of 1-Decanol as a Porogen Cosolvent
Effect of Surface Modification
Spectroscopic Analysis of Functionalized Stationary Phases
Elemental Analysis
Chromatographic Separations
Separation
Conclusions
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