Reactive polymers I. Macroporous methacrylate copolymers containing epoxy groups

Abstract

Heterogeneous polymerization was employed to prepare macroporous copolymers from glycidyl methacrylate with ethylene dimethacrylate. Conditions of the formation of the macroporous structure were defined (content of the crosslinking agent, portion of the inert phaF, stirring intensity), and properties of the copolymers prepared, such as specific surface, pore volume, heat resistance, and content of reactive epoxy groups, were studied. This polymer reacts even under moderate conditions with both mineral and carboxylic acids, amines, amino acids, etc. The resulting polymers find wide applications. ZUSAMMENFASSUNG:Durch eine heterogene Polymerisation wurden Copolymere aus Glycidylmethacrylat und Athylendimethacrylat hergestellt. Dabei wurden auch die Bedingungen fur die Bildung von Gelen mit permanenter Porositat (Vernetzungsmittelkonzentration, Menge der Inertkomponenten, Ruhrunggeschwindigkeit) und die Eigenschaften der hergestellten Copolymeren, wie z. B. innere Oberflache, Porenvolumen, Temperaturbestandigkeit und Gehalt an reaktionsfahigen Epoxygruppen, untersucht. Die Copolymeren reagieren unter milden Bedingungen mit Carbonsauren, Mineralsauren, Aminen und Aminosauren, was sie fur eine technische Verwendung geeignet erscheinen 1aWt.

Methacrylate‐based chromatographic media

“…However, the effect of mixed porogens is not always a linear interpolation between those encountered for pure solvents. Relation of porous structure to the composition of the mixed porogenic mixture was demonstrated for GMA-EDMA beads in a series of extensive studies using factorial design of experiments and their statistical evaluation [18,37].…”

“…Since polydisperse GMA-based beads prepared by classical suspension polymerization [18] exhibited both good reactivity and chromatographic properties [85 -87], it was appealing to prepare these beads also in the monodisperse version. Unfortunately, information concerning the Ugelstad's procedure has never been published in its entirety.…”

“…These beads appeared to be well suited for the separation of biomacromolecules [17]. Almost simultaneously, macroporous beads were also prepared from glycidyl methacrylate (GMA) that endowed the methacrylate chemistry with reactivity of the pendent epoxide functionalities [18]. All this seminal work carried out during the early 1970s in the Institute of Macromolecular Chemistry of the Academy of Sciences in Prague ignited broad interest of the industry, and a wide variety of "clones" of these two materials such as MacroPrep (BioRad Laboratories), OH-Pack (Showa Denko), TSK-PW Gels (Tosoh Biosep), and Asahipak (Asahi Chemical Industry) have soon been developed and commercialized.…”

Study of pepsin phosphorylation using immobilized metal affinity chromatography

“…The ligand also contained a sufficiently spaced primary amino group, which was suitable for the attachment of the ligand to the polymer support, and was inexpensively and readily available via one-pot synthesis from commercially available precursors [26]. The macroporous polymeric support poly(glycidyl methacrylate-co-ethylene dimethacrylate) (60:40) was used due to its high mechanical stability even under pressures usual in HPLC and the content of reactive epoxide groups, which were suitable for the attachment of ligands via their amino groups [27].…”

Immobilization of trypsin on alginic acid–poly (glycidyl methacrylate) graft copolymer

“…Acrylic copolymers containing pendent functional groups serve as the ideal matrices for the binding of enzymes owing to their excellent mechanical proper tie^.^.^ The use of copolymers containing epoxy groups for immobilizing the enzymes has been extensively reported in the literature. [4][5][6] The graft copolymers of acrylic monomers like glycidyl methacrylate (GMA) onto polysaccharide backbone results in a hydrophilic copolymer that may serve as a good matrix for the binding of e n~y m e .~-'~ In this investigation a graft copolymer of alginic acid is obtained by grafting poly(GMA) onto alginic acid, and this copolymer has been used for the covalent binding of enzyme trypsin through its epoxy groups.…”