Mesoporous Networks of N-Vinylpyrrolidone with (di)Methacrylates as Precursors of Ecological Molecular Imprinted Polymers.

Svetlana V Kurmaz,Eugenia I Knerelman,Dmitry V Konev,Vladislav M Ignatiev,Anna I Gorshkova,Vladimir I Torbov,Sergey A Kurochkin,Nina S Emelyanova,Vladimir A Kurmaz,Natalia V Fadeeva,Nadezhda N Dremova,Galina I Davydova

doi:10.3390/ma14226757

Svetlana V Kurmaz, Eugenia I Knerelman + Show 10 more

Open Access

https://doi.org/10.3390/ma14226757

Copy DOI

Abstract

Mesoporous polymer networks were prepared via the cross-linking radical copolymerization of non-toxic hydrophilic N-vinylpyrrolidone (VP) with triethylene glycol dimethacrylate (TEGDM) and poly(ethylene glycol) methyl ester methacrylate (PEGMMA) in bulk, using appropriate soluble and thermodynamically compatible macromolecular additives with a branched structure as porogens. The branched copolymers of various monomer compositions were obtained by radical copolymerization in toluene, controlled by 1-decanethiol, and these materials were characterized by a wide set of physical chemical methods. The specific surface areas and surface morphology of the polymer networks were determined by nitrogen low-temperature adsorption or Rose Bengal (RB) sorption, depending on the copolymer compositions and scanning electron microscopy. The electrochemical properties of RB before and after its encapsulation into a branched VP copolymer were studied on a glassy carbon electrode and the interaction between these substances was observed. Quantum chemical modeling of RB-VP or RB-copolymer complexes has been carried out and sufficiently strong hydrogen bonds were found in these systems. The experimental and modeling data demonstrate the high potency of such mesoporous polymer networks as precursors of molecularly imprinted polymers for the recognition of fluorescent dyes as nanomarkers for biomedical practice.

Highlights

One of the general trends in polymer chemistry is the creation of molecularly imprinted polymers capable of recognizing template molecules or molecules of a similar structure which can occur as a result of shape, size and due to the interaction between the functional groups of the template and the polymer
The aims of the present work are as follows: to prepare stable nanoporous polymer networks based on non-toxic VP through the use of nanostructured branched copolymers as macromolecular porogens; to study their adsorption and desorption properties related to Rose Bengal (RB) as a hydrophilic dye of the fluorescein family; to understand the interaction between VP copolymer by methods of electrochemistry and to fulfill a quantum chemical modeling of the structure of the dye-monomer and dye-copolymer complexes
The br-VP-triethylene glycol dimethacrylate (TEGDM) and br-VP-poly(ethylene glycol) methyl ester methacrylate (PEGMMA)-TEGDM copolymers were obtained via their radical copolymerization in toluene, controlled by a chain transfer agent, 1-decanethiol, according to the scheme provided (Figure 1)

Summary

Introduction

One of the general trends in polymer chemistry is the creation of molecularly imprinted polymers capable of recognizing template molecules or molecules of a similar structure which can occur as a result of shape, size and due to the interaction between the functional groups of the template and the polymer. Taking into account the possible interactions between template and monomers, three approaches have been developed known as covalent, semi-covalent and a non-covalent imprinting. The idea of forming non-covalent prepolymerization complexes between a template and functional monomers was proposed by M. In the case of non-covalent imprinting, the remainder of the template in the MIP is very small, and re-binding occurs due to the same interactions. It is the most effective and widely used approach to the preparation of MIPs due to its experimental simplicity, the easy removal of the template under mild conditions, fast template binding and release kinetics

Objectives

Methods

Results