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Amphiphilic polypyrrole-poly(Schiff base) copolymers with poly(ethylene glycol) side chains: Synthesis, properties and applications

Abstract

New amphiphilic, poly(ethylene glycol) (PEG)-grafted, random, intrinsically conducting copolymers, which combine three different functionalities, have been engineered, prepared and characterized. Specifically, these "rod-coil" type copolymers bear conducting polypyrrole (PPy) and poly(Schiff base) (PSB) sequences randomly distributed in the backbone; while hydrophilic grafted side chains, consisting of well-defined PEG chains, are attached on the PSB units. Basically, the copolymers synthesis has been conducted sequentially, by employing the "macromonomer" technique, via electrochemical co-polymerization of a bis (pyrrole) benzoic Schiff base-containing PEG macromonomer with pyrrole monomers. After investigation of the chemical and electrochemical properties of synthesized copolymers, the advantages of their multi-functionality, in terms of biomedical applications, have been demonstrated. More specifically, the conjugated PPy and PSB sequences enabled the grafted copolymers to exhibit great ability to catalyse the oxidation of serotonin, an important neurotransmitter found in the blood platelets and in the central nervous system of animals and humans. On the other hand, enhanced biocompatibility in comparison with bare PPy is due to the presence of PEG side chains, while bacteriostatic activity against both Gram-negative and Gram-positive bacteria is imparted by the synergistic combination of the polycationic character of PPy main chain with the benzoic Schiff base functional groups presence and with bent-shaped architecture of facially amphiphilic PSB sequences, respectively. Accordingly, these grafted copolymers are promising materials for developing of implantable electrodes for serotonin detection, which are expected to present the above mentioned characteristics.

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Publication details

The article was received on 21 May 2018, accepted on 11 Jul 2018 and first published on 11 Jul 2018


Article type: Paper
DOI: 10.1039/C8PY00762D
Citation: Polym. Chem., 2018, Accepted Manuscript
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    Amphiphilic polypyrrole-poly(Schiff base) copolymers with poly(ethylene glycol) side chains: Synthesis, properties and applications

    B. G. Molina, L. Cianga, A. Bendrea, I. Cianga, L. J. del Valle, F. Estrany, C. Aleman and E. Armelin, Polym. Chem., 2018, Accepted Manuscript , DOI: 10.1039/C8PY00762D

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