Polyphenols are promising antioxidant molecules that can be used as hydrogen-bonded donors in layer-by-layer (LbL) assemblies. We report antioxidant LbL films of methacrylamide- and acrylamide-based synthetic polyphenols with PEO, and explore the effect of polyphenol functionality on antioxidant activity, substrate adhesion, and morphology of the constructed films. The antioxidant capability of the coatings was quantified by the reduction rate of 2,2'-azino-bis(3-ethylbenzothiazoline-6-sulphonic acid) (ABTS) and 2,2-diphenyl-1-picrylhydrazyl (DPPH) radicals and film morphology was monitored by SEM and AFM. Importantly, linear polyphenols included within LbL films were capable of efficiently scavenging reactive oxygen species from solution and demonstrated prolonged antiradical activity. The duration of antiradical activity depended on the penetration rate of ABTS and DPPH radicals into the films and was controlled by film structure. Exposure of the films to radical species induced crosslinking as indicated by Fourier-transform infrared spectroscopy (FTIR), largely increasing stability of the films in organic solvents. Finally, antioxidant and adhesion properties of films, containing either hydrophobic methacrylamide-based or newly synthesized hydrophilic poly(vinyl alcohol)-based polyphenols, is discussed.

Antioxidant hydrogen-bonded coatings of linear synthetic polyphenol polymers

2019 Fall National Meeting

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