Metallic corrosion has a huge economic impact on industrial facilities and can threaten public safety. Thus, the development of high-performance, cost-effective, and environment-friendly anticorrosion coatings is always a research focus. Polybenzoxazines are a rapidly growing class of advanced thermosetting resins with excellent mechanical and thermal performance. Polybenzoxazines show zero shrinkage upon full cure, low free surface energy, and do not require catalysts or curing agents for polymerization. These properties are favorable to high-performance applications such as superhydrophobic and anticorrosion coating materials. Hence, electroactive benzoxazine (BA–PADPA) has been synthesized by incorporation of aniline dimer in its structure. The resulting polybenzoxazine (PBA–PADPA) undergoes two different cross-linking processes during the thermally induced polymerization. The imino group of aniline dimer paminodiphenylamine (PADPA) is involved in the ringopening reaction of the benzoxazine groups, which results in the significantly reduced initial curing temperature. Autocatalytic polymerization of benzoxazine instead of the aminecatalyzed polymerization occurs at higher temperatures. Besides, PBA–PADPA shows reversible redox activity, making it suitable for advanced anticorrosive coatings. The reversible one-electron transfer between the neutral form and the radical-cation form takes place in the redox reaction of BA–PADPA and PBA–PADPA. The current value of the redox peaks of PBA–PADPA doubles when compared with BA–PADPA, which might be attributed to the formation of the electron-donating hydroxyl groups during the thermally induced ring-opening polymerization and the hydrogen bonding interactions between phenolic-OH groups and aniline units in PBA–PADPA network. Sequentially, the incorporation of PADPA significantly enhances the corrosion protection performance of benzoxazine coating as proven by potentiodynamic polarization curves and Electrochemical impedance spectroscopy (EIS). The investigation of the morphology of corrosion products by SEM and the chemical nature characterization by XPS reveal that the addition of PADPA may facilitate the formation of a passive layer, consisting mainly of Fe<sub>2</sub>O<sub>3</sub> on the steel surface. We expect this investigation of the polymerization behavior of aniline-dimer-based benzoxazine system and the facile preparation of electroactive polybenzoxaine could pave the way to develop highperformance polymeric coatings.

Synthesis and electrochemical properties of electroactive aniline-dimer-based benzoxazines for advanced corrosion-resistant coatings

Macromolecular Chemistry: The Second Century

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ACS Spring 2020 National Meeting & Expo

The official archive and repository for all ACS Meetings & Expositions abstracts and select posters or presentations.