Characteristics of novel cycloaliphatic epoxides based on UV-induced cationic ring-opening polymerization for plastic coatings

Abstract

Cationic ring-opening polymerization (CROP)-capable cycloaliphatic epoxide monomers bearing a benzyl ether group (CE-BEs) were developed as glass-replacement plastic coatings for lightweight automobiles. Three different monomers of bis(((7-oxabicyclo[4,1,0]heptan-3-yl)methoxy)methyl)benzene isomers were synthesized to provide the cycloaliphatic epoxide functional groups. 1H and 13C nuclear magnetic resonance and Fourier transform infrared (FT-IR) spectroscopic analyses confirmed that the monomers were successfully synthesized. The shear viscosity and real-time crosslinking behavior of the CROP coatings were investigated using a rheometer. In particular, the release of thermal energy via CROP under UV irradiation was monitored using differential scanning photocalorimetry. The reaction conversion of cycloaliphatic epoxides by CROP before and after UV irradiation was verified using FT-IR spectroscopy. The transparency of the CROP coating films cured on a polycarbonate substrate was measured using an ultraviolet–visible spectrophotometer, and their adhesion was confirmed using cross-cut tests. For characterization of the surface mechanical properties, a nanoindentation tester and a nanoscratch tester were used in conjunction with an atomic force microscope to evaluate the surface hardness and scratch resistance, respectively. In addition, the thermomechanical properties of the cured CROP coating films were investigated using a rigid-body pendulum tester operated in dynamic physical mode. The ternary coating systems with CE-BEs were found to exhibit high photoreactivity, a dense crosslinking density, a transparent appearance, and enhanced adhesion and mechanical properties, making it suitable for glass-replacement plastic coatings.