Abstract
Herein, we discuss the effect of electron density in a furan pendant group on the thermally reversible Diels–Alder (DA) reaction based self-healing efficiency in polymethacrylate derivatives. First, the furan-functionalized polymethacrylates (rPFMA and dPFMA) having different electron density in the furan pendant groups were prepared through free-radical polymerization. The healing efficiency of rPFMA, which was expected to have high healing efficiency due to the high reactivity of DA reaction originating from the electron density in the furan moiety, was shown to be 95.89% in the first and 69.86% in the second healing process, respectively, where it is higher than that of dPFMA having relatively low electron density in the furan moiety. To illustrate these results, kinetic tests of the DA reaction for rPFMA64 and dPFMA64 were performed, where the reactivity of the DA reaction for rPFMA64 was much higher than that for dPFMA64. This could be explained by the electron density in the furan pendant groups which controls the reactivity of DA reaction having a major effect on the efficiency of self-healing performance in furan-functionalized polymethacrylates.
Highlights
There has been increased demand for smart polymeric materials[1,2] that have a speci c response to external stimuli like heat, pressure, pH, etc
Prior to the comparison of the self-healing efficiencies of dPFMA and rPFMA, we investigated the dependence of the thermally induced self-healing performance of dPFMAs on their compositions
Conclusion rPFMA64 and dPFMA64 that have different electron density of furan pendant group were synthesized through free-radical polymerization to clarify the dependence of electron density in furan groups on the efficiency of self-healing property
Summary
There has been increased demand for smart polymeric materials[1,2] that have a speci c response to external stimuli like heat, pressure, pH, etc. Among these stimuli responsive polymers, self-healable polymers, which can recover their pristine properties a er micro/macroscale physical damage, have generated tremendous interest owing to their durable natures. Applications of the DA reaction in self-healing materials have been widely studied due to the aforementioned advantages.[24,25,26,27,28,29] many studies were focused on synthesizing new selfhealable materials based on the DA reaction rather than investigating the in uence of the reactivity of the DA reaction on 39432 | RSC Adv., 2018, 8, 39432–39443
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