Thermally Stable Radical-Type Mechanochromic Polymers Based on Difluorenylsuccinonitrile

ACS Macro Lett. 2018 Nov 20;7(11):1359-1363. doi: 10.1021/acsmacrolett.8b00755. Epub 2018 Oct 29.

Abstract

Mechanochromism, a color change induced by mechanical force, has attracted much attention in materials science, as it can be used to create stress- and damage-detecting sensors. In particular, radical-type mechanochromic molecules (mechanochromophores), which produce colored radicals upon exposure to mechanical force, enable the qualitative visualization of mechanical stress and the quantitative evaluation of the generated radical species by electron paramagnetic resonance spectroscopy. However, the sensitivity of radical-type mechanochromophores to thermal stimuli limits their range of applications. Herein, we report the radical-type mechanochromophore difluorenylsuccinonitrile (DFSN), which can be used to synthesize mechanochromic polymers via living radical polymerization techniques, as its central carbon-carbon bond exhibits high thermal stability. The obtained DFSN-centered polymers show mechanochromism and desirably high thermal resistance.