Mechanochemical Reactions of Bis(9-methylphenyl-9-fluorenyl) Peroxides and Their Applications in Cross-Linked Polymers,Journal of the American Chemical Society

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Mechanochemical Reactions of Bis(9-methylphenyl-9-fluorenyl) Peroxides and Their Applications in Cross-Linked Polymers
Journal of the American Chemical Society ( IF 14.4 ) Pub Date : 2021-10-05 , DOI: 10.1021/jacs.1c08533
Yi Lu ₁ , Hajime Sugita ₂ , Koichiro Mikami ₂ , Daisuke Aoki ₁ , Hideyuki Otsuka ₁

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The exploration of mechanochemical reactions has brought new opportunities for the design of functional materials. We synthesized the novel organic peroxide mechanophore bis(9-methylphenyl-9-fluorenyl) peroxide (BMPF) and examined its mechanochromic properties. The mechanism behind its mechanofluorescence was clarified and harnessed in polymer networks that can release the small fluorescent molecule 9-fluorenone upon exposure to a mechanical stimulus. Additionally, polymer networks cross-linked with BMPF units are able to tolerate temperatures up to 110 °C without any change in optical properties or mechanical strength. As mechanophores based on organic peroxide have rarely been documented so far, these fascinating results suggest excellent potential for applications of BMPF in stress-responsive materials. The mechanochemical protocol demonstrated here may provide guiding principles to expand the field of mechanochromic peroxides.

中文翻译：

双(9-甲基苯基-9-芴基)过氧化物的机械化学反应及其在交联聚合物中的应用

机械化学反应的探索为功能材料的设计带来了新的机遇。我们合成了新型有机过氧化物机械团双（9-甲基苯基-9-芴基）过氧化物（BMPF）并检查了其机械变色特性。其机械荧光背后的机制在聚合物网络中得到阐明和利用，该网络可以在暴露于机械刺激时释放小荧光分子 9-芴酮。此外，与 BMPF 单元交联的聚合物网络能够承受高达 110 °C 的温度，而不会改变光学特性或机械强度。由于迄今为止很少记录基于有机过氧化物的机械团，这些引人入胜的结果表明 BMPF 在应力响应材料中的应用潜力巨大。

更新日期：2021-10-27

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