4.8 Article

Mechanochemical Reactions of Bis(9-methylphenyl-9-fluorenyl) Peroxides and Their Applications in Cross-Linked Polymers

Journal

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 143, Issue 42, Pages 17744-17750

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jacs.1c08533

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Funding

  1. JST CREST [JPMJCR1991]

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Exploration of mechanochemical reactions has opened up new opportunities for designing functional materials, such as the synthesis and application of BMPF as a mechanophore in stress-responsive materials with excellent potential for applications.
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 mechano-fluorescence 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 degrees 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.

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