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Rotaxanes as Mechanochromic Fluorescent Force Transducers in Polymers
Author(s) -
Yoshimitsu Sagara,
Marc Karman,
Ester VerdeSesto,
Kazuya Matsuo,
Yuna Kim,
Nobuyuki Tamaoki,
Christoph Weder
Publication year - 2018
Publication title -
journal of the american chemical society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 7.115
H-Index - 612
eISSN - 1520-5126
pISSN - 0002-7863
DOI - 10.1021/jacs.7b12405
Subject(s) - fluorophore , chemistry , covalent bond , fluorescence , polymer , molecule , elastomer , photochemistry , dumbbell , mechanochemistry , molecular machine , spiropyran , nanotechnology , organic chemistry , materials science , medicine , physics , quantum mechanics , physical therapy
The integration of mechanophores, motifs that transduce mechanical forces into chemical reactions, allows creating materials with stress-dependent properties. Typical mechanophores are activated by cleaving weak covalent bonds, but these reactions can also be triggered by other stimuli, and this renders the behavior unspecific. Here we show that this problem can be overcome by extending the molecular-shuttle function of rotaxanes to mechanical activation. A mechanically interlocked mechanophore composed of a fluorophore-carrying macrocycle and a dumbbell-shaped molecule containing a matching quencher was integrated into a polyurethane elastomer. Deformation of this polymer causes a fluorescence turn-on, due to the spatial separation of fluorophore and quencher. This process is specific, efficient, instantly reversible, and elicits an easily detectable optical signal that correlates with the applied force.

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