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Rotaxanes as Mechanochromic Fluorescent Force Transducers in Polymers

[Image: see text] 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 sti...

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Autores principales: Sagara, Yoshimitsu, Karman, Marc, Verde-Sesto, Ester, Matsuo, Kazuya, Kim, Yuna, Tamaoki, Nobuyuki, Weder, Christoph
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2018
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5806082/
https://www.ncbi.nlm.nih.gov/pubmed/29355316
http://dx.doi.org/10.1021/jacs.7b12405
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author Sagara, Yoshimitsu
Karman, Marc
Verde-Sesto, Ester
Matsuo, Kazuya
Kim, Yuna
Tamaoki, Nobuyuki
Weder, Christoph
author_facet Sagara, Yoshimitsu
Karman, Marc
Verde-Sesto, Ester
Matsuo, Kazuya
Kim, Yuna
Tamaoki, Nobuyuki
Weder, Christoph
author_sort Sagara, Yoshimitsu
collection PubMed
description [Image: see text] 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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spelling pubmed-58060822018-02-12 Rotaxanes as Mechanochromic Fluorescent Force Transducers in Polymers Sagara, Yoshimitsu Karman, Marc Verde-Sesto, Ester Matsuo, Kazuya Kim, Yuna Tamaoki, Nobuyuki Weder, Christoph J Am Chem Soc [Image: see text] 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. American Chemical Society 2018-01-22 2018-02-07 /pmc/articles/PMC5806082/ /pubmed/29355316 http://dx.doi.org/10.1021/jacs.7b12405 Text en Copyright © 2018 American Chemical Society This is an open access article published under an ACS AuthorChoice License (http://pubs.acs.org/page/policy/authorchoice_termsofuse.html) , which permits copying and redistribution of the article or any adaptations for non-commercial purposes.
spellingShingle Sagara, Yoshimitsu
Karman, Marc
Verde-Sesto, Ester
Matsuo, Kazuya
Kim, Yuna
Tamaoki, Nobuyuki
Weder, Christoph
Rotaxanes as Mechanochromic Fluorescent Force Transducers in Polymers
title Rotaxanes as Mechanochromic Fluorescent Force Transducers in Polymers
title_full Rotaxanes as Mechanochromic Fluorescent Force Transducers in Polymers
title_fullStr Rotaxanes as Mechanochromic Fluorescent Force Transducers in Polymers
title_full_unstemmed Rotaxanes as Mechanochromic Fluorescent Force Transducers in Polymers
title_short Rotaxanes as Mechanochromic Fluorescent Force Transducers in Polymers
title_sort rotaxanes as mechanochromic fluorescent force transducers in polymers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5806082/
https://www.ncbi.nlm.nih.gov/pubmed/29355316
http://dx.doi.org/10.1021/jacs.7b12405
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