Journal of the American Chemical Society, volume 143, issue 26, pages 9884-9892

Rotaxane-Based Dual Function Mechanophores Exhibiting Reversible and Irreversible Responses.

Muramatsu Tatsuya 1
Okado Yuji 2
Traeger Hanna 3
Schrettl Stephen 3
Tamaoki Nobuyuki 2
Weder Christoph 3
Sagara Yoshimitsu 1, 4
2
 
Research Institute for Electronic Science, Hokkaido University, N20, W10, Kita-ku, Sapporo, Hokkaido 001-0020, Japan
4
 
JST-PRESTO, 4-1-8 Honcho, Kawaguchi, Saitama 332-0012, Japan
Publication typeJournal Article
Publication date2021-06-24
Quartile SCImago
Q1
Quartile WOS
Q1
Impact factor15
ISSN00027863, 15205126
General Chemistry
Catalysis
Biochemistry
Colloid and Surface Chemistry
Abstract
Mechanochromic mechanophores permit the design of polymers that indicate mechanical events through optical signals. Here we report rotaxane-based supramolecular mechanophores that display both reversible and irreversible fluorescence changes. These responses are triggered by different forces and are achieved by exploiting the molecular shuttling function and force-induced dethreading of rotaxanes. The new rotaxane mechanophores are composed of a ring featuring a luminophore, which is threaded onto an axle with a matching quencher and two stoppers. In the stress-free state, the luminophore is preferentially located in the proximity of the quencher, and the emission is quenched. The luminophore slides away from the quencher when a force is applied and the fluorescence is switched on. This effect is reversible, unless the force is so high that the luminophore-carrying ring slips past the stopper and dethreading occurs. We show that the combination of judiciously selected ring and stopper moieties is crucial to attain interlocked structures that display such a dual response. PU elastomers that contain such doubly responsive rotaxanes exhibit reversible fluorescence changes over multiple loading-unloading cycles due to the shuttling function, whereas permanent changes are observed upon repeated deformations to high strains due to breakage of the mechanical bond upon dethreading of the ring from the axle. This response allows one, at least conceptually, to monitor the actual deformation of polymer materials and examine mechanical damage that was inflicted in the past on the basis of an optical signal.

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Muramatsu T. et al. Rotaxane-Based Dual Function Mechanophores Exhibiting Reversible and Irreversible Responses. // Journal of the American Chemical Society. 2021. Vol. 143. No. 26. pp. 9884-9892.
GOST all authors (up to 50) Copy
Muramatsu T., Okado Y., Traeger H., Schrettl S., Tamaoki N., Weder C., Sagara Y. Rotaxane-Based Dual Function Mechanophores Exhibiting Reversible and Irreversible Responses. // Journal of the American Chemical Society. 2021. Vol. 143. No. 26. pp. 9884-9892.
RIS |
Cite this
RIS Copy
TY - JOUR
DO - 10.1021/jacs.1c03790
UR - https://doi.org/10.1021%2Fjacs.1c03790
TI - Rotaxane-Based Dual Function Mechanophores Exhibiting Reversible and Irreversible Responses.
T2 - Journal of the American Chemical Society
AU - Muramatsu, Tatsuya
AU - Okado, Yuji
AU - Traeger, Hanna
AU - Schrettl, Stephen
AU - Tamaoki, Nobuyuki
AU - Weder, Christoph
AU - Sagara, Yoshimitsu
PY - 2021
DA - 2021/06/24 00:00:00
PB - American Chemical Society (ACS)
SP - 9884-9892
IS - 26
VL - 143
SN - 0002-7863
SN - 1520-5126
ER -
BibTex |
Cite this
BibTex Copy
@article{2021_Muramatsu,
author = {Tatsuya Muramatsu and Yuji Okado and Hanna Traeger and Stephen Schrettl and Nobuyuki Tamaoki and Christoph Weder and Yoshimitsu Sagara},
title = {Rotaxane-Based Dual Function Mechanophores Exhibiting Reversible and Irreversible Responses.},
journal = {Journal of the American Chemical Society},
year = {2021},
volume = {143},
publisher = {American Chemical Society (ACS)},
month = {jun},
url = {https://doi.org/10.1021%2Fjacs.1c03790},
number = {26},
pages = {9884--9892},
doi = {10.1021/jacs.1c03790}
}
MLA
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MLA Copy
Muramatsu, Tatsuya, et al. “Rotaxane-Based Dual Function Mechanophores Exhibiting Reversible and Irreversible Responses..” Journal of the American Chemical Society, vol. 143, no. 26, Jun. 2021, pp. 9884-9892. https://doi.org/10.1021%2Fjacs.1c03790.
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