Journal
MACROMOLECULAR RAPID COMMUNICATIONS
Volume 39, Issue 22, Pages -Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/marc.201800376
Keywords
click reactions; mechanocatalysts; mechanochemistry; mechanophores; stress-sensing
Categories
Funding
- German Science Foundation
- DFG [13373/8-2, SPP 1568, SFB TRR 102]
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Strategies for visualizing stress within polymeric materials are of growing interest during the past decade. In this paper, stress-sensing materials, triggered by a mechanoresponsive catalytic system based on latent copper(I)bis(N-heterocyclic carbene) mechanophores, are reported, which can be activated by compression force to trigger a fluorogenic copper(I)-catalyzed alkyne/azide click cycloaddition reaction, activating a fluorescent dye useful for stress-sensing applications in bulk polymeric materials. The focus is placed on the polymeric architecture, which is responsible for an efficient stress transmission, revealing the greatest activation for network-based mechanocatalysts, observing click conversions up to 44%, while chain-extended and linear mechanocatalysts activate either in a less efficient manner or are not completely latent in the initial state. The developed catalysts enable irreversible mechanochromic systems for stress-sensing devices.
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