Mechanochromism and Mechanical‐Force‐Triggered Cross‐Linking from a Single Reactive Moiety Incorporated into Polymer Chains
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- 25 January 2016
- journal article
- research article
- Published by Wiley in Angewandte Chemie-International Edition
- Vol. 55 (9), 3040-3044
- https://doi.org/10.1002/anie.201510171
Abstract
Incorporation of small reactive moieties, the reactivity of which depends on externally imposed load (so-called mechanophores) into polymer chains offers access to a broad range of stress-responsive materials. Here, we report that polymers incorporating spirothiopyran (STP) manifest both green mechanochromism and load-induced addition reactions in solution and solid. Stretching a macromolecule containing colorless STP converts it into green thiomerocyanine (TMC), the mechanically activated thiolate moiety of which undergoes rapid thiol–ene click reactions with certain reactive C=C bonds to form a graft or a cross-link. The unique dual mechanochemical response of STP makes it of potentially great utility both for the design of new stress-responsive materials and for fundamental studies in polymer physics, for example, the dynamics of physical and mechanochemical remodeling of loaded materials.Keywords
Funding Information
- National Natural Science Foundation of China (21304076)
- China Postdoctoral Science Foundation (2014T70612)
- Natural Science Foundation of Fujian Province (2014J01060)
- UK Engineering and Physical Sciences Research Council (EPSRC)
This publication has 38 references indexed in Scilit:
- Polymer Mechanochemistry: From Destructive to ProductiveAccounts of Chemical Research, 2015
- Molecular engineering of mechanophore activity for stress-responsive polymeric materialsChemical Science, 2015
- Mechanoresponsive Healable Metallosupramolecular PolymersMacromolecules, 2013
- Biomimetic Modular Polymer with Tough and Stress Sensing PropertiesMacromolecules, 2013
- Mechanoresponsive PS-PnBA-PS Triblock Copolymers via Covalently Embedding MechanophoreACS Macro Letters, 2013
- Model Studies of the Kinetics of Ester Hydrolysis under Stretching ForceAngewandte Chemie, 2013
- Model Studies of the Kinetics of Ester Hydrolysis under Stretching ForceAngewandte Chemie-International Edition, 2013
- Kinetics of Thiol/Disulfide Exchange Correlate Weakly with the Restoring Force in the Disulfide MoietyAngewandte Chemie-International Edition, 2009
- Kinetics of Thiol/Disulfide Exchange Correlate Weakly with the Restoring Force in the Disulfide MoietyAngewandte Chemie, 2009
- Force-induced activation of covalent bonds in mechanoresponsive polymeric materialsNature, 2009