Mechanochemiluminescent Hydrogels for Real-Time Visualization of Chemical Bond Scission

Qing Li; Qi Wang; Yuan Yuan; Yulan Chen

doi:10.1055/a-1733-6310

Synlett, Table of Contents

Synlett 2022; 33(09): 879-884
DOI: 10.1055/a-1733-6310

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Mechanochemistry

Mechanochemiluminescent Hydrogels for Real-Time Visualization of Chemical Bond Scission

Qing Li

^aTianjin Key Laboratory of Molecular Optoelectronic Sciences,Department of Chemistry, School of Science, Tianjin University, Tianjin 300072, P. R. of China

,

Qi Wang

^bState Key Laboratory of Supramolecular Structure and Materials, College of Chemistry, Jilin University, Changchun, 130012, P. R. of China

,

Yuan Yuan

^aTianjin Key Laboratory of Molecular Optoelectronic Sciences,Department of Chemistry, School of Science, Tianjin University, Tianjin 300072, P. R. of China

,

Yulan Chen∗

^aTianjin Key Laboratory of Molecular Optoelectronic Sciences,Department of Chemistry, School of Science, Tianjin University, Tianjin 300072, P. R. of China

^bState Key Laboratory of Supramolecular Structure and Materials, College of Chemistry, Jilin University, Changchun, 130012, P. R. of China

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Abstract

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Abstract

Quantitative and real-time characterization of mechanically induced bond-scission events taken place in polymeric hydrogels is essential to uncover their fracture mechanics. Herein, a class of mechanochemiluminescent swelling hydrogels have been synthesized through a facile micellar copolymerization method using chemiluminescent bisacrylate-modified bis(adamantyl)-1,2-dioxetane (Ad) as a crosslinker. This design and synthetic strategy ensure intense mechanochemiluminescence from Ad located in a hydrophobic network inside micelles. Moreover, the mechanochemiluminescent colors can be tailored from blue to red by mixing variant acceptors. Taking advantages of the transient nature of dioxetane chemiluminescence, the damage distribution and crack evolution of the hydrogels can be visualized and analyzed with high spatial and temporal resolution. The results demonstrate the strengths of the Ad mechanophore and micellar copolymerization method in the study of damage evolution and fracture mechanism of swelling hydrogels.

Key words

micelles - hydrogel - mechanophore - chemiluminescence - stress sensing

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