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세션명 Korea-Taiwan Joint Symposium: Emerging Technology in Polymer Science (English)
발표장 삼다홀A
논문코드 1L1-5
발표일 2019-10-10
발표시간 15:30-15:55
논문제목 Generating Reactive Functional Groups from Mechanochemically Responsive Polymers
발표자 Chia-Chih Chang
발표자 소속 Department of Applied Chemistry, National Chiao Tung University
저자 Chia-Chih Chang
소속 Department of Applied Chemistry, National Chiao Tung University
논문초록 Covalent polymer mechanochemistry offers many opportunities for constructing advanced material systems that are capable of stress-sensing, stress-strengthening and self-healing. Externaly applied mechanical force can be exploited to promote selective chemical transformation in the overstressed region, resulting in the formation of new functional groups at the polymer chain scission point. Molecular engineering of mechanochemically responsive motifs provides a means for applying organic chemistry in the context of force-responsive materials. We demonstrate that mechanochemical generation of isocyanates is feasible through retro [2 + 2] cycloaddition of a 1,2-diazetidinone (DAO) mechanophore. A single DAO mechanophore is incorporated into the chain center of a poly(methyl acrylate) (PMA) backbone via single electron transfer-living radical polymerization. Facile activation of DAO via ultrasonic sonication leads to the formation of isocyanate and imine products, as supported by trapping experiments using 9-(methylaminomethyl)anthracene labelling, UV spectroscopy and 1H NMR spectroscopy. The concept present herein provides a new strategy to unveil blocked isocyanates on-demand.