Department of Chemistry and ¶Beckman Institute for Advanced Science and Technology, University of Illinois at Urbana-Champaign , Urbana, Illinois 61801, United States.
J Am Chem Soc. 2016 Mar 2;138(8):2540-3. doi: 10.1021/jacs.6b00097. Epub 2016 Feb 19.
The generation of acid under mechanical force is potentially useful for initiating proton-catalyzed changes in polymeric materials. Here we demonstrate that oxime sulfonates-known photoacid generators-are also acid generators when activated mechanically. NMR analysis of products suggests that the ultrasound-induced mechanochemical scission of the oxime sulfonate mechanophore also generates a ketone functional moiety, in addition to acid. Both acid and ketone moieties are useful for developing stress-responsive polymeric materials for autonomous self-healing applications.
机械力下的酸生成对于引发质子催化的聚合材料变化具有潜在的应用价值。在这里，我们证明了肟磺酸酯——已知的光酸产生剂——在机械激活时也是酸产生剂。通过对产物的 NMR 分析表明，肟磺酸酯机械生色团的超声诱导机械化学断裂除了产生酸之外，还会生成酮官能团。酸和酮部分都可用于开发用于自主自修复应用的压敏聚合物材料。
