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Mechanochemical generation of acid-degradable poly(enol ether)s
Chemical Science ( IF 7.6 ) Pub Date : 2021-2-12 , DOI: 10.1039/d1sc00001b Jinghui Yang 1 , Yan Xia 1
Chemical Science ( IF 7.6 ) Pub Date : 2021-2-12 , DOI: 10.1039/d1sc00001b Jinghui Yang 1 , Yan Xia 1
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In an effort to develop polymers that can undergo extensive backbone degradation in response to mechanical stress, we report a polymer system that is hydrolytically stable but unmasks easily hydrolysable enol ether backbone linkages when force is applied. These polymers were synthesized by ring-opening metathesis polymerization (ROMP) of a novel mechanophore monomer consisting of cyclic ether fused bicyclohexene. Hydrogenation of the resulting polymers led to significantly enhanced thermal stability (Td > 400 °C) and excellent resistance toward acidic or basic conditions. Solution ultrasonication of the polymers resulted in up to 65% activation of the mechanophore units and conversion to backbone enol ether linkages, which then allowed facile degradation of the polymers to generate small molecule or oligomeric species under mildly acidic conditions. We also achieved solid-state mechano-activation and polymer degradation via grinding the solid polymer. Force-induced hydrolytic polymer degradability can enable materials that are stable under force-free conditions but readily degrade under stress. Facile degradation of mechanically activated polymechanophores also facilitates the analysis of mechanochemical products.
中文翻译：
酸降解性聚（烯醇醚）s的机械化学生成
为了努力开发能够响应机械应力而发生广泛的骨架降解的聚合物，我们报告了一种聚合物体系，该体系具有水解稳定性，但在施加力时可轻松掩盖易水解的烯醇醚骨架。这些聚合物是通过新型的由环醚稠合的双环己烯组成的机理单体的开环复分解聚合（ROMP）合成的。所得聚合物的氢化导致热稳定性（T d> 400°C），并具有出色的耐酸性或碱性条件。聚合物的溶液超声处理导致高达65％的机械基团活化并转化为骨架烯醇醚键，这随后使聚合物易于降解，从而在弱酸性条件下生成小分子或低聚物质。我们还通过研磨固体聚合物实现了固态机械活化和聚合物降解。力诱导的水解聚合物可降解性可使材料在无力条件下稳定，但在应力下易于降解。机械活化的多机械载体的容易降解也促进了机械化学产物的分析。
更新日期：2021-02-12
中文翻译：
酸降解性聚（烯醇醚）s的机械化学生成
为了努力开发能够响应机械应力而发生广泛的骨架降解的聚合物，我们报告了一种聚合物体系，该体系具有水解稳定性，但在施加力时可轻松掩盖易水解的烯醇醚骨架。这些聚合物是通过新型的由环醚稠合的双环己烯组成的机理单体的开环复分解聚合（ROMP）合成的。所得聚合物的氢化导致热稳定性（T d> 400°C），并具有出色的耐酸性或碱性条件。聚合物的溶液超声处理导致高达65％的机械基团活化并转化为骨架烯醇醚键，这随后使聚合物易于降解，从而在弱酸性条件下生成小分子或低聚物质。我们还通过研磨固体聚合物实现了固态机械活化和聚合物降解。力诱导的水解聚合物可降解性可使材料在无力条件下稳定，但在应力下易于降解。机械活化的多机械载体的容易降解也促进了机械化学产物的分析。
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