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>Oxidation Responsive Polymers with a Triggered Degradationvia Arylboronate Self-Immolative Motifs on a Polyphosphazene Backbone
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Oxidation Responsive Polymers with a Triggered Degradationvia Arylboronate Self-Immolative Motifs on a Polyphosphazene Backbone
Oxidation responsive polymers with triggered degradation pathways have been prepared via attachment of self-immolative moieties onto a hydrolytically unstable polyphosphazene backbone. After controlled main-chain growth, postpolymerization functionalization allows the preparation of hydrolytically stable poly(organo)phosphazenes decorated with a phenylboronic ester caging group. In oxidative environments, triggered cleavage of the caging group is followed by self-immolation, exposing the unstable glycine-substituted polyphosphazene which subsequently undergoes to backbone degradation to low-molecular weight molecules. As well as giving mechanistic insights, detailed GPC and 1H and 31P NMR analysis reveal the polymers to be stable in aqueous solutions, but show a selective, fast degradation upon exposure to hydrogen peroxide containing solutions. Since the post-polymerization functionalization route allows simple access to polymer backbones with a broad range of molecular weights, the approach of using the inorganic backbone as a platform significantly expands the toolbox of polymers capable of stimuli-responsive degradation.
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机译:具有触发降解途径的氧化反应性聚合物已通过将自消炎部分连接到水解不稳定的聚磷腈骨架上而制备。在受控的主链增长后,聚合后官能化可以制备水解稳定的聚(有机)磷腈,并装饰有苯基硼酸酯笼统基团。在氧化环境中,引发笼形基团的裂解,然后进行自焚,使不稳定的甘氨酸取代的聚磷腈暴露,随后使其骨架降解为低分子量分子。除了提供机理方面的见解外,详细的GPC和 1 sup> H和 31 sup> P NMR分析还显示出聚合物在水溶液中稳定,但暴露后会选择性,快速降解含有过氧化氢的溶液。由于聚合后功能化途径可轻松获得分子量范围很宽的聚合物骨架,因此使用无机骨架作为平台的方法极大地扩展了能够进行刺激响应性降解的聚合物的工具箱。
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