Polyphosphoramidates That Undergo Acid-Triggered Backbone Degradation

Polyphosphoramidates That Undergo Acid-Triggered Backbone Degradation
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DOI:
10.1021/acsmacrolett.6b00966
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发表时间:
2017-03-01
期刊:
影响因子:
7.015
通讯作者:
Wooley, Karen L.
Wooley, Karen L.
中科院分区:
化学1区
文献类型:
--
作者:
Wang, Hai;Su, Lu;Wooley, Karen L.

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直接和简便的合成与酸不稳定的氨基磷酸酯骨架连接的聚氨基磷酸酯(PPA)的报告,连同证明其水解降解性,在酸性条件下进行评估。酸不稳定键沿着聚合物主链的引入导致依赖于环境刺激的聚合物主链的快速降解。设计并合成了一种带有氨基磷酸酯键的氧氮磷杂环丙烷单体,通过有机碱催化开环聚合以可控的方式得到PPA。研究了PPA的水解降解,揭示了在酸性条件下通过氨基磷酸酯键的裂解来分解聚合物主链。
The direct and facile synthesis of polyphosphoramidates (PPAs) with acid-labile phosphoramidate backbone linkages are reported, together with demonstration of their hydrolytic degradability, evaluated under acidic conditions. The introduction of acid-labile linkages along the polymer backbone led to rapid degradation of the polymer backbone dependent upon the environmental stimuli. An oxazaphospholidine monomer bearing a phosphoramidate linkage was designed and synthesized to afford the PPAs via organobase-catalyzed ring-opening polymerization in a controlled manner. The hydrolytic degradation of the PPAs was studied, revealing breakdown of the polymer backbone through cleavage of the phosphorarnidate linkages under acidic conditions.