Phantom ring-closing condensation polymerization: towards antibacterial oligoguanidines.
Phantom ring-closing condensation polymerization: towards antibacterial oligoguanidines.
复制标题
幻影闭环缩聚：针对抗菌寡聚胍。
DOI：
10.1002/marc.201100123
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发表时间：
2011
影响因子：
4.6
通讯作者：
S. Agarwal
中科院分区：
文献类型：
--
作者：
Claudia Mattheis;Martin C Schwarzer;G. Frenking;S. Agarwal
提出了用于合成寡聚胍的幻影闭环缩聚的第一个例子。通过二亚乙基三胺等三胺与盐酸胍的缩合反应，一步获得了一种具有环结构的新型低聚胍。缩合反应通过选择性闭环进行，以在低聚物主链中形成五元环。所得聚合物重复单元结构与起始单体（幻影聚合物）不同，并且是通过每个重复单元消除三个氨分子而形成的。分子间、分子内和分子间的反应序列产生了新的结构，这一点已被不同的光谱技术（大气压化学电离质谱、一维和二维同核和异核相关核磁共振实验）所证明，并得到了量子化学研究的支持。关于由此产生的寡聚胍的抗菌用途的初步结果也很有希望，并在 15-30 分钟内显示出其作为抗菌材料的效果。
The first example of phantom ring-closing condensation polymerization for the synthesis of oligoguanidines is presented. A new oligoguanidine with a ring structure was achieved in one step by the condensation reaction of a triamine, like diethylenetriamine, with guanidine hydrochloride. The condensation reaction proceeded by selective ring-closure towards the formation of five-membered rings in the oligomer backbone. The resulting polymer repeat unit structure was different from the starting monomers (phantom polymer) and was formed by elimination of three molecules of ammonia per repeat unit. The inter-, intra-, and inter-molecular reaction sequences led to the new structure as proved by different spectroscopic techniques (atmospheric pressure chemical-ionization mass spectrometry, and one-dimensional and two-dimensional homo- and heteronuclear correlation NMR experiments) as well as supported by quantum chemical investigations. Preliminary results regarding antibacterial use of the resulting oligoguanidine were also promising and showed its effect within 15-30 min as an antibacterial material.