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无异氰酸酯、紫外光交联的聚(羟基尿烷)网络:一种制备高功能抗菌水凝胶的可持续方法。

Isocyanate-Free, UV-Crosslinked Poly(Hydroxyurethane) Networks: A Sustainable Approach toward Highly Functional Antibacterial Gels.

机构信息

Department of Fibre and Polymer Technology, KTH Royal Institute of Technology, SE-100 44, Stockholm, Sweden.

出版信息

Macromol Biosci. 2017 Nov;17(11). doi: 10.1002/mabi.201700190. Epub 2017 Aug 15.

DOI:10.1002/mabi.201700190
PMID:28809095
Abstract

An increased sustainabile awarness has inspired the development of new polymeric networks in a remarkable way and this strive should be combined with environmentally concerned end-uses. Therefore, a UV-crosslinked polyhydroxyurethane film with antibacterial properties is developed. First, a hydroxyurethane precursor is synthesized using aminolysis condensation, circumventing the use of isocyanates. The films are subsequently crosslinked under solvent-free conditions through a UV-triggered thiol-ene mechanism. The reactions are monitored by H nuclear magnetic resonance spectroscopy, Fourier transform infrared spectroscopy, and Raman spectroscopy, and the networks have gel contents above 90%, and are transparent, hydrophilic, and highly flexible. Antibacterial properties are achieved by a controlled quaternization of the network's tertiary-amine and methylation of thiol-ether functionality, resulting in quaternary ammonium compounds (QACs) and sulfonium compounds. The antibacterial properties are evaluated against both Escherichia coli and Staphylococcus aureus using the agar plate diffusion and tube shaking methods. The QAC-loaded films exhibit outstanding bactericide properties (>99.9%) and the antibacterial mechanism is demonstrated to be a dual killing mechanism, i.e., diffusion killing and contact active killing.

摘要

可持续发展意识的提高以显著的方式激发了新型聚合物网络的发展,而这种努力应该与环保型终端用途相结合。因此,开发了具有抗菌性能的 UV 交联聚羟 基 氨 酯 膜。首 先,通 过 氨 解 缩 合 反 应 合 成 羟 基 氨 基 酯 前 体,避 免 了 使用异氰酸酯。然后在无溶剂条件下通过 UV 触发的硫醇-烯反应交联薄膜。通过 1H 核 磁 共 振 光 谱、傅 里 叶 变 换 红 外 光 谱 和 拉 曼 光 谱 监 测 反 应,网络的凝胶含量高于 90%,具有透明、亲水和高柔韧性。通过控制网络的叔胺季铵化和硫醚官能团的甲基化,得到季铵化合物(QAC)和锍化合物,从而实现抗菌性能。使用琼脂平板扩散和管振摇法评估载有 QAC 的薄膜对大肠杆菌和金黄色葡萄球菌的抗菌性能。载有 QAC 的薄膜表现出出色的杀菌性能(>99.9%),抗菌机制被证明是双重杀伤机制,即扩散杀伤和接触活性杀伤。

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