有机化学 ›› 2018, Vol. 38 ›› Issue (4): 955-962.DOI: 10.6023/cjoc201708056 上一篇    下一篇

研究简报

吡啶盐-氯胺前体的合成及在聚氨酯表面固载的抗菌应用

李令东, 迟晓芳, 闫佳威, 赵梓含   

  1. 大连理工大学石油与化学工程学院 盘锦 124221
  • 收稿日期:2017-08-27 修回日期:2017-11-28 发布日期:2017-12-08
  • 通讯作者: 李令东 E-mail:lild@dlut.edu.cn
  • 基金资助:

    中央高校基本科研业务费(Nos.DUT14RC(3)081,DUT17LK17)和教育部留学回国人员科研启动基金资助项目.

Synthesis and Immobilization of Pyridinium N-Chloramine Precursors on PU Film for Antibacterial Application

Li Lingdong, Chi Xiaofang, Yan Jiawei, Zhao Zihan   

  1. School of Petroleum and Chemical Engineering, Dalian University of Technology, Panjin 124221
  • Received:2017-08-27 Revised:2017-11-28 Published:2017-12-08
  • Contact: 10.6023/cjoc201708056 E-mail:lild@dlut.edu.cn
  • Supported by:

    Project supported by the Fundamental Research Funds for the Central Universities (Nos. DUT14RC(3)081, DUT17LK17) and the Scientific Research Foundation for the Returned Overseas Chinese Scholars, State Education Ministry.

以5,5-二甲基海因为起始原料,经5步反应合成了携有全氟苯基叠氮基团(PFPA)的可固载型吡啶盐-氯胺前体,并在254 nm光照条件下分别将其固载到聚氨酯(PU)膜表面.经稀漂白水处理后,以大肠杆菌(ATCC 25922)和金黄色葡萄球菌(ATCC 25923)为测试菌种,测试了所得膜材料的抗菌活性.结果表明,改性PU膜有良好的抗菌性能,尤其PU表面接枝结构中含较短烷基链的前体时,抗菌活性更优.在制备非溶出型抗菌膜材料的同时也提供了一种惰性材料表面固载氯胺前体的普适方法.

关键词: 吡啶盐-氯胺前体, 多步合成, 全氟苯基叠氮化学, 抗菌聚氨酯膜, 抗菌性能

In this work, two novel pyridinium N-chloramine precursors were designed and synthesized, both of which contain perfluorophenyl azide (PFPA) unit as the photo-coupling handle. The synthetic precursors were photo immobilized on commercial PU films upon UV (254 nm) light irradiation. After exposure to diluted household bleach, the resulting PU films were rendered biocidal. Antibacterial tests showed that satisfactory was achieved for both surface modified films and that the film grafted with shorter alkyl linker-contained precursor demonstrated even higher biocidal efficacy. Non-leaching antibacterial PU materials were herein developed based on PFPA-coupling strategy, providing a simple and universal method to confer N-chloramines on inert polymer surface for antibacterial application.

Key words: pyridinium N-chloramine precursors, multi-step synthesis, fluorophenyl azide (PFPA) chemistry, biocidal polyurethane film, antimicrobial activity