Quaternary Ammonium Salt-Based Intrinsic Antibacterial Polyurethanes: Optimizing the Antibacterial Activity via Cationic Main- or Side-Chain Design in Hard Segments

作者：Xingshuang Lv, Zhi Li, Zhi Li, Zhenghao Zhang, Hao Wang, Song Hong‐wei, Shuaishuai Yuan, Xiaohui Fu, Zhibo Li, Zhibo Li · 发表于：ACS Applied Materials & Interfaces · 年份：2024 · DOI：10.1021/acsami.4c13588 · 被引用次数：23 · 研究领域：Antimicrobial agents and applications、Synthesis of Indole Derivatives、Photopolymerization techniques and applications

Thermoplastic polyurethanes (TPUs) are one of the most appealing materials with extensive applications in biomedical fields due to their versatile mechanical properties and excellent biocompatibility. In response to the escalating challenges of bacterial infections, it is desirable to obtain TPUs with intrinsic antibacterial activity, particularly for application in biomedical devices and public places. Herein, a cationic main-/side-chain structure regulation strategy in the TPU hard segment was adopted to introduce and optimize the antibacterial activity. This was achieved by synthesizing two types of quaternary ammonium salts (QAS)-containing chain extenders, i.e., N -methyl- N -alkyl- N, N -bis(2-hydroxyethyl) ammonium bromide (M n, where n represents the N -alkyl chain length) and N,N -dimethyl- N -alkyl- N -2,3-propylene glycol (D n ), from N -methyldiethanolamine (MDEA) and 3-dimethylamino-1,2-propanediol (DMAD), respectively. Given the structural differences between M n and D n, main-chain-type PU-M n and side-chain-type PU-D n were subsequently obtained with QAS groups in the hard segment. The N -alkyl chain length, QAS content, and main-/side-chain types were systematically investigated to optimize bactericidal properties. The results revealed that a long N -alkyl chain (from C6 to C14) increased the antibacterial activity of the chain extenders and corresponding TPU films. Besides, side-chain-type PU-D n films showed higher contact-active antibacterial activity than...