Synthesis and characterization of antibacterial polyurethane coatings from quaternary ammonium salts functionalized soybean oil based polyols

Synthesis and characterization of antibacterial polyurethane coatings from quaternary ammonium salts functionalized soybean oil based polyols
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DOI:
10.1016/j.msec.2012.08.023
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发表时间:
2013-01-01
影响因子:
7.9
通讯作者:
Saeedi-Eslami, Seyyed Nasirodin
Saeedi-Eslami, Seyyed Nasirodin
中科院分区:
工程技术1区
文献类型:
--
作者:
Bakhshi, Hadi;Yeganeh, Hamid;Saeedi-Eslami, Seyyed Nasirodin

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本研究开发了一种简单通用的合成方法制备杀菌聚氨酯涂料。为此,考虑将具有众所周知的抗菌活性的季铵盐(QAS)和反应性羟基引入大豆油的主链上。以环氧大豆油为原料,与二乙胺反应,中间体叔胺多元醇分别与碘甲烷和氯化苄两种不同的烷基化剂反应,制得MQAP和BQAP,并将其与不同的二异氰酸酯单体反应制备聚氨酯涂料。根据用于制备聚氨酯涂料的单体的结构,样品的初始模量、拉伸强度和断裂伸长率分别在122-339 MPa、4.6-12.4 MPa和8.4- 46%的范围内。以异佛尔酮二异氰酸酯为基料的聚氨酯涂料具有良好的力学性能和附着力(0.41 MPa)。成纤维细胞与制备的聚氨酯相互作用的研究表明,有希望的细胞活力在78- 108%的范围内。同时,具有较高浓度的QAS的MQAP基样品显示出更好的粘附强度、表面亲水性和抗菌活性(约95%的细菌减少)。因此,这些材料可以用作生物医学设备和植入物的杀菌涂层。(C)2012爱思唯尔有限公司版权所有。
In this study, a simple and versatile synthetic approach was developed to prepare bactericidal polyurethane coatings. For this purpose, introduction of both quaternary ammonium salts (QASs), with well-known antibacterial activity, and reactive hydroxyl groups on to the backbone of soybean oil was considered. Epoxidized soybean oil was reacted with diethylamine and the intermediate tertiary amine containing polyol was reacted with two different alkylating agents, methyl iodide and benzyl chloride, to produce MQAP and BQAP, respectively, These functional polyols were reacted with different diisocyanate monomers to prepare polyurethane coatings. Depending on the structure of monomers used for the preparation of polyurethane coatings, initial modulus, tensile strength and elongation at break of samples were in the ranges of 122-339 MPa, 4.6-12.4 MPa and 8.4-46%, respectively. Polyurethane coatings based on isophorone diisocyanate showed proper mechanical properties and adhesion strength (0.41 MPa) for coating application. Study of fibroblast cells interaction with prepared polyurethanes showed promising cells viability in the range of 78-108%. Meanwhile, MQAP based samples with higher concentration of QASs showed better adhesion strength, surface hydrophilicity and antibacterial activity (about 95% bacterial reduction). Therefore, these materials can find applications as bactericidal coating for biomedical devices and implants. (C) 2012 Elsevier B.V. All rights reserved.