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抗菌聚醚双胍固化剂及其固化抗菌环氧树脂的合成

Synthesis of antibacterial polyether biguanide curing agent and its cured antibacterial epoxy resin.

作者信息

Li Rui, Yang Guoxing, Wang Yudan, Liu Lijia, Wang Qiang, Wang Guan, Ouyang Xiao

机构信息

Key Laboratory of Superlight Materials and Surface Technology, Ministry of Education, College of Materials Science and Chemical Engineering, Harbin Engineering University, Harbin, China.

Daqing Petrochemical Research Center, Petrochemical Research Institute, China National Petroleum Corporation, Daqing, China.

出版信息

Des Monomers Polym. 2021 Mar 18;24(1):63-72. doi: 10.1080/15685551.2021.1900025.

Abstract

At present, bacteria continue to threaten human health, and the resistance of bacteria to antibiotics continues to increase, so the development of new antibacterial agents and antibacterial materials is increasingly important to ensure human health. In this paper, three polyether biguanide compounds with high antibacterial properties were synthesized by reacting polyetheramine T403 with o-tolylbiguanide, m-tolylbiguanide and p-tolylbiguanide (o-TTB, m-TTB and p-TTB), respectively. The antimicrobial performance of polyether biguanide against E. coli and S. aureus was evaluated using a minimum inhibitory concentration method, and the results showed that the synthesized polyether biguanide exhibited efficient and broad-spectrum antimicrobial effects. Among them, o-tolyl biguanide derivative o-TTB showed the best antimicrobial performance, with minimum inhibitory concentrations of 20 and 15 μg/mL against E. coli and S. aureus, respectively. Then, epoxy resin E51 was cured using the obtained TTB as a curing agent to prepare an epoxy resin with antibacterial properties. The inhibition of the growth of S. aureus by the cured o-TTB/E51 resin was investigated by incubating the cured epoxy resin with bacteria, and the results showed that the cured resin had a significant inhibitory effect on the growth of bacteria. The non-isothermal curing kinetics of the o-TTB/E51 system were investigated by differential scanning calorimetry (DSC) to determine the optimized curing reaction temperature, curing kinetic parameters and curing kinetics equation.

摘要

目前,细菌持续威胁人类健康,且细菌对抗生素的耐药性不断增强,因此开发新型抗菌剂和抗菌材料对于保障人类健康愈发重要。本文通过使聚醚胺T403分别与邻甲苯基双胍、间甲苯基双胍和对甲苯基双胍(邻-TTB、间-TTB和对-TTB)反应,合成了三种具有高抗菌性能的聚醚双胍化合物。采用最低抑菌浓度法评估了聚醚双胍对大肠杆菌和金黄色葡萄球菌的抗菌性能,结果表明合成的聚醚双胍表现出高效广谱的抗菌效果。其中,邻甲苯基双胍衍生物邻-TTB表现出最佳的抗菌性能,对大肠杆菌和金黄色葡萄球菌的最低抑菌浓度分别为20和15μg/mL。然后,以所得的TTB作为固化剂固化环氧树脂E51,制备了具有抗菌性能的环氧树脂。通过将固化后的环氧树脂与细菌共培养,研究了固化后的邻-TTB/E51树脂对金黄色葡萄球菌生长的抑制作用,结果表明固化后的树脂对细菌生长具有显著的抑制作用。采用差示扫描量热法(DSC)研究了邻-TTB/E51体系的非等温固化动力学,以确定优化的固化反应温度、固化动力学参数和固化动力学方程。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0343/7993382/1c49de85425c/TDMP_A_1900025_F0001_B.jpg

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