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点击合成具有增强抗菌和防污能力的季铵化聚(甲基丙烯酸二甲氨基乙酯)功能化氧化石墨烯

Click synthesis of quaternized poly(dimethylaminoethyl methacrylate) functionalized graphene oxide with improved antibacterial and antifouling ability.

作者信息

Tu Qin, Tian Chang, Ma Tongtong, Pang Long, Wang Jinyi

机构信息

College of Science, Northwest A&F University, Yangling, Shaanxi 712100, China.

College of Veterinary Medicine, Northwest A&F University, Yangling, Shaanxi 712100, China.

出版信息

Colloids Surf B Biointerfaces. 2016 May 1;141:196-205. doi: 10.1016/j.colsurfb.2016.01.046. Epub 2016 Jan 29.

Abstract

A quaternized poly(dimethylaminoethyl methacrylate) functionalized graphene oxide (GO-QPDMAEMA) was successfully prepared in this study via click chemistry. Alkyne-functionalized graphene oxide (GO-alkyne) was first synthesized through a two-step amidation reaction of GO-COOH. Meanwhile, azide-terminated poly(dimethylaminoethyl methacrylate) (PDMAEMA-N3) was prepared via the atom-transfer radical-polymerization of dimethylaminoethyl methacrylate (DMAEMA). Subsequently, PDMAEMA-N3 was grafted onto the GO-alkyne through click chemistry to obtain PDMAEMA modified graphene oxide (GO-PDMAEMA). Finally, the tertiary amino groups of GO-PDMAEMA were quaternized by ethyl bromide to provide a quaternized poly(dimethylaminoethyl methacrylate) functionalized graphene oxide (GO-QPDMAEMA). Various characterization techniques, including Fourier-transform infrared spectroscopy, X-ray photoelectron spectroscopy, UV-vis spectrometry, ζ potential, Raman, contact angle analyses and field emission scanning electron microscope were used to ascertain the successful preparation of the quaternized GO-QPDMAEMA. Furthermore, antibacterial and antifouling activities of GO-QPDMAEMA were investigated via protein adsorption, as well as bacterial and cell adhesion studies. The results suggest that the GO-QPDMAEMA surface exhibited significant antibacterial and antifouling properties, compared with the GO-COOH and GO-PDMAEMA surfaces.

摘要

本研究通过点击化学成功制备了一种季铵化聚甲基丙烯酸二甲氨基乙酯功能化氧化石墨烯(GO-QPDMAEMA)。首先通过氧化石墨烯羧基(GO-COOH)的两步酰胺化反应合成炔基功能化氧化石墨烯(GO-炔烃)。同时,通过甲基丙烯酸二甲氨基乙酯(DMAEMA)的原子转移自由基聚合制备叠氮端基聚甲基丙烯酸二甲氨基乙酯(PDMAEMA-N3)。随后,通过点击化学将PDMAEMA-N3接枝到GO-炔烃上,得到PDMAEMA修饰的氧化石墨烯(GO-PDMAEMA)。最后,GO-PDMAEMA的叔氨基通过溴乙烷季铵化,得到季铵化聚甲基丙烯酸二甲氨基乙酯功能化氧化石墨烯(GO-QPDMAEMA)。采用傅里叶变换红外光谱、X射线光电子能谱、紫外可见光谱、ζ电位、拉曼光谱、接触角分析和场发射扫描电子显微镜等多种表征技术确定了季铵化GO-QPDMAEMA的成功制备。此外,通过蛋白质吸附以及细菌和细胞粘附研究考察了GO-QPDMAEMA的抗菌和抗污活性。结果表明,与GO-COOH和GO-PDMAEMA表面相比,GO-QPDMAEMA表面表现出显著的抗菌和抗污性能。

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