Abstract

In this article, the new zinc phthalocyanine (ZnPc)-based poly(vinyl alcohol)s (PVA-Pcs) are synthesized by copper(I)-catalyzed azide-alkyne cycloaddition click reaction (CuAAC) between azide side chain functionalized PVA (PVA-N₃) and alkyne substituted ZnPc (Pc-Al), and characterized. The structure of PVA-Pcs and their intermediates are determined by a combination of Fourier-transform infrared (FTIR) and proton nuclear magnetic resonance (¹H-NMR) spectroscopies. On the other hand, the effect of Pc-Al loading by mole (PVA-N₃:Pc-Al = 10:1 and 10:2) on the wettability, thermal and antibacterial properties of achieved final products is investigated, utilizing water contact angle (WCA) measurements, thermogravimetric (TGA) and differential scanning calorimetry (DSC) analyses, and antibacterial activity tests, respectively. Based on the WCA, TGA, and DSC analyses of PVA-Pcs, it is found that utilizing a higher loading of Pc-Al in the CuAAC reaction medium enhances the WCA and thermal properties of resulted products. Furthermore, the antibacterial activity tests against both Gram negative bacteria (Escherichia coli and Salmonella typhimurium) and Gram positive bacteria (Staphylococcus aureus and Listeria monocytogenes) revealed the higher inhibition effect of PVA-Pcs compared to neat PVA, some prevalent antibiotics and control samples. Thus, PVA-Pcs are promising materials that can be used in different application areas requiring lower wettability and higher thermal and antibacterial properties.

Graphic abstract

中文翻译：

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酞菁通过CuAAC单击化学功能化的聚乙烯醇及其抗菌性能

摘要

本文通过叠氮化物侧链官能化PVA（PVA）之间的铜（I）催化的叠氮化物-炔烃环加成点击反应（CuAAC）合成了新型的基于酞菁锌（ZnPc）的聚乙烯醇（PVA-Pcs） -N ₃）和炔烃取代的ZnPc（Pc-Al），并进行了表征。PVA-Pcs及其中间体的结构由傅里叶变换红外光谱（FTIR）和质子核磁共振谱（¹ H-NMR）结合确定。另一方面，摩尔比的Pc-Al的影响（PVA-N ₃：Pc-Al = 10：1和10：2），利用水接触角（WCA）测量，热重（TGA）和差示扫描量热（DSC）分析研究了最终产品的润湿性，热和抗菌性能，和抗菌活性测试。基于对PVA-Pcs的WCA，TGA和DSC分析，发现在CuAAC反应介质中利用较高含量的Pc-Al可以增强WCA和所得产品的热性能。此外，还对革兰氏阴性菌（大肠杆菌和鼠伤寒沙门氏菌）和革兰氏阳性菌（金黄色葡萄球菌和单核细胞增生李斯特菌）进行了抗菌活性测试。）揭示了与纯PVA，一些流行的抗生素和对照样品相比，PVA-Pcs的抑制作用更高。因此，PVA-Pcs是有前途的材料，可用于需要较低润湿性以及较高热和抗菌性能的不同应用领域。

图形摘要