Shaban A. Darwish, Reham A. Abdel‐Monem, Samira T. Rabie, Mohamed Azab El‐Liethy, Bahaa A. Hemdan, Samir T. Gaballah
{"title":"用苯并咪唑功能化合成抗菌聚(氯乙烯)的简便策略","authors":"Shaban A. Darwish, Reham A. Abdel‐Monem, Samira T. Rabie, Mohamed Azab El‐Liethy, Bahaa A. Hemdan, Samir T. Gaballah","doi":"10.1002/vnl.22158","DOIUrl":null,"url":null,"abstract":"<jats:label/>Synthesizing antimicrobial materials is a viable approach to combating microbes and mitigating their detrimental consequences on public health and economic domains. Here, we aim to design and synthesize hybrid polymers composed of poly(vinyl chloride) (PVC) and benzimidazole derivatives, in addition to evaluating their antimicrobial efficacy. PVC was chemically functionalized affording 4 conjugates where the benzimidazole motif was incorporated indirectly into the PVC through a triazole ring combined with a short linker. This functionalized PVC was synthesized by employing Cu azide–alkyne cycloaddition (CuAAC) conditions (click chemistry). The second functionalized PVC was synthesized by a nucleophilic substitution reaction to give 5, which has a benzimidazole moiety attached directly to the PVC via a short spacer arm. The benzimidazole derivatives and the corresponding benzimidazole‐PVC conjugates were investigated by elemental analysis and spectroscopic techniques (IR, NMR, and MS) as needed, besides UV–vis spectroscopy, x‐ray diffraction (XRD), and scanning electron microscopy (SEM) and energy dispersive x‐ray spectroscopy (EDX) in the case of the polymeric conjugates. The SEM morphology demonstrated a change in the PVC surface after the modification, showing spongy structures. Furthermore, the chemical characterization using EDX revealed peaks representing C, O, and N, in addition to the characteristic Cl peaks. The benzimidazole derivatives and the corresponding functionalized PVC were evaluated as antimicrobial agents against a variety of Gram‐negative and Gram‐positive bacteria and fungi strains utilizing the well diffusion assay. The data revealed an improvement in the antimicrobial activity of the functionalized PVC (4) that contained triazolobenzimidazole against pathogenic <jats:italic>Escherichia coli</jats:italic> and <jats:italic>S. typhimurium</jats:italic>.Highlights<jats:list list-type=\"bullet\"> <jats:list-item>Microbes have negative impact on public health and economic domains</jats:list-item> <jats:list-item>Synthesizing antimicrobial materials is a viable approach to combating microbes</jats:list-item> <jats:list-item>We herein synthesized PVC/benzimidazole hybrid polymers</jats:list-item> <jats:list-item>Functionalized PVC was synthesized and characterized by IR, NMR, SEM and EDX</jats:list-item> <jats:list-item>PVC/benzimidazole hybrids were evaluated as antimicrobial agents.</jats:list-item> </jats:list>","PeriodicalId":17473,"journal":{"name":"Journal of Vinyl and Additive Technology","volume":"42 1","pages":""},"PeriodicalIF":0.0000,"publicationDate":"2024-08-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Facile strategy for the synthesis of antimicrobial poly(vinyl chloride) functionalized with benzimidazole\",\"authors\":\"Shaban A. 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The second functionalized PVC was synthesized by a nucleophilic substitution reaction to give 5, which has a benzimidazole moiety attached directly to the PVC via a short spacer arm. The benzimidazole derivatives and the corresponding benzimidazole‐PVC conjugates were investigated by elemental analysis and spectroscopic techniques (IR, NMR, and MS) as needed, besides UV–vis spectroscopy, x‐ray diffraction (XRD), and scanning electron microscopy (SEM) and energy dispersive x‐ray spectroscopy (EDX) in the case of the polymeric conjugates. The SEM morphology demonstrated a change in the PVC surface after the modification, showing spongy structures. Furthermore, the chemical characterization using EDX revealed peaks representing C, O, and N, in addition to the characteristic Cl peaks. The benzimidazole derivatives and the corresponding functionalized PVC were evaluated as antimicrobial agents against a variety of Gram‐negative and Gram‐positive bacteria and fungi strains utilizing the well diffusion assay. The data revealed an improvement in the antimicrobial activity of the functionalized PVC (4) that contained triazolobenzimidazole against pathogenic <jats:italic>Escherichia coli</jats:italic> and <jats:italic>S. typhimurium</jats:italic>.Highlights<jats:list list-type=\\\"bullet\\\"> <jats:list-item>Microbes have negative impact on public health and economic domains</jats:list-item> <jats:list-item>Synthesizing antimicrobial materials is a viable approach to combating microbes</jats:list-item> <jats:list-item>We herein synthesized PVC/benzimidazole hybrid polymers</jats:list-item> <jats:list-item>Functionalized PVC was synthesized and characterized by IR, NMR, SEM and EDX</jats:list-item> <jats:list-item>PVC/benzimidazole hybrids were evaluated as antimicrobial agents.</jats:list-item> </jats:list>\",\"PeriodicalId\":17473,\"journal\":{\"name\":\"Journal of Vinyl and Additive Technology\",\"volume\":\"42 1\",\"pages\":\"\"},\"PeriodicalIF\":0.0000,\"publicationDate\":\"2024-08-27\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Journal of Vinyl and Additive Technology\",\"FirstCategoryId\":\"1085\",\"ListUrlMain\":\"https://doi.org/10.1002/vnl.22158\",\"RegionNum\":0,\"RegionCategory\":null,\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"\",\"JCRName\":\"\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of Vinyl and Additive Technology","FirstCategoryId":"1085","ListUrlMain":"https://doi.org/10.1002/vnl.22158","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"","JCRName":"","Score":null,"Total":0}
引用次数: 0
摘要
合成抗菌材料是对抗微生物并减轻其对公共卫生和经济领域造成的有害影响的可行方法。在此,我们旨在设计和合成由聚(氯乙烯)(PVC)和苯并咪唑衍生物组成的杂化聚合物,并评估其抗菌功效。对聚氯乙烯进行化学官能化处理后,得到了 4 种共轭物,其中苯并咪唑基团通过三唑环与短连接体间接结合到聚氯乙烯中。这种功能化聚氯乙烯是通过叠氮烷基铜环加成(CuAAC)条件(点击化学)合成的。第二种功能化聚氯乙烯是通过亲核取代反应合成的,得到了 5,其苯并咪唑分子通过一个短的间隔臂直接连接到聚氯乙烯上。除了紫外可见光谱、X 射线衍射(XRD)、扫描电子显微镜(SEM)以及聚合物共轭物的能量色散 X 射线光谱(EDX)之外,还根据需要使用元素分析和光谱技术(红外光谱、核磁共振和质谱)对苯并咪唑衍生物和相应的苯并咪唑-PVC 共轭物进行了研究。扫描电子显微镜形态显示,改性后的聚氯乙烯表面发生了变化,呈现海绵状结构。此外,利用 EDX 进行的化学特性分析显示,除了特征性的 Cl 峰外,还出现了代表 C、O 和 N 的峰值。苯并咪唑衍生物和相应的功能化聚氯乙烯被用作抗菌剂,利用井扩散试验对多种革兰氏阴性和革兰氏阳性细菌和真菌菌株进行了评估。数据显示,含有三唑苯并咪唑的功能化聚氯乙烯(4)对致病性大肠杆菌和伤寒杆菌的抗菌活性有所提高。亮点 微生物对公共卫生和经济领域产生了负面影响 合成抗菌材料是对抗微生物的一种可行方法 我们在此合成了聚氯乙烯/苯并咪唑杂化聚合物 合成了功能化聚氯乙烯,并通过红外光谱、核磁共振、扫描电镜和电离辐射显微镜对聚氯乙烯/苯并咪唑杂化聚合物进行了抗菌剂评估。
Facile strategy for the synthesis of antimicrobial poly(vinyl chloride) functionalized with benzimidazole
Synthesizing antimicrobial materials is a viable approach to combating microbes and mitigating their detrimental consequences on public health and economic domains. Here, we aim to design and synthesize hybrid polymers composed of poly(vinyl chloride) (PVC) and benzimidazole derivatives, in addition to evaluating their antimicrobial efficacy. PVC was chemically functionalized affording 4 conjugates where the benzimidazole motif was incorporated indirectly into the PVC through a triazole ring combined with a short linker. This functionalized PVC was synthesized by employing Cu azide–alkyne cycloaddition (CuAAC) conditions (click chemistry). The second functionalized PVC was synthesized by a nucleophilic substitution reaction to give 5, which has a benzimidazole moiety attached directly to the PVC via a short spacer arm. The benzimidazole derivatives and the corresponding benzimidazole‐PVC conjugates were investigated by elemental analysis and spectroscopic techniques (IR, NMR, and MS) as needed, besides UV–vis spectroscopy, x‐ray diffraction (XRD), and scanning electron microscopy (SEM) and energy dispersive x‐ray spectroscopy (EDX) in the case of the polymeric conjugates. The SEM morphology demonstrated a change in the PVC surface after the modification, showing spongy structures. Furthermore, the chemical characterization using EDX revealed peaks representing C, O, and N, in addition to the characteristic Cl peaks. The benzimidazole derivatives and the corresponding functionalized PVC were evaluated as antimicrobial agents against a variety of Gram‐negative and Gram‐positive bacteria and fungi strains utilizing the well diffusion assay. The data revealed an improvement in the antimicrobial activity of the functionalized PVC (4) that contained triazolobenzimidazole against pathogenic Escherichia coli and S. typhimurium.HighlightsMicrobes have negative impact on public health and economic domainsSynthesizing antimicrobial materials is a viable approach to combating microbesWe herein synthesized PVC/benzimidazole hybrid polymersFunctionalized PVC was synthesized and characterized by IR, NMR, SEM and EDXPVC/benzimidazole hybrids were evaluated as antimicrobial agents.