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Copolymers of a novel amphiphilic methacrylate monomer based on the hydroxyl group: copolymerization kinetics, thermal properties, biological activity, and swelling behavior
Journal of Polymer Research ( IF 2.8 ) Pub Date : 2021-09-10 , DOI: 10.1007/s10965-021-02712-w
İbrahim Erol 1 , Murat Özer 1
Affiliation  

In this work, in a first step, a novel methacrylate monomer, 2-(4-hydroxyanilino)-2-oxoethyl-2-methylprop-2-enoate (HAOEME), was synthesized containing a phenolic hydroxyl group in the side branch. Then, the copolymers of this monomer were obtained by a free radical solution polymerization method with glycidyl methacrylate (GMA), a commercial monomer, at 65 °C in 1,4-dioxane solvent. The structural characterization of the synthesized monomers and copolymers was carried out using Fourier transform infrared (FTIR) spectroscopy, proton nuclear magnetic resonance (1H NMR), and 13C NMR techniques. Based on the monomer reactivity ratios obtained, the HAOEME monomer was found to be more reactive than GMA. The thermogravimetric analysis results showed that the thermal resistance of copolymers increased with an increase in the number of HAOEME units in the copolymer. It was also observed that the Tg value of copolymers increased with an increase of the molar fraction of HAOEMA units in the copolymer. The thermal degradation activation energy values of the polymers were determined using approaches including the Kissinger and Ozawa methods. The result of the biological activity studies revealed that the copolymers show moderate activity against different bacterial and fungal species. The swelling properties of the polymers were investigated using water. The variations in the swelling percentages were examined according to time and temperature parameters.



中文翻译:

基于羟基的新型两亲性甲基丙烯酸酯单体的共聚物:共聚动力学、热性能、生物活性和溶胀行为

在这项工作中,第一步,合成了一种新型甲基丙烯酸酯单体,2-(4-羟基苯胺基)-2-氧乙基-2-甲基丙-2-烯酸酯 (HAOEME),在侧枝中含有一个酚羟基。然后,该单体的共聚物是通过自由基溶液聚合方法与甲基丙烯酸缩水甘油酯 (GMA),一种商业单体,在 65 °C 下在 1,4-二恶烷溶剂中获得的。使用傅里叶变换红外 (FTIR) 光谱、质子核磁共振 ( 1 H NMR) 和13C核磁共振技术。根据获得的单体反应性比率,发现 HAOEME 单体比 GMA 更具反应性。热重分析结果表明,共聚物的耐热性随着共聚物中HAOEME单元数量的增加而增加。还观察到共聚物的 Tg 值随着共聚物中 HAOEMA 单元摩尔分数的增加而增加。使用包括 Kissinger 和 Ozawa 方法在内的方法确定聚合物的热降解活化能值。生物活性研究的结果表明,共聚物对不同的细菌和真菌物种显示出中等活性。使用水研究聚合物的溶胀性能。

更新日期:2021-09-10
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