Functionalization and Chemical Modification of 2-Hydroxyethyl Methacrylate with Carboxylic Acid

M. H. Nasirtabrizi, L. Zargin, S. Khodabandlou, S. Mansour
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引用次数: 4

Abstract

Free radical polymerization of the resulting monomers methyl methacrylate (MMA), ethyl methacrylate (EMA), methylacrylate (MA) and ethylacrylate (EA) with 2-hydroxyethyl methacrylate (HEMA) (in 1:1 mole ratio) were carried out using azobis(isoboutyronitrile) (AIBN) as initiator at the temperature ranges 60-70°C. The modification of polymers were carried out by 9-anthracenecarboxylic acid (9-ACA) via the esterification reaction between —OH of poly(HEMA) and —COOH of 9-ACA, in presence of N,N′-dicyclohexyl-carbodiimide (DCC), 4-(dimethylamino) pyridine (DMAP) and N,N-dimethyl formamid (DMF). It was found that the molar ratio acid/alcohol/catalysts= 0.02: 0.02: 0.02 and 0.002, optimal for preparation of the ester. As demonstrated by FT-IR, 1H-NMR and dynamic mechanical thermal analysis (DMTA). The Tg value of methacrylate and acrylate copolymers containing 9-ACA groups was found to increase with incorporation of 9-ACA groups in polymer structures. The presence of 9-ACA groups in the polymer side chains created new polymers with novel modified properties that find some applications in polymer industry. These anthracenic factors could take part in cyclo addition reaction with other factors such as anhydrides and kinons.
羧酸对2-甲基丙烯酸羟乙酯的功能化及化学改性研究
以偶氮(异丁腈)(AIBN)为引发剂,以1:1摩尔比的甲基丙烯酸2-羟乙酯(HEMA)为单体进行了甲基丙烯酸甲酯(MMA)、甲基丙烯酸乙酯(EMA)、甲基丙烯酸甲酯(MA)和丙烯酸乙酯(EA)的自由基聚合,反应温度为60 ~ 70℃。在N,N ' -二环己基碳二亚胺(DCC)、4-(二甲氨基)吡啶(DMAP)和N,N-二甲基甲酰胺(DMF)存在下,9-蒽甲酸(9-ACA)通过聚(HEMA)的- oh与9-ACA的- cooh之间的酯化反应对聚合物进行改性。结果表明,酸/醇/催化剂的摩尔比分别为0.02:0.02:0.02和0.002,制备该酯的最佳条件。经FT-IR, 1H-NMR和动态机械热分析(DMTA)证实。含有9-ACA基团的甲基丙烯酸酯和丙烯酸酯共聚物的Tg值随着9-ACA基团在聚合物结构中的掺入而增加。9-ACA基团在聚合物侧链上的存在创造了具有新颖改性性能的新型聚合物,在聚合物工业中得到了一些应用。这些无炭疽因子可与酸酐、离子等其它因子参与环加成反应。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
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来源期刊
E-journal of Chemistry
E-journal of Chemistry CHEMISTRY, MULTIDISCIPLINARY-
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