Synthesis and chemical modification of maleic anhydride copolymers with 2-amino ethyl benzoate groups

M. H. Nasirtabrizi, S. J. Mousavi
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引用次数: 2

Abstract

Maleic anhydride (MAN) copolymers with methyl methacrylate, ethyl methacrylate, methyl acrylate, ethyl acrylate, and butyl acrylate monomers at 1:3 mole ratios were synthesized by free radical polymerization in the presence of azobis(isobutyronitrile) as initiator and dry ethyl acetate as solvent. Copolymer compositions were obtained using related proton nuclear magnetic resonance (1HNMR) spectra, and the polydispersity of the copolymers was determined by gel permeation chromatography. Then, a solution of 2-amino ethyl benzoate salt as a nucleophilic reagent reacted through the ring opening of anhydride groups in copolymers resulting to modified copolymers Iab to Vab. All the prepared polymers were characterized by Fourier transform infrared and1H NMR spectroscopic techniques. The glass transition temperature (Tg) of all copolymers before and after modification was determined by dynamic mechanical thermal analysis (DMTA). It was shown that chemical modification of MAN copolymers with 2-amino ethyl benzoate substituents as side chains decreased the free volume of the polymers, and therefore, the rigidity and Tg are increased.
2-氨基苯甲酸乙酯基马来酸酐共聚物的合成及化学改性
以偶氮(异丁腈)为引发剂,干乙酸乙酯为溶剂,以1:3摩尔比的甲基丙烯酸甲酯、甲基丙烯酸乙酯、丙烯酸甲酯、丙烯酸乙酯和丙烯酸丁酯为单体,采用自由基聚合法制备了马来酸酐(MAN)共聚物。用质子核磁共振(1HNMR)谱分析得到共聚物的组成,并用凝胶渗透色谱法测定共聚物的多分散性。然后,2-氨基苯甲酸乙酯盐溶液作为亲核试剂通过共聚物中酸酐基团的开环反应,得到改性共聚物Iab到Vab。用傅里叶变换红外光谱和1h核磁共振光谱技术对所制备的聚合物进行了表征。通过动态机械热分析(DMTA)测定了改性前后各共聚物的玻璃化转变温度(Tg)。结果表明,以2-氨基苯甲酸乙酯取代基作为侧链对MAN共聚物进行化学改性后,聚合物的自由体积减小,刚性和Tg升高。
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