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Modification of electron deficient polyester via Huisgen/Passerini sequence
Polymer ( IF 4.6 ) Pub Date : 2017-08-28 , DOI: 10.1016/j.polymer.2017.08.055
Serter Luleburgaz , Gurkan Hizal , Hakan Durmaz , Umit Tunca

In this work, we functionalized a polyester backbone via sequential Huisgen 1,3-dipolar cycloaddition and 3-component Passerini reactions. First, we directly introduced the carboxyl acid functionality onto the electron deficient polyester using Huisgen 1,3-dipolar cycloaddition protocol in N,N-dimethyl formamide at 40 °C for 16 h. This acid functional polyester was further modified by Passerini reaction using two types of isocyanides and a variety of aldehydes in CH2Cl2 at room temperature for 24 h. Both protocols are atom economic, highly efficient, need no additional catalyst and proceed at ambient temperature. The products were characterized using spectroscopic and chromatographic techniques such as NMR, IR and GPC, respectively.



中文翻译:

通过Huisgen / Passerini序列修饰缺电子聚酯

在这项工作中,我们通过顺序的Huisgen 1,3-偶极环加成反应和3-组分Passerini反应官能化了聚酯主链。首先,我们在40°C的NN-二甲基甲酰胺溶液中,使用Huisgen 1,3-偶极环加成方案,将羧酸官能团直接引入到缺电子的聚酯中16 h。室温下,在CH 2 Cl 2中使用两种类型的异氰酸酯和多种醛,通过Passerini反应对该酸官能聚酯进行了进一步改性。两种方案都是原子经济的,高效的,不需要额外的催化剂并在环境温度下进行。分别使用光谱和色谱技术(例如NMR,IR和GPC)对产品进行表征。

更新日期:2017-08-28
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