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Isocyanoacetate-Aldehyde Polymerization: A Facile Tool toward Functional Oxazoline-Containing Polymers.
Macromolecular Rapid Communications ( IF 4.6 ) Pub Date : 2020-05-28 , DOI: 10.1002/marc.202000179
Tianyu Cheng 1 , Yizhao Chen 1 , Jie Ding 1 , Anjun Qin 1 , Ben Zhong Tang 1, 2
Affiliation  

As an important nitrogen source, isocyanides have been involved in numerous organic reactions. As a result, many complicated compounds have been successfully synthesized through isocyanide chemistry. However, compared with its popular research in organic reactions, the application of isocyanides in polymerization is less investigated. In this work, a new polymerization based on isocyanide monomers is established. By simply mixing diisocyanoacetates and dialdehydes in the presence of a catalytic system of CuCl/PPh3/organobase in dichloromethane at room temperature readily produces soluble and thermally stable oxazoline‐containing polymers with moderate weight‐averaged molecular weights (M w up to 11 200) in excellent yields (up to 97%) after 6 h. Furthermore, introducing the tetraphenylethene moiety into the main chains endows the resultant polymers with aggregation‐induced emission, which can function as fluorescent probes for Fe3+ ion detection with high sensitivity and selectivity. This work not only enriches the family of isocyanide‐based polymerizations but also provides an efficient tool for the preparation of functional heterocycle‐containing polymers.

中文翻译:

异氰基乙酸酯-醛聚合:一种用于生产功能性含恶唑啉的聚合物的简便工具。

作为重要的氮源,异氰酸酯已参与许多有机反应。结果,已经通过异氰化物化学方法成功地合成了许多复杂的化合物。但是,与其在有机反应中的流行研究相比,异氰酸酯在聚合反应中的应用还很少研究。在这项工作中,建立了一种基于异氰酸酯单体的新型聚合反应。通过在室温下在二氯甲烷中的CuCl / PPh 3 /有机碱催化体系中简单地混合二异氰基乙酸酯和二醛即可轻松制得可溶且热稳定的含恶唑啉的聚合物,具有中等的重均分子量(M w6小时后可达11200)的高收率(高达97%)。此外,将四苯基乙烯部分引入主链使所得聚合物具有聚集诱导的发射,可作为具有高灵敏度和选择性的Fe 3+离子检测的荧光探针。这项工作不仅丰富了基于异氰酸酯的聚合反应的范围,而且为制备功能性含杂环聚合物提供了有效的工具。
更新日期:2020-06-18
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