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Green Monomer of CO 2 and Alkyne-based Four-component Tandem Polymerization toward Regio- and Stereoregular Poly(aminoacrylate)s
Chinese Journal of Polymer Science ( IF 4.3 ) Pub Date : 2020-07-13 , DOI: 10.1007/s10118-020-2454-2
Bo Song , An-Jun Qin , Ben Zhong Tang

Green monomers, such as carbon dioxide (CO2), are closely related to our daily life and highly desirable to be transferred to functional polymers with diverse structures and versatile properties because they are abundant, cheap, nontoxic, renewable, and sustainable. However, the polymerizations based on these green monomers are to be further developed. In this work, a facile CO2 and alkyne-based one-pot, two-step, four-component tandem polymerization was successfully established. The polymerization of CO2, diynes, alkyl dihalides, and primary/secondary amines can proceed under mild reaction conditions and regio- and stereoregular poly(aminoacrylate)s with good solubility and thermal stability were obtained in high yields (up to 95%). Notably, distinctly different stereoregularity of resultant poly(aminoacrylate)s was realized via using primary or secondary amines. Using the former would readily generate polymers with 100% Z-isomers, whereas the latter furnished products with over 95% E-isomers. Through different monomer combination, the polymers with tunable structures and properties were obtained. Moreover, the tetraphenylethene units containing poly(aminoacrylate)s, showing the unique aggregation-induced emission characteristics, could function as a fluorescent probe for sensitive explosive detection. Thus, this work not only develops a facile CO2 and alkyne-based multicomponent tandem polymerization but also provides a valuable strategy to fine-tune the polymer structures and properties, which could be potentially applied in diverse areas.



中文翻译:

CO 2和基于炔烃的四组分串联向区域和立体球状聚(氨基丙烯酸酯)的绿色单体

绿色单体(例如二氧化碳(CO 2))与我们的日常生活密切相关,并且由于其含量丰富,价格便宜,无毒,可再生且可持续发展,因此非常希望将其转移到具有多种结构和多功能特性的功能聚合物中。然而,基于这些绿色单体的聚合有待进一步开发。在这项工作中,成功建立了一种简便的基于CO 2和炔烃的一锅,两步,四组分串联聚合。CO 2的聚合,二炔,烷基二卤化物和伯/仲胺可在温和的反应条件下进行,并以高收率(高达95%)获得具有良好溶解性和热稳定性的区域和立构规整的聚(氨基丙烯酸酯)。值得注意的是,通过使用伯胺或仲胺实现了所得聚(氨基丙烯酸酯)的明显不同的立构规整度。使用前者将容易生成具有100%Z-异构体的聚合物,而后者提供的产品中E含量超过95%-异构体。通过不同的单体组合,获得具有可调结构和性能的聚合物。此外,含有聚(氨基丙烯酸酯)的四苯基乙烯单元显示出独特的聚集诱导的发射特性,可以用作敏感爆炸物探测的荧光探针。因此,这项工作不仅开发了一种简便的CO 2和基于炔烃的多组分串联聚合方法,而且为微调聚合物结构和性能提供了有价值的策略,可潜在地应用于各种领域。

更新日期:2020-07-15
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