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Alkali-Promoted Tandem Polymerization of Nucleophilic Acetylide Monomers and Aldehydes toward Luminescent Polymeric Materials
Macromolecules ( IF 5.5 ) Pub Date : 2022-06-21 , DOI: 10.1021/acs.macromol.2c00562
Canbin Ye 1 , Anjun Qin 1 , Ben Zhong Tang 1, 2, 3
Affiliation  

Alkyne-based polymerizations have been an invaluable tool for the preparation of functional polymers. In the reported polymerizations, alkynes generally function as electrophilic monomers. Theoretically, ethynyl groups of monomers could also be used as nucleophiles, and the polymerization using an ethynyl group as the nucleophile should be developed further. In this work, a potassium tert-butoxide (t-BuOK)-promoted tandem polymerization of aromatic diynes and commercially available benzaldehyde, in which ethynyl groups were used as nucleophiles, was successfully developed. Under optimized conditions, this polymerization could produce polymers with good solubility, well-defined structures, high-weight-averaged molecular weights (Mw, up to 76,000), and yields up to 93% in as short as 15 min at room temperature. Moreover, thanks to their ethynyl vinyl carbinol moieties, the resultant polymers show the interesting luminescent property, and some are aggregation-induced emission (AIE)-active. Thus, the nucleophilic alkyne-based cascade polymerization not only provides a powerful tool for the preparation of functional polymers but also might inspire innovation in the area of polymer chemistry.

中文翻译:

碱促进亲核乙酰基单体和醛的串联聚合制备发光聚合物材料

基于炔烃的聚合已成为制备功能聚合物的宝贵工具。在报道的聚合反应中,炔烃通常用作亲电单体。理论上,单体的乙炔基也可用作亲核试剂,以乙炔基为亲核试剂的聚合反应应进一步发展。在这项工作中,成功开发了以乙炔基为亲核试剂的丁醇钾(t -BuOK)促进芳族二炔与市售苯甲醛的串联聚合。在优化条件下,该聚合反应可以生产出溶解性好、结构明确、重均分子量高(M w, 高达 76,000), 在室温下在短短 15 分钟内产率高达 93%。此外,由于它们的乙炔基乙烯基甲醇部分,所得聚合物显示出有趣的发光特性,并且有些聚合物具有聚集诱导发射 (AIE) 活性。因此,基于炔烃的亲核级联聚合不仅为功能聚合物的制备提供了强大的工具,而且可能会激发聚合物化学领域的创新。
更新日期:2022-06-21
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