One-pot exchange reaction of acyl hydrazone combined with radical polymerization of styrene derivatives bearing acyl hydrazone moieties,Journal of Polymer Science Part A: Polymer Chemistry

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One-pot exchange reaction of acyl hydrazone combined with radical polymerization of styrene derivatives bearing acyl hydrazone moieties
Journal of Polymer Science Part A: Polymer Chemistry Pub Date : 2019-10-16 , DOI: 10.1002/pola.29517
Daisuke Nagai _{1,

2} , Kazutoshi Kobayashi ₂ , Kento Nakamura ₂ , Takeshi Yamanobe ₂

Affiliation

We developed a one-pot reaction combining an exchange reaction of the benzylidene moiety in an acyl hydrazone with styrene radical polymerization. The one-pot reaction of a styrene derivative bearing a 4-(dimethylamino)benzylidene acyl hydrazone moiety was conducted in the presence of 4-cyanobenzaldehyde and pyridinium p-toluene sulfonate/H₂O for the exchange reaction and AIBN as the radical polymerization initiator in N,N-dimethylformamide at 70 °C for 20 h. The exchange reaction proceeded quantitatively, with the 4-(dimethylamino)benzylidene acyl hydrazone moiety being exchanged with 4-(methoxy)benzylidene acyl hydrazone, and polymerization proceeded smoothly to provide the corresponding polymer in 70% yield. Compared to traditional stepwise methods and polymer post-polymerization modifications, this one-pot system exhibits distinct advantages for the facile and efficient preparation of various functional polymers. © 2019 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2019, 57, 2505–2510

中文翻译：

酰基腙的一锅交换反应与带有酰基腙部分的苯乙烯衍生物的自由基聚合结合

我们开发了一种单锅反应，将酰基腙中亚苄基部分的交换反应与苯乙烯自由基聚合相结合。在 4-氰基苯甲醛和对甲苯磺酸吡啶鎓/H ₂ O 的交换反应和 AIBN 作为自由基聚合引发剂的存在下，进行了带有 4-(二甲基氨基)亚苄基酰基腙部分的苯乙烯衍生物的一锅反应。在N , N-二甲基甲酰胺在 70 °C 下 20 小时。交换反应定量进行，4-(二甲氨基)亚苄基酰基腙部分与4-(甲氧基)亚苄基酰基腙进行交换，聚合反应顺利进行，得到相应聚合物，收率70%。与传统的逐步方法和聚合物后聚合改性相比，这种一锅法系统在简便高效地制备各种功能聚合物方面表现出明显的优势。© 2019 Wiley Periodicals, Inc. J. Polym。科学，A 部分：Polym。化学。2019 , 57 , 2505–2510

更新日期：2019-10-16

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