Toward Catalyst-Free Synthesis of Tough Cyclic Poly(Ester Amide)s: Alternating Copolymerization of Aziridines and Phthalic Anhydride,Macromolecules

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Toward Catalyst-Free Synthesis of Tough Cyclic Poly(Ester Amide)s: Alternating Copolymerization of Aziridines and Phthalic Anhydride
Macromolecules ( IF 5.1 ) Pub Date : 2023-10-19 , DOI: 10.1021/acs.macromol.3c01891
Jiaojiao Qin ₁ , Xiaoyan Tang ₁

Affiliation

Polymerization using aziridines as building blocks is an attractive route to acquire N-containing polymers with various architectures. Despite the diverse functionalities and applications of the resulting polymers, achieving control over the polymerization process has proven challenging. Here, we report a facile and efficient approach for synthesizing cyclic poly(ester amide)s (PEAs) through copolymerizing N-substituted aziridines and phthalic anhydride. The copolymerization of readily available monomers proceeded efficiently via a catalyst-free strategy, affording copolymers with high molar mass and alternating selectivity. Kinetic studies of copolymerization revealed a first-order dependence on the monomer pair. By modification of the substituents on nitrogen, five cyclic PEAs with distinct thermal and mechanical properties were prepared. Moreover, phosphazene was utilized to achieve perfect alternating sequences and adjustable molar masses. Given the abundance of aziridines and cyclic anhydrides, this study proposes a simple and atom-economical method for synthesizing cyclic PEAs with diverse backbone or side group structures.

中文翻译：

无催化剂合成坚韧环状聚（酯酰胺）：氮丙啶和邻苯二甲酸酐的交替共聚

使用氮丙啶作为结构单元的聚合是获得具有各种结构的含氮聚合物的一条有吸引力的途径。尽管所得聚合物具有多种功能和应用，但实现对聚合过程的控制已被证明具有挑战性。在这里，我们报告了一种通过共聚N-取代氮丙啶和邻苯二甲酸酐来合成环状聚（酯酰胺）（PEA）的简便有效的方法。容易获得的单体的共聚通过无催化剂策略有效地进行，提供具有高摩尔质量和交替选择性的共聚物。共聚动力学研究揭示了对单体对的一级依赖性。通过氮上取代基的修饰，制备了五种具有不同热性能和机械性能的环状PEA。此外，利用磷腈来实现完美的交替序列和可调节的摩尔质量。鉴于氮丙啶和环状酸酐的丰富性，本研究提出了一种简单且原子经济的方法来合成具有不同主链或侧基结构的环状PEA。

更新日期：2023-10-19

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