Functional polyamides are very important polymers that have a variety of valuable applications. However, the effective synthesis of these polymers is still a long-going challenge. Herein, the efficient cyclization of lysine derivative was presented as a universal approach to synthesize ε-lactam monomers bearing pendant benzyl-protected hydroxyl, allyloxy, and oligo-ethylene glycol groups. Superbase t-BuP₄-catalyzed polymerization could proceed under very mild conditions (e.g., 25 °C) compatible with a wide range of functional pendants, affording high molecular weight (up to 47.7 kg/mol) functional polyamides with high monomer conversion (up to 99%). Of importance, the allyloxy groups were stable toward the initiating and propagating species under mild polymerization conditions. Such an allyloxy-functionalized ε-lactam and organocatalytic polymerization to well-defined allylated polyamide has not been reported in the literature and allows further incorporation of an unprecedented range of functional groups onto polyamides through the thiol–ene click reaction. The resulting functional polyamides demonstrated variable glass transition temperatures, had minimal cytotoxicity to HeLa cells, and exhibited the ability to form nanostructures in aqueous solution, suggesting their great potential for biomedical applications.

中文翻译：

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功能性聚酰胺：通过赖氨酸环化和有机催化开环聚合的可持续途径

功能性聚酰胺是非常重要的聚合物，具有多种有价值的应用。然而，这些聚合物的有效合成仍然是一个长期的挑战。在此，赖氨酸衍生物的有效环化被提出为一种通用的合成带有侧苯甲基保护的羟基，烯丙氧基和低聚乙二醇基团的ε-内酰胺单体的方法。超强Ť -BuP ₄-催化的聚合反应可以在非常温和的条件下（例如25°C）与各种功能性侧基相容，从而进行聚合，从而提供具有高单体转化率（高达99％）的高分子量（高达47.7 kg / mol）功能性聚酰胺。重要的是，烯丙氧基在温和的聚合条件下对引发和繁殖的物质是稳定的。这种烯丙氧基官能化的ε-内酰胺和有机催化聚合成定义明确的烯丙基化聚酰胺的文献尚未见报道，并且可以通过硫醇-烯点击反应将前所未有的官能团进一步掺入聚酰胺中。所得的功能聚酰胺表现出可变的玻璃化转变温度，对HeLa细胞的细胞毒性极小，