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Versatile Routes to Functional RAFT Chain Transfer Agents through the Passerini Multicomponent Reaction
ACS Macro Letters ( IF 5.1 ) Pub Date : 2017-07-05 00:00:00 , DOI: 10.1021/acsmacrolett.7b00415
Amanda K Pearce 1 , Alessandra Travanut 2 , Benoit Couturaud 3 , Vincenzo Taresco 4 , Steven M Howdle 4 , Morgan R Alexander 4 , Cameron Alexander 4
Affiliation  

The widespread adoption of RAFT polymerization stems partly from the ease and utility of installing a functional chain transfer agent onto the ends of the generated polymer chains. In parallel, the Passerini multicomponent reaction offers great versatility in converting a wide range of easily accessible building blocks to functional materials. In this work, we have combined the two approaches such that a single, commonly available, RAFT agent is used in Passerini reactions to generate a variety of multifunctional RAFT chain transfer agents containing ester linkages. Reactions to generate the multifunctional RAFT agents took place under mild conditions and in good yields. The resulting Passerini-RAFT agents were able to exert control over radical polymerization to generate materials of well-defined molecular weights and dispersity. Furthermore, the presence in these polymer cores of ester and amide functionality through the Passerini chemistries, provided regions in the materials which are inherently biodegradable, facilitating any subsequent biomedical applications. The work overall thus demonstrates a versatile and facile synthetic route to multi functional RAFT chain transfer agents and biodegradable polymers.

中文翻译:

通过 Passerini 多组分反应获得功能性 RAFT 链转移剂的多种途径

RAFT 聚合的广泛采用部分源于将功能性链转移剂安装到生成的聚合物链末端的简便性和实用性。同时,Passerini 多组分反应在将各种易于获取的构建块转化为功能材料方面提供了极大的多功能性。在这项工作中,我们将这两种方法结合起来,以便在 Passerini 反应中使用一种常用的 RAFT 试剂来生成各种含有酯键的多功能 RAFT 链转移剂。生成多功能 RAFT 试剂的反应在温和的条件下以良好的收率进行。由此产生的 Passerini-RAFT 试剂能够对自由基聚合进行控制,以产生具有明确分子量和分散性的材料。此外,通过 Passerini 化学在这些聚合物核心中存在酯和酰胺官能团,在材料中提供了固有的可生物降解区域,促进了任何后续的生物医学应用。因此,这项工作总体上展示了一种用于多功能 RAFT 链转移剂和可生物降解聚合物的通用且简便的合成路线。
更新日期:2017-07-05
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