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The Passerini three-component reaction of aldehyde end-functionalized polymers via RAFT polymerization using chain transfer agents featuring aldehyde
Polymer Journal ( IF 2.8 ) Pub Date : 2020-06-05 , DOI: 10.1038/s41428-020-0368-z
Ryohei Kakuchi , Yamato Okura

In this study, a novel pyrazole–carbodithioate-based chain transfer agent (CTA) featuring an aldehyde group (CTA-CHO) was designed and synthesized for RAFT polymerization. The obtained CTA-CHO was employed for the RAFT polymerization of styrene to afford well-defined polystyrenes bearing an aldehyde at their chain ends with low Ð values (~1.1). In addition, the reactivity of the aldehyde moiety at the end of the chain was precisely evaluated, while the Passerini three-component reaction was successfully performed on the aldehyde group. In this study, a novel pyrazole–carbodithioate-based chain transfer agent (CTA) featuring an aldehyde group (CTA-CHO) was designed and synthesized. The newly synthesized CTA-CHO was used for the RAFT polymerization of styrene to afford well-defined polystyrenes end-functionalized with an aldehyde unit (PSt-end-CHO). The obtained PSt-end-CHOs feature low Ð values (~1.1), suggesting a living nature of the polymerization. Furthermore, the Passerini three-component reaction was successfully performed on the PSt-end-CHOs.

中文翻译:

使用以醛为特征的链转移剂通过 RAFT 聚合进行醛末端官能化聚合物的 Passerini 三组分反应

在这项研究中,设计并合成了一种具有醛基的新型吡唑-二硫代碳酸酯基链转移剂(CTA),用于 RAFT 聚合。获得的 CTA-CHO 用于苯乙烯的 RAFT 聚合,以提供明确定义的聚苯乙烯,其链端带有低 Ð 值(~1.1)的醛。此外,精确评估了链末端醛部分的反应性,同时在醛基上成功进行了Passerini三组分反应。在这项研究中,设计并合成了一种具有醛基的新型吡唑-二硫代碳酸酯基链转移剂(CTA)(CTA-CHO)。新合成的 CTA-CHO 用于苯乙烯的 RAFT 聚合,以提供定义明确的聚苯乙烯末端官能化的醛单元(PSt-end-CHO)。获得的 PSt-end-CHOs 具有低 Ð 值(~1.1),表明聚合具有活性。此外,Passerini 三组分反应在 PSt-end-CHOs 上成功进行。
更新日期:2020-06-05
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