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A Facile and Highly Efficient Route to Amphiphilic Star-Like Rod-Coil Block Copolymer via a Combination of Atom Transfer Radical Polymerization with Thiol-Ene Click Chemistry.
Macromolecular Rapid Communications ( IF 4.2 ) Pub Date : 2020-01-24 , DOI: 10.1002/marc.201900540 Xinglong Wang 1 , Chunyan Zhao 1 , Yuanyuan Li 1 , Zhiqun Lin 2 , Hui Xu 1
Macromolecular Rapid Communications ( IF 4.2 ) Pub Date : 2020-01-24 , DOI: 10.1002/marc.201900540 Xinglong Wang 1 , Chunyan Zhao 1 , Yuanyuan Li 1 , Zhiqun Lin 2 , Hui Xu 1
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With a combination of atom transfer radical polymerization (ATRP), quasi-living Grignard metathesis method, and thiol-ene click reaction, an amphiphilic star-like rod-coil diblock copolymer poly(acrylic acid)-block-poly(3-hexylthiophene) comprising 21-arm inner coil-like PAA blocks and outer rod-like conjugated polymer poly(3-hexylthiophene) (P3HT) blocks with well-defined molecular structures and narrow molecular weight distribution is synthesized. First, the bromide end-groups of 21-arm star-like ATRP coil polymers PtBA-Br are converted successfully into reactive thioacetate end groups by post-functionalization using potassium thioacetate. Subsequently, 21-arm star-like coil polymers PtBA-SCOCH3 react with rod-like vinyl-functionalized P3HT to yield functional star-like rod-coil diblock copolymers PtBA-b-P3HT via thiol-ene click reaction, followed by selective hydrolysis of inner PtBA block into PAA block. The present synthetic approach enables the construction of well-defined star-like conformation with few structural limitations in a facile and highly efficient manner due to the robust and orthogonal nature of the thiol-ene click reaction. It may be extended to produce block copolymers with other topologies, such as cylindrical, hyperbranched, and dendritic structures.
中文翻译：
通过原子转移自由基聚合和硫醇-点击化学的结合，获得两亲性星形棒状嵌段共聚物的便捷高效途径。
结合原子转移自由基聚合（ATRP），准活格利雅（Grignard）复分解方法和硫醇-烯点击反应，两亲星形棒-线圈二嵌段共聚物聚（丙烯酸）-嵌段-聚（3-己基噻吩）合成了由21臂内部线圈状PAA嵌段和外部棒状共轭聚合物聚（3-己基噻吩）（P3HT）嵌段组成的分子，它们具有明确的分子结构和窄分子量分布。首先，通过使用硫代乙酸钾的后官能化，将21臂星形ATRP线圈聚合物PtBA-Br的溴化物端基成功地转化为反应性硫代乙酸酯端基。随后，21臂星形线圈聚合物PtBA-SCOCH3与棒状乙烯基官能化的P3HT反应，通过硫醇-烯点击反应生成功能性星形棒状线圈双嵌段共聚物PtBA-b-P3HT，然后将内部PtBA嵌段选择性水解为PAA嵌段。由于硫醇-烯点击反应的牢固和正交的性质，本发明的合成方法能够以简便和高效的方式构建具有很少的结构限制的明确的星形构象。它可以扩展为生产具有其他拓扑结构的嵌段共聚物，例如圆柱形，超支化和树枝状结构。
更新日期：2020-01-24
中文翻译：
通过原子转移自由基聚合和硫醇-点击化学的结合，获得两亲性星形棒状嵌段共聚物的便捷高效途径。
结合原子转移自由基聚合（ATRP），准活格利雅（Grignard）复分解方法和硫醇-烯点击反应，两亲星形棒-线圈二嵌段共聚物聚（丙烯酸）-嵌段-聚（3-己基噻吩）合成了由21臂内部线圈状PAA嵌段和外部棒状共轭聚合物聚（3-己基噻吩）（P3HT）嵌段组成的分子，它们具有明确的分子结构和窄分子量分布。首先，通过使用硫代乙酸钾的后官能化，将21臂星形ATRP线圈聚合物PtBA-Br的溴化物端基成功地转化为反应性硫代乙酸酯端基。随后，21臂星形线圈聚合物PtBA-SCOCH3与棒状乙烯基官能化的P3HT反应，通过硫醇-烯点击反应生成功能性星形棒状线圈双嵌段共聚物PtBA-b-P3HT，然后将内部PtBA嵌段选择性水解为PAA嵌段。由于硫醇-烯点击反应的牢固和正交的性质，本发明的合成方法能够以简便和高效的方式构建具有很少的结构限制的明确的星形构象。它可以扩展为生产具有其他拓扑结构的嵌段共聚物，例如圆柱形，超支化和树枝状结构。
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