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易于功能化和可读的序列定义的聚三唑。

Easily Functionalized and Readable Sequence-Defined Polytriazoles.

机构信息

State Key Laboratory of Organic-Inorganic Composites, College of Chemical Engineering, Beijing University of Chemical Technology, Beijing 100029, China.

BGI-Shenzhen, Beishan Industrial Zone, Shenzhen 518083, China.

出版信息

ACS Macro Lett. 2021 May 18;10(5):551-557. doi: 10.1021/acsmacrolett.1c00145. Epub 2021 Apr 20.

DOI:10.1021/acsmacrolett.1c00145
PMID:35570766
Abstract

Developing sequence-defined skeletons that could be conveniently characterized and functionalized with diverse side groups is attractive but challenging. Here we report one novel sequence-defined polytriazole structure bearing side groups at its triazole rings. Its construction was facilely accessed by the iterative employments of azidation and iridium-catalyzed cycloaddition of azide with internal 1-thioalkyne (IrAAC) in solution phase. The easy preparation of 1-thioalkyne monomers and the excellent tolerance of IrAAC enable the introduction of diverse functional side chains to this architecture. The obtained sequence was effectively characterized by tandem mass spectrometry owing to the efficient fractures of both of the Csp-S and Csp-N bonds in its backbone, indicating its potential utilization in high-capacity digital polymer developments. Further successful application of this structure in building monodisperse macromolecules exhibiting aggregation-induced emission (AIE) characteristics demonstrates its expected application in functional material fabrications.

摘要

开发可以方便地对其侧基进行特征化和功能化的序列定义骨架具有吸引力,但也具有挑战性。在这里,我们报道了一种新型的序列定义的多三唑结构,其三唑环带有侧基。通过在溶液相中反复使用叠氮化物和铱催化的叠氮化物与内部 1-硫炔(IrAAC)的环加成反应,很容易构建该结构。1-硫炔单体的易于制备和 IrAAC 的优异耐受性使该结构能够引入各种功能侧链。通过串联质谱有效地对序列进行了表征,这是由于其骨架中 Csp-S 和 Csp-N 键的有效断裂,表明其在高容量数字聚合物开发中的潜在应用。该结构在构建具有聚集诱导发射(AIE)特性的单分散大分子中的成功应用进一步证明了其在功能材料制备中的预期应用。

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