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具有不同反应活性的不同活性酯的共聚物主链的选择性后修饰。

Selective Postmodification of Copolymer Backbones Bearing Different Activated Esters with Disparate Reactivities.

作者信息

Li Yang, Duong Hien T T, Jones Mathew W, Basuki Johan S, Hu Jinming, Boyer Cyrille, Davis Thomas P

机构信息

Australian Centre for Nanomedicine (ACN), School of Chemical Engineering, University of New South Wales, Sydney, NSW 2052, Australia.

Monash Institute of Pharmaceutical Sciences, Monash University, Melbourne, VIC 3052, Australia.

出版信息

ACS Macro Lett. 2013 Oct 15;2(10):912-917. doi: 10.1021/mz4004375. Epub 2013 Sep 25.

DOI:10.1021/mz4004375
PMID:35607013
Abstract

In this communication, we report an easy method for introducing functional groups into polymer structures by successively reacting two different activated ester functionalities (pentafluorophenyl (PFP) ester and azlactone (AZ)) with different functional amine compounds. By exploiting the difference in reactivity of the two activated esters (PFP and AZ) toward different amino compounds, we demonstrate, for the first time, a selective modification of the different activated ester groups, thereby introducing functional groups to the polymer backbone in a controlled manner. Statistical and block copolymers of vinyl dimethyl azlactone (VDM) and pentafluorophenyl acrylate (PFPA), i.e.,(p(VDM--PFPA)) and (p(VDM--PFPA)), were prepared using reversible addition-fragmentation transfer (RAFT) polymerization and subsequently modified using a library of amino compounds, yielding macromolecules with bespoke functionality. In additional work, the functional macromolecules were self-assembled into nanoparticles.

摘要

在本通讯中,我们报道了一种简便的方法,通过使两种不同的活性酯官能团(五氟苯基(PFP)酯和恶唑酮(AZ))与不同的官能胺化合物依次反应,将官能团引入聚合物结构中。通过利用两种活性酯(PFP和AZ)对不同氨基化合物反应活性的差异,我们首次展示了对不同活性酯基团的选择性修饰,从而以可控的方式将官能团引入聚合物主链。使用可逆加成-断裂链转移(RAFT)聚合制备了乙烯基二甲基恶唑酮(VDM)和五氟苯基丙烯酸酯(PFPA)的统计共聚物和嵌段共聚物,即(p(VDM-PFPA))和(p(VDM-PFPA)),随后使用一系列氨基化合物进行修饰,得到具有定制功能的大分子。在另外的工作中,这些功能性大分子自组装成纳米颗粒。

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