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Molecular “Building Block” and “Side Chain Engineering”: Approach to Synthesis of Multifunctional and Soluble Poly(pyrrole phenylene)s
Macromolecular Rapid Communications ( IF 4.6 ) Pub Date : 2018-12-04 , DOI: 10.1002/marc.201800749
Eddie Wai Chi Chan 1 , Paul Baek 1, 2 , Shi Min Tan 1 , Samuel J. Davidson 1 , David Barker 1, 2 , Jadranka Travas‐Sejdic 1, 2
Affiliation  

Here, the synthesis of a novel poly(pyrrole phenylene) (PpyP) that is both modular in ways of functionalization and soluble in organic solvents is reported, and therefore solution processable. This is achieved through the functionalization of the side‐chain substituents in pyrrole phenylene (PyP) repeating units. t Butyl acrylate brushes are first grafted through atom transfer radical polymerization from one type of PyP, followed by oxidative chemical co‐polymerization of the grafted PyP with a PyP bearing different side chains—either an azide or a methoxy moiety, resulting in a soluble PpyP where solubility is not dopant‐dependent. Successful post‐polymerization modification through “click” chemistry and post‐polymerization processing via electrospinning are also demonstrated. Additionally, performed computational calculations indicate planarity of the novel polyrrole phenylene monomers and ionisation potentials that favor α–α bond formation during their polymerization.

中文翻译:

分子的“基石”和“侧链工程”:合成多功能且可溶的聚吡咯亚苯基的方法

在此,报道了一种新型的聚吡咯亚苯基(PpyP)的合成,该聚吡咯亚苯基以功能化的方式模块化并且可溶于有机溶剂,因此可溶液加工。这是通过在吡咯亚苯基(PyP)重复单元中对侧链取代基进行官能化来实现的。Ť 首先通过一种类型的PyP的原子转移自由基聚合接枝丙烯酸丁酯刷,然后将接枝的PyP与带有不同侧链的PyP(叠氮化物或甲氧基部分)进行氧化化学共聚,生成可溶性PpyP,其中溶解度与掺杂剂无关。还展示了通过“点击”化学成功进行的聚合后修饰以及通过静电纺丝进行的聚合后加工。另外,进行的计算表明新的聚吡咯亚苯基单体的平面度和在聚合过程中有利于α-α键形成的电离势。
更新日期:2018-12-04
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