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共轭聚合物主链的后聚合功能化及其在多功能发射纳米粒子中的应用。

Post-polymerisation functionalisation of conjugated polymer backbones and its application in multi-functional emissive nanoparticles.

机构信息

Department of Chemistry, Imperial College London, London, SW7 2AZ, UK.

Centre for Plastic Electronics, Imperial College London, London, SW7 2AZ, UK.

出版信息

Nat Commun. 2018 Aug 13;9(1):3237. doi: 10.1038/s41467-018-05381-4.

Abstract

Backbone functionalisation of conjugated polymers is crucial to their performance in many applications, from electronic displays to nanoparticle biosensors, yet there are limited approaches to introduce functionality. To address this challenge we have developed a method for the direct modification of the aromatic backbone of a conjugated polymer, post-polymerisation. This is achieved via a quantitative nucleophilic aromatic substitution (SAr) reaction on a range of fluorinated electron-deficient comonomers. The method allows for facile tuning of the physical and optoelectronic properties within a batch of consistent molecular weight and dispersity. It also enables the introduction of multiple different functional groups onto the polymer backbone in a controlled manner. To demonstrate the versatility of this reaction, we designed and synthesised a range of emissive poly(9,9-dioctylfluorene-alt-benzothiadiazole) (F8BT)-based polymers for the creation of mono and multifunctional semiconducting polymer nanoparticles (SPNs) capable of two orthogonal bioconjugation reactions on the same surface.

摘要

共轭聚合物的骨架功能化对于它们在许多应用中的性能至关重要,从电子显示器到纳米粒子生物传感器,但引入功能的方法有限。为了解决这一挑战,我们开发了一种在聚合后直接修饰共轭聚合物芳香骨架的方法。这是通过一系列氟化缺电子共聚单体的定量亲核芳香取代(SAr)反应来实现的。该方法允许在一批分子量和分散度一致的聚合物中轻松调节物理和光电性能。它还可以以可控的方式将多个不同的官能团引入聚合物骨架上。为了展示该反应的多功能性,我们设计并合成了一系列基于发射聚(9,9-二辛基芴-alt-苯并噻二唑)(F8BT)的聚合物,用于制备单功能和多功能半导体聚合物纳米粒子(SPN),这些纳米粒子能够在同一表面上进行两种正交的生物偶联反应。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7933/6089984/a47c1126c8bd/41467_2018_5381_Fig1_HTML.jpg

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