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

Adam Creamer, Christopher S. Wood, Philip D. Howes, Abby Casey, Shengyu Cong, Adam V. Marsh, Robert Godin, Julianna Panidi, Thomas D. Anthopoulos, Claire H. Burgess, Tingman Wu, Zhuping Fei, Iain Hamilton, Martyn A. McLachlan, Molly M. Stevens () and Martin Heeney ()
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Adam Creamer: Imperial College London
Christopher S. Wood: Imperial College London
Philip D. Howes: Imperial College London
Abby Casey: Imperial College London
Shengyu Cong: Imperial College London
Adam V. Marsh: Imperial College London
Robert Godin: Imperial College London
Julianna Panidi: Imperial College London
Thomas D. Anthopoulos: Imperial College London
Claire H. Burgess: Imperial College London
Tingman Wu: Imperial College London
Zhuping Fei: Imperial College London
Iain Hamilton: Imperial College London
Martyn A. McLachlan: Imperial College London
Molly M. Stevens: Imperial College London
Martin Heeney: Imperial College London

Nature Communications, 2018, vol. 9, issue 1, 1-11

Abstract: 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 (SNAr) 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.

Date: 2018
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DOI: 10.1038/s41467-018-05381-4

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