Controlling functionality and self-assembly of PDI-Based supramolecular polymers by targeted modification Maximilian Hagemann , Dr. Henry E. Symons, Prof. Charl F. J. Faul University of Bristol, UK Supramolecular polymers (SMPs) are an exciting class of materials with a wide range of new properties owing to their dynamic behaviour. A current challenge in the field is to fully control self-assembly behaviour and properties of the resulting SMPs. The self-assembly behaviour of SMPs can be influenced by a variety of external forces, including by selective chemical modification of the monomers. [1] Thionation of the monomers has been studied as an interesting tool to control the properties of SMPs. [2,3] Previous investigations suggest stronger binding between thionated perylene diimides (PDIs), paired with changes in assembly due to steric effects of the sulphur. Initial work in our group has shown how low degrees of thionation can lead to careful control of the supramolecular polymerisation process. [2] Here we show the initial steps towards the synthesis of various perylene SMP monomers thionated to different degrees. Multiple routes were attempted, including approaches to directly thionate the perylene anhydride with subsequent addition of the synthesized trialkoxy amine, as well as the synthesis of a variety of well-soluble PDIs for a more efficient thionation. The thionation has been optimized using a modified microwave-assisted literature route. Following this approach, we are optimistic to obtain novel SMPs, based on thionated PDIs for further analysis and studies, with control over structure and function. References 1. S. Wilson-Kovacs, X. Fang, M. J. L. Hagemann, H. E. Symons, Prof. C. F. J. Faul, Chem. Eur. J. 2022, 28, e2021034. 2. H. E. Symons, M. J. L. Hagemann, R. L. Harniman, C. F. J. Faul, J. Mater. Chem. C, 2022, 10, 2828–2837. 3. A. J. Tilley, R. D. Pensack, T. S. Lee, B. Djukic, G. D. Scholes, D. S. Seferos, J. Phys. Chem. C 2014, 118, 9996–10004.
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