A Schiff-base cross-linked supramolecular polymer containing diiminophenol compartments and its interaction with copper(II) ions |
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Authors: | Marcel Klein-Hitpaß Amy D. Lynes Chris S. Hawes Kevin Byrne Wolfgang Schmitt |
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Affiliation: | 1. School of Chemistry and Trinity Biomedical Sciences Institute (TBSI), University of Dublin, Trinity College Dublin, Dublin 2, Ireland;2. Organic Chemistry Institute and Center for Soft Nanoscience, Westf?lische Wilhelms-Universit?t Münster, Münster, Germany;3. School of Chemistry and Centre for Research on Adaptive Nanostructures and Nanodevices, Trinity College Dublin, Dublin 2, Ireland |
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Abstract: | ![]() We report here the preparation of a Schiff-base linked organic polymer 1 based on linkages containing the potent supramolecular aggregator benzene-1,3,5-tricarboxamide, connected through 2,6-diiminophenol metal binding pockets into a cross-linked polymer. The morphological and physical properties of this material are studied using electron microscopy techniques, thermal analysis, NMR, fluorescence spectroscopy and gas adsorption studies. The interaction of the polymer 1 with CuII ions is then investigated by soaking the material with methanolic copper acetate solution, and studying the resulting aggregates using EDX microscopy and FTIR spectroscopy. A small-molecule model compound 2 is also prepared and crystallographically characterised to act as a spectroscopic comparison, providing strong evidence that 1 interacts with copper ions through a nucleation/seeding mechanism for the growth of microcrystalline copper acetate deposits, rather than via chemisorption of the copper ions within the diiminophenol binding pockets. Preliminary results suggest a similar mechanism for CoII adsorption, while ZnII ions exhibit a separate interaction mode. |
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Keywords: | Supramolecular chemistry organic polymers Schiff base self-assembly benzene-1,3,5-tricarboxamide |
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