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Title: | Molecular engineering of 1,3,5-triaryl-2-pyrazoline fluorescent logic systems responsive to acidity and oxidisability and attachment to polymer beads |
Authors: | Zerafa, Nicole Cini, Miriam Magri, David C. |
Keywords: | Charge transfer Fluorescence Chemistry -- Research |
Issue Date: | 2021 |
Publisher: | Royal Society of Chemistry |
Citation: | Zerafa, N., Cini, M., & Magri, D. C. (2021). Molecular engineering of 1,3,5-triaryl-2-pyrazoline fluorescent logic systems responsive to acidity and oxidisability and attachment to polymer beads. Molecular Systems Design & Engineering, 6, 93-99. |
Abstract: | 1,3,5-Triaryl-2-pyrazolines were designed, synthesised and covalently immobilised onto submillimetre TentaGel® polystyrene beads (functionalised with amino-terminated polyethyleneglycol ligands) by peptide bond formation. The molecules are modularly designed based on photoinduced electron transfer (PET) according to electron-donor–spacer–fluorophore–receptor and receptor1–spacer–fluorophore–receptor formats with ferrocene and N,N-dimethylaniline as the electron donor and receptor. A reference fluorophore–receptor compound, associated with an internal charge transfer (ICT) mechanism, is included for comparison. A carboxylate moiety at the para-position of the 1-phenyl ring assists the molecules with aqueous solubility and serves as the site for covalent attachment to the polystyrene beads. The H+, Fe3+- driven INHIBIT, H+-driven off–on–off and H+-driven NOT logic systems are demonstrated in aqueous methanol and attached onto heterogeneous polymer submillimeter beads. The INHIBIT gate was tested with the stronger oxidant, ammonium persulfate, which resulted in a greater fluorescence quantum yield (Φf = 0.192). A double-tagged polymer bead integrating INHIBIT and off–on–off multi-valued logic was also prepared. |
URI: | https://www.um.edu.mt/library/oar/handle/123456789/70765 |
Appears in Collections: | Scholarly Works - FacSciChe |
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