Conception de matériaux moléculaires commutables intégrant l'unité photochrome diméthyldihydropyrène

Abstract : This work deals with the design of molecular multifunctional photoswitchable systems incorporating dimethyldihydropyrene (DHP) photochromic unit and with their implantation and characterization in switchable devices.We show that a tetra pyridinium-appended DHP derivative displays interesting photoswitchable optical properties, emission and excitation fluorescence and electronic communication. Combining DHP pyridine-substituted ligand with porphyrin complex via axial coordination enhances the photoinduced DHP ring-opening reaction. Additionally, associating photoresponsive DHP unit with electron-responsive transition metal complexes confers additional redox properties to the resulting hybrid system. The DHP core photo-isomerization proceeds much more efficiently when the metal complexes and the DHP moiety are connected through pyridinium-bridge vs phenyl bridge. The resulting systems are used for the conception of new multi-addressable photo- and redox- switches. These assemblies are applied for the design of photoswitchable coordination polymers developed in solution or immobilized onto ITO. Photochromic films based on Zn2+ exhibit conductance properties that can be tuned optically and thermally according to the photostate of the photochromic unit. The DHP core associated with a pyrene entity and immobilized onto carbon nanotube electrode via -stacking acts as a switchable material. Finally, we report the possibility of controlling 1O2 production by light irradiation or by heating, of an ITO surface functionalized by pyridinium-substituted DHP derivatives. In the presence of dioxygen, this DHP derivative plays the role of an O2 sensitizer. The photogenerated 1O2 reacts with the open-ring isomer to afford the corresponding endoperoxyde species which then releases 1O2 thermally.
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Assil Bakkar. Conception de matériaux moléculaires commutables intégrant l'unité photochrome diméthyldihydropyrène. Matériaux. Université Grenoble Alpes, 2017. Français. ⟨NNT : 2017GREAV032⟩. ⟨tel-01817013⟩



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