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Design, Synthesis And Properties Of V-shaped Aggregation-induced Luminescent Compounds Containing Oxadiazole-phenothiazine

Posted on:2020-10-13Degree:MasterType:Thesis
Country:ChinaCandidate:K XuFull Text:PDF
GTID:2381330599454068Subject:Chemistry
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Organic electroluminescent materials are ubiquitous and gradually applied to displays,wearables,lighting and many other fields.Without the presence of luminescent materials,today's life is hard to imagine.Therefore,reducing costs,saving raw materials and obtaining better luminescent materials is urgent need of modern society.However,there is a serious problem that aggregation promotes fluorescence quenching(ACQ),and its presence limits the application of organic electroluminescent materials.In response to this problem,Academician Tang Benzhong discovered and defined the concept of aggregation induced luminescence(AIE)photo-physics in 2001,and the discovery pointed out a new direction for the research of organic luminescent materials,and opened a path for development and application.Therefore,the design and synthesis of AIE-containing organic light-emitting materials are still very active in fields such as scientific research and industrial applications.In the molecular design process,the special structure of the molecule affects the optical properties of the molecule.Based on the results of previous experimental of our groups,it is found that when the molecular structure is V-shaped,the V-shaped conformation will break the ?-? stacking,thereby inhibiting the fluorescence quenching of the luminescent molecules,and the formation of aggregates will enhance the fluorescence.Mainly focused on aggregation-inducing luminescent compounds that containing V-shaped structures.Here,the oxadiazole-phenothiazine compound containing V-shaped organic luminescent molecules,namely PTZ-OXD-Si and PTZ-OXD-SO,which are built on silicon bridge and sulfone bridge,are designed and synthesized.The main contents of this paper are as follows:The target compound PTZ-OXD-Si was synthesized and characterized,in which phenothiazine was used both as a strong luminescent group and also as an electron donor,and oxadiazole was used as a strong electron acceptor.High-efficiency multifunctional organic luminescent materials were tested by photophysical properties,electrochemistry,quantitative calculation and thermal stability.The experimental results demonstrate that the silicon atoms in the silicon bridge have a V-shaped structure,which can break the ?-? stacking and destroy Aggregation induces quenching.As expected,as the polarity of the solvent is increased,electrons can be noted to gradually shift from the local excited state to the intramolecular charge state.The target compound PTZ-OXD-Si exhibits an adjustable luminescence ability in the solution and is a general-purpose illuminant with good electrochemical properties and thermal stability.By quantitative calculation and electrochemical test,it is found that sulfone not only has a V-shaped structure,but also its HOMO-LUMO energy level is almost comparable to that of silicon.Therefore,the target compound(PTZ-OXD-SO)of sulfone bridge was designed and successfully synthesized.Compound PTZ-OXD-SO.According to the test method of the target compound PTZ-OXD-Si,the target compound PTZ-OXD-SO was tested,and the test results showed that it has the similar performance as the target compound PTZ-OXD-Si,and is also a suitable illuminant compound.
Keywords/Search Tags:Organic electroluminescent materials, V-shaped, Phenothiazine, Silicon-bridge, Sulfone-bridge
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