Organic compound with ketone structure as mother nucleus and application thereof in OLED device
An organic compound and compound technology, applied to the application of organic light-emitting diodes, based on the compound field with the ketone structure as the core, can solve the problem of difficult exciton utilization, high fluorescence radiation efficiency, low S1 state radiation transition rate, and efficiency rollover. To solve the problem of downgrading, achieve the effect of avoiding agglomeration, good industrialization prospects, and increasing orbital overlap
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Embodiment 1
[0043] The synthesis of embodiment 1 intermediate A
[0044]
[0045]Under a nitrogen atmosphere, weigh the raw material I and dissolve it in tetrahydrofuran, then add the raw material II and tetrakis(triphenylphosphine) palladium, stir the mixture, then add potassium carbonate aqueous solution, and mix the above reactants at a reaction temperature of 70- At 90°C, heat to reflux for 5-20 hours. After the reaction, cooling and adding water, the mixture was extracted with dichloromethane, the extract was dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure, the obtained residue was purified by silica gel column to obtain intermediate B;
[0046] The molar ratio of raw material I to raw material II is 1:1.0 to 1.5, the molar ratio of tetrakis(triphenylphosphine) palladium to raw material I is 0.001 to 0.02:1, and the molar ratio of potassium carbonate to raw material I is 1.0 to 2.0:1 , the ratio of tetrahydrofuran to raw material I is 1g:10-3...
Embodiment 2
[0054] The synthesis of embodiment 2 compound 01
[0055]
[0056] In a 250ml four-neck flask, under a nitrogen atmosphere, add 0.01mol of intermediate A1, 0.015mol of raw material B1, 0.03mol of sodium tert-butoxide, 1×10 -4 mol Pd 2 (dba) 3 , 1×10 -4 mol tri-tert-butylphosphine, 150ml toluene, heated to reflux for 24 hours, sampling point plate, reaction complete, natural cooling, filtration, filtrate rotary evaporation, silica gel column to obtain the target product with a purity of 99.12% and a yield of 48.90%.
[0057] Elemental analysis structure (molecular formula C 39 h 23 NO 2 ): theoretical value C, 87.13; H, 4.31; N, 2.61; 0, 5.95; test value: C, 87.15; H, 4.29; N, 2.58; ESI-MS(m / z)(M + ): The theoretical value is 537.17, and the measured molecular weight is 537.23.
Embodiment 3
[0058] The synthesis of embodiment 3 compound 10
[0059]
[0060] In a 250ml four-neck flask, under a nitrogen atmosphere, add 0.01mol intermediate A2, 0.015mol raw material B2, 0.03mol sodium tert-butoxide, 1×10 -4 mol Pd 2 (dba) 3 , 1×10 -4 mol of tri-tert-butylphosphine, 150ml of toluene, heated to reflux for 24 hours, sampling plate, reaction complete, natural cooling, filtration, filtrate rotary evaporation, silica gel column to obtain the target product with a purity of 97.62% and a yield of 50.82%.
[0061] Elemental analysis structure (molecular formula C 39 h 23 NO 2 ): theoretical value C, 87.13; H, 4.31; N, 2.61; 0, 5.95; test value: C, 87.11; ESI-MS(m / z)(M + ): The theoretical value is 537.17, and the measured molecular weight is 537.21.
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