Compound based on diaryl ketone and application thereof in organic electroluminescent devices
A technology for diaryl ketones and compounds, which is applied in the preparation of carbon-based compounds, the preparation of organic compounds, and electric solid devices, etc., can solve the problem of low S1 state radiation transition rate, efficiency roll-off, difficult exciton utilization and high fluorescence. Radiation efficiency and other issues, to achieve the effects of improving power efficiency and external quantum efficiency, increasing orbital overlap, and improving fluorescence quantum efficiency
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Embodiment 1
[0056] Embodiment 1: the synthesis of compound 1
[0057] synthetic route:
[0058]
[0059]In a 250ml four-necked flask, add 0.01mol 4,4'-dibromobenzophenone, 0.025mol 9,9-dimethyl-9H-fluorene-2-boronic acid, and 0.03mol carbonic acid under nitrogen atmosphere Sodium, 2 x 10 -4 mol Pd(PPh 3 ) 4 , 150ml of toluene, heated and refluxed for 24 hours, took a sample and spotted the plate, and the reaction was complete; naturally cooled, filtered, the filtrate was rotary evaporated, and passed through a silica gel column to obtain the target product with a purity of 99.3% and a yield of 77.5%.
[0060] Elemental analysis structure (molecular formula C 43 h 34 O): Theoretical value C, 91.13; H, 6.05; O, 2.82; Test value: C, 91.15; H, 6.10; O, 2.75.
[0061] HPLC-MS: The molecular weight of the material is 566.26, and the measured molecular weight is 566.57.
Embodiment 2
[0062] Embodiment 2: the synthesis of compound 4
[0063] synthetic route:
[0064]
[0065] 250ml four-neck flask, under nitrogen atmosphere, add 0.01mol 4,4'-dibromobenzophenone, 0.025mol 9-phenyl-9H-carbazole-3-boronic acid, 0.03mol sodium carbonate, 2×10 -4 mol Pd(PPh 3 ) 4 , 150ml of toluene, heated and refluxed for 24 hours, sampled and spotted, the reaction was complete; naturally cooled, filtered, the filtrate was rotary evaporated, and passed through a silica gel column to obtain the target product with a purity of 99.1% and a yield of 72.3%.
[0066] Elemental analysis structure (molecular formula C 49 h 32 N 2 O): theoretical value C, 88.53; H, 4.85; N, 4.21; O, 2.41; tested value: C, 88.61; H, 4.82; N, 4.25;
[0067] HPLC-MS: The molecular weight of the material is 664.25, and the measured molecular weight is 664.65.
Embodiment 3
[0068] Embodiment 3: the synthesis of compound 6
[0069] synthetic route:
[0070]
[0071] In a 250ml four-neck flask, under a nitrogen atmosphere, add 0.01mol 4,4'-dibromobenzophenone, 0.025mol boric acid compound, 0.03mol sodium carbonate, 2×10 -4 mol Pd(PPh 3 ) 4 , 150ml of toluene, heated and refluxed for 24 hours, sampled and spotted, the reaction was complete; naturally cooled, filtered, the filtrate was rotary evaporated, and passed through a silica gel column to obtain the target product with a purity of 98.9% and a yield of 62.8%.
[0072] Elemental analysis structure (molecular formula C 65 h 38 o 3 ): theoretical value C, 90.05; H, 4.42; 0, 5.54; test value: C, 90.06; H, 4.46; 0, 5.48.
[0073] HPLC-MS: The molecular weight of the material is 866.28, and the measured molecular weight is 866.52.
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