Dimethyl anthracene organic compound, and application thereof on organic light-emitting device
A technology for electroluminescent devices and organic compounds, applied in organic chemistry, electro-solid devices, electrical components, etc., can solve problems such as different performances, and achieve the effects of stable three-dimensional structure, balanced distribution, and reduced energy loss
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Embodiment 1
[0046] Embodiment 1: the synthesis of intermediate I and intermediate II: a1. When L is represented as a single bond, the synthesis of intermediate I-1:
[0047]
[0048] (1) Weigh the raw materials U and Mg powder, and dissolve them with dry tetrahydrofuran (THF); under an inert atmosphere, add a small amount of catalyst I 2 , heated to 40°C and stirred until the solution changed from yellow to colorless, then heated the above mixed solution to 60-90°C, stirred and reacted for 3-5 hours, no magnesium powder remained, the reaction was complete, and Grignard reagent intermediate V was generated; The mol ratio of described raw material U and Mg is 1:1.0~1.2; I 2 The molar ratio with raw material U is 0.006~0.02:1;
[0049] (2) Weigh 10,10-dimethylanthrone and dissolve it in dry THF; under an inert atmosphere, add the above-mentioned Grignard reagent intermediate V dropwise, and stir the resulting mixed solution at 60-90°C for 10-24 Hours, a large amount of white precipitate...
Embodiment 2
[0081] Embodiment 2: the synthesis of compound 2:
[0082]
[0083] In a 250mL three-neck flask, under a nitrogen atmosphere, add 0.01mol of intermediate M1, 0.015mol of raw material N1, dissolve in a mixed solvent (90ml of toluene, 45ml of ethanol), and then add 0.03mol of Na 2 CO 3 aqueous solution (2M), stirred under nitrogen for 1 hour, then added 0.0001mol Pd(PPh 3 ) 4 , heating to reflux for 15 hours, sampling point plate, the reaction is 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 78.2%. Elemental analysis structure (molecular formula C 46 h 33 NO 2 ): theoretical value C, 87.45; H, 5.27; N, 2.22; 0, 5.06; test value: C, 87.46; ESI-MS(m / z)(M + ): The theoretical value is 631.25, and the measured value is 631.46.
Embodiment 3
[0084] Embodiment 3: the synthesis of compound 6:
[0085]
[0086] In a 250ml three-neck flask, under an atmosphere of nitrogen gas, add 0.01mol intermediate M2, 0.015mol raw material N2, dissolve with a mixed solvent (90ml toluene, 45ml ethanol), and then add 0.03mol Na 2 CO 3 aqueous solution (2M), stirred under nitrogen for 1 hour, then added 0.0001mol Pd(PPh 3 ) 4 , heating to reflux for 15 hours, sampling point plate, the reaction is 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 99.4% and a yield of 79.2%. Elemental analysis structure (molecular formula C 59 h 43 NO): theoretical value C, 90.62; H, 5.54; N, 1.79; 0, 2.05; test value: C, 90.61; ESI-MS(m / z)(M + ): The theoretical value is 781.33, and the measured value is 781.55.
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