Xanthenes organic compound and application thereof to OLED (Organic Light Emitting Diode)
An organic compound, xanthene technology, applied in the field of xanthene organic compounds and its application in organic electroluminescent devices, can solve the problems of different performance, achieve stable three-dimensional structure, improve current efficiency and lifespan , Improve the effect of composite efficiency
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Embodiment 1
[0044] Example 1: Synthesis of Intermediate I and Intermediate II: a1. When L represents a single bond, synthesis of Intermediate I-1:
[0045]
[0046] (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 , Heating to 40°C and stirring until the solution turns from yellow to colorless, and then heating the above-mentioned mixed solution to 60-90°C, stirring and reacting for 3 to 5 hours, no magnesium powder remains, the reaction is complete, and the Grignard reagent intermediate V is generated; The molar ratio of the raw material U to Mg is 1:1.0~1.2; I 2 The molar ratio with raw material U is 0.006~0.02:1;
[0047] (2) Weigh out Xanthone and dissolve it with dry THF; under an inert atmosphere, add dropwise the above-mentioned format reagent intermediate V, and stir the resulting mixed solution at 60-90°C for 10-24 hours to generate a large amount of white precipitate , Then coo...
Embodiment 2
[0079] Example 2: Synthesis of Compound 3:
[0080]
[0081] In a 250mL three-necked flask, add 0.01mol of intermediate M1 and 0.015mol of raw material N1 under a nitrogen atmosphere, dissolve with a mixed solvent (90ml of toluene, 45ml of ethanol), and then add 0.03mol of Na 2 CO 3 Aqueous solution (2M), stirring with nitrogen for 1 hour, then adding 0.0001mol Pd(PPh 3 ) 4 , Heating and refluxing for 15 hours, sampling point plate, the reaction is complete. Naturally cooling, filtering, rotating the filtrate, and passing through a silica gel column to obtain the target product with a purity of 99.2% and a yield of 75.4%. Elemental analysis structure (molecular formula C 49 H 31 NO 3 ): Theoretical value C, 86.32; H, 4.58; N, 2.05; O, 7.04; Test value: C, 86.33; H, 4.57; N, 2.07; O, 7.03. ESI-MS(m / z)(M + ): The theoretical value is 681.23, and the measured value is 681.52.
Embodiment 3
[0082] Example 3: Synthesis of Compound 7:
[0083]
[0084] In a 250ml three-necked flask, add 0.01mol of intermediate M2 and 0.015mol of raw material N2 under a nitrogen atmosphere, dissolve with a mixed solvent (90ml of toluene, 45ml of ethanol), and then add 0.03mol of Na 2 CO 3 Aqueous solution (2M), stirring with nitrogen for 1 hour, then adding 0.0001mol Pd(PPh 3 ) 4 , Heating and refluxing for 15 hours, sampling point plate, the reaction is complete. Natural cooling, filtration, rotary evaporation of the filtrate, and silica gel column to obtain the target product with a purity of 98.9% and a yield of 76.2%. Elemental analysis structure (molecular formula C 47 H 29 NO 2 S): Theoretical value C, 84.03; H, 4.35; N, 2.08; O, 4.76; S, 4.77; Test value: C, 84.02; H, 4.34; N, 2.09; O, 4.77; S, 4.78. ESI-MS(m / z)(M + ): The theoretical value is 671.19, and the measured value is 671.41.
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