Organic compound of pyridines and application thereof
A technology of organic compounds and azabenzenes, which is applied in the field of semiconductors, can solve the problems of difficult exciton utilization, high fluorescence radiation efficiency, and efficiency roll-off, and achieve good fluorescence quantum efficiency, molecular weight reduction, and good film-forming properties. Effect
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Embodiment 1
[0038] Example 1: Synthesis of Intermediate A
[0039]
[0040] (1) Under a nitrogen atmosphere, weigh the raw material I and dissolve it in tetrahydrofuran, then add the raw material D and tetrakis(triphenylphosphine) palladium, stir the mixture, and then add potassium carbonate aqueous solution, and bring the mixed solution of the above reactants to the reaction temperature Heat to reflux for 5-20 hours at 70-90°C. After the reaction, the mixture was cooled and added with water, and the mixture was extracted with dichloromethane. The extract was dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The residue obtained was purified by a silica gel column to obtain Intermediate II; The molar ratio is 1:1.0~1.5, the molar ratio of tetrakis (triphenylphosphine) palladium to raw material I is 0.001 to 0.02:1, the molar ratio of potassium carbonate to raw material I is 1.0 to 2.0:1, and the amount of tetrahydrofuran and raw material I The ratio of 1...
Embodiment 2
[0048] Example 2: Compound 4
[0049]
[0050] In a 250ml four-necked flask, add 0.01 mol of raw material A1, 0.012 mol of raw material B1, 0.02 mol of sodium tert-butoxide, 6×10 under a nitrogen atmosphere -5 mol Pd 2 (dba) 3 , 6×10 -5 mol of tri-tert-butyl phosphine, 150 ml of toluene, heated to reflux for 24 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 4, purity 99.2%, yield 65.20%. Elemental analysis structure (molecular formula C 43 H 31 N 3 O): Theoretical value C, 85.26; H, 5.16; N, 6.94; O, 2.64; Test value: C, 85.29; H, 5.14; N, 6.91; O, 2.66. ESI-MS(m / z)(M + ): The theoretical value is 605.25, and the measured value is 605.31.
Embodiment 3
[0051] Example 3: Compound 6
[0052]
[0053] In a 250ml four-necked flask, add 0.01mol of raw material A2, 0.012mol of raw material B2, 0.02mol of sodium tert-butoxide, 6×10 under a nitrogen atmosphere -5 mol Pd 2 (dba) 3 , 6×10 -5 mol of tri-tert-butyl phosphine, 150 ml of toluene, heating and refluxing for 24 hours, sampling point plate, the reaction is complete; natural cooling, filtering, rotating the filtrate, passing through a silica gel column to obtain the target product 6, purity 96.8%, yield 69.30%. Elemental analysis structure (molecular formula C 43 H 31 N 3 O: Theoretical value C, 85.26; H, 5.16; N, 6.94; O, 2.64; Test value: C, 85.24; H, 5.11; N, 6.98; O, 2.67. ESI-MS(m / z)(M + ): The theoretical value is 605.25, and the measured molecular weight is 605.33.
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