Organic electroluminescent compound, organic electroluminescent device and its application
An electroluminescence and compound technology, applied in the field of organic electroluminescence compounds, can solve the problems of low molecular weight, low stability, low blue light emission efficiency, etc., and achieve the effect of low driving voltage
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Embodiment 1
[0051] The synthesis of embodiment 1 compound (12)
[0052] (1) Synthesis of Intermediate-1
[0053] [Reaction 1]
[0054]
[0055] Add 24.7g (100mmol, 1.0eq.) of 4-bromodibenzofuran and 21.8g (110mmol, 1.1eq.) of 3-biphenylboronic acid into a 2L three-necked flask, add 900ml of toluene and 90ml of ethanol to dissolve, pass Nitrogen for 15 minutes, then add 150ml 2M containing 41.5g (300mmol, 3.0eq.) K 2 CO 3 Aqueous solution, finally add 2.3g Pd(PPh 3 ) 4 (2mol%). The temperature was raised to 110° C., and the reaction was completed overnight. Add activated carbon for adsorption, filter with suction, spin off the solvent, dry, and recrystallize with toluene and ethanol to obtain 26.6 g of Intermediate-1 with a yield of 83%.
[0056] (2) Synthesis of Intermediate-2
[0057] [Reaction 2]
[0058]
[0059] In a dry 2L three-necked flask, put 26.6g (83mmol, 1.0eq.) of the intermediate-1 obtained in Reaction Formula 1, dissolve it in 300ml of dry tetrahydrofuran, bl...
Embodiment 2
[0079] The synthesis of embodiment 2 compound (55)
[0080] (1) Synthesis of Intermediate-6
[0081] [Reaction 7]
[0082]
[0083] In a dry 2L three-necked flask, put 24.7g (100mmol, 1.0eq.) of 4-bromodibenzofuran, dissolve it in 300ml of dry tetrahydrofuran, blow nitrogen, drop to -10°C, add dropwise 44ml of 2.5M (110mmol , 1.1eq.) of LDA, after the dropwise addition, continue to stir at this temperature for 1 hour, add 38.1g (150mmol, 1.5eq.) of iodine in batches, remove the cooling environment, continue to react overnight for 17 hours, and wait for the reaction to complete , add 4M HCl solution dropwise, stir for 1 hour, let stand, separate layers, wash the upper organic phase with water 3 times, extract the lower organic phase with dichloromethane, wash 3 times, combine the organic phases, dry, spin off the solvent, and use a layer Purified by column analysis to obtain 32.8g of Intermediate-6 with a yield of 88%.
[0084] (2) Synthesis of Intermediate-7
[0085] [R...
Embodiment 3
[0111] The synthesis of embodiment 3 compound (88)
[0112] (1) Synthesis of Intermediate-12
[0113] [Equation 14]
[0114]
[0115] In a dry 2L three-necked flask, put 24.4g (100mmol, 1.0eq.) of 4-phenyldibenzofuran into it, dissolve it in 300ml of dry tetrahydrofuran, blow nitrogen, drop it to -10°C, and add dropwise 44ml of 2.5M ( 110mmol, 1.1eq.) of LDA, after the dropwise addition, continue to stir at this temperature for 1 hour, add 38.1g (150mmol, 1.5eq.) of iodine in batches, remove the cooling environment, and continue to react overnight for 17 hours. At the end, add 4M HCl solution dropwise, stir for 1 hour, let stand, separate layers, wash the upper organic phase with water 3 times, extract the lower organic phase with dichloromethane, wash 3 times, combine the organic phases, dry, spin off the solvent, Purified by column chromatography to obtain 33.3 g of Intermediate-12 with a yield of 90%.
[0116] (2) Synthesis of Intermediate-13
[0117] [Equation 15] ...
PUM
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