Thermal activation delayed fluorescent material and application thereof
A thermal activation delay and fluorescent material technology, applied in the direction of luminescent materials, organic semiconductor device materials, organic chemistry, etc., can solve the problems of expensive phosphorescent materials and limited application space of phosphorescent materials, and achieve excellent thermal stability and excellent thin film The effect of stability and large steric hindrance
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Embodiment 1
[0034] The preparation of embodiment 1 compound C01
[0035]
[0036] Preparation of intermediate A1: In a 2L three-necked flask, add raw materials 1-benzyl-2-bromobenzene (37g, 0.15mol), tetrahydrofuran (600mL), under nitrogen protection, cool down to -78°C, slowly drop into The n-hexane solution of n-butyllithium (2.2mol / L, 0.15mol, 68mL) was added dropwise in about 1 hour, kept at -78°C for 1 hour, and the raw material 2,7-dibromo-9H-xanthone ( 52.9g, 0.15mol, CAS No.: 40102-85-0) was dissolved in 600mL tetrahydrofuran, slowly dropped into the three-necked flask, and the dropwise addition was completed in about 1.5 hours, kept at -78°C for 3 hours, and slowly raised to 5°C, Add dropwise 300mL of dilute hydrochloric acid with a mass concentration of 5%, stir for 0.5h, separate the liquids, collect the organic phase, and remove the solvent tetrahydrofuran under reduced pressure to obtain 79.8g of the crude product of intermediate A1. In the next reaction.
[0037] Prepar...
Embodiment 2
[0040] The preparation of embodiment 2 compound C02
[0041]
[0042] Using intermediate A3 and 1-methyl-9H-carbazole as raw materials, according to the method described in Example 1, compound C02 was prepared to obtain 1.7 g of the target object, high-resolution mass spectrometry, positive ion mode, molecular formula C 52 h 34 N 2 o 2 , theoretical value 718.2620, test value 718.2624, elemental analysis (C 52 h 34 N 2 o 2 ), theoretical value C: 86.88, H: 4.77, N: 3.90, O: 4.45, measured value C: 86.90, H: 4.78, N: 3.92, O: 4.40.
Embodiment 3
[0043] The preparation of embodiment 3 compound C03
[0044]
[0045] Using intermediate A3 and 3-tert-butyl-9H-carbazole as raw materials, according to the method described in Example 1, compound C03 was prepared to obtain 2.1 g of the target object, high-resolution mass spectrometry, positive ion mode, molecular formula C 58 h 46 N 2 o 2 , theoretical value 802.3559, test value 802.3556, elemental analysis (C 58 h 46 N 2 o 2 ), theoretical value C: 86.75, H: 5.77, N: 3.49, O: 3.98, measured value C: 86.77, H: 5.78, N: 3.52, O: 3.93.
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