A compound containing spirodimethylanthrafluorene and its application in organic electroluminescent devices
A technology of spirodimethylanthrafluorene and dimethylfluorenyl, which is applied in the fields of electric solid-state devices, organic chemistry, luminescent materials, etc., can solve different problems, avoid aggregation, significantly improve device life, and facilitate energy transfer Effect
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Examples
Embodiment 1
[0094] Embodiment 1: the synthesis of compound 8:
[0095]
[0096] In a 250ml three-neck flask, under nitrogen protection, add 0.01mol of raw material A1, namely 2'-bromo-10,10-dimethyl-10H-spiro[anthracene-9,9'-fluorene], 0.012mol of raw material B1, 150ml of toluene was stirred and mixed, then 0.03mol sodium tert-butoxide was added, 5×10 -5 molPd 2 (dba) 3 , 5×10 -5 mol of tri-tert-butylphosphine, heated to 105°C, refluxed for 24 hours, sampling plate, showed no bromide remaining, the reaction was complete; naturally cooled to room temperature, filtered, and the filtrate was rotary evaporated under reduced pressure (-0.09MPa, 85°C ), through a neutral silica gel column, to obtain the target product, HPLC purity 99.3%, yield 84.7%;
[0097] Elemental analysis structure (molecular formula C 52 h 36 N 2 ): theoretical value C, 90.67; H, 5.27; N, 4.07; test value: C, 90.67; H, 5.28; N, 4.05. ESI-MS(m / z)(M + ): The theoretical value is 688.29, and the measured value ...
Embodiment 2
[0098] Embodiment 2: the synthesis of compound 15:
[0099]
[0100] In a 250ml three-neck flask, under the protection of nitrogen, add 0.01mol of raw material A1, namely 2'-bromo-10,10-dimethyl-10H-spiro[anthracene-9,9'-fluorene], 0.012mol of raw material B2, 150ml of toluene was stirred and mixed, then 0.03mol sodium tert-butoxide was added, 5×10 -5 molPd 2 (dba) 3 , 5×10 -5 mol of tri-tert-butylphosphine, heated to 105°C, refluxed for 24 hours, sampling plate, showed no bromide remaining, the reaction was complete; naturally cooled to room temperature, filtered, and the filtrate was rotary evaporated under reduced pressure (-0.09MPa, 85°C ), through a neutral silica gel column, to obtain the target product, HPLC purity 99.5%, yield 82.9%;
[0101] Elemental analysis structure (molecular formula C 49 h 37 N): theoretical value C, 91.98; H, 5.83; N, 2.19; test value: C, 92.00; H, 5.82; N, 2.18. ESI-MS(m / z)(M + ): The theoretical value is 639.29, and the measured va...
Embodiment 3
[0102] Embodiment 3: the synthesis of compound 16:
[0103]
[0104] The preparation method of compound 16 is the same as that in Example 1, except that raw material B1 is replaced with raw material B3.
[0105] Elemental analysis structure (molecular formula C 52 h 36 N 2 ): theoretical value C, 90.67; H, 5.27; N, 4.07; test value: C, 90.67; H, 5.28; N, 4.05. ESI-MS(m / z)(M + ): The theoretical value is 688.29, and the measured value is 688.65.
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Abstract
Description
Claims
Application Information
- IPC
- C07D209/80; C07D209/86; C07D209/88; C07D209/94; C07D405/12; C07D471/04; C07D487/04; C07D491/048; C07D491/052; C07D491/056; C07D491/147; C07D491/153; C07D495/04; C07D498/04; C07D498/14; C07D513/04; C09K11/06; H01L51/54
- CPC
- C09K11/06; C07D209/80; C07D209/86; C07D209/88; C07D209/94; C07D405/12; C07D471/04; C07D487/04
- Inventors
- 张兆超; 李崇