Fluorine derivative and organic electroluminescence device thereof
A technology of electroluminescent devices and derivatives, applied in the direction of electric solid-state devices, electrical components, luminescent materials, etc., can solve the problems of unstable light color of devices, limited efficiency improvement, low probability of exciton recombination, etc. Color stability, improved service life, and reduced emission
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Embodiment 1
[0090] [Example 1] Synthesis of Compound A-1
[0091]
[0092] Step1: Under nitrogen atmosphere, add raw material a-1 (1.93g, 10mmol), iodobenzene (2.5g, 12mmol), 1,10-phenanthroline (0.2g, 1.0mmol), CuI (0.2g , 2.0mmol), K 2 CO 3 (4.1g, 30mmol), 30mL of DMF, stirred at 80°C for 24h, cooled to room temperature, extracted three times with deionized water and diethyl ether, collected the organic phase and used anhydrous MgSO 4 After drying, the solvent was evaporated, and the residue was purified by silica gel column chromatography to obtain Intermediate A-1-1 (2.39 g, 89%).
[0093] Step2: Under nitrogen atmosphere, add intermediate A-1-1 (10.0g, 37.1mmol) and 100mL dichloromethane to the reactor, then add iodine (3.58g, 14.1mmol) and KIO intermittently in 5 equal amounts 3 (2.38g, 11.13mmol), stirred and reacted for 6h, and washed with methanol to obtain intermediate A-1-2 (8.50g, 58%).
[0094] Step3: Under an oxygen environment, add intermediate A-1-2 (10g, 25.3mmol),...
Embodiment 2
[0098] [Example 2] Synthesis of Compound A-3
[0099]
[0100] Step1: Add pentafluorobenzonitrile (1.93g, 10mmol), ethyl cyanoacetate (1.11g, 10mmol), potassium carbonate (1.67g, 12.1mmol), and 30mL of DMF into the reactor, stir the reaction at room temperature for 48h, and then add Distilled water and acetic acid terminated the reaction, extracted with dichloromethane and concentrated to obtain intermediate A-3-1 (2.83 g, 99%).
[0101] Step2: Add intermediate A-3-1 (2.86g, 10mmol), 50% acetic acid (4.10mL) and sulfuric acid (0.2mL) to the reactor, stir after reflux for 16h, cool the mixture to room temperature, add dropwise 10mL of cold distilled water After terminating the reaction, after stirring for 0.5 h, the reaction mixture was extracted with distilled water and chloroform, and then concentrated to obtain intermediate A-3-2 (2.08 g, 97%).
[0102] Step3: Under nitrogen protection, add 2-bromo-9-fluorenone (2.59g, 10mmol), intermediate A-3-2 (2.57g, 12mmol) and sodi...
Embodiment 3
[0104] [Example 3] Synthesis of Compound A-32
[0105]
[0106] Step1: Under nitrogen, add raw material a-2 (3.49g, 10mmol), phenylboronic acid (2.44g, 20mmol), tetrakistriphenylphosphine palladium (0.12g, 0.1mmol), sodium carbonate (4.14g , 30mmol), toluene 100mL, ethanol 20mL and distilled water 20mL, stirred and refluxed for 3h. After the reaction was finished, stop the reaction with distilled water, filter, dissolve the filter cake in ethyl acetate, pass through diatomaceous earth, extract, combine the organic phases, and use anhydrous MgSO 4 Drying, concentration under reduced pressure, and recrystallization gave Intermediate A-32-1 (2.75 g, 80%).
[0107] Step2: According to the synthesis method of intermediate A-3-1 in Example 2, intermediate A-32-2 was obtained.
[0108] Step3: Obtain intermediate A-32-3 according to the synthesis method of intermediate A-3-2 in Example 2.
[0109] Step4: According to the synthesis method of intermediate A-3-3 in Example 2, inter...
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