Plurality of host materials and organic electroluminescent device comprising the same
a technology of organic electroluminescent devices and host materials, which is applied in the direction of organic chemistry, organic semiconductor devices, and isotope introduction of heterocyclic compounds, to achieve the effects of reducing driving voltage, reducing power consumption, and reducing power consumption
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example 1
on of Compound C-1
[0092]
Synthesis of Compound 1-1
[0093](9-phenyl-9H-carbazol-4-yl)boronic acid (96 g, 334.3 mmol), 2-bromo-1-chloro-3-nitrobenzene (71.8 g, 304 mmol), Pd2(dba)3 (15 g, 16.71 mmol), S-Phos (10.9 g, 26.76 mmol), and K3PO4 (315 g, 1.64 mol) were dissolved in 1500 mL of toluene in a flask, and the mixture was stirred at 130° C. for 4 hours. After completion of the reaction, an organic layer was extracted with ethyl acetate, and the residual moisture was removed using magnesium sulfate. The residue was dried, and separated by column chromatography to obtain compound 1-1 (67 g, yield: 56.6%).
Synthesis of Compound 1-2
[0094]Compound 1-1 (23.5 g, 58.9 mmol), (2-chlorophenyl)boronic acid (18.4 g, 117.8 mmol), Pd2(dba)3 (2.7 g, 2.95 mmol), S-Phos (2.4 g, 5.89 mmol), and K3PO4 (63 g, 294.5 mmol) were dissolved in 300 mL of toluene in a flask, and the mixture was stirred at 130° C. for 12 hours. After completion of the reaction, an organic layer was extracted with ethyl acetate, ...
example 2
on of Compound C-29
[0098]
[0099]Compound 1-4 (4 g, 9.84 mmol), 3-bromo-1,1′:2′,1″-terphenyl (3.65 g, 11.8 mmol), Pd2(dba)3 (448 mg, 0.492 mmol), S-Phos (448 mg, 0.984 mmol), and NaOtBu (2.84 g, 29.52 mmol) were dissolved in 50 mL of o-xylene in a flask, and the mixture was stirred at 170° C. for 4 hours. After completion of the reaction, an organic layer was extracted with ethyl acetate, and the residual moisture was removed using magnesium sulfate. The residue was dried, and separated by column chromatography to obtain compound C-29 (1.5 g, yield: 24%).
CompoundMWM.P.C-29643.78282° C.
example 3
on of Compound C-196
[0100]
Synthesis of Compound 3-1
[0101]Compound A (60 g, 283 mmol), Compound B (100 g, 424 mmol), tetrakis(triphenylphosphine)palladium (16.3 g, 14.1 mmol), cesium carbonate (276 g, 849 mmol), 1400 mL of toluene, 350 mL of ethanol and 350 mL of distilled water were added into a reaction vessel, and the mixture was stirred at 130° C. for 12 hours. After completion of the reaction, the reaction mixture was cooled to room temperature, and extracted with ethyl acetate. The extracted organic layer was dried with magnesium sulfate, and the solvent was removed by rotary evaporator. Then, the residue was separated by column chromatography to obtain compound 3-1 (38 g, yield: 41%).
Synthesis of Compound 3-2
[0102]Compound 3-1 (38 g, 117 mmol), phenylboronic acid (35 g, 234 mmol), tris(dibenzylindeneacetone)dipalladium (5.3 g, 5.86 mmol). S-Phos (4.8 g, 11.7 mmol), tripotassium phosphate (62 g, 293 mmol), and 600 mL of toluene were added into a reaction vessel, and the mixture...
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