Compound and organic light emitting device comprising same
A technology of organic light-emitting devices and compounds, applied in the field of organic light-emitting devices, can solve the problems of short life and high price of metal complexes, and achieve the effect of improving efficiency
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manufacture example 1-1
[0139] Synthesis of Compound 1-A
[0140] [Reaction formula 1-1]
[0141]
[0142] 30 g (89.5 mmol) of 2-bromo-1-chloro-4-fluoro-3-iodobenzene, 90 mmol of (2-hydroxyphenyl)boronic acid, 200 mL of tetrahydrofuran and 100 mL of water were mixed and heated to 60°C. 268.5 mmol of potassium carbonate and 1 mmol% of tetrakistriphenylphosphine palladium were added thereto, and the mixture was stirred under reflux for 3 hours. After the reaction, the organic layer was extracted from the reaction solution returned to room temperature, followed by distillation. Purification was carried out by column chromatography using chloroform / hexane to obtain 21.6 g of compound 1-A (yield 80%).
[0143] MS[M+H]+=301
manufacture example 1-2
[0144] Synthesis of Compound 1-B
[0145] [Reaction formula 1-2]
[0146]
[0147] 30 g (89.5 mmol) of 1-bromo-4-chloro-3-fluoro-2-iodobenzene, 90 mmol of benzenethiol, 200 mL of tetrahydrofuran and 100 mL of water were mixed and heated to 60°C. 268.5 mmol of potassium carbonate and 1 mmol% of tetrakistriphenylphosphine palladium were added thereto, and the mixture was stirred under reflux for 3 hours. After the reaction, the organic layer was extracted from the reaction solution returned to room temperature, followed by distillation. Purification was carried out by column chromatography using chloroform / hexane to obtain 22.8 g of compound 1-B (yield 70%).
[0148] MS[M+H]+=364
manufacture example 2-1
[0149] Synthesis of Compound 2-A
[0150] [Reaction 2-1]
[0151]
[0152] 20 g (66.3 mmol) of Compound 1-A, 200 mL of dimethylformamide, and 133 mmol of potassium carbonate were mixed, and heated at 100° C. for 5 hours. After the reaction, the reaction solution returning to room temperature was carried out in water for reverse precipitation ( reverse precipitation) to obtain a solid, and the obtained solid was purified by column chromatography using chloroform / hexane to obtain 17.7 g of Compound 2-A (95% yield).
[0153] MS[M+H]+=281
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