Organic compound, organic light emitting diode including the same, and organic light emitting display device
A technology of organic compounds and light-emitting diodes, applied in the fields of organic chemistry, light-emitting materials, chemical instruments and methods, etc., can solve problems such as commercial application limitations
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Synthetic example 1
[0122] Synthesis Example 1: Synthesis of Compound 1
[0123] (1) Synthesis of Intermediate C
[0124]
[0125] Compound A (1 equiv) was dissolved in dioxane, and Compound B (0.9 equiv) was added to the solution under nitrogen atmosphere. Potassium carbonate (2.5 equivalents) dissolved in deionized (DI) water was added to the mixed solution, and [1,1′-bis(di-cyclohexylphosphino)ferrocene]dichloropalladium(II) ( 0.02 equivalent) was added to the solution, and then the mixed solution was stirred at 90° C. for 8 hours. After the reaction was completed, the organic layer was extracted with dichloromethane and deionized water, and the solvent was removed via vacuum distillation. The crude product obtained was purified by column chromatography using hexane: dichloromethane as eluent to give Intermediate C.
[0126] (2) Synthesis of compound 1
[0127]
[0128] Intermediate C (1 eq), compound D (2.1 eq), potassium carbonate (4 eq), and tetrakis(triphenylphosphine)palladium (...
Synthetic example 2
[0129] Synthesis Example 2: Synthesis of Compound 3
[0130] (1) Synthesis of Intermediate G
[0131]
[0132] Compound E (1 eq) was dissolved in toluene, and compound F (0.9 eq) was added to the solution under nitrogen atmosphere. Sodium tert-butoxide (4.0 equivalents), tris(dibenzylidenepyruvate) dipalladium(0)(Pd 2 (dba) 3 , 0.04 equivalents), and tri-tert-butylphosphine were added to the solution, and then the solution was stirred at 80° C. for 12 hours. After the reaction was completed, the organic layer was extracted with dichloromethane and deionized water, and the solvent was removed via vacuum distillation. The obtained crude product was purified by column chromatography using hexane:dichloromethane as eluent to give Intermediate G.
[0133] (2) Synthesis of Intermediate I
[0134]
[0135] Intermediate G (1 equiv), compound H (2.0 equiv), potassium acetate (KOAc, 3.0 equiv), palladium(II) acetate (Pd(OAc) 2 , 0.04 eq), and 2-cyclohexylphosphino-2',4',6'-t...
Synthetic example 3
[0139] Synthesis Example 3: Synthesis of Compound 25
[0140] (1) Synthesis of Intermediate L
[0141]
[0142] Compound E (1 equiv) was dissolved in toluene, and then Compound K (0.9 equiv) was added to the solution under nitrogen atmosphere. Sodium tert-butoxide (4.0 equivalents), Pd 2 (dba) 3 (0.04 equivalent), and tri-tert-butylphosphine were added to the solution, and the solution was stirred at 80° C. for 12 hours. After the reaction was completed, the organic layer was extracted with dichloromethane and deionized water, and the solvent was removed via vacuum distillation. The crude product obtained was purified by column chromatography using hexane: dichloromethane as eluent to give Intermediate L.
[0143] (2) Synthesis of Intermediate M
[0144]
[0145] Intermediate L (1 eq), Compound H (2.0 eq), KOAc (3.0 eq), Pd(OAc) 2 (0.04 equiv), and XPhos (0.08 equiv) were added to dioxane, then the solution was purged with nitrogen and stirred at 110 °C for 12 hour...
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