Organic compound, light-emitting element, light-emitting device, electronic device, and lighting device
摘要
說明書
Into a 200-mL three-neck flask, 1.6 g of 8-chloro-4-(9′-phenyl-2,3′-bi-9H-carbazol-9-yl)benzofuro[3,2-d]pyrimidine obtained in Step 1, 0.53 g of 9H-carbazole, 0.61 g of sodium tert-butoxide, and 50 mL of mesitylene were put, and the air in the flask was replaced with nitrogen. Then, 37 mg of di-tert-butyl(1-methyl-2,2-diphenylcyclopropyl)phosphine (abbreviation: cBRIDP) and 10 mg of allylpalladium(II)chloride dimer were added, and the mixture was heated under a nitrogen stream at 160° C. for 4 hours. The obtained reaction mixture was filtered, and washing with water and then washing with ethanol were performed. The obtained residue was purified by silica gel column chromatography. First, only toluene was in a developing solvent. Purification was performed by gradually increasing the proportion of ethyl acetate until the ratio of toluene to ethyl acetate became 10:1 in the developing solvent. The obtained filtrate was concentrated to obtain a solid and the solid was recrystallized with toluene and ethanol, whereby 0.98 g of a target yellow solid of 8Cz-4PCCzBfpm-02 was obtained with a yield of 50%. The synthesis scheme of this step is shown in (A-2) below.
Then, 0.98 g of the yellow solid was purified by a train sublimation method. In the purification by sublimation, the yellow solid was heated at 330° C. under a pressure of 2.6 Pa with a flow rate of an argon gas of 5 mL/min. After the purification by sublimation, 0.68 g of a target brown solid was obtained at a collection rate of 69%.
The obtained solid was subjected to nuclear magnetic resonance spectrometry (1H NMR), and the results are shown below.
