An organic electroluminescent device
An electroluminescent device, an organic technology, applied in the direction of electric solid-state devices, electrical components, semiconductor devices, etc., can solve problems such as poor thermal stability, high energy consumption in preparation, and affect device efficiency, and achieve good thermal stability and high luminescence The effect of purity and high luminous efficiency
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Embodiment 1
[0063] Synthesis of compound 2
[0064]
[0065] Synthesis of compound 2-1
[0066] In the reaction flask, add fluorenone (9g, 50mmol) and water (30ml), heat to 80°C, slowly add liquid bromine (8.8g, 55mmol) into the reaction flask, react for 4 hours, add 100ml of water and 100ml of 10% Aqueous solution of sodium bisulfate. After filtration, the obtained solid was recrystallized with absolute ethanol to obtain 11 g of product with a yield of 85%.
[0067] Synthesis of compound 2-2
[0068] In the reaction flask, add compound 2-1 (2.58g, 10mmol) and 15ml tetrahydrofuran, add dropwise phenylmagnesium bromide Grignard reagent (12mmol) dissolved in tetrahydrofuran at 0°C, and slowly rise to room temperature after the addition is completed. Reaction 12 After 1 hour, dilute hydrochloric acid was added to adjust the pH to 7, extracted with ethyl acetate, dried over anhydrous magnesium sulfate, and the solvent was removed. The crude product was chromatographed on a silica gel co...
Embodiment 2
[0077] Synthesis of compound 22
[0078]
[0079] In the reaction flask, add compound 2-3 (0.5g, 0.89mmol), 4-triphenylamine borate (0.3g, 1mmol), tetrahydrofuran (10ml), tetrakis (triphenylphosphine) palladium (50mg), potassium carbonate aqueous solution (2mol / l, 5mL), heated under reflux under the protection of nitrogen to react overnight. Stop the reaction, extract three times with dichloromethane, combine the organic phases, and wash with water until neutral; separate the organic phases, add anhydrous magnesium sulfate to dry, filter with suction, and spin dry; silica gel column chromatography gives 340 mg of white solids, yield 52 %.
[0080] 1 HNMR (400MHz, CDCl 3 )δ7.76-7.80(m,2H),7.56-7.60(m,2H),7.35-7.45(m,4H),7.19-7.29(m,14H),6.89-7.13(m,18H).ESI, m / z: [M+H]+: 729.4. See NMR spectrum figure 2
Embodiment 3
[0082] Synthesis of Compound 28
[0083]
[0084] In the reaction flask, add compound 2-3 (0.2g, 0.35mmol), 4-(1-naphthylanilino) phenylboronic acid (0.15g, 0.44mmol), tetrahydrofuran (10ml), tetrakis (triphenylphosphine) Palladium (10 mg), potassium carbonate aqueous solution (2 mol / l, 5 mL), heated to reflux under nitrogen protection overnight. Stop the reaction, extract three times with dichloromethane, combine the organic phases, and wash with water until neutral; separate the organic phases, add anhydrous magnesium sulfate to dry, filter with suction, and spin dry; silica gel column chromatography gives 170 mg of white solids, yield 63 %. 1 HNMR (400MHz, CDCl 3 )δ7.88-7.95(m,2H),7.74-7.90(m,3H),7.34-7.57(m,11H),7.19-7.28(m,11H),6.88-7.09(m,15H).ESI, m / z: [M+H]+: 779.4. See NMR spectrum image 3
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