An organic electroluminescent compound
An electroluminescence and compound technology, applied in the field of organic electroluminescence compounds, can solve the problems of lack of color purity and service life, and achieve the effects of high hole mobility and glass transition temperature, low operating voltage and long service life
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Embodiment 1
[0049] Example 1 Preparation of Compound 8
[0050] Step 1: Synthesis of Intermediate 1
[0051]
[0052] Dissolve o-dibromobenzene (23.6g, 100.0mmol) and 2-naphthaleneboronic acid (17.2g, 100.0mmol) in 200ml of toluene, then add 2M aqueous sodium carbonate solution (50.0ml), and tetrahydrofuran (50.0ml); After removing the air with nitrogen blowing, the catalyst tetrakis(triphenylphosphine)palladium (347mg, 3.0mmol) was added rapidly; and under the protection of nitrogen, heated to 90°C and stirred overnight; then, ethyl acetate and water were added , after stirring, standing, and layering, the organic phase was extracted, and dried with anhydrous magnesium sulfate, and the solvent was removed under reduced pressure, and silica gel column chromatography was used, and the eluent was petroleum ether, and finally the pure intermediate 1 (21.1 g, 75.0mmol), the reaction yield of this step is 75%.
[0053] Mass Spectrometric Characterization of Intermediate 1: MS[ESI + ] m / z=2...
Embodiment 2
[0069] Example 2 Preparation of Compound 2
[0070] Step 1: Synthesize intermediate 1, which is the same as Step 1 in Example 1;
[0071] Step 2: Synthesize intermediate 2, which is the same as step 2 in Example 1;
[0072] Step 3: Synthesize intermediate 3, which is the same as step 3 in Example 1;
[0073] Step 4: Synthesis of Intermediate 8
[0074]
[0075] Aniline (4.7g, 50.0mmol), 4-bromodibenzofuran (12.4g, 50.0mmol), bis(dibenzylideneacetone) palladium (860mg, 1.5mmol), tri-tert-butylphosphine (600mg, 3mmol ) and toluene (100ml), heated to 90°C under argon flow, added sodium tert-butoxide (288mg, 3mmol), heated to 110°C under argon atmosphere, and stirred for 12 hours. Then, the reaction mixture was cooled to room temperature, and water was added for liquid separation; the solvent of the obtained organic layer was concentrated, and the obtained solid was purified by silica gel column chromatography to obtain intermediate 8 (10.0 g, 40.5 mmol), 81% yield.
[007...
Embodiment 3
[0081] Example 3 Preparation of Compound 16
[0082] Step 1: Synthesis of Intermediate 4
[0083]
[0084] Dissolve o-dibromobenzene (23.6g, 100.0mmol) and 9-phenanthreneboronic acid (22.2g, 100.0mmol) in 200ml of toluene, then add 2M aqueous sodium carbonate solution (50.0ml), and tetrahydrofuran (50.0ml); After removing the air with nitrogen blowing, quickly add the catalyst tetrakis(triphenylphosphine) palladium (347mg, 3.0mmol); under the protection of nitrogen, heat to 90°C and react overnight, then add ethyl acetate and water, stir, Stand still, separate layers, extract the organic phase, and dry with anhydrous magnesium sulfate, remove solvent under reduced pressure, use silica gel column chromatography, eluent is sherwood oil, finally obtains pure intermediate 4 (24.0g, 72.3mmol ), the reaction yield of this step is 72%.
[0085] Mass Spectrometric Characterization of Intermediate 4: MS[ESI + ] m / z=333.52 (C 20 h 13 Br, the theoretical value is 332.02). Step 2...
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