Preparation and application for novel OLED electron transport material
A technology for electron transport materials and electroluminescence devices, which is applied in the directions of luminescent materials, circuits, electrical components, etc. It can solve the problem of rare electron transport materials, and achieve good industrialization prospects, high thermal stability, and good film-forming properties. Effect
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[0027] Preparation of Intermediate C
[0028]
[0029] Under nitrogen protection, 12H-benzo[5,6][1,4]oxazino[2,3-b]quinoxaline (23.5g, 0.1mol) and p-bromoiodobenzene (28.3g, 0.1 mol) into 200mL xylene, then add sodium tert-butoxide (19.2g, 0.2mol), palladium acetate (22.4mg, 1mmol), tri-tert-butylphosphine tetrafluoroborate (58mg, 2mmol) to the system . Reflux reaction for 12h. After the reaction was completed, after cooling down to room temperature, suction filtration was performed directly. After the filtrate was washed with water, the liquid was separated, and the xylene was removed under reduced pressure to obtain the crude product. The crude product was recrystallized from toluene / dichloroethane to obtain a yellow solid, namely Intermediate C, with a yield of 40%.
[0030] High resolution mass spectrometry, ESI source, positive ion mode, molecular formula C 20 h 12 BrN 3 O, theoretical value 390.2328, test value 390.2410. Elemental analysis (C 20 h 12 BrN 3 O...
Embodiment 1
[0035] Example 1 Preparation of electron transport material C01
[0036]
[0037] Under the protection of nitrogen, intermediate C (3.9g, 0.01mol) and 4-naphthyl-1 phenylboronic acid (2.98g, 0.012mol) were added in 100mL toluene, and then the catalyst tetrakistriphenylphosphine palladium (0.12 g, 0.1 mmol) and potassium carbonate (4.14 g, 0.03 mol) in water. The system was heated to reflux and stirred for 8 hours, then cooled to room temperature naturally, separated, and rotary evaporated to obtain the crude product.
[0038] The crude product was subjected to silica gel column chromatography, and the eluent was V 正己烷 :V 氯仿 = Purification and separation at 1:5 to obtain a light yellow powder, which was further sublimated and purified using a chemical vapor deposition system at a sublimation temperature of 360°C to obtain compound C01 with a yield of 52%.
[0039] High resolution mass spectrometry, ESI source, positive ion mode, molecular formula C 36 h 23 N 3 O, theor...
Embodiment 2
[0040] Embodiment 2 Preparation of electron transport material C02
[0041]
[0042] Under nitrogen protection, intermediate C (3.9g, 0.01mol) and (10-(1-naphthyl) anthracenyl-9-yl) boronic acid (4.18g, 0.012mmol) were added to 100mL toluene, and then the catalyst was added Tetrakistriphenylphosphine palladium (0.12 g, 0.1 mmol) and potassium carbonate (4.14 g, 0.03 mol) in water. The system was heated to reflux and stirred for 8 hours, then cooled to room temperature naturally, separated, and rotary evaporated to obtain the crude product.
[0043] The crude product was subjected to silica gel column chromatography, and the eluent was V 正己烷 :V 氯仿=1:4 Purification and separation, a yellow powder was obtained, and the obtained powder was further sublimated and purified by a chemical vapor deposition system at a sublimation temperature of 370° C. to obtain compound C02 with a yield of 50%.
[0044] High resolution mass spectrometry, ESI source, positive ion mode, molecular ...
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