Electron transport material and organic electroluminescent device using same
An electron transport material, electromechanical technology, applied in the direction of electric solid-state devices, organic chemistry, luminescent materials, etc., can solve the technical difficulties of full-color production, increase the complexity and cost of the device structure, and easy absorption.
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Embodiment 1
[0051]
[0052] The specific preparation method of the electron transport material (1) is as follows:
[0053] (1)
[0054]
[0055]Under nitrogen protection, compound 1 (2-bromo-3-phenylfuran) (1eq, 221.97g / mol, 45.05mmol, 10g) and magnesium (1eq, 24.3g / mol, 45.05mmol, 1g) were dissolved in tetrahydrofuran (100g, compound 10 times the mass of 1) to 40°C for 1 h, then compound 2 (2-bromo-9H-fluoren-9-one) (1eq, 257.97g / mol, 45.05mmol, 11.62g) was added, and the temperature was raised to reflux React for 5 hours, lower to room temperature, adjust the pH of the system to 3-4 with 10% hydrochloric acid, stir at room temperature for 4 hours, add ethyl acetate and water for extraction, after liquid separation, the ethyl acetate phase is dried, concentrated under reduced pressure, and purified by column chromatography to obtain Compound 3 (2-bromospiro[fluorene-9,8'-indeno[2,1-b]furan]) (9.06g, yield 52.4%), MS (EI): 384 (M + ).
[0056] (2)
[0057]
[0058] Under nitr...
Embodiment 2
[0063]
[0064] The specific preparation method of the electron transport material (2) is as follows:
[0065] Step (1) and (2) are exactly the same as embodiment 1, and step (3) is as follows:
[0066] (3)
[0067]
[0068] Compound 5 (spiro[fluorene-9,8'-indeno[2,1-b]furan]-2-ylboronic acid) (1eq, 350g / mol, 5.0g, 14.29mmol), compound 7 (2-([ 1,1'-biphenyl]-4-yl)-4-chloro-6-phenyl-1,3,5-triazine) (1.05eq, 343g / mol, 5.15g, 15mmol), tetrakis(triphenylphosphine) Palladium (0.03eq, 1155.58g / mol, 0.43mmol, 0.49g) and potassium carbonate (1.6eq, 138.21g / mol, 22.87mmol, 3.16g) were placed in a 250ml round bottom flask, and toluene (50ml, v / m with intermediate 5 = 10), ethanol (5 ml, v / m with intermediate 5 = 1) and water (25 ml, v / m with intermediate 5 = 5), the mixture was heated to reflux and stirred 12h, after the reaction was completed, the reactor was cooled to room temperature, the reaction mixture was extracted with ethyl acetate, the ethyl acetate layer was concentr...
Embodiment 3
[0070]
[0071] The specific preparation method of the electron transport material (3) is as follows:
[0072] Step (1) and (2) are exactly the same as embodiment 1, and step (3) is as follows:
[0073] (3)
[0074]
[0075] Compound 5 (spiro[fluorene-9,8'-indeno[2,1-b]furan]-2-ylboronic acid) (1eq, 350g / mol, 5.0g, 14.29mmol), compound 8 (2-([ 1,1':4',1"-terphenyl]-4-yl)-4-chloro-6-phenyl-1,3,5-triazine) (1.05eq, 419.12g / mol, 6.29g, 15mmol), Tetrakis(triphenylphosphine) palladium (0.03eq, 1155.58g / mol, 0.43mmol, 0.49g) and potassium carbonate (1.6eq, 138.21g / mol, 22.87mmol, 3.16g) were placed in a 250ml round bottom flask, Toluene (50ml, v / m=10 with Intermediate 5), ethanol (5ml, v / m=1 with Intermediate 5) and water (25ml, v / m=5 with Intermediate 5) were added thereto , heating the mixture to reflux and stirring for 12 h, after the reaction was completed, the reactor was cooled to room temperature, the reaction mixture was extracted with ethyl acetate, the ethyl aceta...
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