High-molecular-weight compound including substituted triarylamine structural unit, and organic electroluminescent device
A structural unit, high molecular weight technology, applied in the field of high molecular weight compounds, can solve the problem of reduced hole transport, and achieve the effects of low driving voltage, high luminous efficiency and power efficiency, and long life
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[0217] Hereinafter, the present invention will be described based on the following examples.
[0218] In addition, in the following description, the structural unit represented by the general formula (1) contained in the high molecular weight compound of the present invention is represented by "structural unit A", and the structural unit represented by the formula (2) is used to increase the solubility in organic solvents. The introduced structural unit is represented by "structural unit B", and the triarylamine structural unit represented by formula (3) is represented by "structural unit C".
[0219] In addition, purification of the synthesized compound was carried out by purification by column chromatography and crystallization by solvent. Compound identification was performed by NMR analysis.
[0220] See WO2018 / 168667 for details on the intermediates used to manufacture the high molecular weight compounds of the present invention.
[0221]
[0222] Synthesis of High Mo...
Embodiment 2
[0245] Synthesis of High Molecular Weight Compound II:
[0246] The following ingredients were added to the nitrogen-purged reaction vessel, and nitrogen gas was blown for 30 minutes.
[0247] 2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9,9-dioctylfluorene: 6.9gN, N-bis(4-bromophenyl)-4-(2-naphthyl)-[1,1':2',1"-terphenyl]-4'-amine: 6.5g
[0248] Tripotassium phosphate: 9.0g
[0249] Toluene: 16ml
[0250] Water: 9ml
[0251] 1,4-dioxane: 48ml
[0252] Next, 1.9 mg of palladium(II) acetate and 15.1 mg of tri-o-tolylphosphine were added, heated, and stirred at 85° C. for 14 hours.
[0253] Thereafter, 22 mg of phenylboronic acid was added and stirred for 1 hour, and then 0.3 g of bromobenzene was added and stirred for 1 hour. 100 ml of toluene and 100 ml of a 5 wt% sodium N,N-diethyldithiocarbamate aqueous solution were added, heated, and stirred under reflux for 1 hour.
[0254] After cooling to room temperature, the liquid separation operation was performed, an...
Embodiment 3
[0264] Synthesis of High Molecular Weight Compound III:
[0265] The following ingredients were added to the nitrogen-purged reaction vessel, and nitrogen gas was blown for 30 minutes.
[0266] N,N-bis[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-9,9-dioctyl -9H-Fluoren-2-amine: 6.5g
[0267] N,N-bis(4-bromophenyl)-4-(2-naphthyl)-[1,1':2',1"-terphenyl]-4'-amine: 5.5g
[0268] Tripotassium phosphate: 7.2g
[0269] Toluene: 16ml
[0270] Water: 9ml
[0271] 1,4-dioxane: 48ml
[0272] Next, 1.5 mg of palladium(II) acetate and 11.9 mg of tri-o-tolylphosphine were added, heated, and stirred at 83° C. for 11 hours.
[0273] Thereafter, 22 mg of phenylboronic acid was added and stirred for 1 hour, and then 0.3 g of bromobenzene was added and stirred for 1 hour.
[0274] 100 ml of toluene and 100 ml of a 5 wt% sodium N,N-diethyldithiocarbamate aqueous solution were added, heated, and stirred under reflux for 1 hour.
[0275] After cooling to room temperature, the liqui...
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