Polymer, phosphorescent host material and electroluminescent device
An electroluminescent device and phosphorescent host technology, which is applied to polymers with functional groups as side groups, phosphorescent host materials, electroluminescent devices, and polymer fields to achieve the effect of high device efficiency
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preparation example 1
[0090]Preparation of 4-(diethoxy(methyl)silyl)-N,N-diphenylamine (abbreviated as monomer 1):
[0091]
[0092] Under argon atmosphere, 4-bromophenyl-N,N-diphenylamine (6 mmol) was dissolved in 200 mL of anhydrous THF. After the temperature in the bottle dropped to -78°C, 3.3 ml of n-butyllithium (2.2M in n-hexane solvent) was added dropwise within 15 minutes. The reaction was continued for half an hour while maintaining the system temperature, and then 1.5 g (8.9 mmol) of methyldiethoxychlorosilane was rapidly added dropwise. After the dropwise addition, the reaction was continued to gradually rise to room temperature, and then quenched with ammonium chloride solution. The reactant was extracted with ether, washed three times with water and dried over anhydrous magnesium sulfate. The filtrate was concentrated and subjected to silica gel column chromatography (petroleum ether:dichloromethane=6:1) to obtain a colorless oily product with a yield of 42%.
[0093] 1 H NMR (4...
preparation example 2
[0098] Preparation of (4-(diethoxy(methyl)silyl)phenyl)diphenylphosphine oxide (abbreviated as monomer 2):
[0099]
[0100] (4-Bromophenyl)-diphenylphosphine oxide (6 mmol) was dissolved in 200 mL of anhydrous THF under argon atmosphere. After the temperature in the bottle dropped to -78°C, 3.3 ml of n-butyllithium (2.2M in n-hexane solvent) was added dropwise within 15 minutes. The reaction was continued for half an hour while maintaining the system temperature, and then 1.5 g (8.9 mmol) of methyldiethoxychlorosilane was rapidly added dropwise. After the dropwise addition, the reaction was continued to gradually rise to room temperature, and then quenched with ammonium chloride solution. The reactant was extracted with ether, washed three times with water and dried over anhydrous magnesium sulfate. The filtrate was concentrated and subjected to silica gel column chromatography (petroleum ether:dichloromethane=6:1) to obtain a colorless oily product with a yield of 63%. ...
preparation example 3-4
[0106] The methyldiethoxychlorosilane of Preparation Example 1 or 2 is replaced by phenyldiethoxychlorosilane to obtain 4-(diethoxy(phenyl)silyl)-N,N-diphenylamine ( Abbreviated as monomer 3) (4-(diethoxy(phenyl)silyl)phenyl)diphenylphosphine oxide (abbreviated as monomer 4).
[0107] Monomer 3:
[0108] 1 H NMR (400MHz, CDCl 3 ,δ):0.37(s,3H,-CH 3 ), 1.27(t, J=7Hz, 6H; -OCH 2 CH 3 ), 3.86 (q, J=7Hz, 4H; -OCH 2 ), 7.06(d, J=8Hz, 4H; ArH), 7.13(d, J=7Hz, 4H; Ar H), 7.32(m, 9H; Ar H), 7.48(d, J=2Hz, 4H; Ar h).
[0109] 13 C NMR (400MHz, CDCl 3 ,δ): -1.9, 20.5, 60.5, 124.1, 125.3, 126.6, 129.4, 131.4, 136.5, 137.1, 148.5, 151.1.
[0110] 29 Si-NMR (400MHz, CDCl 3 ,δ): -17.2.
[0111] Elemental analysis theoretical value C28H29NO2Si: C, 76.50; H, 6.65; N, 3.19. Actual value: C, 76.43; H, 6.61; N, 3.12.
[0112] Monomer 4:
[0113] 1H NMR (400MHz, CDCl3, δ): 0.38 (s, 3H, -CH3), 1.33 (t, J = 7Hz, 6H; -OCH2CH3), 3.86 (q, J = 7Hz, 4H; -OCH2), 7.36 ( brs, 17H; Ar H), 7.6...
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