Materials for electronic devices
An electronic device, atomic technology, applied in the field of electronic devices, can solve the problems of high working voltage, poor performance data, etc.
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Embodiment 1
[0258] Example 1: 11-[3-(4,6-diphenyl-1,3,5-triazin-2-yl)phenyl]-10,10-dimethyl-10H-indolo[1 ,2-a]indole
[0259]
[0260] step 1:
[0261] 50g (285mmol) of indole-2-carboxylic acid 2-methyl ester, 116.4g (571mmol) of iodobenzene and 98.5g of K 2 CO 3 (712.5mmol) was suspended in 1L toluene. 15.8 g (114 mmol) of CuI and 10.06 g of N,N'-dimethylenediamine (114 mmol) were added to the suspension. The reaction mixture was heated to reflux for 48 hours. After cooling, the precipitate was filtered off through folded filter paper. The reaction solution was then partitioned between ethyl acetate and water, the organic phase was washed three times with water, Na 2 SO 4 Dry and evaporate in vacuo. The residual dark green oil was filtered through silica gel using heptane:toluene. The evaporated filtrate residue was then recrystallized from methanol. Yield: 57 g of methyl 1-phenyl-1H-indole-2-carboxylate (80%).
[0262] Step 2:
[0263] First 57 g (227 mmol) of methyl 1-ph...
Embodiment 2
[0270] Example 2: Biphenyl-4-yl-[4-(11,11-dimethyl-11H-indolo[1,2-a]indol-10-yl)phenyl]amine
[0271]
[0272] 20g (64mmol) of 11-bromo-10,10-dimethyl-10H-indolo[1,2-a]indole (step 4 of Example 1), 33.5g (64mmol) of biphenyl- Suspend 4-yl-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]amine and 96ml of 2M sodium carbonate solution In 500ml of ethylene glycol dimethyl ether. 1.66g (1.43mmol) Pd(PPh 3 ) 4 added to the suspension. The reaction mixture was heated to reflux for 10 hours. After cooling, the precipitated solid was filtered off with suction, washed with water and ethanol and dried. The residue was extracted with hot toluene, recrystallized from toluene, then sublimed under high vacuum. The purity is 99.9%. Yield: 26 g (65%).
Embodiment 3
[0273] Example 3: Bis-10,10'-[(4-4'-biphenyl)-11,11-dimethyl-11H-indolo[1,2-a]indole
[0274]
[0275] 30g (96mmol) 11-bromo-10,10-dimethyl-10H-indolo[1,2-a]indole (step 4 of Example 1), 11.6g (48mmol) 4,4' - Biphenyl diboronic acid and 145 ml of 2M sodium carbonate solution were suspended in 600 ml of ethylene glycol dimethyl ether. 2.77g (2.4mmol) Pd(PPh 3 ) 4 added to the suspension. The reaction mixture was heated to reflux for 12 hours. After cooling, the precipitated solid was filtered off with suction, washed with water and ethanol and dried. The residue was extracted with hot toluene, recrystallized from toluene, then sublimed under high vacuum. The purity is 99.9%. Yield: 35.6 g (60%).
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