A kind of aromatic amine derivative and its preparation method and application
A technology of aromatic amine derivatives and organic substances, applied in the field of aromatic amine derivatives and their preparation, can solve the problem that light extraction materials cannot meet the performance requirements of OLEDs
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[0040] The present invention also provides a preparation method of the aromatic amine derivative, comprising:
[0041] Using 1,3-dibromo-2-(2,6-dibromophenyl)benzene as the starting material, react with methyl chloroformate to obtain intermediate (A); intermediate (A) undergoes reduction reaction to obtain intermediate Body (B); Intermediate (B) is methylated to obtain Intermediate (C); Intermediate (C) and methylene bromide undergo a ring-forming reaction to obtain Intermediate (D):
[0042]
[0043] Combining intermediate (D) with Ar 1 The aromatic amine compound reaction of substituent, obtains intermediate (E); Then intermediate (E) and containing Ar 2 The bromide reaction of substituent can obtain the aromatic amine derivative shown in formula (I):
[0044]
[0045] Among them, Ar 1 、Ar 2 is a substituted or unsubstituted C6-C24 aryl group or a substituted or unsubstituted C6-C24 heteroaryl group.
[0046] The present invention has no special restrictions on th...
Embodiment 1
[0052] Embodiment 1: the preparation of intermediate A
[0053] Dissolve 65g (140mmol) of 1,3-dibromo-2-(2,6-dibromophenyl)benzene and 16g (168mmol) of methyl chloroformate in 120ml of anhydrous tetrahydrofuran, then add dropwise 140ml of 1.6 M n-hexane solution of n-butyl lithium was stirred overnight at room temperature. After the reaction was finished, it was filtered with suction, washed with ethanol, and dried to obtain 38 g (112 mmol) of solid, namely intermediate A, with a yield of 78%.
Embodiment 2
[0054] Embodiment 2: the preparation of intermediate B
[0055] Add 38g (112mmol) of intermediate A to a vigorously stirred mixed solution of 600ml of toluene and 1200ml of ethanol, add 29ml (590mmol) of hydrazine hydrate, then add 1.8g of Raney nickel, and heat to reflux for 2 hours. Cool to room temperature, distill off the solvent under reduced pressure, dissolve the residue in 590ml of warm chloroform, filter through silica gel to obtain a clear solution, concentrate the solution to 59ml, add 177ml of ethanol, leave the mixture for 12 hours, and obtain crystals by suction filtration. Recrystallized twice in chloroform / ethanol to obtain 36 g (109 mmol) of intermediate B, yield 98%.
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