Nitrogen-containing compound, organic electroluminescent device and electronic device
A nitrogen compound and atom technology, applied in the field of organic electroluminescence, can solve the problems of inability to meet high-efficiency organic light-emitting diodes, limit the development of high-efficiency delayed fluorescent materials, and unclear correlation, and achieve improved photoelectric efficiency, high stability, high The effect of photoelectric efficiency
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[0099] According to an exemplary embodiment, the nitrogen-containing compound provided by the present invention can be applied to the first hole transport layer 321 or the second hole transport layer 322 of an organic electroluminescent device, so as to improve the lifetime of the organic electroluminescent device, Improve the luminous efficiency of organic electroluminescent devices.
[0100] In the present invention, the anode 100 includes an anode material, which is preferably a material with a large work function (work function) that facilitates hole injection into the functional layer. Specific examples of anode materials include, but are not limited to: metals such as nickel, platinum, vanadium, chromium, copper, zinc and gold or their alloys; metal oxides such as zinc oxide, indium oxide, indium tin oxide (ITO) and indium zinc oxide (IZO); combined metals and oxides such as ZnO:Al or SnO 2: Sb; or conductive polymers such as poly(3-methylthiophene), poly[3,4-(ethylene-...
Synthetic example 1
[0122] Synthesis Example 1: Synthesis of Compound 1
[0123]
[0124] (1) Intermediate I-D (1.56g, 3.73mmol), raw material 1E (N-phenyl-4-benzidine, 1.10g, 4.48mmol), sodium tert-butoxide ( 0.90g, 9.33mmol), 15mL toluene, start stirring, blow nitrogen, raise the temperature to 110-115°C, reflux and separate water for 1h, then add tris(dibenzylideneacetone)dipalladium (Pd 2 (dba) 3 , 0.03g, 0.03mmol), 2-dicyclohexylphosphine-2,4,6-triisopropylbiphenyl (X-phos, 0.02g, 0.037mmol), and continued to react at reflux overnight. When the reaction solution was lowered to room temperature, it was poured into water under stirring, separated, the water phase was extracted twice with toluene, the organic phase was combined, washed twice with water, dried over anhydrous sodium sulfate, and concentrated to dryness to obtain a brown-yellow oil. The oil was subjected to column chromatography to obtain intermediate 1F (white solid 1.53 g, yield 70%).
[0125]
[0126] (2) Add intermedi...
Synthetic example 4
[0135] Synthesis Example 4: Synthesis of Compound 8
[0136]
[0137] (1) Intermediate I-D (2.30g, 5.5mmol), raw material 8E (2.82g, 6.60mmol), sodium tert-butoxide (1.33g, 13.75mmol), 25mL toluene were added successively to a four-necked flask equipped with mechanical stirring, Turn on the stirring, blow nitrogen, raise the temperature to 110-115°C, reflux and separate water for 1 hour, then add Pd 2 (dba) 3 (0.03g, 0.03mmol), X-phos (0.02g, 0.037mmol), continue to maintain the reflux state to react overnight. When the reaction solution was lowered to room temperature, it was poured into water under stirring, separated, the water phase was extracted twice with toluene, the organic phase was combined, washed twice with water, dried over anhydrous sodium sulfate, and concentrated to dryness to obtain a brown-yellow oil. The oil was separated by column chromatography to obtain intermediate 8F (white solid 2.74 g, yield 65%).
[0138]
[0139] (2) Intermediate 8F (2.74g,...
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