Organic luminescent material and application
A light-emitting material and organic technology, applied in the direction of light-emitting materials, organic chemistry, chemical instruments and methods, etc., can solve the problems of reduced efficiency, poor life, etc., to improve stability, prolong the life of OLED devices, improve phosphorescence quantum efficiency and electrical The effect of luminescence efficiency
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Embodiment 1
[0223] Example 1: Synthesis of Compound I-1
[0224]
[0225] The reaction formula is as follows:
[0226]
[0227] The specific experimental steps are: in a 250ml three-necked flask equipped with a magnetic stirring and a reflux condenser, add Ir(acac) 3 (10 mol, 4.9 g), ligand H2 (40 mol, 14.2 g), glycerol 150 mL. Vacuum, charge N 2 , repeated 5 times to remove the oxygen in the system. N 2 Under the protection of 190 ℃ oil bath heating reflux for 24 hours. Naturally cooled to room temperature, filtered, washed successively with water, n-hexane and diethyl ether, and dried to obtain a yellow crude product. with CH 2 Cl 2 Column separation after dissolution, eluent CH 2 Cl 2 , the solvent was drained to obtain 3.77 g of yellow powder with a yield of 30%.
[0228] MS[M+H] + : 1256.4. Elemental Analysis (C 72 H 51 F 3 IrN 3 O 3 ): found C, 68.66; H, 4.31; F, 4.49; Ir, 15.27; N, 3.24; O, 3.78.
Embodiment 2
[0229] Example 2: Synthesis of Compound II-1
[0230]
[0231] The specific experimental steps are:
[0232] In a 250ml there-necked flask, add khaki solid L1 (5.1g, 6.9mmol) and ligand H2 (2.37g, 7mmol), then add 100ml of ethanol, heat the mixture to reflux for 36 hours, cool the reactant to room temperature, filter to generate The yellow solid was dissolved in dichloromethane and separated by column chromatography to obtain 2.92 g of a bright yellow solid with a yield of 48%.
[0233] MS[M+H] + : 840.1. Elemental Analysis (C 45 H 29 FIrN 3 O): theoretical: C, 64.42; H, 3.48; F, 2.26; Ir, 22.91; N, 5.01; O, 1.91; found: C, 64.43; H, 3.51; N, 5.06.
[0234] With reference to the synthesis method of Example 2, L1 was replaced by corresponding L, H2 was replaced by corresponding H2, an appropriate material ratio was selected, other raw materials and steps were the same as those in Example 1, and the following examples were synthesized.
[0235]
[0236]
[0237] ...
Embodiment 45
[0240] Example 45: Synthesis of Compound III-1
[0241]
[0242] The reaction formula is as follows:
[0243]
[0244] The specific experimental steps are:
[0245] (1) In a 500mL three-necked flask equipped with mechanical stirring, reflux condensation device and nitrogen protection device, add in turn: ligand (25mol, 8.9g), iridium trichloride hydrate (10mol, 3.35g), ethylene glycol monohydrate ether 90mL, distilled water 30mL. Vacuum, charge N 2 , repeated 5 times to remove the oxygen in the system. Heat to reflux at 110°C for 24 hours. After natural cooling, add 10 mL of distilled water, shake, filter with suction, wash with water, and wash with ethanol. Drying in vacuo gave 9.30 g of crude dichloro bridged intermediate as a yellow solid in 50% yield.
[0246] (2) In a 250ml three-necked flask equipped with magnetic stirring and a reflux condenser, add the above-mentioned intermediate (5mol, 9.29g), acetylacetone derivative (25mol, 2.5g), anhydrous Na 2 CO 3 ...
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