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Phosphorescent compound, preparation method thereof and organic electroluminescent device

An electroluminescent device and compound technology, applied in the fields of phosphorescent compounds and organic electroluminescent devices, can solve the problems of low life, long time, complex synthesis process, etc., and achieves easy availability of raw materials, simple synthesis process and product yield high effect

Pending Publication Date: 2020-12-11
JILIN OPTICAL & ELECTRONICS MATERIALS
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, due to the complex synthesis process of existing phosphorescent materials, time-consuming, and low lifespan, further development of phosphorescent materials is imminent.

Method used

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  • Phosphorescent compound, preparation method thereof and organic electroluminescent device
  • Phosphorescent compound, preparation method thereof and organic electroluminescent device
  • Phosphorescent compound, preparation method thereof and organic electroluminescent device

Examples

Experimental program
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Embodiment 1

[0035] This embodiment provides a phosphorescent compound whose chemical structural formula is formula 2 in the summary of the invention. The reaction scheme of the preparation method of the phosphorescent compound is as follows:

[0036]

[0037] Its specific preparation method comprises the following steps:

[0038] Step 1, the preparation process of intermediate C-2:

[0039] Under a nitrogen protection system, reactant A-2 (110 mmol) was added into a three-necked flask, and sodium tert-butoxide (t-BuONa, 330 mmol) was added, and stirred at room temperature for 30 minutes. Then add reactant B-2 (121mmol), tri-tert-butylphosphine (P(t-bu) 3 , 11.0mmol) and tris(dibenzylideneacetone)dipalladium (Pd 2 (dba) 3 , 3.30mmol), plus 300mL of toluene. The reaction was carried out at 110° C. for 24 hours. After confirming that the reaction is complete, cool down to 50°C and filter with suction, rinse the filter cake with about 50mL of ethyl acetate, spin the filtrate to obtain...

Embodiment 2

[0044] This embodiment provides a phosphorescent compound whose chemical structural formula is formula 5 in the summary of the invention. The reaction scheme of the preparation method of the phosphorescent compound is as follows:

[0045]

[0046] Its specific preparation method comprises the following steps:

[0047] Intermediate D-5 was first prepared according to the synthesis method of intermediate D-2 in Example 1 above;

[0048] Next, under the protection of nitrogen, the Pd 2 (dba) 3 (1.5mmol) and t-BuONa (150.0mmol), were added into anhydrous toluene, and stirred at room temperature for 30 minutes. Then add intermediate D-5 (75mmol) and reactant E-5 (82.5mmol), finally add P(t-bu) 3 (15 mmol), the temperature was raised to 100° C. for 24 hours. Cool down, filter with suction to obtain a dark filtrate, spin the filtrate to obtain a solid, add dichloromethane to dissolve, pass through a silica gel funnel to obtain a colorless solution, and spin dry to obtain the a...

Embodiment 3

[0050] This embodiment provides a phosphorescent compound whose chemical structural formula is formula 12 in the summary of the invention. The reaction scheme of the preparation method of the phosphorescent compound is as follows:

[0051]

[0052] Its specific preparation method comprises the following steps:

[0053] First prepare intermediate D-12 according to the synthetic method of embodiment 1 intermediate D-2;

[0054] Next, under the protection of nitrogen, the Pd 2 (dba) 3 (1.5mmol) and t-BuONa (150.0mmol), were added into anhydrous toluene, and stirred at room temperature for 30 minutes. Then add intermediate D-12 (75mmol) and reactant E-12 (82.5mmol), finally add P (t-bu) 3 (15 mmol), the temperature was raised to 100° C. for 24 hours. Cool down and filter with suction to obtain a dark filtrate, spin the filtrate to obtain a solid, add dichloromethane to dissolve, pass through a silica gel funnel to obtain a colorless solution, and spin dry to obtain the abov...

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Abstract

The invention discloses a phosphorescent compound, a preparation method thereof and an organic electroluminescent device, and belongs to the field of chemical synthesis and photoelectric materials. The structural general formula of the phosphorescent compound is shown in the specification. In the formula, X is C or N; Ar represents a C1-C30 alkyl group, a C2-C30 alkenyl group, a C2-C30 alkynyl group, a C3-C30 cycloalkyl group, a C1-C30 alkoxy group, a C1-C60 alkylamino group, a C6-C60 aryloxy group, a C6-C60 arylthio group, a C3-C10 heterocycloalkyl group, a C5-C30 spiro group, a C6-C30 condensed ring, a C6-C30 aryl group, a C3-C10 heteroaryl group, a C3-C10 heteroarylamino group, a C6-C60 arylamino group, and a C3-C10 aliphatic ring and C3-C10 aryl ring of a single-ring or multi-ring structure formed by connection with an adjacent substituent. The phosphorescent compound can be used as a material of the organic electroluminescent device so as to improve the luminous efficiency and prolong the service life of the organic electroluminescent device.

Description

technical field [0001] The invention relates to the fields of chemical synthesis and photoelectric materials, in particular to a phosphorescent compound, its preparation method and an organic electroluminescent device. Background technique [0002] With the development of multimedia technology and the improvement of informatization requirements, the performance requirements of panel displays are getting higher and higher. Among them, Organic Light-Emitting Diode (OLED, Organic Light-Emitting Diode) has a series of advantages such as self-illumination, low-voltage DC drive, full curing, wide viewing angle, and rich colors. Note that the application prospect is very broad. The typical structure of OLED includes one or more functional layers in cathode layer, anode layer, electron injection layer, electron transport layer, hole blocking layer, hole transport layer, hole injection layer and organic light-emitting layer. [0003] The light emitting principle of OLED can be divi...

Claims

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Application Information

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IPC IPC(8): C07D471/06C07D471/16C09K11/06H01L51/54
CPCC07D471/06C07D471/16C09K11/06C09K2211/1059C09K2211/1092C09K2211/1088C09K2211/1044C09K2211/1096C09K2211/1011C09K2211/1007H10K85/615H10K85/622H10K85/6572H10K85/6574H10K85/6576
Inventor 王永光汪康王进政张鹤张雪马晓宇
Owner JILIN OPTICAL & ELECTRONICS MATERIALS