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Dibenzo seven-membered heterocyclic compound and preparation method and application thereof

A seven-membered heterocycle and compound technology, which is applied in the preparation and application of luminescent materials, can solve the problems of reduced luminous efficiency and lifespan, complex synthesis process, and fast hole mobility, and achieves difficult aggregation, high hole mobility, high The effect of photothermal stability

Active Publication Date: 2021-02-12
JILIN OPTICAL & ELECTRONICS MATERIALS
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] For the standard hole transport layer, a substance with fast hole mobility was developed to reduce the driving voltage, and a substance with a HOMO price close to that of the light-emitting layer was developed to increase the hole mobility, but the hole mobility is fast, and the material generally exhibits efficiency. tendency to decrease
And because the mobility of holes is faster than that of electrons, there will be an imbalance of electrons, so that the phenomenon of luminous efficiency and lifetime reduction will eventually appear.
[0004] Since the current synthesis process of organic electroluminescent compounds is relatively complex, time-consuming, and has a low lifespan, it is necessary to select more suitable and high-performance electroluminescent materials for the current industrial application requirements of OLED devices and the demand for optoelectronic characteristics of OLED devices. , in order to achieve the comprehensive characteristics of high efficiency, long life and low voltage of the device, therefore, the further development of organic electroluminescent compounds is imminent

Method used

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  • Dibenzo seven-membered heterocyclic compound and preparation method and application thereof
  • Dibenzo seven-membered heterocyclic compound and preparation method and application thereof
  • Dibenzo seven-membered heterocyclic compound and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0046] Example 1: Synthesis of Compound-005

[0047] 1. Under nitrogen protection, dissolve raw material A-005 (30.00mmol) and raw material B-005 (30.00mmol) in 200.00ml of toluene solution, add tris(dibenzylideneacetone)dipalladium (0.3mmol), three tert-butylphosphine (1.5mmol) and sodium tert-butoxide (60.00mmol), stir evenly, raise the temperature to 90°C, and reflux for 5h; Salt and catalyst, after the filtrate was cooled to room temperature, washed three times with water, retained the organic phase, then extracted the aqueous phase with ethyl acetate; after combining the organic phases, dried using anhydrous magnesium sulfate (30.00g), and used a rotary evaporator Remove the solvent; use dichloromethane to dissolve the solid organic matter completely, then slowly add it dropwise to the petroleum ether solution, stir evenly, and a precipitate is precipitated, and the solid is obtained by suction filtration, rinsed with absolute ethanol and petroleum ether successively, and...

Embodiment 2

[0058] Example 2: Synthesis of Compound-059

[0059] 1. Under nitrogen protection, dissolve raw material A-059 (30.00mmol) and raw material B-059 (30.00mmol) in 250.00ml of toluene solution, add tris(dibenzylideneacetone)dipalladium (0.3mmol), three tert-butylphosphine (1.5mmol) and sodium tert-butoxide (60.00mmol), stir evenly, raise the temperature to 90°C, and reflux for 5h; salt and catalyst, after the filtrate was cooled to room temperature, washed three times with water, retained the organic phase, and then extracted the aqueous phase with ethyl acetate; after combining the organic phases, dried using anhydrous magnesium sulfate (35.00g), and used a rotary evaporator Remove the solvent; use dichloromethane to dissolve the solid organic matter completely, then slowly add it dropwise to the petroleum ether solution, stir evenly, and a precipitate is precipitated, and the solid is obtained by suction filtration, rinsed with absolute ethanol and petroleum ether successively,...

Embodiment 3

[0069] Example 3: Synthesis of Compound-069

[0070] 1. Under nitrogen protection, dissolve raw material A-069 (30.00mmol) and raw material B-069 (30.00mmol) in 200.00ml of toluene solution, add tris(dibenzylideneacetone)dipalladium (0.3mmol), three tert-butylphosphine (1.5mmol) and sodium tert-butoxide (60.00mmol), stir evenly, raise the temperature to 90°C, and reflux for 5h; Salt and catalyst, after the filtrate was cooled to room temperature, washed three times with water, retained the organic phase, then extracted the aqueous phase with ethyl acetate; after combining the organic phases, dried using anhydrous magnesium sulfate (30.00g), and used a rotary evaporator Remove the solvent; use dichloromethane to dissolve the solid organic matter completely, then slowly add it dropwise to the petroleum ether solution, stir evenly, and a precipitate is precipitated, and the solid is obtained by suction filtration, rinsed with absolute ethanol and petroleum ether successively, and...

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PUM

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Abstract

The invention discloses a dibenzo seven-membered heterocyclic compound and a preparation method and application thereof, and belongs to the field of preparation and application of luminescent materials. The dibenzo seven-membered heterocyclic compound disclosed by the invention has the following structure: the compound has good thermal stability and simple preparation route, and the organic electroluminescent device containing the compound has excellent luminous efficiency and long service life, is an organic electroluminescent compound with excellent performance, and is suitable for popularization and application.

Description

technical field [0001] The invention belongs to the field of preparation and application of luminescent materials, and relates to a dibenzo seven-membered heterocyclic compound, in particular to a dibenzo seven-membered heterocyclic compound, a preparation method thereof and a dibenzo seven-membered heterocyclic compound containing the dibenzo seven-membered heterocyclic compound. Organic electroluminescent devices based on compounds. Background technique [0002] In order to improve the brightness, efficiency and lifetime of organic electroluminescent devices, multilayer structures are often used in the devices. These multilayer structures include light-emitting layers and various auxiliary organic layers, such as hole injection layers, hole transport layers, electron transport layers, and the like. The role of these auxiliary organic layers is to increase the injection efficiency of carriers (holes and electrons) between the interfaces of each layer, and balance the trans...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D267/20C07D413/12C07D417/12C07D281/16C07D413/14C07B59/00C09K11/06H01L51/50H01L51/54
CPCC07D267/20C07D413/12C07D417/12C07D281/16C07D413/14C07B59/002C09K11/06C07B2200/05C09K2211/1011C09K2211/1014C09K2211/1022C09K2211/1033C09K2211/1037C09K2211/1088C09K2211/1092H10K85/636H10K85/626H10K85/633H10K85/615H10K85/631H10K85/6576H10K85/6574H10K85/657H10K50/15
Inventor 汪康王进政黄悦赵贺李贺崔建勇马晓宇
Owner JILIN OPTICAL & ELECTRONICS MATERIALS
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