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Electron transport material and preparation method thereof, light-emitting device and light-emitting device

A technology of electron transport materials and conditions, applied in the direction of electric solid devices, light-emitting materials, electrical components, etc., can solve the problems of poor stability, reduced efficiency of light-emitting devices, short lifespan, etc., achieve wide band gap, improve electron mobility, low drive The effect of voltage

Active Publication Date: 2022-07-15
JILIN OPTICAL & ELECTRONICS MATERIALS
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] The purpose of this application is to provide an electron transport material, which aims to solve the problems of the existing light-emitting devices such as reduced efficiency, poor stability, and short life.

Method used

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  • Electron transport material and preparation method thereof, light-emitting device and light-emitting device
  • Electron transport material and preparation method thereof, light-emitting device and light-emitting device
  • Electron transport material and preparation method thereof, light-emitting device and light-emitting device

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0078] Example 1 Synthesis of Compound 1

[0079]

[0080] step 1:

[0081] N 2 Under protection, reactant A-1 (50 mmol), reactant B-1 (60 mmol), tetrakis (triphenylphosphine) palladium (0.5 mmol) and potassium carbonate (110 mmol) were added to toluene, ethanol, water (150 mL) : 50mL: 50mL) in a mixed solvent, heated to 95°C, reacted for 10h, filtered with diatomite while hot to remove salt and catalyst, after the filtrate was cooled to room temperature, the solvent was removed using a rotary evaporator, and the obtained solid was dried After passing through a silica gel funnel, the volume ratio of dichloromethane: petroleum ether was 1:6 as a developing agent, and the filtrate was removed with a rotary evaporator, and the obtained solid was dried to obtain Intermediate C-1 (13.99g, yield: 88% , Mw: 318.06).

[0082] Step 2:

[0083] N 2 Under protection, intermediate C-1 (38 mmol), reactant D-1 (45.6 mmol), palladium acetate (Pd(OAc) 2 ) (0.38mmol) and 2-cyclohexyl-...

Embodiment 2

[0091] Example 2: Synthesis of Compound 93

[0092]

[0093] step 1:

[0094] N 2 Under protection, reactant A-93 (50 mmol), reactant B-93 (60 mmol), tetrakis(triphenylphosphine) palladium (0.5 mmol) and potassium carbonate (110 mmol) were added to toluene, ethanol, water (150 mL) respectively. : 50 mL: 50 mL) in a mixed solvent, heated to 95°C, reacted for 9 h, filtered with diatomaceous earth while hot to remove salt and catalyst, after the filtrate was cooled to room temperature, the solvent was removed using a rotary evaporator, and the obtained solid was dried After passing through a silica gel funnel, with dichloromethane: petroleum ether volume ratio of 1:6 as a developing agent, the filtrate was removed with a rotary evaporator, and the obtained solid was dried to obtain intermediate C-93 (16.62g, yield: 85% , Mw: 391.05).

[0095] Step 2:

[0096] N 2 Under protection, intermediate C-93 (38 mmol), reactant D-93 (45.6 mmol), palladium acetate (Pd(OAc) 2 ) (0.3...

Embodiment 3

[0103] Example 3: Synthesis of Compound 127

[0104]

[0105] step 1:

[0106] N 2 Under protection, reactant A-127 (50 mmol), reactant B-127 (60 mmol), tetrakis(triphenylphosphine) palladium (0.5 mmol) and potassium carbonate (105 mmol) were added to toluene, ethanol and water (150 mL) respectively. : 50 mL: 50 mL) in a mixed solvent, heated to 90 °C, reacted for 10 h, filtered with diatomaceous earth while hot to remove salt and catalyst, after the filtrate was cooled to room temperature, the solvent was removed using a rotary evaporator, and the obtained solid was dried After passing through a silica gel funnel, with dichloromethane: petroleum ether volume ratio of 1:5 as a developing agent, the filtrate was removed with a rotary evaporator, and the obtained solid was dried to obtain intermediate C-127 (19.02g, yield: 86% , Mw:442.31).

[0107] Step 2:

[0108] N 2 Under protection, intermediate C-127 (38 mmol), reactant D-127 (45.6 mmol), palladium acetate (Pd(OAc)...

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Abstract

The invention is suitable for the technical field of materials, and provides an electron transport material, a preparation method thereof, a light-emitting device and a light-emitting device. According to the invention, phenanthrene is used as a mother nucleus, only one specific substituent exists at the 9th and 10th sites, and a linking group exists between the 2nd and 3rd sites and an electron withdrawing group, so that compared with the prior art, the prepared light-emitting device has the performance advantages of low driving voltage, high light-emitting efficiency, BI and long service life by taking the obtained compound as shown in the general formula I as an electron transport material; particularly, the BI value is generally improved by 5-8%, and the technical effect of remarkably improving the luminous efficiency is achieved in the field.

Description

technical field [0001] The present application belongs to the technical field of materials, and in particular relates to an electron transport material and a preparation method thereof, a light-emitting device, and a light-emitting device. Background technique [0002] Organic Light Emitting Diode (OLED: Organic Light Emitting Diode) has gradually entered people's field of vision as a new and promising display technology. OLED is an electroluminescent device formed by a multilayer organic thin film structure. The organic electroluminescence element is a self-luminous element using the principle that by applying an electric field, a fluorescent substance can emit light by the recombination of holes injected from the anode and electrons injected from the cathode. [0003] It has the following structure: an anode, a cathode, and a layer of organic material in between. In order to improve the efficiency and stability of organic electroluminescent elements, the organic material...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D401/10C07D213/06C07D405/14C07D401/14C07D403/10C07D251/24C07D403/04C07D401/04C07D239/26C07D213/57C09K11/06H01L51/54H01L51/52
CPCC07D401/10C07D213/06C07D405/14C07D401/14C07D403/10C07D251/24C07D403/04C07D401/04C07D239/26C07D213/57C09K11/06C09K2211/1011C09K2211/1029C09K2211/1044C09K2211/1059C09K2211/1088H10K85/615H10K85/654H10K85/6574H10K85/6572H10K50/16Y02E10/549
Inventor 汪康马晓宇王永光任卫华张雪李贺
Owner JILIN OPTICAL & ELECTRONICS MATERIALS
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