Unlock instant, AI-driven research and patent intelligence for your innovation.

Imidazole derivative as well as use and organic electroluminescence device

A technology of imidazole derivatives and devices, which is applied in the field of organic electroluminescent materials, can solve the problems of low electron mobility, low electron mobility, and affecting device life and efficiency, and achieve high luminous purity, high luminous efficiency, and good heat dissipation. The effect of stability

Inactive Publication Date: 2019-01-11
SHANGHIA TAOE CHEM TECH CO LTD
View PDF4 Cites 2 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In addition, when the OLED device is operated with an applied voltage, it will generate Joule heat, which makes the organic material easy to crystallize, which affects the life and efficiency of the device. Therefore, it is also necessary to develop stable and efficient organic electroluminescent materials.
[0005] In OLED materials, since most organic electroluminescent materials transport holes faster than electrons, it is easy to cause an imbalance in the number of electrons and holes in the light-emitting layer, so that the efficiency of the device is relatively low.
Tris(8-hydroxyquinoline)aluminum (Alq 3 ) has been widely studied since its invention, but as an electron transport material, its electron mobility is still very low, and it will degrade itself. In the device using it as an electron transport layer, there will be a voltage drop , at the same time, due to the lower electron mobility, a large number of holes enter the Alq 3 In the layer, the excess holes radiate energy in a non-luminescent form, and when used as an electron-transporting material, its application is limited due to its green-emitting properties.

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Imidazole derivative as well as use and organic electroluminescence device
  • Imidazole derivative as well as use and organic electroluminescence device
  • Imidazole derivative as well as use and organic electroluminescence device

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0047] Synthetic route of intermediates A-C

[0048]

[0049] Synthesis of Intermediate A

[0050] In a flask, add 4-bromo-2-fluorobenzaldehyde (20g, 0.1mol), benzimidazole (12g, 0.1mol), ferric chloride hydrate (10mmol), potassium phosphate (0.2mol), and DMF ( 200 mL), reacted at 120°C for 20 hours, cooled, added water, extracted with dichloromethane, dried, concentrated, and the product was purified by column chromatography to obtain 21.7 g of the product, with a yield of 73%. Synthesis of Intermediate B

[0051] In the flask, add intermediate A (20g, 57mmol), anhydrous tetrahydrofuran (250mL), slowly add 2-biphenylmagnesium bromide Grignard reagent (75mmol) at room temperature, heat and reflux for 2 hours, cool, and slowly add dilute Adjust the pH to 7 with hydrochloric acid, extract with dichloromethane, concentrate, add acetic acid (200mL) and concentrated hydrochloric acid (10mL), heat to reflux for 5 hours, cool, remove the solvent, add ethanol, filter, and dry to ...

Embodiment 2

[0063] Synthetic route of compound 10

[0064]

[0065] The synthetic method of compound 10

[0066] In a flask, add intermediate B (2g, 4.6mmol), 9-(2-naphthyl)-10-anthraceneboronic acid (1.6g, 4.6mmol), potassium carbonate (0.94g, 6.9mmol), tetrahydrofuran (15mL) , water (10mL), tetrakistriphenylphosphine palladium (0.1g), heated to reflux under nitrogen protection for 12 hours, cooled, extracted with dichloromethane, dried, concentrated, and the crude product was purified by column chromatography to obtain 2.2g, producing The rate is 73%.

[0067] The synthesis of other embodiment compounds is the same as the synthesis of embodiment 1 compound 10, and the raw materials used are raw materials as shown in Table 1:

[0068] Table 1

[0069]

[0070]

[0071]

[0072]

Embodiment 22-41

[0074] Fabrication of Organic Electroluminescent Devices

[0075] Preparation of OLEDs using compounds of the invention

[0076] First, the transparent conductive ITO glass substrate 110 (with the anode 120 on it) (China CSG Group Co., Ltd.) is washed with deionized water, ethanol, acetone and deionized water in sequence, and then treated with oxygen plasma for 30 seconds.

[0077] Then, NPB was evaporated to form a hole transport layer 130 with a thickness of 60 nm.

[0078] Then, 37.5nm thick Alq was evaporated on the hole transport layer 3 Doped with 1% C545T as the light emitting layer 140 .

[0079] Then, the compound of the present invention was vapor-deposited as an electron transport layer 150 in a thickness of 37.5 nm on the light emitting layer.

[0080] Finally, 1nm LiF was vapor-deposited as the electron injection layer 160 and 100nm Al as the cathode 170 of the device.

[0081] The prepared device (the schematic diagram of the structure is shown in figure 1 )...

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

No PUM Login to View More

Abstract

The invention discloses an imidazole derivative having a structural formula as shown in the specification. The imidazole derivative has good heat stability, high luminous efficiency and high luminouspurity, can be applied to the fields of organic electroluminescence devices, organic solar batteries, organic film transistors or organic photoreceptors. The invention also provides an organic electroluminescence device, which comprises a positive electrode, a negative electrode and an organic layer, the organic layer comprises at least one of a luminous layer, a hole injection layer, a hole transmission layer, a hole barrier layer, an electronic injection layer and an electronic transmission layer, at least one of the organic layers contains the imidazole derivative as shown in a structural formula I. The organic electroluminescence device made of the imidazole derivative has the advantages of good electroluminescence efficiency, excellent color purity and long service life.

Description

technical field [0001] The invention relates to the field of organic electroluminescent materials, in particular to an imidazole derivative and its application, and also relates to an organic electroluminescent device. Background technique [0002] Organic electroluminescent devices (OLEDs) are devices prepared by depositing a layer of organic materials between two metal electrodes by spin coating or vacuum evaporation. A classic three-layer organic electroluminescent device includes a hole transport layer, emissive layer and electron transport layer. The holes generated by the anode are combined with the electrons generated by the cathode through the hole transport layer to form excitons in the light emitting layer through the hole transport layer, and then emit light. Organic electroluminescent devices can be adjusted to emit various required lights by changing the material of the light-emitting layer as required. [0003] As a new type of display technology, organic ele...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
IPC IPC(8): C07D487/10C09K11/06H01L51/54
CPCC09K11/06C07D487/10C09K2211/1011C09K2211/1092C09K2211/1088C09K2211/1059C09K2211/1044H10K85/615H10K85/622H10K85/624H10K85/626H10K85/654H10K85/657H10K85/6572H10K85/6574H10K85/6576Y02E10/549
Inventor 黄锦海
Owner SHANGHIA TAOE CHEM TECH CO LTD
Features
  • R&D
  • Intellectual Property
  • Life Sciences
  • Materials
  • Tech Scout
Why Patsnap Eureka
  • Unparalleled Data Quality
  • Higher Quality Content
  • 60% Fewer Hallucinations
Social media
Patsnap Eureka Blog
Learn More

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic, Popular Technical Reports.

© 2025 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com