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Compound containing pyridine group and organic electroluminescent device with same

A pyridine group, luminescent technology, applied in the field of organic electroluminescent materials, organic electroluminescent device display, can solve the problem of low electron mobility, affecting device life and efficiency, unbalanced number of electrons and holes in the light-emitting layer, etc. question

Inactive Publication Date: 2017-10-17
SHANGHIA TAOE CHEM TECH CO LTD
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  • 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

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  • Compound containing pyridine group and organic electroluminescent device with same
  • Compound containing pyridine group and organic electroluminescent device with same
  • Compound containing pyridine group and organic electroluminescent device with same

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0060] Synthesis of compound 1

[0061]

[0062] Synthesis of Intermediate 1-1

[0063] In a flask, add 3-bromo-5-chlorobenzaldehyde (10g, 46mmol), pinacol diborate (14g, 55mmol), potassium acetate (6.8g, 69mmol), [1,1'-bis(di Phenylphosphino)ferrocene]palladium dichloride (0.5g) and dioxane (100mL), heated to reflux under nitrogen for 12 hours, cooled, added water, extracted with dichloromethane, dried, concentrated, crude The product was purified by column chromatography to obtain 7.7 g with a yield of 63%.

[0064] Synthesis of intermediate 1-2

[0065] In the flask, add intermediate 1-1 (8.0g, 30mmol), 3-chloro-benzofuro[3,2-c]pyridine (6g, 30mmol), potassium carbonate (8.3g, 60mmol), tetratriphenyl Phosphine palladium (0.5g), tetrahydrofuran (100mL) and water (30mL), heated to reflux for 12 hours under nitrogen protection, added water, extracted with dichloromethane, dried, concentrated, and the crude product was purified by column chromatography to obtain 6.9g, Yi...

Embodiment 2

[0071] Synthesis of Compound 13

[0072]

[0073] The synthesis method was the same as that of compound 1, except that 2-phenyl-5-pyridineboronic acid pinacol ester was used instead of 3-pyridineboronic acid, and the yield was 47%.

Embodiment 3

[0075] Synthesis of compound 20

[0076]

[0077] The synthesis method was the same as that of compound 1, except that 4-(3-pyridyl)phenylboronic acid pinacol ester was used instead of 3-pyridineboronic acid, and the yield was 63%.

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Abstract

The invention provides an organic electroluminescent electron transport compound containing pyridine group; the compound has good thermal stability, high luminescence efficiency and high luminescence purity, is applicable to the manufacture of organic electroluminescent devices, and is applicable to the fields of organic solar cells, organic thin-film transistors or organic light sensors. The invention also provides an organic electroluminescent device, comprising an anode, a cathode and organic layers; the organic layers include at least one of a luminescent layer, a hole injection layer, a hole transport layer, a hole barrier layer, an electron injection layer and an electron transport layer, and at least one of the organic layers contains the compound shown as in structural formula I that is shown in the description.

Description

technical field [0001] The invention relates to the field of organic electroluminescence materials, in particular to a compound containing a pyridine group and an organic electroluminescence device thereof, and belongs to the technical field of display of organic electroluminescence devices. 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 lay...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D491/048C07D495/04C09K11/06H01L51/50H01L51/54
CPCC09K11/06C07D491/048C07D495/04C09K2211/1059C09K2211/1044C09K2211/1092C09K2211/1088C09K2211/1029C09K2211/1007H10K85/615H10K85/654H10K85/657H10K50/16H10K50/171H10K50/11Y02E10/549
Inventor 黄锦海苏建华
Owner SHANGHIA TAOE CHEM TECH CO LTD