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Compound containing pyridine group, and organic light-emitting device using compound

An organic light-emitting device, pyridine group technology, applied in the field of organic light-emitting devices, can solve problems such as restricting the industrialization of light-emitting devices, and achieve the effects of excellent hole transport performance, good thermal stability, and low driving voltage

Inactive Publication Date: 2017-05-31
CHANGCHUN HYPERIONS TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] At present, the research on organic electroluminescent materials has been widely carried out in academia and industry. Among them, hole transport materials are an important part of organic electroluminescent devices. There are still many problems regarding the stability and transport performance of hole transport materials. Large room for improvement restricts the industrialization of light-emitting devices

Method used

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  • Compound containing pyridine group, and organic light-emitting device using compound
  • Compound containing pyridine group, and organic light-emitting device using compound
  • Compound containing pyridine group, and organic light-emitting device using compound

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Effect test

preparation example Construction

[0040] The preparation method of the pyridine group-containing compound of the present invention comprises reacting the compound represented by the formula (A) and the compound represented by the formula (B) to obtain the pyridine group-containing compound represented by the formula (I).

[0041]

[0042] The present invention has no special requirements on the conditions of the above reactions, and conventional conditions of this type of reactions well known to those skilled in the art will suffice. The present invention has no special limitation on the sources of the raw materials used in the above reactions, which can be commercially available products or prepared by methods well known to those skilled in the art. where the R 1 , R 2 , The choice of X is the same as that described above, and will not be repeated here.

[0043] The present invention also provides an organic light-emitting device, including the compound containing a pyridine group. The organic light-emi...

Embodiment 1

[0045] Embodiment 1: the synthesis of intermediate A1

[0046]

[0047]Add 0.1mol p-aminobiphenyl, 0.1mol 3-bromo-N-phenylcarbazole and 600mL tetrahydrofuran and 100ml water into the reaction flask, and add 0.2mol potassium carbonate to it, and add 0.5g tetrakis(triphenyl Base) phosphine palladium, under the protection of nitrogen at room temperature for 12 hours; then, add distilled water to the reaction solution to terminate the reaction, and extract with ethanol / dichloromethane, wash with salt water, separate the organic layer, and remove the organic solvent by rotary evaporation, and the crude product is passed through the column , and then purified by recrystallization with dichloromethane and ethanol to obtain 30.4 g of intermediate A1 with a yield of 84%.

[0048] The following intermediate compounds were obtained in a similar manner:

[0049]

[0050]

Embodiment 2

[0051] Embodiment 2: the synthesis of intermediate B1-1

[0052]

[0053] Dissolve 16.9g (1) in 180ml of glacial acetic acid, slowly add dropwise a mixture of 15ml of liquid bromine and 110ml of glacial acetic acid, and the addition will be completed in about 5 hours. A large amount of solid precipitated out. LC tracking until the disappearance of reactants, stop the reaction. Ice water was added, and 29.5 g of yellow solid powder (2) was obtained by suction filtration, with a yield of 91%.

[0054] With 32.4g yellow solid powder (2), and 133.8g NH 4 Dissolve Cl in 500ml of methanol and 500ml of water, stir at room temperature for 1 hour, add 56g of activated Fe powder, stir the mixture overnight, and filter to remove excess Fe powder. Extract the aqueous phase with ethyl acetate, anhydrous Na 2 SO 4 After drying and concentrating, 23.52 g of intermediate (3) was obtained with a yield of 80%.

[0055] Add 29.5g of intermediate (3) to 300ml of absolute ethanol, then dr...

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Abstract

The invention provides a compound containing a pyridine group, and an organic light-emitting device using the compound, which belong to the technical field of organic photoelectric materials. The compound containing the pyridine group has a structure as shown in a formula (I), has favorable heat stability and excellent hole transporting performance, can be used for preparing organic electroluminescent devices, and is particularly used as a material in a hole transporting layer in the organic electroluminescent device, so that the light-emitting efficiency and the service life of the organic light-emitting device can be effectively improved. The organic light-emitting prepared by using the compound containing the pyridine group provided by the invention has higher light-emitting efficiency achieving 7.0 to 7.9cd / A, low driving voltage, and long service life, and is an excellent OLED (Organic Light-emitting Diode) material.

Description

technical field [0001] The invention relates to the technical field of organic photoelectric materials, in particular to a pyridine group-containing compound and an organic light-emitting device using the compound. Background technique [0002] At present, TFT (Thin Film Transistor, Thin Film Field Effect Transistor)-LCD is the main display screen. Since it is a non-self-luminous display, it must project light through the backlight and sequentially penetrate the polarized light in the TFT-LCD panel. Panels, glass substrates, liquid crystal layers, color filters, glass substrates, polarizers and other related components, and finally enter the human eye for imaging to achieve the display function. It is precisely because of the above-mentioned complicated display process that its display screen has shortcomings such as slow response rate, power consumption, and narrow viewing angle in the actual application process, which is not enough to become a perfect display screen. [0...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D405/04C07D409/04C07D405/14C07D409/14H01L51/54
CPCC07D405/04C07D405/14C07D409/04C07D409/14H10K85/626H10K85/615H10K85/654H10K85/6576H10K85/6574H10K85/6572
Inventor 郭建华
Owner CHANGCHUN HYPERIONS TECH CO LTD
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