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Pyrazine united pyrimidine derivative and its organic lighting device

An organic light-emitting device, pyrazine bipyrimidine technology, applied in the field of pyrazine bipyrimidine derivatives and organic light-emitting devices, can solve the problems of unbalanced recombination of electrons and holes in the light-emitting layer, fast device loss, and low luminous efficiency. Achieve good bipolar transmission performance, good luminous efficiency and lifetime performance, and simple preparation method

Inactive Publication Date: 2018-03-16
CHANGCHUN HYPERIONS TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Due to the limitations of the current technology, the electron transport speed is lower than the hole transport speed, resulting in the unbalanced recombination of electrons and holes in the light-emitting layer, and the light-emitting area is biased towards the cathode, resulting in low luminous efficiency, fast device loss, and short life.

Method used

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  • Pyrazine united pyrimidine derivative and its organic lighting device
  • Pyrazine united pyrimidine derivative and its organic lighting device
  • Pyrazine united pyrimidine derivative and its organic lighting device

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0057] [Example 1] Synthesis of Compound 1

[0058]

[0059] Step1: Add 5-(5-bromopyrazin-2-yl)pyrimidin-2-amine (2.18g, 8.4mmol), bromobenzene (2.86g, 18.2mmol), potassium tert-butoxide (2.83g, 25.2mmol), Pd 2 (dba) 3 (0.07g, 0.08mmol), 40mL of ultrasonically deoxygenated xylene, stirred and dissolved, replaced the air three times, added P(t-Bu) 3 (0.07g, 0.34mmol), replace the air three times again, reflux for 6h, cool to room temperature, add enough dichloromethane to make the product dissolve completely, pass through a small amount of silica gel funnel, remove catalyst and salt, and concentrate the filtrate to viscous , through column chromatography to obtain intermediate 1-1 (2.24g, 66%).

[0060] Step2: Add intermediate 1-1 (3.40g, 8.4mmol), diphenylamine (1.56g, 9.2mmol), potassium tert-butoxide (2.83g, 25.2mmol), Pd into the reaction vessel 2 (dba) 3 (0.07g, 0.08mmol), 40mL of ultrasonically deoxygenated xylene, stirred and dissolved, replaced the air three tim...

Embodiment 2

[0061] [Example 2] Synthesis of compound 2

[0062] According to the synthetic method of compound 1, compound 2 (4.28 g, 64%) was obtained.

[0063]

Embodiment 3

[0064] [Example 3] Synthesis of compound 19

[0065]

[0066] Step1: add aniline (0.75g, 8mmol), 2-bromo-triphenylene (2.05g, 6.67mmol), Pd in ​​the reactor 2 (dba) 3 (0.17g, 0.2mmol), P(t-Bu) 3 (0.14g, 0.67mmol), NaOt-Bu (2.24g, 20mmol), 100mL of toluene solution, reacted at 100°C for 24h, extracted the organic phase with diethyl ether and water after the reaction, and washed the organic layer with MgSO 4 Drying, concentration of the organic matter, column chromatography and recrystallization gave intermediate 19-1 (1.58 g, 74%).

[0067] Step2: Add 5-(5-bromopyrazin-2-yl)pyrimidin-2-amine (2.18g, 8.4mmol), bromobenzene (1.32g, 8.4mmol), potassium tert-butoxide (2.83g, 25.2mmol), Pd 2 (dba) 3 (0.07g, 0.08mmol), 40mL of ultrasonically deoxygenated xylene, stirred and dissolved, replaced the air three times, added P(t-Bu) 3 (0.07g, 0.34mmol), replace the air three times again, reflux for 6h, cool to room temperature, add enough dichloromethane to make the product disso...

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Abstract

The invention provides a pyrazine united pyrimidine derivative and its organic lighting device, and relates to the technical field of an organic optoelectronic material. A bipolar transmission material is acquired through connecting different genes on a pyrazine united pyrimidine main body, the pyrazine united pyrimidine derivative has strong cavity transmission ability and electronic transmissionability, good thermal stability, good film forming property, simple synthesis and is easy to operate. The pyrazine united pyrimidine derivative can be used as a hole transport layer or an electronictransmission layer in the organic lighting device, and can effectively solve the problems of imbalance carrier flow transmission, low lighting efficiency, and short service life in the organic lighting device; the organic lighting device has the advantages of being high in lighting efficiency and long in service life.

Description

technical field [0001] The invention relates to the technical field of organic photoelectric materials, in particular to a pyrazine bipyrimidine derivative and an organic light-emitting device thereof. Background technique [0002] Organic light-emitting device (OLED), as a new type of flat panel display, has self-illumination, wide viewing angle, full curing, full-color, fast response, high brightness, low driving voltage, thin thickness, light weight, and can be produced in large In recent years, OLED has been more and more used in the display market, and has become the most potential panel display technology at present. [0003] The structure of an organic light-emitting device generally includes a cathode, an anode, and an organic layer between and outside the two. In order to improve the brightness, efficiency and lifetime of organic light emitting devices, multilayer structures are generally used in the devices. These multilayer structures include light-emitting laye...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D401/14C07D403/04C07D403/14C07D405/14C07D409/14C09K11/06H01L51/54
CPCC09K11/06C07D401/14C07D403/04C07D403/14C07D405/14C07D409/14C09K2211/1088C09K2211/1092C09K2211/1044C09K2211/1059H10K85/622H10K85/636H10K85/633H10K85/615H10K85/654H10K85/6576H10K85/6574H10K85/6572
Inventor 董秀芹蔡辉
Owner CHANGCHUN HYPERIONS TECH CO LTD
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