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Novel organic electroluminescent material containing pyrazine-ring as well as preparation method and application thereof

A technology of electroluminescent materials and pyrazine rings, applied in the fields of luminescent materials, organic chemistry, chemical instruments and methods, etc., can solve the problems of immature blue light-emitting devices, low device life and low efficiency, and achieve good film stability , good photoelectric performance, low driving voltage effect

Active Publication Date: 2018-05-04
VALIANT CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] In order to realize full-color display, light-emitting devices of red, green, and blue colors are required respectively. Compared with red light devices and green light devices, blue light-emitting devices are not mature enough, and the device life and efficiency are low

Method used

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  • Novel organic electroluminescent material containing pyrazine-ring as well as preparation method and application thereof
  • Novel organic electroluminescent material containing pyrazine-ring as well as preparation method and application thereof
  • Novel organic electroluminescent material containing pyrazine-ring as well as preparation method and application thereof

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Experimental program
Comparison scheme
Effect test

Embodiment approach 1

[0044] Embodiment 1 provides a novel organic electroluminescent material containing a pyrazine ring, and its structural formula is as follows:

[0045]

[0046] Concretely, its structural formula can adopt the following mode:

[0047]

[0048] Wherein, Ar is any of the aromatic heterocyclic groups with 5-60 carbon atoms and polycyclic aryl conjugated structural groups with 5-60 carbon atoms containing at least one of nitrogen, oxygen, and sulfur atoms. A sort of.

[0049] In the first embodiment, Ar is one of the following groups:

[0050]

[0051] In the first embodiment, a method for preparing the novel organic electroluminescent material containing a pyrazine ring is also provided, and the steps of the method are as follows:

[0052] (1) Add the raw material I bromoacenaphthylquinone and 9,10-diaminophenanthrene to the organic solvent according to the molar ratio of 1:(1.0-2.0), in an inert gas (such as one of nitrogen, argon or helium) Under the protection of t...

Embodiment approach 2

[0063] In the second embodiment, on the basis of the first embodiment, in step (2), the phosphine ligand can be optionally added while adding the catalyst, and the molar ratio of the phosphine ligand to the raw material I is (0.001-0.2) : 1; the molar ratio of the phosphine ligand to intermediate I is (0.001-0.2): 1. Wherein, the phosphine ligands are 1,3-bis(diphenylphosphine)propane, 4,5-bisdiphenylphosphine-9,9-dimethylxanthene, 2-biscyclohexylphosphine- One or more of 2', 6'-dimethoxybiphenyl and tri-tert-butylphosphine tetrafluoroboric acid are mixed.

[0064] The novel organic electroluminescent material containing pyrazine ring obtained through Embodiment 1 or / and Embodiment 2 can be used as a light-emitting layer material in the field of manufacturing organic electroluminescent devices.

[0065] The above-mentioned organic electroluminescent device includes a transparent substrate layer 1, ITO2, hole injection layer 3, hole transport / electron blocking layer 4, light e...

Embodiment 1

[0067] The preparation of embodiment 1 compound 1

[0068]

[0069] In a 500mL three-necked flask, add 5-bromoacenaphthenequinone (26.1g, 0.10mol), 9,10-diaminophenanthrene (20.8g, 0.1mol), absolute ethanol (200g), acetic acid (25g), under nitrogen protection , heated up to 75-80°C, kept stirring for 24h, cooled to 25°C, filtered with suction, rinsed the filter cake with absolute ethanol, and recrystallized with dichloroethane and absolute ethanol as solvents to obtain compound 1 with a yield of 67.29% .

[0070] High resolution mass spectrometry, molecular formula C 26 h 13 BrN 2 , the theoretical value is 432.0262, and the test value is 432.0277.

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Abstract

The invention belongs to the field of organic electroluminescent and particularly relates to a novel organic electroluminescent material containing pyrazine-ring as well as a preparation method and application thereof. The novel organic electroluminescent material containing pyrazine-ring provided by the invention has good film stability, suitable HOMO and LUMO energy level and good market and application prospect, can be used as a function layer of the small molecular electroluminescent device and applied to the field of organic electroluminescent.

Description

technical field [0001] The invention belongs to the field of organic electroluminescence, and in particular relates to a novel organic electroluminescence material containing a pyrazine ring, a preparation method and application thereof. Background technique [0002] Organic electroluminescent diodes (OLEDs) were produced in the 1980s. They have many advantages such as self-illumination, wide viewing angle, fast response speed, and flexible display, which make them the most favorable competitors for the next generation of flat panel display technology. , has received great attention from people, and after more than 20 years of development, the technology has gradually matured. [0003] At present, organic electroluminescent technology is mainly used in two fields, namely full-color display and white lighting. Commodities based on OLED display technology have gradually realized industrialization, for example, in products such as smart phones and curved TVs. , this technique ...

Claims

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Application Information

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IPC IPC(8): C07D241/38C07D401/14C07D403/04C07D403/10C07D405/04C07D409/04C09K11/06H01L51/54
CPCC09K11/06C07D241/38C07D401/14C07D403/04C07D403/10C07D405/04C07D409/04C09K2211/1092C09K2211/1088C09K2211/1059C09K2211/1044H10K85/615H10K85/622H10K85/654H10K85/6574H10K85/6576H10K85/6572
Inventor 高自良张成新林存生盛磊王元勋张梅
Owner VALIANT CO LTD
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