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Compound containing polyheterocyclic structure and application thereof

A compound and heterocyclic technology, applied in the field of organic electroluminescent materials, can solve the problems of few types of electron transport materials, low triplet state energy level, and poor performance of electron transport materials, so as to enhance electron injection ability and improve electronic efficiency. Transport performance, effect of high electron transport performance

Active Publication Date: 2021-06-22
北京云基科技股份有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Since the development of organic charge transport materials, there are many kinds of hole transport materials and good performance, while there are few varieties of electron transport materials and poor performance.
For example, the currently commonly used electron transport material Alq3 has a low electron mobility, which leads to a high operating voltage of the device and serious power consumption; some electron transport materials such as LG201 have a low triplet energy level. When using phosphorescent materials as the light-emitting layer, It is necessary to increase the exciton blocking layer, otherwise the efficiency will decrease; there are also some materials such as Bphen, which are easy to crystallize, resulting in a decrease in lifetime
These problems in electron transport materials are the bottlenecks affecting the development of organic electroluminescent display devices

Method used

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  • Compound containing polyheterocyclic structure and application thereof
  • Compound containing polyheterocyclic structure and application thereof
  • Compound containing polyheterocyclic structure and application thereof

Examples

Experimental program
Comparison scheme
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preparation example Construction

[0052] According to the preparation method provided in the present invention, those skilled in the art can be implemented in known common means, such as further selecting a suitable catalyst, solvent, determining a suitable reaction temperature, time, material ratio, etc., the present invention is not particularly limited . If there is no particular explanation, materials such as solvents, catalysts, and bases used during the preparation process can be synthesized by public business pathways or methods known in the art.

[0053] Synthetic intermediate M1 ~ M15

[0054] Intermediate M1 and M2 synthesis

[0055]

[0056] The synthetic route is as follows:

[0057]

[0058] The specific steps are:

[0059] (1) EtOAc (EtOAc m) was added to a 2L three-mouth flask equipped with mechanical stirring. (29.3 g, 0.22 mol) was added, stirred, 4-bromoenenenenenchlorhydride (22.6 g) 0.1 mol) dissolved in dichloromethane (150 mL) and added to a three-mouth, stirred at room temperature for 30...

Embodiment 1

[0105] Example 1 Synthesis of Compound I-1

[0106]

[0107] The synthetic route is as follows:

[0108]

[0109] In a three-mouth bottle of 1 L, M1 (37.4 g, 0.1 mol), (4-phenyl quinazolin-2-yl) boric acid (25.0 g, 0.1 mol), sodium carbonate (15.9 g, 0.15 mol), toluene 150ml, ethanol 150ml, water 150ml, reaction system is replaced with nitrogen gas replacement protected (PPH 3 ) 4 (11.5g, 10 mmol). The heated reflux reaction (about 78 ° C in the system was about 3 hours, and the reaction was stopped. Decapogenate, dichloromethane extraction, noqueous sulfate dry, filtration, petroleum ether / ethyl acetate (2: 1) column chromatography, carnation solvent, ethyl acetate, filtered 43.3g light yellow solid I -1, yield 86.5%.

[0110] Product MS (M / E): 500.1; Element Analysis (C 30 Hide 16 N 2 O 4 S): Theoretical value C: 71.99%, H: 3.22%, N: 5.60%; measured value C: 71.92%, H: 3.14%, N: 5.53%.

Embodiment 2

[0111] Example 2 Synthesis of Compound I-2

[0112]

[0113] The synthetic route is as follows:

[0114]

[0115] The M2 is used instead of M1, and the appropriate material ratio, the other raw materials and steps are identical to the same, and 42.1 g of the light yellow solid I-2, the yield is 81.4%.

[0116] Product MS (M / E): 500.1; Element Analysis (C 30 Hide 16 N 2 O 4 S): Theoretical value C: 71.99%, H: 3.22%, N: 5.60%; measured value C: 71.89%, H: 3.26%, N: 5.64%.

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Abstract

The invention relates to the technical field of organic electroluminescent display, particularly discloses a compound containing a polyheterocyclic structure, and also discloses an application of the compound in an organic electroluminescent device. The compound containing the polyheterocyclic structure provided by the invention is represented by a general formula (I), can be applied to the field of organic electroluminescence and can be used as an electron transport material. The compound with the structure provided by the invention is applied to an OLED device, and the device has the advantages of low driving voltage and high luminous efficiency.

Description

Technical field [0001] The present invention relates to the technical field of organic electroluminescent material, and a new type of compound containing a polycyclo structure is also disclosed, and it is also disclosed in an organic electroluminescent device. Background technique [0002] An organic electroluminescence (OLED) material has great research value and beautiful application prospects in the field of information display materials, organic photoelectronics. With the development of multimedia information technology, the performance of flat-panel display devices is getting higher and higher. Currently, primary display technologies are plasma display devices, field emission display devices, and an organic electroluminescence display device (OLEDS). Among them, OLEDS has a series of advantages of self-illuminating, low voltage DC drive, light and power saving, full solidification, wide viewing, colorful, OLEDS does not need backlight, wider, low power consumption, etc. The ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D409/04C07D409/14C07D413/04C07D417/14H01L51/54H01L51/50
CPCC07D409/04C07D413/04C07D409/14C07D417/14H10K85/626H10K85/615H10K85/654H10K85/6576H10K85/657H10K85/6572H10K50/16Y02E10/549
Inventor 陈婷温洁段陆萌梁现丽杭德余曹占广班全志
Owner 北京云基科技股份有限公司
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