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Aza aromatic compound used as blue fluorescent material and application

A technology of aromatic compounds and blue fluorescence, applied in the field of aza aromatic compounds, can solve the problems such as the decrease of luminous efficiency, and achieve the effect of high luminous efficiency

Active Publication Date: 2018-06-22
YANTAI XIANHUA OPTOELECTRONICS INST CORP LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] The study found that when the energy level of the triplet state increases, the non-radiative transition rate tends to increase more than the radiative transition rate, resulting in a decrease in luminous efficiency; and the short-wavelength emission of blue light requires higher energy excitation, and the stability of the material itself is also guaranteed. Therefore, in the research of blue light materials, it is impossible to realize the improvement of luminous efficiency and the blue shift of emission wavelength at the same time

Method used

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  • Aza aromatic compound used as blue fluorescent material and application
  • Aza aromatic compound used as blue fluorescent material and application
  • Aza aromatic compound used as blue fluorescent material and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0032] The synthesis of compound 14, the reaction equation is as follows:

[0033]

[0034]

[0035] The specific preparation method is as follows:

[0036](1) In a 100mL there-necked flask, add 1-(3-bromophenyl)-8 methylnaphthalene (R1a) 1.31g (5mmol), 2-pyridineboronic acid (Re2) 1.48g (12mmol, potassium carbonate 1.76g ( 20mmol), toluene 40g and deionized water 15g, nitrogen protection, add tetrakistriphenylphosphine palladium 0.1g, heat up to 65 ℃, reflux for 18h, stop the reaction, cool down, separate liquid, collect organic phase, remove solvent, obtain intermediate body int1a;

[0037] (2) Under nitrogen protection, zinc bromide (ZnBr 2 ) 1.11g (0.5mmol), MnBr(CO) 5 69.0 mg (0.25 mmol), 50 mL of dichloroethane (DCE), INT1a obtained in step (1), 6-methyl-benzofuran-5-carbaldehyde (R3a) 1.6 g (10 mmol), Me 2 7.5mL (7.5mmol) of Zn was added to a 250mL Schlenk bottle in turn; then the temperature was raised to 60°C and stirred for 12h; the reaction mixture was di...

Embodiment 2

[0040] The synthesis of compound 23, the reaction equation is as follows:

[0041]

[0042] The specific preparation method is as follows:

[0043] The preparation method is the same as in Example 1, except that 2-(3'-bromo-1,1'-biphenyl)naphthalene (R1b) is used in step (1) to react with 2-pyridineboronic acid (Re2); 2), use 1,1'-biphenyl-4-carbaldehyde (R3b) to react with INT1b; the product Pb is a light yellow solid to obtain compound 23.

Embodiment 3

[0045] The synthesis of compound 29, the reaction equation is as follows:

[0046]

[0047] The specific preparation method is as follows:

[0048] It is the same as step (2) (3) of the preparation method of Example 1, except that 2-phenylpyridine (R1c) is used in step (1) to react with 4-benzofuran-4-yl-benzaldehyde (R2c) to generate INT1c INT1c generates light yellow solid product Pc through step (2) to obtain compound 29.

[0049] like figure 1 As shown, the structure of the organic electroluminescent device (OLED) includes a glass substrate 1, an anode layer 2, a hole injection layer 3, a hole transport layer 4, a light-emitting layer 5, an electron transport layer 6, an electron injection layer and an layer 7 and cathode layer 8. The aza aromatic compound prepared by the present invention is applied in the light-emitting layer of the OLED, and Table 1 shows the composition of each layer of the OLED in application examples 1-3.

[0050] Table 1

[0051]

[0052]...

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Abstract

The invention belongs to the technical field of organic photoelectric materials and in particular relates to an aza aromatic compound used as a blue fluorescent material and application. The inventionprovides a series of the aza aromatic compound, which is used as a novel core structure of a fluorescent material, to prepare the sky-blue fluorescent material; the organic compound provided by the invention not only has high luminous efficiency, but also can finely adjust the wavelength of emitted light through positions of a substituent group and a heteroatom; the material can be applied to organic electroluminescence devices.

Description

technical field [0001] The invention belongs to the technical field of organic optoelectronic materials, and in particular relates to a type of aza aromatic compounds used as blue fluorescent materials and applications. Background technique [0002] As an emerging display technology, organic electroluminescence technology has the advantages of high brightness, low driving voltage, high luminous efficiency, simple structure and large viewing angle, and has a very wide application prospect. At present, among the red, green, and blue primary color materials used to prepare full-color organic light-emitting diodes, red light materials and green light materials have basically met the requirements of industrialization, while blue light materials are in terms of fluorescence efficiency, color purity, life, brightness, etc. There is still a large distance from industrial application, which has become a technical problem in the industry. [0003] The study found that when the triple...

Claims

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Application Information

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IPC IPC(8): C07D471/04C07D519/00C07D471/14C07F9/6561C07F7/08C07C211/46C09K11/06H01L51/50H01L51/54
CPCC09K11/06C07C211/46C07D471/04C07D471/14C07D519/00C07F7/0812C07F9/6561C09K2211/1088C09K2211/1074C09K2211/1007C09K2211/1029C09K2211/1044H10K85/623H10K85/622H10K85/615H10K85/631H10K85/626H10K85/6574H10K85/6576H10K85/6572H10K50/00
Inventor 陈义丽丰佩川王培祥陈跃胡灵峰杨阳张国选
Owner YANTAI XIANHUA OPTOELECTRONICS INST CORP LTD
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