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Organic compound taking carbazole as core and organic electroluminescent device containing organic compound

An organic compound, carbazole technology, applied in the field of organic electroluminescent devices, can solve the problems of large drop in light extraction efficiency, high material evaporation temperature, low refractive index, etc., achieve high Tg and molecular thermal stability, excellent The effect of overall performance

Active Publication Date: 2021-02-02
JIANGSU SUNERA TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0007] 1. The evaporation temperature of the material is high, and the decomposition temperature of the material is lower than or close to the evaporation temperature of the material, resulting in serious decomposition of the CPL material for long-term evaporation
[0008] 2. The refractive index of the material in the visible light field is low, resulting in low light extraction efficiency. After being applied to OLED devices, the luminous efficiency of the device is limited.
[0009] 3. The refractive index of the material changes greatly, especially the difference between the refractive index at 450nm and the refractive index at 620nm is relatively large, which leads to a large decrease in the light extraction efficiency of the CPL material with the increase of the film thickness, which reduces the evaporation of the material. Plated Process Window
[0010] 4. The phase crystallization stability of the material film is poor, and it is prone to cracks on the film surface

Method used

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  • Organic compound taking carbazole as core and organic electroluminescent device containing organic compound
  • Organic compound taking carbazole as core and organic electroluminescent device containing organic compound
  • Organic compound taking carbazole as core and organic electroluminescent device containing organic compound

Examples

Experimental program
Comparison scheme
Effect test

preparation example Construction

[0062] Preparation of Intermediate A:

[0063] Take the preparation methods of intermediate A-2 and intermediate A-3 as an example.

[0064]

[0065] In a 250ml three-neck flask, under the protection of nitrogen, add 0.012mol raw material C-2, 0.01mol raw material D-2, 150ml toluene and stir to mix, then add 5×10 -5 mol Pd 2 (dba) 3 , 5×10 -5 mol P(t-Bu) 3 , 0.03mol sodium tert-butoxide, heated to 110°C, refluxed for 22 hours, sampling plate, showed no bromide remaining, the reaction was complete; naturally cooled to room temperature, filtered, the filtrate was rotary evaporated to no fraction, passed through a neutral silica gel column , to obtain intermediate A-2;

[0066] Elemental analysis structure (molecular formula C 30 h 17 Br 2 NO): Theoretical value: C, 63.52; H, 3.02; N, 2.47; Test value: C, 63.54; H, 3.03; N, 2.45; The measured value is 567.05.

[0067]

[0068] In a 250ml three-neck flask, under the protection of nitrogen, add 0.012mol raw material...

Embodiment 1

[0078] Embodiment 1: the synthesis of compound 9

[0079]

[0080] In a 250mL three-necked flask, nitrogen gas was introduced, 0.02mol of intermediate A-1, 150ml of DMF, 0.05mol of intermediate B-1, 0.0005mol of palladium acetate were added, stirred, and then 6mL of 0.01mol / mLK 3 PO 4 The aqueous solution was heated to reflux at 150°C for 24 hours, and the sample was spotted on a plate, and the reaction was complete. After natural cooling, 150 mL of water was added, the mixture was filtered and the filter cake was dried in a vacuum oven, and the obtained residue was purified by a silica gel column to obtain compound 9;

[0081] Elemental analysis structure (molecular formula C 49 h 28 N 2 o 3 ): theoretical value C, 84.95; H, 4.07; N, 4.04; test value C, 84.26; H, 4.11; N, 4.09. ESI-MS(m / z)(M + ): The theoretical value is 692.21, and the measured value is 692.17.

Embodiment 2

[0082] Embodiment 2: the synthesis of compound 21

[0083]

[0084] The preparation method of compound 21 is the same as that of Example 1, except that intermediate A-1 is replaced by intermediate A-2, and intermediate B-1 is replaced by intermediate B-2.

[0085] Elemental analysis structure (molecular formula C 56 h 33 N 3 o 3): theoretical value C, 84.51; H, 4.18; N, 5.28; test value C, 84.53; H, 4.19; N, 5.28. ESI-MS(m / z)(M + ): The theoretical value is 795.25, and the measured value is 795.29.

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Abstract

The invention relates to an organic compound taking carbazole as a core and an organic electroluminescent device containing the organic compound. The compound provided by the invention has relativelyhigh glass transition temperature and molecular thermal stability; the refractive index in the field of visible light is high, and the light extraction efficiency of an OLED device can be effectivelyimproved after the compound is applied to a CPL layer of the OLED device; and the organic electroluminescent device is higher in light-emitting efficiency, better in visual declination angle, better in inhibition of angle dependence of emergent light wavelength and high in yield.

Description

technical field [0001] The invention relates to the technical field of semiconductors, in particular to an organic compound with carbazole as the core and an organic electroluminescent device containing it. Background technique [0002] Currently, OLED display technology has been applied in smart phones, tablet computers and other fields, and will further expand to large-size applications such as TVs. However, due to the huge gap between the external quantum efficiency and internal quantum efficiency of OLEDs, the development of OLEDs is greatly restricted. Therefore, how to improve the light extraction efficiency of OLEDs has become a research hotspot. Total reflection will occur at the interface between the ITO film and the glass substrate and the interface between the glass substrate and the air, and the light emitted to the front of the OLED device to the external space accounts for about 20% of the total EL of the organic material film, and the remaining about 80% of t...

Claims

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Application Information

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IPC IPC(8): C07D413/14C07D405/14C07D519/00C07D403/14C07D413/10C07D403/10H01L51/50H01L51/54
CPCC07D413/14C07D405/14C07D519/00C07D403/14C07D413/10C07D403/10H10K85/626H10K85/615H10K85/654H10K85/6576H10K85/6574H10K85/6572H10K85/657H10K50/00
Inventor 谢丹丹叶中华吴秀芹张兆超
Owner JIANGSU SUNERA TECH CO LTD
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