Organic compound based on carbazole as core and application thereof

An organic compound, carbazole technology, applied in the field of organic compounds based on carbazole, can solve the problems of limited improvement of device luminous efficiency, high material evaporation temperature, low light extraction efficiency, etc., to improve light extraction efficiency, refraction High efficiency, improve the effect of luminous efficiency

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 is unstable at different temperatures

Method used

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  • Organic compound based on carbazole as core and application thereof
  • Organic compound based on carbazole as core and application thereof
  • Organic compound based on carbazole as core and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0040]Example 1 Synthesis of compound 7:

[0041]

[0042]In a 250ml three-necked flask, add 0.01 mol of raw material A-1, 0.012 mol of raw material B-1, 0.03 mol of sodium tert-butoxide, 1×10 under a nitrogen atmosphere-4molPd2(dba)3, 1×10-4molP(t-Bu)3, 150ml of toluene, heating and refluxing for 12 hours, sampling point plate, the reaction is complete; natural cooling, filtration, rotary evaporation of the filtrate, and silica gel column to obtain Intermediate I-1.

[0043]In a 250ml three-necked flask, add 0.01mol of intermediate I-1, 0.024mol of raw material C-1, 0.06mol of sodium tert-butoxide, 2×10 under a nitrogen atmosphere-4molPd2(dba)3, 2×10-4molP(t-Bu)3, 150ml of toluene, heated and refluxed for 12 hours, sampling point plate, the reaction is complete; natural cooling, filtration, the filtrate rotary evaporation, through a silica gel column to obtain compound 7.

Embodiment 3

[0044]Example 3 Synthesis of compound 29:

[0045]

[0046]In a 250ml three-necked flask, add 0.01mol of raw material A-1, 0.012mol of raw material B-2, 0.03mol of sodium tert-butoxide, 1×10-4molPd2(dba)3, 1×10-4molP(t-Bu)3, 150ml of toluene, heated and refluxed for 12 hours, sampling point plate, the reaction is complete; natural cooling, filtration, rotary evaporation of the filtrate, and silica gel column to obtain Intermediate I-3.

[0047]A 250ml three-necked flask, in an air atmosphere, add 0.01mol intermediate I-3, 0.032mol raw material C-3, 0.1mol potassium carbonate, 5×10-4molPd(OAc)2, 0.007molCu(OAc)2.H2O, 0.016molPPh3, 150ml of toluene, heated and refluxed for 24 hours, sampling point plate, the reaction is complete; natural cooling, filtration, the filtrate rotary evaporation, through a silica gel column to obtain compound 29.

Embodiment 5

[0048]Example 5 Synthesis of Compound 43:

[0049]

[0050]In a 250ml three-necked flask, add 0.01mol of raw material A-1, 0.012mol of raw material B-2, 0.03mol of sodium tert-butoxide, 1×10-4molPd2(dba)3, 1×10-4molP(t-Bu)3, 150ml of toluene, heating and refluxing for 12 hours, sampling point plate, the reaction is complete; natural cooling, filtration, the filtrate is rotary evaporated, and passed through a silica gel column to obtain intermediate I-5.

[0051]A 250ml three-necked flask, in an air atmosphere, add 0.01mol of intermediate I-5, 0.032mol of raw material C-4, 0.1mol of potassium carbonate, 0.003mol of activated copper powder, 150ml of DMA, heating and refluxing for 24 hours, sampling point plate, The reaction is complete; natural cooling, filtration, rotary evaporation of the filtrate, and silica gel column to obtain compound 43.

[0052]In order to perform structural analysis on the compounds prepared in the examples, the molecular weight was measured by MS, and the prepared compo...

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Abstract

The invention discloses an organic compound based on carbazole as a core and application thereof. The compound takes carbazole as the core, benzene rings on the two sides are substituted by benzoxazole or benzothiazole at the same time, and the compound has high glass transition temperature and thermal stability. The evaporation temperature of the material is low, and the decomposition temperatureof the material is higher than the evaporation temperature of the material. The material has a low extinction coefficient and a high refractive index in the field of visible light, and can effectively improve the light extraction efficiency of an OLED device after being applied to the OLED device as a covering layer, thereby improving the light emitting efficiency of the device and reducing the power consumption of the device.

Description

Technical field[0001]The present invention relates to the field of semiconductor technology, in particular to an organic compound based on carbazole as the core and its application.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 televisions. 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 OLED has become a research hotspot. Total reflection occurs at the interface between the ITO film and the glass substrate and the interface between the glass substrate and the air. The light emitted to the external space before the OLED device accounts for about 20% of the total EL of the organic material film, and the remaining about 80% of the light It is mainly limited in the form of guid...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D413/14C07D417/14H01L51/50H01L51/54
CPCC07D413/14C07D417/14H10K85/657H10K85/6572H10K85/6574H10K50/00Y02E10/549
Inventor 陈海峰叶中华张兆超李崇
Owner JIANGSU SUNERA TECH CO LTD
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