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Organic compound taking ketone derivative as core, preparation method and application thereof

A technology of organic compounds and derivatives, applied in the field of organic compounds and their preparation, can solve the problems of complex production process, affecting the angular distribution of OLED radiation spectrum, etc.

Pending Publication Date: 2020-06-09
JIANGSU SUNERA TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The first two structures will affect the angular distribution of the radiation spectrum of the OLED. The third structure is complicated to manufacture, and the process of using a surface covering layer is simple, and the luminous efficiency is increased by more than 30%, which is particularly concerned by people.

Method used

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  • Organic compound taking ketone derivative as core, preparation method and application thereof
  • Organic compound taking ketone derivative as core, preparation method and application thereof
  • Organic compound taking ketone derivative as core, preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0071] Embodiment 1: the synthesis of intermediate B:

[0072] When A or B is expressed as a structure shown in general formula (2),

[0073]

[0074] (1) Under a nitrogen atmosphere, weigh raw material C and dissolve it in tetrahydrofuran, then add raw material D and tetrakis(triphenylphosphine) palladium, stir the mixture, then add saturated potassium carbonate aqueous solution, and mix the mixed solution of the above reactants in the reaction Heat to reflux at 70-90°C for 10-20 hours; after the reaction, cool and extract the mixture with dichloromethane, dry the extract with anhydrous sodium sulfate, and concentrate under reduced pressure, pass the concentrated solid through a silica gel column Purify to obtain compound intermediate E;

[0075]

[0076] (2) Under a nitrogen atmosphere, weigh the intermediate E and dissolve it in N,N-dimethylformamide (DMF), then add bis(pinacolyl)diboron, (1,1'-bis(diphenyl Phosphine) ferrocene) palladium dichloride (II) and potassi...

Embodiment 2

[0092] Embodiment 2: the synthesis of compound 1:

[0093]

[0094] In a 250ml three-neck flask, under the protection of nitrogen, add 0.01mol raw material A1, 0.012mol intermediate B1, 150ml toluene and stir to mix, then add 1×10 -4 molPd (pph 3 ) 4 , heated to 105 ° C, reflux reaction for 24 hours, sampling point plate, showing no bromide remaining, the reaction is complete; naturally cooled to room temperature, filtered, the filtrate was subjected to vacuum rotary evaporation (-0.09MPa, 85 ° C), passed through neutral silica gel column, the target product was obtained with a HPLC purity of 99.17% and a yield of 79.8%. Elemental analysis structure (molecular formula C 51 H 30 N 2 O 4 ): Theoretical value: C, 83.36; H, 4.12; N, 3.81; Test value: C, 83.35; H, 4.14; N, 3.82. HPLC-MS: The molecular weight of the material is 734.22, and the measured molecular weight is 734.29.

[0095] Prepare the following compounds in the same manner as in Example 1 (all raw material...

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Abstract

The invention relates to an organic compound taking a ketone derivative as a core, a preparation method and application thereof, and belongs to the technical field of semiconductors, wherein the structure of the compound is represented by a general formula (1). The invention also discloses a preparation method and application of the compound. According to the invention, the compound provided by the invention has high glass transition temperature and molecular thermal stability, is low in absorption in the field of visible light, is high in refractive index, can effectively improve the light extraction efficiency of an OLED device after being applied to the CPL layer of the OLED device, also has a deep HOMO energy level and high electron mobility, and can be used as a hole barrier, an electron transport layer or a light-emitting layer material of an OLED device to balance the balance degree of electrons and holes in a light-emitting layer, so that the recombination efficiency of the holes and the electrons in the light-emitting layer is improved so as to improve the light-emitting efficiency and the service life of the OLED device.

Description

technical field [0001] The invention relates to the technical field of semiconductors, in particular to an organic compound with a ketone derivative as the core, a preparation method and an application thereof. 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% ...

Claims

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Application Information

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IPC IPC(8): C07D413/14C07D417/14C07D498/04C07D513/04C07D413/10C07D417/10C07D277/66C07D263/57C07D491/052C07D405/14C09K11/06H01L51/50H01L51/54
CPCC07D413/14C07D417/14C07D498/04C07D513/04C07D413/10C07D417/10C07D277/66C07D263/57C07D491/052C07D405/14C09K11/06C09K2211/1007C09K2211/1011C09K2211/1029C09K2211/1033C09K2211/1037C09K2211/1044C09K2211/1088H10K85/624H10K85/622H10K85/615H10K85/6574H10K85/657H10K85/6572H10K50/11
Inventor 李崇陈海峰王芳谢丹丹
Owner JIANGSU SUNERA TECH CO LTD
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