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Organic photoelectric material and preparation method and application thereof

An organic optoelectronic material and reaction technology, applied in luminescent materials, organic chemistry, chemical instruments and methods, etc., can solve the problems of device efficiency decay, expensive phosphorescent materials, unstable blue light materials, etc. Photoelectric properties, the effect of reducing fluorescence quenching

Inactive Publication Date: 2018-11-23
VALIANT CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

But phosphorescent materials are expensive and blue light materials are unstable
Factors such as serious attenuation of device efficiency still fail to meet people's needs

Method used

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  • Organic photoelectric material and preparation method and application thereof
  • Organic photoelectric material and preparation method and application thereof
  • Organic photoelectric material and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0051] Embodiment 1: Preparation of aforementioned materials

[0052] Step (1) Preparation of Intermediate A1

[0053]

[0054] Sequentially weigh 100.0g (0.55mol) of acenaphthenequinone and 500g of tetrahydrofuran in a 2L three-necked bottle, and lower the temperature to -20°C under nitrogen protection, and add 281.2g (1.21mol) of 4-quinolylmagnesium bromide dropwise to the above-mentioned bottle. Tetrahydrofuran solution (tetrahydrofuran is 500g), 2.0hrs is added dropwise, and after insulation-20 ℃ of reaction 2.0hrs, by TLC follow-up reaction until no raw material remains, add 400g mass fraction to reaction system and be 10% hydrochloric acid quenching reaction, reduce After removing the solvent by pressure, add 1000 g of ethyl acetate and 500 g of water to the above system, separate the organic phase, wash the organic phase with 500 g of water each time, wash with water for 3 times, and pass through a silica gel column. Use 100g of ethyl acetate and 500g of petroleum e...

Embodiment 2

[0067] Embodiment 2: prepare aforementioned material C02

[0068] The same preparation method and raw material ratio as in the preparation of material C01 in Example 1 were adopted, except that diphenylamine was replaced by bis(4-isopropylphenyl)amine in step (5), and the rest remained unchanged. The material C0 finally obtained is detected through high-performance liquid chromatography (being called for short HPLC) to know that the purity of material C02 is 99.65%, and it is known through high-resolution mass spectrometry that the theoretical value [M + ] is 906.4661 and the test value is 906.4663.

Embodiment 3

[0069] Embodiment 3: prepare aforementioned material C04

[0070] Using the same preparation method and raw material ratio as the preparation of material C01 in Example 1, except that diphenylamine is replaced by bis([1,1'-diphenyl]-4-yl)amine in step (5), The rest remain unchanged. The purity of the finally obtained material C04 is 99.45% through high performance liquid chromatography (HPLC), and the theoretical value [M+] is 1042.4035, and the test value is 1042.4036 through high-resolution mass spectrometry.

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Abstract

The invention belongs to the technical field of organic photoelectric materials, and particularly relates to an organic photoelectric material and a preparation method and application thereof. The organic photoelectric material comprises the molecular structure shown as the formula I, the formula is shown in the description, wherein R1 and R2 are C6-C18 aryl groups or one of C6-C18 aromatic heterocyclic groups containing one of O, S and N. The organic photoelectric material can be effectively applied to organic electroluminescent devices, and has the good luminescence performance, the asymmetrical diarylamine structure is beneficial for transmission of holes, the material has the better rigidity and three-dimensional characteristic through introduction of the butterfly-shaped group, and the stability and the film forming property of the material are enhanced.

Description

technical field [0001] The invention belongs to the technical field of organic photoelectric materials, and in particular relates to an organic photoelectric material and its preparation method and application. Background technique [0002] Since Dr. Deng Qingyun of Kodak reported electroluminescent diodes based on organic materials in 1987, hundreds of high-efficiency organic light-emitting materials have been developed in the past three decades, and the development of organic light-emitting diodes is also due to different materials. Can be divided into fluorescent OLED, phosphorescent OLED. The first-generation OLED mainly uses traditional fluorescent materials and has good device stability. However, since traditional fluorescent materials can only use singlet excitons to emit light, their internal quantum efficiency can only reach 25%. In order to make full use of triplet excitons, in 1998, Professor Forrest of Princeton University developed the second generation of OLE...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D471/10C09K11/06H01L51/50H01L51/54
CPCC09K11/06C07D471/10C09K2211/1029C09K2211/1092C09K2211/1088C09K2211/1011C09K2211/1007H10K85/626H10K85/615H10K85/6576H10K85/6574H10K85/6572H10K50/11
Inventor 邢宗仁张善国林存生石宇李庆张梅周银波
Owner VALIANT CO LTD
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