Polycyclic aromatic hydrocarbon organic compound, composition and light-emitting device

A technology of organic compounds and condensed aromatic hydrocarbons, applied in the field of optoelectronic materials, can solve the problems of insufficient color coordinates, insufficient rigidity, and structural distortion of light-emitting devices

Pending Publication Date: 2021-11-02
GUANGDONG JUHUA PRINTING DISPLAY TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In recent years, Thermally Activated Delayed Fluorescent Materials (TADF) have attracted widespread attention because they have broken through the efficiency limit of traditional fluorescent materials. The structure is not rigid enough, so that obvious excited state structure relaxation occurs, so the half-width of the general TADF molecule is very wide, resulting in the color coordinates of the light-emitting device prepared by it is not pure enough

Method used

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  • Polycyclic aromatic hydrocarbon organic compound, composition and light-emitting device
  • Polycyclic aromatic hydrocarbon organic compound, composition and light-emitting device
  • Polycyclic aromatic hydrocarbon organic compound, composition and light-emitting device

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0112] Embodiment 1 compound T1 and preparation method thereof

[0113] (1) Preparation of intermediate M1:

[0114] Add 6mmol phenylboronic acid, 5mmol 1,8-dichloroanthracene, 0.2mmol tetrakistriphenylphosphopalladium Pd(PPh 3 ) 4 , 7.5mmol potassium carbonate K 2 CO 3 , add a stirring magnet, carry out vacuuming and nitrogen replacement operation, repeat three times, make the reaction bottle in a nitrogen atmosphere, add mixed solvent tetrahydrofuran THF / deionized water (V / V=5:4) 50ml, reflux reaction at 70°C for 24h; After cooling to room temperature, the reaction solution was poured into water, extracted 3 times with dichloromethane, and then washed with anhydrous MgSO 4 Dry, filter, and remove the solvent by rotary evaporation, separate and purify with a silica gel chromatography column, use n-hexane / dichloromethane as eluent, and remove the solvent by rotary evaporation to obtain product M1 with a yield of 86%, using HPLC-MS and 1 H NMR to identify the compound, for...

Embodiment 2

[0128] Embodiment 2 compound T4 and preparation method thereof

[0129] (1) Preparation of intermediate M5

[0130] Add 6mmol (2,6-dichlorophenyl)boronic acid, 5mmol 9,10-dibromoanthracene, 0.2mmol tetrakistriphenylphosphopalladium Pd(PPh 3 ) 4 , 7.5mmol potassium carbonate K 2 CO 3 , add a stirring magnet, carry out vacuuming and nitrogen replacement operation, repeat three times, make the reaction bottle in a nitrogen atmosphere, add mixed solvent tetrahydrofuran THF / deionized water (V / V=5:4) 50ml, reflux reaction at 70°C for 24h; After cooling to room temperature, the reaction solution was poured into water, extracted 3 times with dichloromethane, and then washed with anhydrous MgSO 4 Drying, filtration, rotary evaporation to remove solvent, separation and purification with silica gel column, using n-hexane / dichloromethane as eluent, rotary evaporation to remove solvent to obtain product M5, yield 76%, using HPLC-MS and 1 H NMR to identify the compound, formula C 20...

Embodiment 3

[0141] Example 3, organic light-emitting diode components and their preparation

[0142] This embodiment provides an organic light emitting diode component, which includes: a first electrode, a hole injection layer formed on the first electrode, a hole transport layer formed on the hole injection layer, and An electron blocking layer is formed on the hole transport layer, a light emitting layer is formed on the electron blocking layer, a hole blocking layer is formed on the light emitting layer, an electron transport layer is formed on the hole blocking layer, on the An electron injection layer formed on the electron transport layer, a second electrode covering the electron injection layer;

[0143] Wherein, the light-emitting layer comprises the compound T1 of the above-mentioned Example 1.

[0144] The preparation method of the organic light emitting diode component comprises the following steps:

[0145] (1) First, clean the ITO substrate in the following order: 5% KOH ...

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Abstract

The invention relates to a polycyclic aromatic hydrocarbon organic compound, a composition and a light-emitting device, and the polycyclic aromatic hydrocarbon organic compound has a structure represented by general formula shown in the specification. In the formula, A, B, C, D, E, F and G are defined in the specification. The polycyclic aromatic hydrocarbon organic compound has a relatively strong rigid structure, and can realize separation of HOMO and LUMO tracks, so that the light purity and stability of the polycyclic aromatic hydrocarbon organic compound are obviously improved.

Description

technical field [0001] The invention relates to the technical field of photoelectric materials, in particular to polycyclic aromatic hydrocarbon organic compounds, compositions and light-emitting devices. Background technique [0002] At present, in the display field, compared with inorganic light-emitting materials, organic light-emitting materials are more widely used. However, some properties of organic light-emitting materials are not as good as inorganic light-emitting materials. For example, the half-maximum width (FWHM) of inorganic light-emitting materials is very narrow (generally less than 20nm), while the half-peak width of organic light-emitting materials is generally greater than 40nm, resulting in the use of light-emitting devices prepared by them. The color coordinates are less pure. In order to improve light purity, an organic light emitting diode (OLED) is generally obtained by adjusting an optical microcavity, but this method will cause significant energy ...

Claims

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Application Information

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IPC IPC(8): C07F5/02C09K11/06H01L51/50H01L51/54
CPCC07F5/027C07F5/025C09K11/06C09K2211/104H10K85/657H10K50/11H10K2101/40H10K50/12
Inventor 周兴邦
Owner GUANGDONG JUHUA PRINTING DISPLAY TECH CO LTD
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