Helical structural organic light emitting material and organic light emitting device thereof

A luminescent and electromechanical technology, applied in luminescent materials, electrical solid devices, electrical components, etc., can solve the problems of charge imbalance in the luminescent layer, lower device efficiency, difficult electron flow, etc., and achieve high luminous purity and good thermal stability , the effect of high luminous efficiency

Active Publication Date: 2017-03-22
SHANGHIA TAOE CHEM TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, due to the characteristics of CBP that holes are easy to transport and electrons are difficult to flow, the charge in the light-emitting layer is unbalanced, which reduces the efficiency of the device.

Method used

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  • Helical structural organic light emitting material and organic light emitting device thereof
  • Helical structural organic light emitting material and organic light emitting device thereof
  • Helical structural organic light emitting material and organic light emitting device thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0054] The synthesis of embodiment 1 compound 10

[0055]

[0056] Synthesis of Intermediate 10-1

[0057] In a three-necked flask, add o-bromoiodobenzene (31g, 110mmol), indole (11.7g, 100mmol), potassium hydroxide (8g, 200mmol), cuprous iodide (1.9g), o-phenanthroline (2.5g ) and o-xylene (400mL), heated to reflux under nitrogen protection for 12 hours, cooled, added dichloromethane and water, the organic layer was dried and concentrated, and the crude product was purified by column chromatography to obtain 23g, with a yield of 85%.

[0058] Synthesis of Intermediate 10-2

[0059] In the three-necked flask, add intermediate 10-1 (15g, 55.3mmol) and 150mL dry tetrahydrofuran, cool to minus 78 degrees under nitrogen protection, and then slowly add 2M n-butyllithium n-hexane solution (27.5mL, 55.3 mmol), reacted at this temperature for 1 hour, then slowly added dropwise a tetrahydrofuran solution (14 g, 55.3 mmol) dissolved with 2-bromofluorenone, after the drop was comple...

Embodiment 2

[0062] The synthesis of embodiment 2 compound 19

[0063]

[0064] Synthesis of Intermediate 19-1

[0065] In a three-necked flask, add intermediate 10-2 (5g, 11.5mmol), pinacol diboronate (4.4g, 17mmol), potassium acetate (2.2g, 23mmol), dichloroditriphenylphosphine palladium (0.5 g) and dioxane (50mL), heated to reflux under nitrogen protection for 10 hours, cooled, removed the solvent, added dichloromethane, washed with water, dried, concentrated by filtration, and the crude product was recrystallized with ethanol to obtain 4.4g, yield 80% . NMR such as figure 1 .

[0066] Synthesis of Compound 19

[0067] In a flask, add intermediate 19-1 (2 g, 4.2 mmol), 2-chloro-4,6-diphenyl-1,3,5-triazine (1.1 g, 4.2 mmol), potassium carbonate (1.1 g , 8.4mmol), tetrakistriphenylphosphine palladium (100mg), 20mL of tetrahydrofuran and 10mL of water, heated to reflux for 10 hours under nitrogen protection, cooled, added dichloromethane to extract and separate layers, the organic ...

Embodiment 3

[0068] The synthesis of embodiment 3 compound 24

[0069]

[0070] The synthesis method is the same as that of compound 10, except that 9-(2-naphthyl)-anthracene-10- Except for boric acid, the yield is 85%. NMR such as figure 2 .

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Abstract

The invention discloses an organic light emitting material with a novel helical structure and shown as the following structural formula and an organic light emitting device thereof. The compound is high in stability and can be used as a phosphorescence host material which is outstanding in performances. The organic light emitting device prepared through the organic light emitting material is high in efficiency and light purity. The formula sees the description.

Description

technical field [0001] The invention relates to the field of organic electroluminescent materials, in particular to an organic electroluminescent material with a spiro structure and an organic electroluminescent device, which belongs to the technical field of display of organic electroluminescent devices. Background technique [0002] Organic electroluminescent devices (OLEDs) are devices prepared by depositing a layer of organic materials between two metal electrodes by spin coating or vacuum evaporation. A classic three-layer organic electroluminescent device includes a hole transport layer, emissive layer and electron transport layer. The holes generated by the anode are combined with the electrons generated by the cathode through the hole transport layer to form excitons in the light emitting layer through the hole transport layer, and then emit light. Organic electroluminescent devices can be adjusted to emit various required lights by changing the material of the ligh...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D487/10C07F9/6561C09K11/06H01L51/54
CPCC09K11/06C07D487/10C07F9/6561C09K2211/1088C09K2211/1044C09K2211/1059C09K2211/1029H10K85/636H10K85/633H10K85/615H10K85/654H10K85/6572
Inventor 黄锦海苏建华
Owner SHANGHIA TAOE CHEM TECH CO LTD
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