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A novel red phosphorescent material and its synthesis method

A technology of red phosphorescence and synthesis method, which is applied in the field of red phosphorescent materials and its synthesis, can solve problems such as poor color purity, low luminous quantum efficiency, and reduced quantum yield of red light systems, so as to increase rigidity and stability, and be easy to paint The effects of over-processing and good thermal stability

Inactive Publication Date: 2016-06-15
NINGBO UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] At present, red phosphorescent iridium complexes still have the problems of low luminescence quantum efficiency and poor color purity.
The main reason for this situation is that red light comes from transitions between energy levels with narrow energy gaps, and heavy metal complexes with narrow band gaps have certain difficulties in ligand design. Secondly, red light material systems There is a strong π-π bond interaction, and the ligands have strong charge transfer characteristics, so that there are more non-radiative relaxation channels in the narrow band gap, which intensifies the quenching of the phosphor and reduces the red Quantum Yield of Photosystems

Method used

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  • A novel red phosphorescent material and its synthesis method
  • A novel red phosphorescent material and its synthesis method
  • A novel red phosphorescent material and its synthesis method

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0020] (1) Weigh 4-bromo-phenylpyridine (10g, 0.041mol) and add it to a 150mL three-necked round-bottomed flask, add 50mL tetrahydrofuran (dried with sodium reflux) under nitrogen protection, and place the system in an ice bath ( acetone-dry ice), keep anhydrous and oxygen free. When the temperature dropped to about -78°C, n-butyllithium (24mL, 2.5M, 0.06mol) was slowly dropped into the reaction system, and the whole process was about 30min. After the addition, keep the temperature and stir for 1 h, then slowly drop trimethyl borate (6.93 mL, 0.06 mol) into the system, and then stably stir at -78°C for 2 h. Stop temperature control, wait for the temperature to rise to room temperature, continue to react for 6 hours, add water to terminate the reaction, adjust the acidity with dilute hydrochloric acid, and continue to stir for 2 hours. Tetrahydrofuran was distilled off under reduced pressure, and then a saturated sodium chloride solution was added to obtain 4-bromo-phenylpyrid...

Embodiment 2

[0025] (1) Weigh 4-bromo-phenylpyridine (10g, 0.041mol) and add it to a 150mL three-necked round-bottomed flask, add 50mL tetrahydrofuran (dried with sodium reflux) under nitrogen protection, and place the system in an ice bath ( acetone-dry ice), keep anhydrous and oxygen free. When the temperature dropped to about -78°C, n-butyllithium (24mL, 2.5M, 0.06mol) was slowly dropped into the reaction system, and the whole process was about 30min. After the addition, keep the temperature and stir for 1 h, then slowly drop trimethyl borate (6.93 mL, 0.06 mol) into the system, and then stably stir at -78°C for 2 h. Stop temperature control, wait for the temperature to rise to room temperature, continue to react for 6 hours, add water to terminate the reaction, adjust the acidity with dilute hydrochloric acid, and continue to stir for 2 hours. Tetrahydrofuran was distilled off under reduced pressure, and then a saturated sodium chloride solution was added to obtain 4-bromo-phenylpyrid...

Embodiment 3

[0030] (1) Weigh 4-bromo-phenylpyridine (10g, 0.041mol) and add it to a 150mL three-necked round-bottomed flask, add 50mL tetrahydrofuran (dried with sodium reflux) under nitrogen protection, and place the system in an ice bath ( acetone-dry ice), keep anhydrous and oxygen free. When the temperature dropped to about -78°C, n-butyllithium (24mL, 2.5M, 0.06mol) was slowly dropped into the reaction system, and the whole process was about 30min. After the addition, keep the temperature and stir for 1 h, then slowly drop trimethyl borate (6.93 mL, 0.06 mol) into the system, and then stably stir at -78°C for 2 h. Stop temperature control, wait for the temperature to rise to room temperature, continue to react for 6 hours, add water to terminate the reaction, adjust the acidity with dilute hydrochloric acid, and continue to stir for 2 hours. Tetrahydrofuran was distilled off under reduced pressure, and then a saturated sodium chloride solution was added to obtain 4-bromo-phenylpyrid...

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Abstract

The invention discloses a novel red phosphorescent material, the structural formula of which is: The advantage of the present invention is that the red phosphorescent material introduces a metallic iridium complex to increase the rigidity and stability of the phosphorescent material, and at the same time introduces a β-heptanedione ligand to improve the solubility of the iridium complex phosphorescent material, This makes the phosphorescent material easier to coat and process. At the same time, the material shows good thermal stability. In addition, the structure introduces a bromine group, which can be copolymerized with other compounds with special functional groups, so it can also be used as a polymer monomer to prepare polymer light-emitting materials. Moreover, its synthesis method is simple and practical, and it can be used as a red phosphorescent material in light-emitting materials.

Description

technical field [0001] The invention belongs to the technical field of photoelectric materials, and in particular relates to a novel red phosphorescent material and a synthesis method thereof. Background technique [0002] Organic electroluminescent devices have the advantages of low driving voltage, fast response speed, wide viewing angle range, high resolution, light weight, and large-area flat-panel display. They are known as "21st century flat-panel display technology". Organic electrophosphorescent materials can simultaneously utilize singlet and triplet excitons to emit light, and have the advantages of high luminous efficiency, which has become a research hotspot in recent years. [0003] Compared with high-performance and increasingly mature green and blue phosphorescent materials, the progress of red light materials is obviously lagging behind. The early representative red light iridium complex comes from Btp designed by Forrest group 2 Ir(acac), the luminous peak...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C09K11/06C07F15/00
Inventor 徐清易思利缴春明李兵军王清琪
Owner NINGBO UNIV