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Organo-boron group-containing phosphorescent organic electroluminescent material and preparation method thereof

An organic boron group, electroluminescence technology, applied in the direction of luminescent materials, organic chemistry, chemical instruments and methods, etc., can solve the problem of reducing the luminous efficiency of materials

Inactive Publication Date: 2014-08-27
XI AN JIAOTONG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, as the energy gap of the blue phosphorescent material increases, the number of various non-radiative excited states in the process of electro-excitation will increase significantly, reducing the luminous efficiency of the material.
Similarly, green light is also one of the three primary colors. Although green phosphorescent materials have made great progress so far, there is still a lot of room for improvement.

Method used

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  • Organo-boron group-containing phosphorescent organic electroluminescent material and preparation method thereof
  • Organo-boron group-containing phosphorescent organic electroluminescent material and preparation method thereof
  • Organo-boron group-containing phosphorescent organic electroluminescent material and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0041] The synthesis of high-efficiency red photophosphorescent material Ir-R1, its structural formula is as follows:

[0042]

[0043] The preferred reaction process of the present embodiment is shown in the following formula:

[0044]

[0045] The specific operation process is as follows:

[0046] The first step: the present invention has no special limitation on the synthesis scheme of the organic ligand in the group, and the preferred scheme of the present invention includes the following three steps:

[0047] (1) Under nitrogen atmosphere, 2.97g (10mmol) 1-1, 2.92g (12.5mmol) pinacol ester of diboronic acid, 0.367g (0.5mmol) Pd(dppf)Cl 2 and 2.95g (30mmol) of potassium acetate (KOAc) were added into 50mL of degassed 1,4-dioxane, the reaction system was closed and the temperature was raised to 100°C for 12 hours. After the reaction system dropped to room temperature, the mixed solution obtained after the reaction was filtered under reduced pressure, and the filter ...

Embodiment 2

[0054] The synthesis of high-efficiency red photophosphorescent material Ir-R2, its structural formula is as follows:

[0055]

[0056] The preferred reaction process of the present embodiment is shown in the following formula:

[0057]

[0058] The specific operation process is as follows:

[0059] The first step: the present invention has no special limitation to the synthetic scheme of organic ligand in the group, and the preferred scheme of the present invention comprises following three steps:

[0060] (1) Under a nitrogen atmosphere, 4.15g (10mmol) 2-1, 2.92g (12.5mmol) pinacol borate, 0.367g (0.5mmol) Pd(dppf)Cl 2 and 2.95g (30mmol) of potassium acetate (KOAc) were added into 50mL of degassed 1,4-dioxane, the reaction system was closed and the temperature was raised to 100°C for 12 hours. After the reaction system dropped to room temperature, the mixed solution obtained after the reaction was filtered under reduced pressure, and the filter residue was washed sever...

Embodiment 3

[0068] Synthesis of high-efficiency green light-emitting phosphorescent material Ir-G, whose structural formula is as follows:

[0069]

[0070] The preferred reaction process of the present embodiment is shown in the following formula:

[0071]

[0072] The specific operation process is as follows:

[0073] The first step: the present invention has no special limitation on the synthesis scheme of the organic ligand in the group, and the preferred scheme of the present invention includes the following two steps:

[0074] (1) Under a nitrogen atmosphere, add 0.96g (3.40mmol m-bromoiodobenzene and 30mL degassed dry tetrahydrofuran) to three empty bottles, and use a liquid nitrogen / acetone bath to lower the temperature of the reaction system to -78°C. Use a syringe Take 1.6mL of 2.4M n-butyllithium n-hexane solution, slowly add it dropwise to the above reaction system, control the drop rate to 60 drops per minute, and keep it at -78°C for 45 minutes. Under nitrogen atmosph...

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Abstract

The invention relates to an organo-boron group-containing phosphorescent organic electroluminescent material and a preparation method thereof. The synthetic route includes: (1) synthesis of an organo-boron group-containing 2-phenyl pyridine organic ligand; (2) synthesis of a metal iridium dimer complex; and (3) synthesis of organic boron group high efficiency red, green and blue light phosphorescent organic electroluminescent phosphorescent materials of the organo-boron group. By introducing the organo-boron group into the traditional 2-phenyl pyridine ligand, the materials makes use of the special electronic properties of the organo-boron group to adjust the luminescent properties of the electrophosphorescence material, so that the color purity and luminous efficiency of the red light, green light and blue light organic electrophosphorescence materials can be well balanced.

Description

technical field [0001] The invention relates to the technical field of organic electroluminescence, in particular to a high-efficiency red, green and blue phosphorescent organic electroluminescent material containing organic boron groups and a preparation method thereof. Background technique [0002] Organic electroluminescent technology is a self-luminous technology based on organic electroluminescent materials. Under the action of the electric field, electrons and holes are injected into the light-emitting layer from the cathode and anode respectively, and in the light-emitting layer, the electrons and holes recombine to form excitons, the excitons undergo radiation attenuation, and emit energy in the form of light. The discovery of electrophosphorescent materials has made it possible to obtain organic electroluminescent devices with an internal quantum efficiency of 100%, because organic electrophosphorescent materials can simultaneously use singlet and triplet excitons g...

Claims

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Application Information

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IPC IPC(8): C09K11/06C07F19/00
Inventor 周桂江徐先彬
Owner XI AN JIAOTONG UNIV
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