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Organic electrophosphorescent material and preparation method thereof and organic light-emitting device

A phosphorescent material, electrophosphorescence technology, applied in luminescent materials, electro-solid devices, organic chemistry, etc., to achieve the effect of facilitating evaporation, reducing self-quenching phenomenon, and reducing direct effect

Inactive Publication Date: 2015-02-11
OCEANS KING LIGHTING SCI&TECH CO LTD +2
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, due to the limitation of spin statistics theory, the theoretical internal quantum efficiency limit of fluorescent materials is only 25%. How to make full use of the remaining 75% of phosphorescence to achieve higher luminous efficiency has become a hot research direction in this field since then.

Method used

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  • Organic electrophosphorescent material and preparation method thereof and organic light-emitting device
  • Organic electrophosphorescent material and preparation method thereof and organic light-emitting device
  • Organic electrophosphorescent material and preparation method thereof and organic light-emitting device

Examples

Experimental program
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preparation example Construction

[0037] The present invention also relates to a method for preparing the above-mentioned organic electrophosphorescent material, which method comprises the following steps in sequence:

[0038] 1. Synthesize compound C through Suzuki coupling reaction between compound E and compound F; wherein, compound F is 2,3,4-trifluorophenylboronic acid, and the structural formulas of compound E and compound C are as follows:

[0039] Compound E is Compound C is

[0040] 2. Reaction of compound C prepared in step 1 with compound D to generate a chlorine-bridged dimer, namely compound A. Wherein, compound D is trihydrate iridium trichloride IrCl 3 ·3H 2 O. The structural formula of compound A is as follows:

[0041]

[0042] 3. Use the compound A prepared in step 2 as the main structure of the ring metal ligand, and use 2,4-bis(trifluoromethyl)-5-(pyridin-2'-yl)pyrrole (compound B) as the auxiliary Ligand source, reacting compound A and compound B to obtain an iridium metal comp...

Embodiment 1

[0050] The organic electrophosphorescent material disclosed in this example is the complex bis(2-(4',5',6'-trifluorophenyl)-5-phenylpyrimidine-N,C 2 ')(2,4-bis(trifluoromethyl)-5-(pyridine-2'-yl)pyrrole) iridium, whose structural formula is as follows:

[0051]

[0052] It is prepared by the following steps:

[0053] (1) Synthesis of 2-(2',3',4'-trifluorophenyl)-5-phenylpyrimidine

[0054] The synthetic reaction formula is as follows:

[0055]

[0056] The specific steps are: under nitrogen atmosphere, mix 2.35g (10mmol) 2-bromo-5-phenylpyrimidine, 2.11g (12mmol) 2,3,4-trifluorophenylboronic acid and 0.58g (0.5mmol) tetrakis (tri Phenylphosphorus)palladium was dissolved in 50ml of toluene, and then 25ml of an aqueous solution containing 2.76g (20mmol) of potassium carbonate was added dropwise to the reaction system, heated to 100°C and stirred for 10 hours. After the reaction solution was cooled to room temperature, Dichloromethane extraction, liquid separation, washi...

Embodiment 2

[0072] The organic electrophosphorescent material disclosed in this example is the complex bis(2-(4',5',6'-trifluorophenyl)-4-(fluorene-9'-yl)pyrimidine-N,C 2 ')(2,4-bis(trifluoromethyl)-5-(pyridine-2'-yl)pyrrole) iridium, whose structural formula is as follows:

[0073]

[0074] It is prepared by the following steps:

[0075] (1) Complex bis(2-(4',5',6'-trifluorophenyl)-4-(fluoren-9'-yl)pyrimidine-N,C 2' ) (2-pyridinecarbonyl) iridium synthesis

[0076] The synthetic reaction formula is as follows:

[0077]

[0078] The specific steps are: under nitrogen atmosphere, 3.23g (10mmol) 2-bromo-4-(fluorene-9'-yl) pyrimidine, 1.76g (10mmol) 2,3,4-trifluorophenylboronic acid and 0.21g ( 0.3mmol) dichlorobis(triphenylphosphine)palladium is dissolved in 60ml of N,N-dimethylformamide (DMF), and then 30ml of aqueous solution containing 1.59g (15mmol) sodium carbonate is added dropwise to the reaction system , heated to 90° C. and stirred for 12 hours. After the reaction solutio...

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Abstract

The invention relates to an organic electrophosphorescent material and a preparation method thereof and an organic light-emitting device. The organic electrophosphorescent material (P) has a structure (P) shown in the specification, wherein R is phenyl, fluorenyl or carbazolyl. According to the organic electrophosphorescent material, 2-(2',3',4'-trifluorophenyl)pyrimidine is taken as a cyclometalated ligand, and 2,4-di(trifluoromethyl)-5-(pyridine-2'-yl)pyrrole is taken as an auxiliary ligand to synthesize a blue-light organic electrophosphorescent material iridium metal ligand. Moreover, the adjustment of the light-emitting color of the material is realized through chemical modification of the phenyl, fluorenyl or carbazolyl introduced onto a pyrimidine ring of the cyclometalated ligand, thereby obtaining blue-light phosphorescence emission with high luminous efficiency.

Description

technical field [0001] The invention relates to the field of luminescent materials, in particular to an organic electrophosphorescent material. The invention also relates to the preparation method of the organic electroluminescent material and its application in organic electroluminescent devices. Background technique [0002] Organic electroluminescence refers to a luminescence phenomenon in which organic materials directly convert electrical energy into light energy under the action of an electric field. In the early days, the research on organic electroluminescence was stagnant because of the high driving voltage and low luminous efficiency of organic electroluminescent devices. Until 1987, Tang et al. from Kodak Corporation of the United States invented 8-hydroxyquinoline aluminum (Alq3) as a light-emitting material, and made a uniform and dense high-quality film with aromatic diamines, which produced low operating voltage, high brightness, High-efficiency organic elec...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C09K11/06C07F15/00H01L51/54
Inventor 周明杰王平张娟娟陈吉星
Owner OCEANS KING LIGHTING SCI&TECH CO LTD
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