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Asymmetric iridium(iii) phosphorescent complex containing dibenzophosphine group and its synthesis method

A phosphorescent complex, benzophosphine technology, which is applied in the field of asymmetric iridium phosphorescent complexes and their synthesis, can solve the problems such as the development lag of phosphorescent materials, achieve high external quantum efficiency and current efficiency, and achieve the effect of full conversion

Inactive Publication Date: 2018-11-23
XI AN JIAOTONG UNIV +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

At the same time, due to the lack of electron injection / transport functional groups, the development of complex phosphorescent materials with electron injection / transport properties is relatively lagging behind.

Method used

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  • Asymmetric iridium(iii) phosphorescent complex containing dibenzophosphine group and its synthesis method
  • Asymmetric iridium(iii) phosphorescent complex containing dibenzophosphine group and its synthesis method
  • Asymmetric iridium(iii) phosphorescent complex containing dibenzophosphine group and its synthesis method

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0037] Asymmetric iridium (III) phosphorescent complex Ir-PON containing dibenzophosphine group, its chemical formula is: C 51 h 39 IrN 3 o 3 P, the molecular structural formula is:

[0038]

[0039] Its synthetic method comprises the following steps:

[0040] Step 1: Obtain the ligand L-PO according to the synthesis method of the above-mentioned ligand containing diphenylphosphine group;

[0041] Step 2: Under a nitrogen atmosphere, weigh 0.35g (1mmol) of ligand L-PO, 0.32g (1mmol) of ligand L-N (for the synthesis of ligands, see references Adv.Funct.Mater.2008,18,499–511) and Add 0.32g of iridium trichloride hydrate (60% iridium content) into the SCHLENK reaction tube, add 30mL of degassed mixed solvent of ethylene glycol ether and water (V:V=3:1), heat up to 110°C and stir for reaction 16 Hour. After the reaction system was cooled to room temperature, an appropriate amount of brine was added to the reaction mixture, and a precipitate appeared. Take the filter cake...

Embodiment 2

[0045] Asymmetric iridium(III) phosphorescent complex Ir-POO containing dibenzophosphine group, the formula is: C 45 h 34 IrN 2 o 4 P, the molecular structural formula is:

[0046]

[0047] Its synthetic method comprises the following steps:

[0048] Step 1: Obtain the ligand L-PO according to the synthesis method of the above-mentioned ligand containing diphenylphosphine group;

[0049] Step 2: Under a nitrogen atmosphere, weigh 0.35g (1mmol) of ligand L-PO, 0.25g (1mmol) of ligand L-O (for the synthesis of ligands, see references Adv.Funct.Mater.2008,18,499–511) and Add 0.32g of iridium trichloride hydrate (iridium content 60%) into the SCHLENK reaction tube, add 30mL of degassed mixed solvent of ethylene glycol ether and water (V:V=3:1), heat up to 110°C and stir for 16 hours . After the reaction system was cooled to room temperature, an appropriate amount of brine was added to the reaction mixture, and a precipitate appeared. Take the filter cake by suction filtr...

Embodiment 3

[0053] Asymmetric iridium (III) phosphorescent complex Ir-POB containing dibenzophosphine group, its chemical formula is: C 57 h 51 BYZGR 2 o 3 P, the molecular structural formula is:

[0054]

[0055] Its synthetic method comprises the following steps:

[0056] Step 1: Obtain the ligand L-PO according to the synthesis method of the above-mentioned ligand containing diphenylphosphine group;

[0057] Step 2: Under nitrogen atmosphere, weigh 0.35g (1mmol) of ligand L-PO, 0.41g (1mmol) of ligand L-B (for the synthesis of ligands, refer to references Adv.Funct.Mater.2008,18,499–511) and Add 0.32g of iridium trichloride hydrate (60% iridium content) into the SCHLENK reaction tube, add 30mL of degassed mixed solvent of ethylene glycol ether and water (V:V=3:1), heat up to 110°C and stir for reaction 16 Hour. After the reaction system was cooled to room temperature, an appropriate amount of brine was added to the reaction mixture, and a precipitate appeared. Take the filter...

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Abstract

Asymmetric iridium (III) phosphorescent complex containing dibenzophosphine group and its synthesis method; the synthesis of ligand L-PO takes 2-phenylpyridine and p-bromophenylboronic acid as raw materials through Suzuki coupling reaction Synthesis of 2-(4-bromophenyl)pyridine; 2-(4-bromophenyl)pyridine by reaction with n-butyllithium and trimethyl borate 4-(2-pyridyl)phenylboronic acid; 4-(2 ‑pyridyl) phenylboronic acid reacts with ortho-dibromobenzene through Suzuki coupling to generate a pyridine derivative containing 2‑bromobiphenyl structure. The Grignard reagent of this compound reacts with phenyl phosphorus dichloride, and then passes through palladium acetate catalyzed conditions. The ring-closing reaction can wait until the ligand L-PO containing dibenzophosphine group, and the asymmetric iridium (III) phosphorescent complex containing dibenzophosphine group prepared by the present invention has excellent electron The injection / transport properties can significantly improve the electroluminescent efficiency of organic electroluminescent devices based on these materials.

Description

technical field [0001] The invention relates to the technical field of organic electroluminescence, in particular to an asymmetric iridium (III) phosphorescent complex containing a dibenzophosphine group and a synthesis method thereof. Background technique [0002] Organic electroluminescent technology is a self-luminous technology of organic electroluminescent materials under the action of an electric field. Under the action of the electric field, electrons and holes are injected from the cathode and anode respectively, and migrate to the light-emitting layer under the action of the electric field; electrons and holes recombine in the light-emitting layer to form excitons, and the excitons undergo radiation decay, and finally the energy emitted in the form of light. Theoretical calculations show that in the excitons produced by the recombination of electrons and holes, the ratio of singlet excitons to triplet excitons is 1:3, and the relaxation from the triplet state to th...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07F15/00C09K11/06
CPCC07F15/0033C09K11/06C09K2211/185
Inventor 周桂江徐先彬杨晓龙潘俊生
Owner XI AN JIAOTONG UNIV
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