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Asymmetrical iridium (III) phosphorescent complex containing dibenzo-phosphorus mixed with cyclopentadienyl group, and synthesis method of asymmetrical iridium (III) phosphorescent complex

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, and achieves improved electroluminescence efficiency, good carrier balance, and fully converted technology. Effect

Inactive Publication Date: 2016-08-17
XI AN JIAOTONG UNIV +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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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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  • Asymmetrical iridium (III) phosphorescent complex containing dibenzo-phosphorus mixed with cyclopentadienyl group, and synthesis method of asymmetrical iridium (III) phosphorescent complex
  • Asymmetrical iridium (III) phosphorescent complex containing dibenzo-phosphorus mixed with cyclopentadienyl group, and synthesis method of asymmetrical iridium (III) phosphorescent complex
  • Asymmetrical iridium (III) phosphorescent complex containing dibenzo-phosphorus mixed with cyclopentadienyl group, and synthesis method of asymmetrical iridium (III) phosphorescent complex

Examples

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 a nitrogen atmosphere, weigh 0.35g (1mmol) of ligand L-PO, 0.41g (1mmol) of ligand L-B (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 ca...

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Abstract

The invention relates to an asymmetrical iridium (III) phosphorescent complex containing a dibenzo-phosphorus mixed with cyclopentadienyl group, and a synthesis method of the asymmetrical iridium (III) phosphorescent complex. The synthesis method comprises the steps of synthesizing a ligand L-PO by taking 2-phenylpyridine and p-bromophenyl boronic acid as raw materials, and carrying out a Suzuki coupling reaction to synthesize 2-(4-bromophenyl) pyridine; enabling the 2-(4-bromophenyl) pyridine to have a reaction with n-butyl lithium and trimethyl borate to generate 4-(2-pyridyl) phenyl boronic acid; enabling the 4-(2-pyridyl) phenyl boronic acid to have a reaction with o-dibromobenzene for carrying out Suzuki coupling to generate a pyridine derivative having a 2-bromobiphenyl structure; enabling a Grignard reagent of the compound to have a reaction with dichlorophenyl phosphine, and carrying out a ring closing reaction under a catalytic condition of palladium acetate to obtain the ligand L-PO containing the dibenzo-phosphorus mixed with cyclopentadienyl group. The asymmetrical iridium (III) phosphorescent complex containing the dibenzo-phosphorus mixed with cyclopentadienyl group has excellent electron injection / transmission performance, and can remarkably improve the electroluminescence efficiency of an organic electroluminescence device based on the 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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IPC IPC(8): C07F15/00C09K11/06
CPCC09K11/06C07F15/0033C09K2211/185
Inventor 周桂江徐先彬杨晓龙潘俊生
Owner XI AN JIAOTONG UNIV
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