Aryl-substituted tetradentate ligand-coordinated platinum complexes as well as synthesis method and application thereof

A tetradentate ligand, platinum complex technology, applied in the direction of platinum group organic compounds, platinum group organic compounds, compounds containing elements of group 8/9/10/18 of the periodic table, etc. Sexual characteristics and other issues, to achieve the effect of high phosphorescence luminescence intensity, strong rigidity, and energy reduction

Active Publication Date: 2018-07-13
NANJING UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The US9673409 patent protects the improved tetradentate platinum complex molecule, but its spectrum has no practical characteristics as a blue light source

Method used

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  • Aryl-substituted tetradentate ligand-coordinated platinum complexes as well as synthesis method and application thereof
  • Aryl-substituted tetradentate ligand-coordinated platinum complexes as well as synthesis method and application thereof
  • Aryl-substituted tetradentate ligand-coordinated platinum complexes as well as synthesis method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0046] Embodiment 1. Platinum complex Pt (ppzOmesczpy) preparation method

[0047]

[0048] Synthesis of Pt(ppzOmesczpy) ligand: the chemical equation is shown above, and 2-bromo-7-[3-(1-pyrazolyl)phenoxy]-9-(2-pyridine base) carbazole (193mg, 0.4 mmol), 2,4,6-trimethylphenylboronic acid (131mg, 0.8mmol), S-phos (13mg, 0.03mmol), Pd 2 (dba) 3 (18mg, 0.02mmol), potassium phosphate trihydrate (533mg, 2mmol) and toluene (2mL). The mixture was purged of nitrogen three times and refluxed overnight. Cool to room temperature, add water to quench the reaction, extract with ethyl acetate, combine the organic phases, wash with an appropriate amount of saturated aqueous sodium chloride solution and dry over anhydrous sodium sulfate. The solvent was removed by distillation under pressure, and the obtained crude product was separated and purified by silica gel column chromatography, eluent: petroleum ether / ethyl acetate=10:1, and a white solid was obtained, namely Pt(ppzOmesczpy) lig...

Embodiment 2

[0051] Embodiment 2. Platinum complex Pt (ppzOmesczpy-m) preparation method

[0052]

[0053] Synthesis of Pt(ppzOmesczpy-m) ligand: the chemical equation is shown above, and 2-bromo-7-[3-(1-pyrazolyl)phenoxy]-9-(4 -Methyl-2-pyridyl)carbazole (71 mg, 0.14mmol), 2,4,6-trimethylphenylboronic acid (46mg, 0.28mmol), S-phos (5mg, 0.01 mmol), Pd 2 (dba) 3 (6mg, 0.0007mmol), potassium phosphate trihydrate (186mg, 0.7mmol) and toluene (1mL). The mixture was purged of nitrogen three times and refluxed overnight. Cool to room temperature, add water to quench the reaction, extract with ethyl acetate, combine the organic phases, wash with an appropriate amount of saturated aqueous sodium chloride solution and dry over anhydrous sodium sulfate. The solvent was removed by distillation under pressure, and the obtained crude product was separated and purified by silica gel column chromatography, eluent: petroleum ether / ethyl acetate=10:1, and 53 mg of Pt(ppzOmesczpy-m) ligand was obtain...

Embodiment 3

[0056] Embodiment 3. Platinum complex Pt (ppzOmesczpy-3m) preparation method

[0057]

[0058] Synthesis of Pt(ppzOmesczpy-3m) ligand: Add 2-bromo-7-[3-(3,5-dimethyl-1-pyrazolyl)phenoxy]-9- (4-Methyl-2-pyridyl)carbazole (262mg, 0.5mmol), 2,4,6-trimethylphenylboronic acid (164mg, 1mmol), S-phos (16mg, 0.04mmol), Pd 2 (dba) 3 (23mg, 0.025mmol), potassium phosphate trihydrate (666mg, 2.5mmol) and toluene (1.5 mL). The mixture was purged of nitrogen three times and refluxed overnight. Cool to room temperature, add water to quench the reaction, extract with ethyl acetate, combine the organic phases, wash with an appropriate amount of saturated aqueous sodium chloride solution and dry over anhydrous sodium sulfate. The solvent was removed by distillation under pressure, and the obtained crude product was separated and purified by silica gel column chromatography, eluent: petroleum ether / ethyl acetate=10:1, and a white solid was obtained, namely, 201 mg of Pt(ppzOmesczpy-3m) li...

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PUM

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Abstract

The invention belongs to the technical field of organic light-emitting materials, and in particular relates to aryl-substituted tetradentate ligand-coordinated platinum complexes as well as a synthesis method and application thereof. The aryl-substituted tetradentate ligand-coordinated platinum complexes comprise structural fragments shown in a formula I and a formula II. By introducing an aryl group into an organic ligand of a cyclic metal platinum complex, the blue light luminescence peaks of the obtained tetradentate ligand-coordinated platinum complexes are controlled to be within a rangeof 450-465 nm; the aryl-substituted tetradentate ligand-coordinated platinum complexes have the advantages of being pure in chromaticity and low in energy; therefore, an effective eye protection bluephosphorescent material is obtained. The formula I and the formula II are described in the description.

Description

technical field [0001] The invention belongs to the technical field of electronic materials, and in particular relates to a class of cyclometal platinum complex coordinated by an aryl-modified tetradentate ligand and its application in organic electroluminescent materials. Background technique [0002] Organic electroluminescence refers to the phenomenon that organic materials emit light under the excitation of an electric field, which can directly convert electrical energy into light energy. Organic light-emitting diodes (Organic Light-Emitting Diodes, OLEDs) refer to diodes made of organic light-emitting materials, also known as organic electroluminescent devices (Organic Electroluminescent Devices). OLEDs are all solid-state self-luminous, with wide viewing angle, bendable, light and thin, high luminous efficiency and resolution, low driving voltage, fast response, low cost, simple production process, and large-area production. The field of lighting has broad and huge ap...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F15/00C09K11/06H01L51/54
CPCC09K11/06C07F15/0086C09K2211/185H10K85/346
Inventor 杭晓春夏芳盛永健秦天石黄维
Owner NANJING UNIV OF TECH
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