Fluorenyl oxadiazole iridium complexes, and preparation method and application thereof

A technology of fluorenyl oxadiazoles and iridium complexes, which is applied in the direction of indium organic compounds, platinum group organic compounds, chemical instruments and methods, etc., which can solve the problems of device efficiency reduction, etc., to weaken stacking and increase steric hindrance , The effect of low raw material cost

Active Publication Date: 2018-02-23
NANJING UNIV OF POSTS & TELECOMM
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

At present, the common host materials are mainly hole-transporting materials, and the hole mobility of hole-transporting materials is much higher than that of electron-transporting materials, which will cause a large number of holes to accumulate between the light-emitting layer and the electron-transporting layer. , leading to a decrease in the efficiency of the device

Method used

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  • Fluorenyl oxadiazole iridium complexes, and preparation method and application thereof
  • Fluorenyl oxadiazole iridium complexes, and preparation method and application thereof
  • Fluorenyl oxadiazole iridium complexes, and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0055] Example 1 Complex Ir(HFFB) 2 Synthesis of (pic)

[0056] The synthetic route is as follows:

[0057]

[0058] The specific implementation method is as follows:

[0059] Step 1, add compound 1 (20g, 80mmol), tetrabutylammonium bromide (1.315g, 4.1mmol), 50% NaOH 8mL, DMSO 50mL to a 250mL three-necked flask, stir at room temperature for half an hour, then add hexyl bromide (29.618g, 179.5mmol), turn on the stirrer and raise the temperature to 45°C, and react for 8h. After the reaction, it was extracted several times with petroleum ether and deionized water, the upper organic layer was dried with anhydrous magnesium sulfate, and purified by column chromatography (eluent: ethyl acetate: petroleum ether = 1:20). A transparent oily liquid was obtained, and compound 2, namely 2-bromo-9,9-dihexylfluorene (30.1 g, yield 89%) was obtained after vacuum drying.

[0060] Step 2, add compound 2 (30.1g, 72.9mmol) and cuprous cyanide (13.1g, 115.8mmol) into a 250mL three-neck fl...

Embodiment 2

[0068] The synthesis of embodiment 2 complex compound Ir (HFFF) 2 (pic)

[0069] The synthetic route is shown in Example 1.

[0070] The specific implementation method is as follows:

[0071] Step 1, add compound 1 (5g, 20mmol), tetrabutylammonium bromide (0.329g, 1.02mmol), 50% NaOH 2mL, DMSO 15mL into a 100mL three-necked flask, stir at room temperature for half an hour, then add hexyl bromide (7.404g, 44.87mmol), turn on the stirrer and raise the temperature to 45°C, and react for 8h. After the reaction, it was extracted several times with petroleum ether and deionized water, the upper organic layer was dried with anhydrous magnesium sulfate, and purified by column chromatography (eluent: ethyl acetate: petroleum ether = 1:20). A transparent oily liquid was obtained, and compound 2, 2-bromo-9,9-dihexylfluorene (7.5 g, yield 89%) was obtained after vacuum drying.

[0072] Step 2, add compound 2 (7.5g, 18.22mmol) and cuprous cyanide (3.275g, 28.95mmol) into a 100mL three-n...

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Abstract

The invention provides fluorenyl oxadiazole iridium complexes, and a preparation method and application thereof. The structural formula of the fluorenyl oxadiazole iridium complexes is as described inthe specification. R in the structural formula is hydrogen or halogen. The complexes use fluorenyl oxadiazole groups as main ligand and 2-picolinic acid as auxiliary ligand. Since the molecules of the complexes contain fluorenyl groups with rigid structure and oxadiazole groups with electron transport characteristics, the complexes have high luminescence efficiency and excellent device performance. The complexes present green-yellow photoluminescent light in a dichloromethane solution, can be applied to yellow-light-emitting, green-light-emitting or white-light-emitting OLED devices, and broaden the selection scope of phosphorescent materials.

Description

technical field [0001] The invention relates to the technical field of organic phosphorescent materials, in particular to a fluorenyl oxadiazole iridium complex and a preparation method and application thereof. Background technique [0002] Organic light-emitting diodes (OLEDs for short) have the advantages of full solid-state, self-illumination, high brightness, wide viewing angle, flexible substrates, and wide operating range. They have immeasurable application prospects in information display and solid-state lighting. Compared with traditional fluorescent materials, phosphorescent materials have many advantages. For example, phosphorescent materials can use 25% singlet excitons and 75% triplet excitons at the same time, making the internal quantum efficiency reach 100%, and the external quantum efficiency break through the limit of 5%. . [0003] At present, many electronic and chemical companies in the world have invested huge manpower and material resources in the fiel...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F15/00C09K11/06H01L51/54
CPCC09K11/06C07F15/0033C09K2211/185H10K85/342Y02B20/00
Inventor 李咏华刘加伟郭金飞苏艳荣琚飞飞黄维
Owner NANJING UNIV OF POSTS & TELECOMM
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