Novel iridium complex with thiocarboxylic acid compound as auxiliary ligand

A technology of iridium complexes and ligands, which is applied in the field of iridium complex light-emitting materials, can solve problems such as carrier imbalance and lower device efficiency, achieve simple preparation methods, improve electron mobility, and increase synthesis and sublimation yields Effect

Active Publication Date: 2018-08-03
马鞍山南京大学高新技术研究院 +1
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0004] As we all know, the hole mobility of the hole layer is much greater than the electron mobility of the electron layer, which will lead to the imbalance of carriers and reduce the device efficiency.

Method used

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  • Novel iridium complex with thiocarboxylic acid compound as auxiliary ligand
  • Novel iridium complex with thiocarboxylic acid compound as auxiliary ligand
  • Novel iridium complex with thiocarboxylic acid compound as auxiliary ligand

Examples

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Effect test

Embodiment 1

[0034] Embodiment 1 Preparation of auxiliary ligand dithiodiphenylcarbamate lithium salt solution

[0035] Reflux lithium hydride, carbon disulfide and diphenylamine in toluene under anaerobic conditions for two hours, add water for extraction after cooling, and obtain a lithium salt solution of dithiodianiline formic acid The yield reached 100%.

[0036] Adopt above-mentioned method to make other lithium thioformate aqueous solution:

Embodiment 2

[0037] The preparation of embodiment 2 iridium complexes of the present invention

[0038] The main ligand 1-(4-(trifluoromethyl)phenyl)isoquinoline and IrCl 3 Reflux 10 hours in the ethoxyethanol solution with the ratio of 2:1, the chlorine bridge complex of iridium obtained by cold filtration; The saline solution was refluxed in ethoxyethanol for two hours to obtain the crude product of the iridium complex, and column chromatography gave 17.85 g of pure product Samc 4 (yield: 92%). And further place 5 grams of Samc 4 in the quartz tube, at 10 -5 Heating and sublimation purification under Pa vacuum conditions obtained 4.6 g of luminescent materials (sublimation rate 92%) that met the requirements for preparing devices. The response looks like this:

[0039]

[0040] Gained iridium complex Samc 4 is analyzed as follows by proton nuclear magnetic resonance spectrum and high-resolution mass spectrometry:

[0041] 1 H NMR (400MHz, CDCl 3 )δ8.58(d, J=8.2Hz, 2H), 8.00(t, J...

Embodiment 3

[0047] Preparation of Example 3 Iridium Complex Samc 4 Organic Electroluminescent Device

[0048] The preparation of the organic electroluminescent device of the present invention will be described below by taking Samc 4 as the luminescent center of the luminescent layer to prepare an organic electroluminescent device as an example. The structure of OLEDs device includes: substrate, anode, hole injection material, hole transport layer, organic light-emitting layer, electron transport layer, electron injection material and cathode. The substrate is glass, the anode is indium tin oxide, and the hole injection layer is 2,3,6,7,10,11-hexacyano-1,4,5,8,9,12-hexaazabenzene Phenanthrene HAT-CN (5nm), the evaporation rate is 0.05nm / s; the hole layer is made of 4,4'-cyclohexylbis[N,N-bis(4-methylphenyl)aniline TAPC material (50nm) , the evaporation rate is 0.05nm / s; the electron transport layer adopts 1,3,5-tris[(3-pyridyl)-3-phenyl]benzene TmPyPb (50nm), the evaporation rate is 0.05n...

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Abstract

The invention relates to a novel iridium complex with a nitrogen heterocyclic ring as a main ligand and a thiocarboxylic acid compound as an auxiliary ligand. The nitrogen heterocyclic ring and a carbon-sulfur group in an iridium complex molecule help to improve the electron mobility of the material and control a luminescence color, so the injection and transmission of holes and electrons are balanced, the current carrier recombination region is broadened, the device efficiency is improved and the efficiency roll-off is reduced. The iridium complex has the advantages of simple synthesis, stable chemical property, easy sublimation and purification, and excellent device performance, and provides convenience for the acquisition of high-efficiency organic electroluminescent devices and application in the technical fields of lighting and display.

Description

technical field [0001] The invention relates to the technical field of organic electroluminescent devices, in particular to a kind of iridium complex luminescent material with thioformic acid compounds as auxiliary ligands and an electroluminescent device using the material. Background technique [0002] Against the background of increasing global energy demand and worrying ecological environment, governments of various countries have vigorously developed sustainable energy-saving technologies and industries based on high technology. Organic Light-emitting Diode (OLED for short), also known as organic light-emitting diode, is a device in which voltage is applied to convert electrical energy into light energy. Since 1987, Dr. Qingyun Deng of Kodak Company of the United States published OLED with low-voltage start-up, high-efficiency and high-brightness small-molecule organic thin-film double-layer structure, the research on electroluminescent materials and devices has aroused...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F15/00C09K11/06H01L51/50H01L51/54
CPCC09K11/06C07F15/0033C09K2211/185H10K85/342H10K50/11
Inventor 郑佑轩王毅潘毅左景林陆光照
Owner 马鞍山南京大学高新技术研究院
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