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Iridium complex taking sulfo aromatic ring/aromatic heterocyclic phosphate compound as auxiliary ligand

A technology of iridium complexes and aromatic heterocycles, which is applied in the field of iridium complex light-emitting materials, can solve the problems of reducing device efficiency and carrier imbalance, and achieve the effects of improving electron mobility, simple preparation method, and high yield

Active Publication Date: 2018-09-04
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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  • Iridium complex taking sulfo aromatic ring/aromatic heterocyclic phosphate compound as auxiliary ligand
  • Iridium complex taking sulfo aromatic ring/aromatic heterocyclic phosphate compound as auxiliary ligand
  • Iridium complex taking sulfo aromatic ring/aromatic heterocyclic phosphate compound as auxiliary ligand

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Experimental program
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Effect test

Embodiment 1

[0035] Embodiment 1 Preparation of auxiliary ligand thiodipyridyl sodium phosphate aqueous solution

[0036] 2-bromopyridine and phosphorus trichloride (3:1) were refluxed in toluene under anaerobic conditions for two hours. Reflux for two hours under conditions, and stir in aqueous sodium hydroxide solution for two hours to obtain sodium thiodipyridylphosphate aqueous solution The yield reached 100%.

[0037] The above method can be used to prepare other thioaromatic / aromatic heterocyclic phosphoric acid compound sodium salt solutions:

[0038]

[0039]

[0040]

Embodiment 2

[0041] The preparation of embodiment 2 iridium complexes of the present invention

[0042] The main ligand 2-(2,4-difluorophenyl)pyridine and IrCl 3 Reflux 10 hours in ethoxyethanol solution with the ratio of 2:1, the chlorine bridge complex that obtains iridium by cold filtration; The crude product of the iridium complex was obtained by reflux in oxyethanol for two hours, and 14.70 g of pure product Sdpp 1 was obtained by column chromatography (yield: 91%). and further placed 5 g of Sdpp 1 in a 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:

[0043]

[0044] Gained iridium complex Sdpp 1 is analyzed as follows by proton nuclear magnetic resonance spectrum and high resolution mass spectrometry:

[0045] 1 H NMR (400MHz, CDCl 3 )δ8.70(d,1H),8.60(t,J=7.4Hz,3H),7.91(d,J=4.3Hz,2H),7.86(dd,J=4.3H...

Embodiment 3

[0054] Embodiment 3 Preparation of iridium complex Stpip 1 organic electroluminescent device

[0055] The preparation of the organic electroluminescent device of the present invention will be described below by taking Sdpp 1 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...

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Abstract

The invention relates to a novel iridium complex taking heterocyclic nitrogen as a main ligand and taking a sulfo aromatic ring / aromatic heterocyclic phosphate compound as an auxiliary ligand. The heterocyclic nitrogen and phosphorus-sulfur groups in iridium complex molecules are helpful for increasing the electron mobility of a material and regulating the luminescence color, injection and transmission of cavity and electrons can be balanced, a composite area of a carrier is widened, the equipment efficiency is increased, and the efficiency roll-off is reduced. The iridium complex has the advantages of simple synthesis, stable chemical properties, easy sublimation purification, and excellent equipment performance, and provides convenience for acquiring a high-efficiency organic electroluminescent device and an application of the high-efficiency organic electroluminescent device in the fields of illumination and display.

Description

technical field [0001] The invention relates to the technical field of organic electroluminescent devices, in particular to a class of iridium complex light-emitting materials with thioaromatic / aromatic heterocyclic phosphoric acid compounds as auxiliary ligands and electroluminescent devices using the materials. 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 electrolumine...

Claims

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Application Information

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IPC IPC(8): C07F15/00C09K11/06H01L51/54
CPCC09K11/06C07F15/0033C09K2211/1059C09K2211/1044C09K2211/1029C09K2211/1037H10K85/342
Inventor 郑佑轩王毅潘毅左景林吴正光陆军建
Owner 马鞍山南京大学高新技术研究院
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