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Iridium Complexes and Organic Electroluminescent Devices

A technology of iridium complexes and organic light-emitting layers, applied in the fields of electric solid-state devices, organic chemistry, light-emitting materials, etc., can solve the difficulty of synthesis and purification of target complexes, increase the difficulty of synthesis and purification, and weaken the ability of ligand coordination and other issues, to achieve the effect of increasing interaction, reducing the influence of steric hindrance effect, and overcoming efficiency roll-off

Active Publication Date: 2020-10-16
TSINGHUA UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, this strategy often encounters difficulties in the synthesis and purification of target complexes with the further increase of the ligand conjugation degree.
This problem is mainly caused by two reasons: on the one hand, the increase of π conjugation weakens the coordination ability of the ligand; on the other hand, the ligand with increased π conjugation may also increase the number of coordination sites, resulting in the increase of by-products and thus the The difficulty of large synthesis and purification

Method used

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  • Iridium Complexes and Organic Electroluminescent Devices
  • Iridium Complexes and Organic Electroluminescent Devices
  • Iridium Complexes and Organic Electroluminescent Devices

Examples

Experimental program
Comparison scheme
Effect test

preparation example Construction

[0101] The preparation method of the L ligand in the iridium complex is as follows The preparation method of is illustrated as an example. Other L ligands can be obtained by changing the diphenyl iodate with substituents and adding cyano groups with the same or different substituents twice, and will not be repeated here.

[0102] When the L ligand is , the L ligand can be prepared according to the following route:

[0103]

[0104] Specific process: 2 mmol (mmol) Ph 2 IPF 6 , 2mmol thiophenecarbonitrile and 0.4mmol Cu(OTf) 2 Soluble in 1,2-dichloroethane, N 2 Heating to reflux at 120°C for 2h (hour) under (nitrogen) atmosphere, then, cooling to room temperature, continue to add 2 times the equivalent (ie 4mmol) of thiophenecarbonitrile, heating to reflux at 120°C for 12h, after the reaction, cool the reaction liquid to room temperature, add Anhydrous K 2 CO 3 , the organic phase was extracted with dichloromethane, anhydrous Na 2 SO 4 Dry the organic phase, filte...

Embodiment 1

[0106] Embodiment 1: the preparation of iridium complex C1

[0107] The iridium complex C1 can be prepared according to the following route:

[0108]

[0109] The specific process is as follows: take 1.472g (5.0mmol) of the main ligand L and 0.975g (2.0mmol) of iridium trichloride, add 40mL of ethylene glycol methyl ether and ionized water with a volume ratio of 3:1 as solvents, and put them under the protection of nitrogen. Heat it in an oil bath to 110°C under reflux and stir for 24h. After the reaction, the reaction solution was cooled to room temperature, filtered with suction, and the filter cake was collected. After the filtrate was discarded, the filter cake was rinsed with ethanol and a large amount of ether successively. Finally, dichloromethane was used to dissolve the filter cake, the filtrate was collected, the solvent was removed by rotary evaporation, and the mixture was dried in vacuum at 60°C for 5 hours to finally obtain 0.98 g of dark red solid with a yi...

Embodiment 2

[0114] Embodiment 2: the preparation of iridium complex C2

[0115] This example is basically the same as Example 1, except that sodium tetrakis(3,5-bis(p-trifluoromethylphenyl))borate is used instead of ammonium hexafluorophosphate, and the product yield is 35%.

[0116] ESI-MS (electrospray ionization mass spectrometry) [m / z]: 935 [M-BArF 24 ] + .

[0117] Elemental analysis (C 58 h 29 BF 24 IrN 4 S 2 ): Anal. Calcd (theoretical): C, 49.42; H, 2.13; N, 4.67; Found (measured): C, 49.53; H, 2.21; N, 4.71.

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Abstract

The invention discloses an iridium complex. In the iridium complex, R1-R5 are independently chosen from one of hydrogen atom, alkyl group of which carbon number is 1-10, alkoxy of which the carbon number is 1-10, alkyl amino of which the carbon number is 1-10, carbazolyl, fluorine atom, helium atom, trifluoromethyl and aeromatic base of which the carbon number is 4-18 respectively; Ar perssad is chosen from one of aryl group of which the carbon number is 4-18 and heterocyclic aryl of which the carbon number is 4-18; X is a bidentate ligand. The invention also relates to an organic electroluminescence which uses the iridium complex.

Description

technical field [0001] The invention relates to an iridium complex and an organic electroluminescent device using the iridium complex. Background technique [0002] Organic electroluminescence refers to a luminescence phenomenon in which organic materials convert electrical energy into light energy under the action of an electric field. Organic electroluminescent devices are devices based on organic materials that convert electrical energy into light energy. [0003] In 1997, Forrest et al. found that organic electroluminescent devices based on phosphorescent materials could effectively utilize the triplet excitons generated by electro-excitation, thus bringing the research of organic electroluminescent materials into a new stage. Among them, phosphorescent materials using heavy metals such as iridium and platinum as central metal atom complexes can effectively utilize singlet and triplet excitons, thereby achieving 100% internal quantum efficiency in organic electrolumines...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07F15/00C09K11/06H01L51/54
Inventor 乔娟陈超辛利君苏湘薛杰
Owner TSINGHUA UNIV
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