Iridium complex containing hole transporting functional group, and electroluminescent device of iridium complex

An electroluminescent device, a technology of hole transport, which is applied in the direction of electroluminescent light sources, electric solid devices, compounds containing elements of group 8/9/10/18 of the periodic table, etc., can solve the problem of insufficient thermal stability, Problems such as unsatisfactory energy level structure and triplet-triplet quenching can achieve the effects of improving electrical properties, increasing luminous efficiency, and reducing direct effects

Inactive Publication Date: 2012-09-26
NANJING UNIV OF POSTS & TELECOMM
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] When applied to electroluminescent devices, phosphorescent materials such as iridium complexes often have insufficient thermal stability, luminous intensity needs to be improved, and are prone to serious triplet-triplet quenching, and the energy level structure is not ideal, etc. question

Method used

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  • Iridium complex containing hole transporting functional group, and electroluminescent device of iridium complex
  • Iridium complex containing hole transporting functional group, and electroluminescent device of iridium complex
  • Iridium complex containing hole transporting functional group, and electroluminescent device of iridium complex

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0043] Example 1: Synthesis of N,N,6-triphenylpyridazin-3-amine, abbreviated as NPPya. Diphenylamine (2 mol) was dissolved in anhydrous DMF under nitrogen protection, and NaH (0.07 mol) was added to the solution in portions, and stirred at room temperature for 1 h; 3-chloro-6-phenylpyridazine ( 1.4 mol) was dissolved in DMF to dissolve, then the DMF solution of 3-chloro-6-phenylpyridazine was added to the above solution to react, heated to 50°C and stirred for 12 h, the whole process should be under the protection of nitrogen conduct. After the reaction was completed, water was added, accompanied by the formation of a pale yellow precipitate, which was filtered and dried to obtain a crude product. The crude product was purified by passing through a silica gel column to obtain a pure product.

Embodiment 2

[0044] Example 2: tris(N,N,6-triphenylpyridazin-3-amine)iridium(Ⅲ) , Abbreviated as the synthesis of IrNPPya. in N 2 Under protection, 206 mg (0.64 mmol) of NPPya and 80 mg (0.16 mmol) of iridium triacetylacetonate [Iridium(III) acetylacetonate] were added to 10 mL of glycerol, the temperature was raised to 50 °C, and air was pumped with a vacuum pump. Then the temperature was raised to 175 °C and refluxed for 12 h. The whole process was carried out under the protection of nitrogen. After a large amount of orange-yellow solid precipitated, stop the reaction, cool to room temperature, extract with dichloromethane, distill off the solvent under reduced pressure, wash with a small amount of methanol, and dry in vacuo to obtain an orange-yellow solid powder. Then it was separated by silica gel column chromatography using dichloromethane as the eluent to obtain an orange-yellow solid powder, which was a pure product. The NMR spectrum of IrNPPya is: 1 HNMR (400 MHz, TMS as int...

Embodiment 3

[0045] Example 3: Synthesis of [tris (9-(6-phenylpyridazin-3-yl)-9H-carbazole]iridium (III), referred to as IrCzPPya. in N 2 Under protection, add 126 mg (0.4 mmol) of CzPPya ligand and 48 mg (0.1 mmol) iridium triacetylacetonate [Iridium(III) acetylacetonate] into 6 mL glycerol [Glycerol], heat up to 50 °C, and use a vacuum pump Stir with air, then heat up to 185 °C, and reflux for 12 h. After a large amount of orange-yellow solid precipitated, stop the reaction, cool to room temperature, extract with dichloromethane, distill off the solvent under reduced pressure, wash with a small amount of methanol, and dry in vacuo to obtain an orange-yellow solid powder. Then it was separated by silica gel column chromatography using dichloromethane as the eluent to obtain an orange-yellow solid powder, which was a pure product. The NMR spectrum of IrCzPPya is: 1 H NMR (400MHz, TMS as internal standard, solvent DMSO-d 6 ) δ (ppm) = 8.76 (d, J = 9.2 Hz, 3H), 8.02 (d, J = 6.8 Hz, 3H),...

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Abstract

The invention discloses an iridium complex containing hole transporting functional group and an electroluminescent device of the iridium complex, which are the functional materials and the device structures having application potentials in many respects of the electroluminescent field such as information display, solid illumination and backlight source, etc. A novel ligand is introduced into the complex, wherein the ligand is based on the C^N=N structure and introduced with strong current carrier transporting groups containing N atom as centre, so that not only is the good performance of the complex itself kept but also the electric property of the material is enhanced. The metal iridium complex containing three same ligands is formed by the complexing reaction between the ligands and the metal iridium. Such materials have the advantages of high luminous quantum efficiency, good thermal stability and improved electric property due to the specificity of the structure. The electroluminescent device based on such materials is excellent in performances and is featured with very high application potentials in the fields such as information display, solid illumination and backlight source, and the like.

Description

technical field [0001] The invention belongs to the application field of organic photoelectric materials and electroluminescence, and includes phosphorescent iridium complex materials and electroluminescence devices thereof, which are expected to be applied in the fields of organic electroluminescence display, liquid crystal backlight source, solid lighting and the like. Background technique [0002] Organic Light-emitting Diodes (OLEDs) is a device that uses new organic materials instead of traditional inorganic materials to emit light under current injection. It has a series of advantages such as low working voltage, high luminous brightness and luminous efficiency, fast response speed, self-luminous light, and wide viewing angle, and has great application prospects in information display and solid-state lighting. For example, OLED is hailed as the "star" flat panel display technology of the next generation. Therefore, organic electroluminescent materials and devices have...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D237/20C07D403/04C09K11/06H01L51/54
CPCC07D403/04C09K11/06C07F15/00C07D237/20C07F15/0033H05B33/10C09K2211/1007C09K2211/1011C09K2211/1014C09K2211/1029C09K2211/1044C09K2211/185H10K85/342H10K50/11H10K2101/10
Inventor 密保秀高志强黄维王海珊刘晨
Owner NANJING UNIV OF POSTS & TELECOMM
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