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Platinum complex containing ONCN tetradentate ligand and application of platinum complex in organic light emitting diode

A technology of platinum complexes and tetradentate ligands, which is applied in the field of luminescent materials to achieve good thermal stability, improve luminous efficiency and device life.

Active Publication Date: 2021-11-30
GUANGDONG AGLAIA OPTOELECTRONICS MATERIALS
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Metal complex luminescent materials have been applied in industry, but their performance, such as luminous efficiency and service life, still need to be further improved

Method used

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  • Platinum complex containing ONCN tetradentate ligand and application of platinum complex in organic light emitting diode
  • Platinum complex containing ONCN tetradentate ligand and application of platinum complex in organic light emitting diode
  • Platinum complex containing ONCN tetradentate ligand and application of platinum complex in organic light emitting diode

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0049] Synthesis of complex 9

[0050]

[0051] Synthesis of compound 9b:

[0052]1-Bromocarbazole (20g, 81.2mmol), iodobenzene (32g, 162.4mmol), cuprous iodide (1.4g, 8.12mmol), copper powder (0.44g, 8.12mmol), 1,2-cyclohexane Diamine (1.8g, 16.24mmol) and xylene (150ml) were added into the flask, under the protection of nitrogen, the reaction was stirred at 100°C for 12 hours. After the reaction was completed, it was washed twice with toluene (100 mL). The solvent was spun off, and the residue was separated by column chromatography to obtain 6.2 g of a colorless oily product with a yield of 23.7%. 1 H NMR (400MHz, CDCl 3 )δ8.11(d,J=7.7Hz,2H),7.59–7.51(m,4H),7.44(dd,J=7.1,2.3Hz,2H),7.38(d,J=8.2Hz,1H), 7.31(d, J=7.2Hz, 1H), 7.14(t, J=7.7Hz, 1H), 7.07(d, J=8.2Hz, 1H).

[0053] Synthesis of compound 9c:

[0054] Take a 250ml one-mouth bottle, mix 9b (6g, 37.24mmol), 2-methoxypyridine-4-pentanoylboronic acid (10.48g, 44.68mmol), Pd(PPh 3 ) 4 (60mg, 0.52mmol) and potass...

Embodiment 2

[0067] Under a nitrogen atmosphere, weigh about 5.0 mg of a fully dried platinum complex 9 sample, set the heating scan rate to 10°C / min, and the scan range is 25-800°C, and the measured thermal decomposition temperature is 437 (corresponding to 5% thermal weight loss temperature), indicating that complex 9 has very good thermal stability.

Embodiment 3

[0069] Organic light-emitting diodes are prepared by using the complex light-emitting material of the present invention. For the device structure, see figure 1 .

[0070] First, the transparent conductive ITO glass substrate 10 (with the anode 20 on it) is sequentially washed with detergent solution, deionized water, ethanol, acetone, and deionized water, and then treated with oxygen plasma for 30 seconds.

[0071] Then, HATCN was vapor-deposited on the ITO to a thickness of 10 nm as the hole injection layer 30 .

[0072] Then, the compound HT was evaporated to form a hole transport layer 40 with a thickness of 40 nm.

[0073] Then, a luminescent layer 50 with a thickness of 20 nm was evaporated on the hole transport layer, and the luminescent layer was composed of platinum complex 9 (20%) mixed with CBP (80%).

[0074] Then, 40nm thick AlQ was evaporated on the light-emitting layer 3 as the electron transport layer 60.

[0075] Finally, 1nm LiF was vapor-deposited as the ...

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Abstract

The invention relates to a platinum complex containing an ONCN tetradentate ligand and an application of the platinum complex in an organic light emitting diode. The platinum complex is a compound with a structure of a chemical formula (I), and the compound is applied to the organic light-emitting diode, has relatively low driving voltage and relatively high light-emitting efficiency, can remarkably prolong the service life of a device, and has potential to be applied to the field of organic light-emitting devices. The invention also provides an organic photoelectric device which comprises a cathode, an anode and an organic layer, the organic layer is one or more of a hole injection layer, a hole transport layer, a luminescent layer, a hole barrier layer, an electron transport layer and an electron injection layer, and at least one layer in the organic layer contains the compound in the structural formula (I).

Description

technical field [0001] The invention relates to the field of light-emitting materials, in particular to platinum complexes containing ONCN tetradentate ligands and their application in organic light-emitting diodes. Background technique [0002] Organic optoelectronic devices, including but not limited to the following categories: organic light-emitting diodes (OLEDs), organic thin-film transistors (OTFTs), organic photovoltaic devices (OPVs), light-emitting electrochemical cells (LCEs) and chemical sensors. [0003] In recent years, OLEDs, as a lighting and display technology with great application prospects, have attracted extensive attention from academia and industry. OLEDs devices have the characteristics of self-luminescence, wide viewing angle, short response time, and flexible devices can be prepared, and become a strong competitor in the next generation of display and lighting technologies. However, OLEDs still have problems such as low efficiency and short lifespa...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F15/00C07D401/14C07D471/04C07D487/04C07D495/04C07D491/048C09K11/06H01L51/50H01L51/54
CPCC07F15/0086C07D401/14C07D471/04C07D487/04C07D495/04C07D491/048C09K11/06C09K2211/185C09K2211/1029C09K2211/1033C09K2211/1037C09K2211/1044C09K2211/1059H10K85/346H10K85/654H10K85/6572H10K85/657H10K50/16H10K50/11H10K85/00Y02E10/549H10K2101/10H10K85/342H10K99/00
Inventor 李慧杨戴雷蔡丽菲
Owner GUANGDONG AGLAIA OPTOELECTRONICS MATERIALS
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