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Red organic electrophosphorescent platinum complex and application thereof in OLED device

A platinum complex, electromechanical technology, applied in platinum-based organic compounds, platinum-group organic compounds, electric solid devices, etc., can solve problems such as unsatisfactory life performance, and achieve good industrialization prospects, good material stability, and narrow spectrum. The effect of the width at half maximum

Inactive Publication Date: 2021-07-16
JIANGSU SUNERA TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The Forrest group used platinum octaethylporphyrin (PtOEP) to dope the small molecule host material 8-hydroxyquinoline aluminum to make a red electrophosphorescent device, and the external quantum efficiency reached 4%. So far, the research on electrophosphorescence has been greatly improved Attention, but the lifetime performance of the existing organic electrophosphorescent complexes is not ideal, and needs to be further improved

Method used

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  • Red organic electrophosphorescent platinum complex and application thereof in OLED device
  • Red organic electrophosphorescent platinum complex and application thereof in OLED device
  • Red organic electrophosphorescent platinum complex and application thereof in OLED device

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0049] The synthesis of embodiment 1 compound A1

[0050] The chemical reaction scheme is as follows:

[0051]

[0052] In a 250ml three-neck flask, under the protection of nitrogen, add 0.01mol raw material D-1, 0.012mol raw material C-1, 150ml toluene and stir to mix, then add 5×10 -5 molPd 2 (dba) 3 , 5×10 -5 mol P(t-Bu) 3 , 0.03mol potassium tert-butoxide, heated to 105°C, refluxed for 24 hours, sampled on the plate, showed no bromide remaining, and the reaction was complete; naturally cooled to room temperature, filtered, the filtrate was rotary evaporated to no fraction, passed through a neutral silica gel column , the target product was obtained, the HPLC purity was 99.83%, and the yield was 81.1%. Elemental analysis structure (molecular formula C 59 h 48 N 6 ): Theoretical value: C, 84.26; H, 5.75; N, 9.99; Test value: C, 84.27; H, 5.77; N, 9.98. LC-MS: Theoretical: 840.39, Found: 840.41.

[0053] Synthesize intermediate A-1 from raw material C-1 and raw mat...

Embodiment 2

[0059] The synthesis of embodiment 2 compound 1

[0060]

[0061] In a 200ml three-necked flask, 0.01mol intermediate A-1, 0.015mol PtCl 2 (DMSO) 2 Add 0.02mol of sodium carbonate to 50mL of 1,2-dimethoxyethane, heat and reflux at 130°C for 24 hours, the reaction is complete, naturally cool to room temperature, add 70mL of water, extract with dichloromethane, collect the organic phase, Purification by silica gel column afforded compound 1. HPLC purity 99.3%, yield 55.4%. Elemental analysis (molecular formula C 59 h 46 N 6 Pt): Theoretical C, 68.53; H, 4.48; N, 8.13; Pt, 18.86; Found: C, 68.55; H, 4.50; N, 8.14; LC-MS: The theoretical value is 1033.34, and the measured value is 1033.36.

Embodiment 3

[0062] The synthesis of embodiment 3 compound 5

[0063]

[0064] The synthesis process of compound 4 is consistent with that of Example 2, except that intermediate A-1 is replaced by intermediate A-2. HPLC purity 99.2%, yield 58.4%. Elemental analysis (molecular formula C 59 h 46 N 6 Pt): Theoretical C, 68.53; H, 4.48; N, 8.13; Pt, 18.86; Found: C, 68.54; H, 4.49; N, 8.15; LC-MS: The theoretical value is 1033.34, and the measured value is 1033.37.

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Abstract

The invention discloses a red organic electrophosphorescent platinum complex and an application thereof in an OLED device, and belongs to the technical field of semiconductors. The structure of the red organic electrophosphorescent platinum complex is shown as a general formula (1). The invention also discloses an application of the red organic electrophosphorescent platinum complex in OLED devices. The red organic electrophosphorescent platinum complex provided by the invention takes metal platinum as a structural core, has relatively high luminous efficiency, relatively low triplet state lifetime, relatively narrow spectrum half-peak width and good material stability, and can improve the luminous efficiency and prolong the service life of a device when being applied to an OLED device as a luminescent layer doping material. The red organic electrophosphorescent platinum complex disclosed by the invention has a good application effect in OLED luminescent devices, and has a good industrialization prospect.

Description

technical field [0001] The invention relates to the technical field of semiconductors, in particular to a red organic electrophosphorescent platinum complex and its application in OLED devices. Background technique [0002] Research on improving the performance of OLED light-emitting devices includes: reducing the driving voltage of the device, improving the luminous efficiency of the device, and increasing the service life of the device. In order to realize the continuous improvement of the performance of OLED devices, not only the innovation of OLED device structure and manufacturing process is required, but also the continuous research and innovation of OLED photoelectric functional materials to create higher-performance OLED functional materials. [0003] Organic electroluminescent materials are divided into two categories: organic electroluminescent materials and organic electrophosphorescent materials. Among them, organic electroluminescence is the result of radiation...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F15/00C09K11/06H01L51/54H01L51/50
CPCC07F15/0086C09K11/06C09K2211/185C09K2211/1059C09K2211/1044C09K2211/1048C09K2211/1062C09K2211/1051C09K2211/1074H10K85/346H10K50/12
Inventor 殷梦轩叶中华李崇张兆超
Owner JIANGSU SUNERA TECH CO LTD
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