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Metal complex and application thereof

A technology of metal complexes and compounds, which is applied in the direction of indium organic compounds, platinum group organic compounds, compounds containing group 8/9/10/18 elements of the periodic table, etc., can solve poor color saturation and device performance Unsatisfactory performance, high sublimation temperature, etc.

Active Publication Date: 2020-09-04
GUANGDONG AGLAIA OPTOELECTRONICS MATERIALS
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

For example, the invention patent document CN107973823 discloses a class of iridium compounds of quinolines, but the color saturation and device performance of such compounds, especially the luminous efficiency and device life, need to be improved; the invention patent document CN106459114 discloses a class of β-diketones Iridium compounds coordinated by ligand groups, but the sublimation temperature of such compounds is high, and the color saturation is not good. In particular, the performance of the device is not ideal, and needs to be further improved; the invention patent CN109721628 discloses fluorenyl thienopyrimidine structure compounds and Organic electroluminescent devices and compounds containing the compound

Method used

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  • Metal complex and application thereof
  • Metal complex and application thereof
  • Metal complex and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0072] The synthesis of embodiment 1 compound A1

[0073] Synthesis of ligands L50 and La385:

[0074]

[0075] Synthesis of Compound L50:

[0076] Compound L1-1 (36.0g, 155.3mmol, 1.0eq), L1-2 (23.3g, 155.3mmol, 1.0eq), potassium carbonate (42.9g, 310.7mmol, 2.0eq) and dichlorodi-tert-butyl- (4-Dimethylaminophenyl) phosphopalladium (II) (1.02g, 1.5mmol, 0.01eq) was put into a 1L three-necked flask, and toluene (360ml), ethanol (96ml), deionized water (96ml) were added , vacuum, nitrogen replacement 3 times, under the protection of nitrogen, the temperature was raised to 80°C and the reaction was stirred for 6 hours. TLC monitoring (developing solvent: ethyl acetate / n-hexane=1 / 10), the raw material L1-1 was almost consumed. Cool to room temperature, separate the liquids, wash the organic phase with water (3*180ml), then extract the aqueous phase once with ethyl acetate (150ml), carry out silica gel suction filtration, wash with ethyl acetate until there is no obvious pro...

Embodiment 2

[0087] The synthesis of embodiment 2 compound A2

[0088] Synthesis of ligands La193 and La769:

[0089]

[0090] Synthesis of Compound L4:

[0091] Referring to the synthesis process and post-treatment purification method of compound La385, only the corresponding raw materials need to be changed. Mass spectrum: 366.2 (M+H).

[0092] Synthesis of Compound L5:

[0093] Referring to the synthesis process and post-treatment purification method of compound La385, only the corresponding raw materials need to be changed. Mass spectrum: 414.5 (M+H).

[0094] Synthesis of Compound A2

[0095]

[0096] Synthesis of compound A2-1:

[0097] Referring to the synthesis process and post-treatment purification method of compound A1-1, only the corresponding raw materials need to be changed. Mass spectrum: 712.3 (M+H).

[0098] Synthesis of Compound A2-2:

[0099] Referring to the synthesis process and post-treatment purification method of compound A1-2, only the corresponding ...

Embodiment 3

[0102] The synthesis of embodiment 3 compound A3

[0103]

[0104] Synthesis of compound A3:

[0105] Referring to the synthesis process and post-treatment purification method of compound A1, only the corresponding raw materials need to be changed to obtain the target compound A3 (3.11 g, 50.2%). Sublimated pure A3 (2.17 g, 69.7%) was obtained after sublimation and purification of 3.11 g of crude A3. Mass spectrum: 1193.5 (M+H). 1 H NMR (400MHz, CDCl 3 )δ8.38(d, J=20.0Hz, 2H), 7.94(dd, 2H), 7.72(m, J=5.0Hz, 2H), 7.55(d, J=15.0Hz, 4H), 7.46(m, 2H), 7.39(m, 4H), 7.31(m, 4H), 2.34(s, 6H), 1.88(m, 3H), 1.77(t, J=18.8Hz, 3H), 1.66(m, J=2.2 Hz,5H),1.31(m,4H),1.24(m,4H),1.01(m,J=5.7Hz,8H),0.94(m,12H).

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Abstract

The invention relates to a metal complex and application thereof, and the metal complex has a general formula of Ir (La) (Lb) (Lc), and comprises a structure shown in a formula (1) as a ligand La. Themetal complex has the advantages of good optical and electrical stability, high luminous efficiency, long service life, high color saturation and the like, can be used in organic light-emitting devices, especially as a red light-emitting phosphorescent material, and has the possibility of being applied to the AMOLED industry.

Description

technical field [0001] The invention relates to the technical field of organic electroluminescence, in particular to an organic luminescent material used for an organic electroluminescence device, in particular to a metal complex and its application in an organic electroluminescence device. Background technique [0002] At present, as a new generation of display technology, organic electroluminescent devices (OLEDs) have received more and more attention in both display and lighting technologies, and have a wide application prospect. However, compared with market application requirements, the luminous efficiency, driving voltage, service life and other performances of OLED devices need to be continuously strengthened and improved. [0003] Generally speaking, the basic structure of an OLED device is a thin film of organic functional materials with various functions mixed between metal electrodes, like a sandwich structure. Driven by current, holes and electrons are injected f...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F15/00C09K11/06H01L51/54H01L51/50
CPCC07F15/0033C09K11/06C09K2211/185H10K85/342H10K50/17H10K50/11Y02E10/549H10K2101/10C07F15/00C07B2200/05H10K59/70H10K50/15
Inventor 鄢亮亮戴雷蔡丽菲
Owner GUANGDONG AGLAIA OPTOELECTRONICS MATERIALS
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