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Stable electroluminescent red luminescent material and its prepared organic electroluminescent device

A technology for electroluminescent devices and organic light-emitting devices, which can be applied in the fields of light-emitting materials, electro-solid devices, organic chemistry, etc., and can solve the problems that light-emitting metal iridium complexes cannot reach deep red.

Active Publication Date: 2019-06-21
GUANMAT OPTOELECTRONICS MATERIALS INC
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0029] But the described luminescent metal iridium complexes can not reach the deep red effect

Method used

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  • Stable electroluminescent red luminescent material and its prepared organic electroluminescent device
  • Stable electroluminescent red luminescent material and its prepared organic electroluminescent device
  • Stable electroluminescent red luminescent material and its prepared organic electroluminescent device

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0074] Embodiment 1: the synthesis of compound A7

[0075]

[0076] Two: synthesis process:

[0077] STEP1:; Synthesis of Intermediate C

[0078] 1: See Table 1 for feed ratio

[0079]

[0080] 2: Experimental steps:

[0081] 1: Weigh 10 grams of 2-amino-5-bromoacetophenone into a 250mL round bottom flask, add 7.7 grams of 2,3-dihydrochromen-4-one and 20 grams of trimethylchlorosilane, Finally, measure 100 mL of DMF in the flask with a graduated cylinder, N 2 Warm up to 100°C under protection and stir overnight.

[0082] 2: stop the reaction and cool down to room temperature, a large amount of brown precipitate is produced, vacuum filtration to obtain a solid, then pour the solid into distilled water and stir for 30min, vacuum filtration, ethanol washing to obtain the final product, put into an oven and dry to obtain 12 grams of product, yield = 80%, purity 99.19%.

[0083] STEP2: Synthesis of Intermediate D

[0084] 1: Feed Ratio Table 2

[0085]

[0086] ...

Embodiment 2

[0108] Embodiment 2: According to the synthesis principle similar to Example 1, other compounds listed in the following table are obtained and are characterized in the following table 5:

[0109]

[0110]

[0111]

Embodiment 3

[0112] Embodiment 3. OLED device application example:

[0113] Device structure see attached figure 1As shown, 107 is a conductive lead cathode (cathode), 106 is an EIL electron injection layer, 105 is an EIL electron transport layer, and 104 is an EML light-emitting layer; 103 is a HIL hole transport layer; 102 is a HIL hole injection layer; 101 is ITO substrate anode (anode);

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PUM

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Abstract

A stable electroluminescence red luminescent material is characterized in that: the material has the structure of the following chemical formula (I): (I) wherein, M=Ir or Eu; m=1-3, L is containing C, N and O Bidentate chelating auxiliary ligand; R1‑R8 is H, D, F, alkyl, alkoxy, fluoroalkyl, silyl, cycloalkyl, cycloalkoxy with less than 12 carbon atoms, ‑CN, ‑NO2, or phenyl, alkyl substituted phenyl, thienyl, alkyl substituted thienyl, fluorenyl, alkyl substituted fluorenyl, carbazolyl, alkyl substituted carbazolyl; X=O, S, Se ,Si;n=1~7.

Description

[0001] Technical field: [0002] The invention relates to a stable electroluminescent red luminescent material, that is, a red-emitting metal complex and an organic electroluminescent device prepared therefrom. The disclosed compound adopts a covalent bonding method, so that the quinoline and benzene ring in the light-emitting ligand become a more stable structure without changing the light-emitting characteristics, which can be applied to organic light-emitting OLED devices and improve the application of light-emitting OLED display devices performance. [0003] Background technique: [0004] Organic semiconductor materials are new optoelectronic materials, and its large-scale research originated in 1977 by Hideki Shirakawa, A. Heeger and A. McDiamid jointly discovered doped polyacetylene with conductivity up to copper level. Subsequently, in 1987, C.Tang of Kodak Company invented the organic small molecule light-emitting diode (OLED), and in 1990, R.Friend and A.Holmes of Cam...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07F15/00C09K11/06H01L51/54
CPCC09K11/06C07F15/0033C09K2211/185H10K85/342H10K85/40
Inventor 李晓常李铮铮
Owner GUANMAT OPTOELECTRONICS MATERIALS INC