Red light-emitting organic electrophosphorescent material iridium complex, its preparation method and organic electroluminescent device

A technology of phosphorescent materials and metal iridium, which is applied in the direction of luminescent materials, electric solid devices, organic chemistry, etc., can solve the problems of limited carrier transport, poor stability, and low luminous efficiency, and achieve increased solubility and good red High luminous color purity and high luminous efficiency

Inactive Publication Date: 2014-08-06
OCEANS KING LIGHTING SCI&TECH CO LTD +2
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

At present, the main ligands used to obtain high-efficiency red light in iridium complexes are mainly benzothiophene and quinoline, but these ligands are not only difficult to synthesize, but also limit the transport of carriers. Organic electroluminescent devices have low luminous efficiency, poor stability and short life

Method used

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  • Red light-emitting organic electrophosphorescent material iridium complex, its preparation method and organic electroluminescent device
  • Red light-emitting organic electrophosphorescent material iridium complex, its preparation method and organic electroluminescent device
  • Red light-emitting organic electrophosphorescent material iridium complex, its preparation method and organic electroluminescent device

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0059] A red light organic electrophosphorescent material metal iridium complex tris[1-methoxy-4-phenylphthalazine-N,C 2 '] iridium, with 1-methoxy-4-phenylphthalazine as the ring metal ligand, as shown in the following structural formula:

[0060]

[0061] Wherein, the R group is a hydrogen atom (not shown in the structural formula), and the structural formula of the cyclic metal ligand is:

[0062]

[0063] The preparation method of the above-mentioned red light organic electrophosphorescent material metal iridium complex, comprises the following steps:

[0064] (1) Provide compound A and compound B1 represented by the following structural formulas:

[0065]

[0066] (2) Synthesis of cyclometallic ligand 1-methoxy-4-phenylphthalazine

[0067]

[0068] Under nitrogen protection, 0.78 g (4.0 mmol) 1-methoxy-4-chlorophthalazine (ie compound A), 0.59 g (4.8 mmol) phenylboronic acid (ie compound B1) and 0.23 g (0.20 mmol) tetra (Triphenylphosphine) palladium was di...

Embodiment 2

[0090] A red light organic electrophosphorescent material metal iridium complex tris[1-methoxy-4-(6'-methylphenyl)phthalazine-N,C 2 '] iridium, with 1-methoxy-4-(2'-methylphenyl) phthalazine as the ring metal ligand, as shown in the following structural formula:

[0091]

[0092] Wherein, the R group is methyl, and the structural formula of the cyclometallic ligand is

[0093]

[0094] The preparation method of the above-mentioned red light organic electrophosphorescent material metal iridium complex, comprises the following steps:

[0095] (1) Provide compound A and compound B2 represented by the following structural formulas:

[0096]

[0097] (2) Synthesis of cyclometallic ligand 1-methoxy-4-(2'-methylphenyl)phthalazine

[0098]

[0099] Under nitrogen protection, 0.78 g (4.0 mmol) 1-methoxy-4-chlorophthalazine (ie compound A), 1.09 g (8 mmol) 2-methylphenylboronic acid (ie compound B2) and 0.23 g (0.20 mmol) tetrakis (triphenylphosphine) palladium is dissolv...

Embodiment 3

[0120] A red light organic electrophosphorescent material metal iridium complex tris[1-methoxy-4-(5'-methylphenyl)phthalazine-N,C 2 '] iridium, with 1-methoxy-4-(3'-methylphenyl) phthalazine as the ring metal ligand, as shown in the following structural formula:

[0121]

[0122] Wherein, the R group is methyl, and the structural formula of the cyclometallic ligand is

[0123]

[0124] The preparation method of the above-mentioned red light organic electrophosphorescent material metal iridium complex, comprises the following steps:

[0125] (1) Provide compound A and compound B3 represented by the following structural formulas:

[0126]

[0127] (2) Synthesis of cyclometallic ligand 1-methoxy-4-(3'-methylphenyl)phthalazine

[0128]

[0129] Under nitrogen protection, 0.78 g (4.0 mmol) 1-methoxy-4-chlorophthalazine (ie compound A), 0.55 g (4 mmol) 3-methylphenylboronic acid (ie compound B3) and 0.14 g (0.20 mmol) dichlorobis(triphenylphosphine) palladium was diss...

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Abstract

The invention discloses a red light-emitting organic electrophosphorescent material iridium complex having a structure shown in the formula (P), and in the formula, an R group represents a hydrogen atom or methyl. The invention also provides a preparation method of the iridium complex and an organic electroluminescent device containing the iridium complex. The red light-emitting organic electrophosphorescent material iridium complex comprises 1-methoxy-4-phenylphthalazine having large planar rigidity as a main ligand, has good red light color purity, is conducive to balance of charge transmission of the organic electroluminescent device, and improves luminescence efficiency and a service life of the organic electroluminescent device. Through use of a methoxy group of the phthalazine group, iridium complex dissolvability is improved, iridium complex synthesis difficulty is reduced and purification is more easy.

Description

technical field [0001] The invention belongs to the field of organic electroluminescence, in particular to a red light organic electroluminescence material metal iridium complex, a preparation method and an organic electroluminescence device. Background technique [0002] An organic electroluminescent device (OLED) is a current-mode semiconductor light-emitting device based on organic light-emitting materials. OLED has attracted more and more attention in the field of lighting and flat panel display because of its high luminous efficiency, low driving voltage, wide viewing angle, wide selection range of luminous color, simple fabrication process, and easy realization of full-color and flexible display. . [0003] The light-emitting materials of OLEDs can be divided into two types: fluorescent materials and phosphorescent materials. Due to the limitation of spin statistics theory, the theoretical quantum efficiency limit of fluorescent materials is only 25%, which greatly l...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F15/00C09K11/06H01L51/54
Inventor 周明杰王平张娟娟冯小明
Owner OCEANS KING LIGHTING SCI&TECH CO LTD
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