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Organometallic iridium complex phosphorescent material containing coumarin skeleton and preparation method thereof

A technology of coumarin skeleton and iridium complexes, applied in indium organic compounds, platinum group organic compounds, compounds containing elements of Group 8/9/10/18 of the periodic table, etc., can solve problems such as limiting the application of OLED technology , to achieve the effect of strong luminescence characteristics and easy synthesis

Active Publication Date: 2020-12-08
山西绿普光电新材料科技有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Traditional fluorescent materials can only use 25% of the singlet excitons generated in the device to emit light, and the external quantum efficiency of the device is usually less than 5%, which severely limits the application of OLED technology

Method used

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  • Organometallic iridium complex phosphorescent material containing coumarin skeleton and preparation method thereof
  • Organometallic iridium complex phosphorescent material containing coumarin skeleton and preparation method thereof
  • Organometallic iridium complex phosphorescent material containing coumarin skeleton and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0056] A red phosphorescent organic electroluminescent material IrC5 containing a coumarin skeleton, the chemical formula is: C 33 H 23 IrN 2 O 6 , the molecular structure is:

[0057]

[0058] Refer to the attached figure 1 and attached figure 2 , the specific operation process is as follows:

[0059] step one

[0060]

[0061] (1) Weigh 5.2g DL-malic acid (38.78mmol) into a SCHLENK reaction tube, N 2 Under the atmosphere, 10 g of m-bromophenol (58.17 mmol) was added, 13 mL of concentrated sulfuric acid with a mass fraction of 98% was added dropwise with stirring in an ice bath, and the reaction was stirred at 120° C. for 6 h. After the reaction was completed, it was cooled to room temperature, and the reaction solution was slowly dropped into stirring saturated brine, filtered to obtain a solid, which was redissolved in dichloromethane, washed three times with water, and the organic phase was dried over anhydrous sodium sulfate and concentrated. It was separat...

Embodiment 2

[0077] A red phosphorescent organic electroluminescent material IrC7 containing a coumarin skeleton, the chemical formula is: C 33 H 23 IrN 2 O 6 , the molecular structure is:

[0078]

[0079] Refer to the attached figure 1 and attached figure 2 , the specific operation process is as follows:

[0080] step one

[0081] (1) the organometallic iridium complex phosphorescent material containing the coumarin skeleton that this embodiment finally synthesizes shares the reaction process of step one (1) in embodiment one with embodiment one, because step one (1) in embodiment one 1) Two kinds of products of Br-C5 and Br-C7 can be obtained at the same time, so step one (1) in the specific operation process in this embodiment is omitted here, and step one (2) in the operation process is directly listed, but It does not mean that the above-mentioned step one (1) is not included in the operation process of the coumarin skeleton-containing organometallic iridium complex phosph...

Embodiment 3

[0096] An orange phosphorescent organic electroluminescent material AIrC7 containing a coumarin skeleton, the chemical formula is: C 33 H 23 IrN 2 O 6 , the molecular structure is:

[0097]

[0098] Refer to the attached figure 1 and attached figure 2 , the specific operation process is as follows:

[0099] The organometallic iridium complex phosphorescent material containing coumarin skeleton finally synthesized in this example and Example 2 share the reaction process of Step 1 in Example 2, because Example 3 and Example 2 are L-C7 and The two coordination isomers that the hydrated iridium trichloride reaction produces, therefore the step one in the concrete operation process in this example is omitted here, directly lists the step two in the operation process, but does not mean that in this example. The above-mentioned step 1 is not included in the operation process of the organometallic iridium complex phosphorescent material containing a coumarin skeleton.

[01...

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Abstract

An organometallic iridium complex phosphorescent material containing a coumarin skeleton and a preparation method thereof, by introducing the coumarin skeleton into a traditional 2-phenylpyridine ligand, by controlling the change of the substitution position and adopting an asymmetric structure type Simultaneously realize the dual control of the luminous wavelength and luminous efficiency of the obtained iridium complex, and obtain an organic electrophosphorescent material with a simple structure and excellent performance. The present invention utilizes the highly rigid coumarin skeleton structure, which is simple, easy to synthesize, and strong luminescent properties and other characteristics, realize the dual control of the luminous wavelength and luminous efficiency of the obtained iridium complex.

Description

technical field [0001] The invention relates to the field of organic electroluminescence, in particular to an organometallic iridium complex phosphorescent material containing a coumarin skeleton and a preparation method thereof. Background technique [0002] Organic electroluminescence refers to the phenomenon that organic light-emitting materials transition from the ground state to the excited state under the excitation of the applied electric field, and then radiate and emit light in the process of returning from the excited state to the ground state. Electroluminescence is different from photoluminescence. The statistical law of carrier spin shows that the ratio of singlet excitons to triplet excitons generated in organic electroluminescent devices (OLEDs) is about 1:3. Traditional fluorescent materials can only utilize 25% of the singlet excitons generated in the device to emit light, and the external quantum efficiency of the device is usually less than 5%, which seve...

Claims

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Application Information

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IPC IPC(8): C07F15/00C09K11/06H01L51/54
CPCC09K11/06C07F15/0033C09K2211/185H10K85/342
Inventor 周桂江冯钊杨晓龙
Owner 山西绿普光电新材料科技有限公司
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