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Phosphorescent metallo complexes and organic electrophosphorescent device prepared by electrochemical deposition

A technology of metal complexes and phosphorescent devices, applied in the application of organic electrophosphorescent devices, phosphorescent metal complexes, light-emitting layer thin films, can solve the problems of complex manufacturing process, high equipment cost, high equipment and raw material cost

Inactive Publication Date: 2009-02-04
JILIN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

One of the doping methods is to deposit the phosphorescent material and the charge transport host material to form a film by vacuum co-evaporation. The phosphorescent film prepared by this method has good flatness and uniformity, but the manufacturing process is complicated, and the cost of equipment and raw materials is high. high and time consuming
Another method is to dope the phosphorescent dye into the polymer system to make the light-emitting layer by spin-coating. This solution-based processing technology has low cost of equipment and raw materials, and the manufacturing process is simple. Unfortunately, this method does not It is easy to prepare large-area films, and the flatness and uniformity of the produced films need to be improved, resulting in a significant reduction in the efficiency of the final device compared to the evaporation method
In addition, there is also a new emerging inkjet printing technology that is developing rapidly and is gradually being applied in the OLED field. This technology uses micro-piezoelectric printing technology to spray ink in a mechanical way to spray luminescent materials where needed. It solves the problem of large-screen and high-definition electroluminescent devices, but at the same time, it also has the problem of high equipment cost

Method used

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  • Phosphorescent metallo complexes and organic electrophosphorescent device prepared by electrochemical deposition
  • Phosphorescent metallo complexes and organic electrophosphorescent device prepared by electrochemical deposition
  • Phosphorescent metallo complexes and organic electrophosphorescent device prepared by electrochemical deposition

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0081] Example 1: Phosphorescent metal ruthenium complex Ru(bpy) containing electroactive groups 2 (tkdpbpy)(AsF 6 ) 2 Synthesis

[0082]

[0083] synthetic route

[0084]

[0085] 1. Synthesis of (3,5-di-(hexyloxy-6-(N-carbazole))-phenylmethanol

[0086] 422.7mg (3mmol) 3,5-dihydroxyl-phenylcarbinol, 2g (6mmol) N-(6-bromo-hexane)-carbazole, 81.2mg (0.3mmol) 18-crown-6, 916.8mg (6.6 mmol) potassium carbonate was reacted in 50ml acetone solvent for 40 hours. The resulting liquid was extracted with dichloromethane, and the organic phase was separated by a column using dichloromethane as the eluent to obtain a colorless oily liquid product with a yield of 84%. of the compound 1 H NMR is as follows: 1 H NMR (500MHz, CDCl 3 ): δ8.11-8.09 (d, 4H, Ar-H-car), δ7.47-7.44 (t, 4H, Ar-H-car), δ7.41-7.39 (d, 2H, Ar-H- car), δ7.47-7.44(t, 4H, Ar-H-car), δ6.46(s, 2H, Ar-H), δ6.32-6.31(s, 1H, Ar-H), δ4. 60(s, 2H, CH 2 ), δ4.33-4.30 (t, 4H, CH 2 ), δ3.90-3.87 (t, 4H, CH 2 ),...

Embodiment 2

[0094] Example 2: Electrochemical preparation of luminescent film

[0095] 1. Preparation of supporting electrolyte solution

[0096] (4,4'-dicarboxylic acid-(3,5-bis-(hexyloxy-6-(N-carbazole)))-phenylmethyl ester bipyridine)-bipyridine ruthenium hexa Fluoroarsenate is used as the guest material, and TCPC is used as the host material (the material structure is shown in the following formula, and its synthesis method is referred to Chinese patent: 200610016555.0, "Preparation of organic light-emitting thin films by electrochemical deposition and its application in electroluminescent devices"). The two are dissolved together in the electrolyte solution, the mass ratio of the guest material to the host material is 20%:80%, the concentration of TCPC in the electrolyte solution is 1 mg / ml, and the supporting electrolyte is tetrabutylammonium hexafluorophosphate with a concentration of 0.1 mol / liter, the electrolytic solvent is a mixed solution of acetonitrile and dichloromethane, ...

Embodiment 3

[0108] Example 3: Preparation of high-efficiency electroluminescent devices using electropolymerized thin films

[0109] 1. Fabrication of multilayer electroluminescent devices

[0110] In order to obtain high-efficiency devices, we use vacuum evaporation of electron transport and hole blocking materials on the electrochemically deposited film to balance the ratio of electrons and holes, increase the recombination probability of carriers in phosphorescent molecules, and improve luminescence efficiency. The specific embodiment is as follows: the cleaned electrochemically deposited film is dried under vacuum condition for 1 hour at a temperature of 25°C. Obtain the dry film under vacuum condition, vapor-deposit 2,9-dimethyl-4,7-diphenylphenanthroline (BCP) as the hole blocking layer of electroluminescent device, the thickness of vapor-deposited BCP is 50nm . Then vapor-deposit three (8-hydroxyquinoline) aluminum (Alq 3 ) as the electron transport layer of the electroluminesc...

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Abstract

The present invention relates to the field of organic luminescence, in particular to a phosphorescent metal complex containing electroactive radical and an application of the complex in an organic electrophosphorescent device. By utilizing the method of electrochemical deposition, the complex is prepared into a stable, firm film which is used as the luminous layer of the organic electrophosphorescent device. The structural formula of the complex is shown as follows: X is electroactive units; Z is the metal complex serving as a phosphorescence-emitting center; the X and the Z are connected together by a Y chain; m represents the number of the electroactive units. The phosphorescent metal complex containing the electroactive radical, which is prepared by the present invention, is characterized by stable chemical and electrochemical properties and can still stably illuminate after the electrochemical process of repetitive oxidation reduction; the film prepared by electrochemical codeposition is uniform and cannot easily be washed off; the organic electrophosphorescent device prepared with the deposited film shows good device performance and has a wide application prospect.

Description

technical field [0001] The invention belongs to the field of organic luminescence, and specifically relates to a kind of phosphorescent metal complexes containing electroactive groups, and the application of light-emitting layer films prepared by the complexes by an electrochemical deposition method in organic electrophosphorescent devices. Background technique [0002] Today, with the rapid development of optoelectronic technology, as an important field of optoelectronic technology - light-emitting display technology is also advancing at an astonishing speed. Since 1987, after Kodak developed the first high-efficiency organic electroluminescent device, this new light-emitting technology - organic electroluminescent devices (OLEDs) has attracted the attention of the industry. The successful development of OLED has promoted the development of new industries such as full-color high-resolution ultra-thin displays, large-screen displays, and solid white lighting. Organic electr...

Claims

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Application Information

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IPC IPC(8): C09K11/06H01L51/54H01L51/56H01L51/50
Inventor 马於光朱莹莹顾成陆丹沈方中
Owner JILIN UNIV
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