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Electroluminescent material of dendritic functional Ir (III) metal organic complex

A metal-organic, functionalized technology, applied in luminescent materials, chemical instruments and methods, etc., can solve the problems of difficult purification, impure luminescent color, etc., and achieve the effects of increasing stability, high luminous efficiency, and increasing bonding firmness.

Inactive Publication Date: 2006-05-17
XI AN JIAOTONG UNIV +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

This material provides a new way to solve the technical difficulties of large-scale OLED technology. This material will not be limited by vacuum equipment like small molecule light-emitting materials and cannot make large-size screens, and it will not exist like polymer materials. For problems such as impure luminous color and difficulty in purification, large-size full-color active-driven flat-panel displays can be prepared by inkjet printing technology

Method used

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  • Electroluminescent material of dendritic functional Ir (III) metal organic complex
  • Electroluminescent material of dendritic functional Ir (III) metal organic complex
  • Electroluminescent material of dendritic functional Ir (III) metal organic complex

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0044] Embodiment 1: Functional group R is N, the Ir metal coordination dendrimer (4-R-G1-ppy) of N-two (4-hexyloxyphenyl) triphenylamine 2 Synthesis of Ir(acac):

[0045] Said (4-R-G1-ppy) 2 The structure of Ir(acac) metal coordination dendrimers is as follows:

[0046]

[0047] where X is: C 6 h 13 O-;

[0048] (1) Preparation of Br-R:

[0049] Add 5.9mmol p-bromoaniline, 14.6mmol 4-iodohexyloxybenzene, 6.6g anhydrous potassium carbonate, 1.5g activated copper powder, 0.4g dibenzo-18-crown-6 and 20mL o-dichlorobenzene into 100mL three ports In the bottle, heat and reflux under nitrogen protection for 21 hours, filter while it is hot, cool, filter, and recover o-dichlorobenzene, use 200-300 silica gel as the stationary phase, dichloromethane as the eluent, and separate the residue by column chromatography. 1.35 g of white product N,N-bis(4-hexyloxyphenyl)-N-(4-bromo)aniline was obtained with a yield of 46.8%.

[0050] (2) Preparation of Br-G...

example 2

[0067] Example 2: the functional group R is 2-(4'-hexyloxy)phenyl, 5-(4'-methyl)phenyl-1,3,4-oxadiazole Ir metal coordination dendrimers ( 4-R-G1-ppy) 2 Synthesis of Ir(acac):

[0068] Said (4-R-G1-ppy)2 The structure of Ir(acac) metal coordination dendrimers is as follows:

[0069]

[0070] where X=C 6 h 13 O-;

[0071] (1) Preparation of Br-R:

[0072] Add 8.1 mmol of 2-hexyloxybenzoic acid, 2.5 mL of redistilled thionyl chloride, 3 drops of DMF into a 50 mL three-necked flask, heat to reflux for 2.5 h, and distill off unreacted thionyl chloride under reduced pressure. After cooling, add 12 mL redistilled pyridine, 1.5 g (8.1 mmol) 4a, heat to reflux for 6 h, and recover pyridine under reduced pressure. After adding 10 mL of water, a solid was precipitated, filtered with suction, washed with water, and washed with absolute ethanol to obtain 2.7 g of a white solid. Take 2.0 g of the above solid and add 12 mL of freshly steamed phosphorus oxychloride, heat to reflux ...

Embodiment 3

[0092] Embodiment 3: Functional group R is the Ir metal coordination dendrimer (4-R-G1-ppy) of 9-hexylcarbazole 2 Synthesis of Ir(acac):

[0093] Said (4-R-G1-ppy) 2 The structure of Ir(acac) metal coordination dendrimers is as follows:

[0094]

[0095] Wherein the structural formula of R is:

[0096]

[0097] (1) Synthesis of Br-R

[0098] In a 500mL three-necked flask under the protection of dry nitrogen, add 5.28g of dry magnesium chips and 150mL of anhydrous anoxygen tetrahydrofuran, and add a small amount of 1,2-dibromohexane (or a small amount of I 2 ) to initiate the reaction, slowly drop the mixture of 0.2mol carbazole chloride and anhydrous and oxygen-free THF, and stop the reaction after the dropwise reflux for 2.5h.

[0099] (2) Synthesis of Br-G1

[0100] In a 500mL dry reaction flask under nitrogen protection, add 0.22mol of freshly distilled trimethyl borate and 50mL of anhydrous and oxygen-free THF, cool to -78°C and slowly add 0.1mol of 9-chloro He...

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Abstract

The present invention relates to one kind of electroluminescent material of dendritic functional Ir(III) metal organic complex. The electroluminescent material has surface functional radical of triarylamino, 1, 3, 4-furodiazole or alkyl carbazole, with the radical of triarylamino, furodiazole or carbazole carrying also long chain alkyl, alkoxl or fluoro radical, so that it has raised carrier implantation function and greatly improved dissolubility and filming performance. The electroluminescent material may be used in preparing single layer electroluminescent device through direct rotary spraying process, and this provides new way for making large size OLED device. The electroluminescent material contains two kinds of ligands, including the first ligand to regulate the luminescent color and the second ligand to raise the stability of the material.

Description

technical field [0001] The invention relates to a metal coordination type dendritic macromolecular material, in particular to a kind of ligand dendritic functionalized Ir(III) metal organic complex phosphorescent electroluminescence material which can be used in the field of organic electroluminescence. Background technique [0002] Organic electroluminescent flat display technology (OLED) is a new type of flat display technology that has developed rapidly in recent years. Compared with other flat display technologies, OLED has independent light emission, low voltage DC drive, full curing, wide viewing angle, and rich colors. And a series of unique advantages, compared with LCD, OLED does not need a backlight, large viewing angle, low power consumption, its response speed is 1000 times that of LCD, but its manufacturing cost is lower than that of LCD with the same resolution. Therefore, As an important candidate for the third-generation display t...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C09K11/06
Inventor 丁文侯洵刘纯亮张少文张渭川李党会
Owner XI AN JIAOTONG UNIV
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