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Dendritic iridium complex electroluminescent material capable of solution processing and synthetic method thereof

A technology of solution processing and iridium complexes, which is applied in the direction of luminescent materials, compounds containing elements of group 8/9/10/18 of the periodic table, chemical instruments and methods, etc., can solve the problem of slow research progress and difficult electroluminescent materials. Eliminate the problems of purification, luminous brightness and low efficiency, and achieve the effects of good repeatability, excellent wet film-forming performance, and increased charge transport capacity

Active Publication Date: 2019-06-21
SOUTHEAST UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, polymer-type iridium complex electroluminescent materials are not easy to purify, and the metal catalyst used in the reaction process tends to remain in the material, so the luminous brightness and efficiency are much lower for smaller molecules, and the current research progress is slow.

Method used

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  • Dendritic iridium complex electroluminescent material capable of solution processing and synthetic method thereof
  • Dendritic iridium complex electroluminescent material capable of solution processing and synthetic method thereof
  • Dendritic iridium complex electroluminescent material capable of solution processing and synthetic method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0057] Embodiment 1: Synthetic step 1 of ligand L1, the synthesis of 2-phenylbenzimidazole (A1)

[0058] O-phenylenediamine (5.24g, 48mmol) and benzaldehyde (4.37g, 40mmol) were dissolved in DMF respectively, and reacted at room temperature for 8h. After the reaction was completed, the reactant was poured into water to obtain the product A1 with a yield of 80%.

[0059] Mass spectrum: 191.26

[0060] Elemental analysis showed the following results: C: 76.13, H: 5.31, N: 16.99.

[0061] The synthesis process of A1 is as follows

[0062]

[0063] Step 2, Synthesis of 2I-Cz

[0064] Add carbazole (C Z ) (20g, 119.61mmol), KI (26.21g, 162mmol), KIO 3 (23.38g, 109.04mmol), HAc (340mL), reflux at 120°C for 0.5h. After the reaction is over, rotate steam while it is hot, dissolve the obtained solid with dichloromethane, and wash with saturated saline, saturated NaHCO 3 Aqueous solution, saturated NaHSO 3 Washed with aqueous solution, the organic layer was washed with anhydr...

Embodiment 2

[0079] Embodiment 2: Synthesis of L9

[0080] Step 1, synthesis of ligand L9

[0081] The synthesis procedure of ligand L9 is basically the same as that of L1, and the yield is 63%.

[0082] Mass spectrum: 1032.45

[0083] Elemental analysis: C: 84.86, H: 5.46, N: 8.13.

example 3

[0084] Example 3: Synthesis of Ligand L2

[0085] Step 1, the synthesis of 2-phenyl imidazopyridine (A2)

[0086] O-phenylenediamine (5.24g, 48mmol) and pyridinecarbaldehyde (4.37g, 40mmol) were dissolved in DMF respectively, and an aqueous solution of sodium thiosulfate (7.92g, 40mmol) was added under ice-cooling, and heated to 90°C in an oil bath to react overnight. After the reaction was completed, the reactant was poured into water to obtain product A2 with a yield of 70%.

[0087] Mass spectrum: 193.26

[0088] Elemental analysis, the results are as follows: C: 76.00, H: 5.01, N: 18.99.

[0089] The synthesis process of A2 is as follows

[0090]

[0091] Step 2, Synthesis of 3I-TPA

[0092] Add triarylamine (10g, 40mmol) into a three-necked flask, add potassium iodide (14.36g, 88.81mmol), 150ml of glacial acetic acid, reflux reaction at 120°C, add potassium iodate (9.52g, 44.41mmol) to the above reaction in batches , reacted for 4 h. The treatment method after the ...

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Abstract

The invention discloses a dendritic iridium complex electroluminescent material capable of solution processing and a synthetic method thereof. The molecular structure consists of two parts, one part is an iridium complex with room temperature phosphorescence property as a luminescent core, the other part is a racial with high triplet state energy level as a peripheral branch radial, and the two parts are connected through a non-conjugated radical. The molecule is of the structure as shown in the specification, wherein C1 to C3 are ionic dendritic iridium complexes, and C4 to C6 are neutral dendritic iridium complexes of similar structure. R1 and R2 are high triplet state energy level radicals with non-conjugated radical ends. The problems of synthesis, purification, device preparation technology and cost, existing in wet process preparation devices, of iridium complex materials can be solved.

Description

technical field [0001] The invention belongs to the field of organic electroluminescent materials, and in particular relates to the synthesis of a solution-processable dendritic iridium complex electroluminescent material and a synthesis method thereof. Background technique [0002] Organic light-emitting diodes (OLEDs) are known as the most promising next-generation displays due to their low driving voltage, fast response, high luminous efficiency, simple manufacturing process, and easy realization of full-color display. Electroluminescent materials of iridium complexes can fully utilize triplet excitons, therefore, electroluminescent materials of iridium complexes are widely used in organic light emitting diodes. So far, researchers have mainly focused on how to improve the performance of OLED devices and their color purity. [0003] In the electroluminescent materials of small molecule iridium complexes, researchers have made great achievements in these two aspects. How...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F15/00C09K11/06H01L51/00H10K99/00
Inventor 张绪生田雯雯蒋伟孙岳明
Owner SOUTHEAST UNIV
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