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Solution processable dendritic iridium complex electroluminescent material and its synthesis method

A technology of iridium complexes and solution processing, 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., which can solve the problems of slow research progress, luminous brightness and efficiency Low, electroluminescent materials are not easy to purify, etc., to achieve the effect of good repeatability, increased charge transport capacity, and excellent wet film-forming performance

Active Publication Date: 2021-10-19
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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  • Solution processable dendritic iridium complex electroluminescent material and its synthesis method
  • Solution processable dendritic iridium complex electroluminescent material and its synthesis method
  • Solution processable dendritic iridium complex electroluminescent material and its synthesis method

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0061] Example 1: Synthesis of Ligand L1

[0062] Step 1, the synthesis of 2-phenylbenzimidazole (A1)

[0063] 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%.

[0064] Mass spectrum: 191.26

[0065] Elemental analysis showed the following results: C: 76.13, H: 5.31, N: 16.99.

[0066] The synthesis process of A1 is shown in the figure below

[0067]

[0068] Step 2, Synthesis of 2I-Cz

[0069] 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 ...

Embodiment 2

[0084] Embodiment 2: Synthesis of L9

[0085] Step 1, synthesis of ligand L9

[0086] The synthesis procedure of ligand L9 is basically the same as that of L1, and the yield is 63%.

[0087]Mass spectrum: 1032.45

[0088] Elemental analysis: C: 84.86, H: 5.46, N: 8.13.

example 3

[0089] Example 3: Synthesis of Ligand L2

[0090] Step 1, the synthesis of 2-phenyl imidazopyridine (A2)

[0091] 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%.

[0092] Mass spectrum: 193.26

[0093] Elemental analysis, the results are as follows: C: 76.00, H: 5.01, N: 18.99.

[0094] The synthesis process of A2 is shown in the figure below

[0095]

[0096] Step 2, Synthesis of 3I-TPA

[0097] 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 , Reaction 4h. The treatment meth...

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Abstract

The invention discloses a solution-processable dendritic iridium complex electroluminescence material and a synthesis method thereof. This type of molecular structure consists of two parts, one part is the iridium complex with room temperature phosphorescence properties as the luminescent core; the other part is the group with high triplet energy level as the peripheral dendritic group, and the two parts are formed by non-conjugated groups. to connect. The molecule has the structure shown below, where, C 1 -C 3 For ionic dendritic iridium complexes, C 4 -C 6 It is a neutral dendritic iridium complex with a similar structure. Both R1 and R2 are high triplet energy level groups capped by non-conjugated groups. The invention can improve the problems of synthesis, purification, device preparation process and cost of iridium complex materials in wet preparation devices.

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 Patents(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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