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Pyrrolo-indole based blue light phosphorescent host material, preparation method and organic electroluminescent device thereof

A phosphorescent host and indolyl technology, which is applied in pyrroloindolyl blue phosphorescent host material and its preparation, and in the field of organic electroluminescent devices, can solve problems such as shortage, achieve reduced manufacturing costs, easy availability of raw materials, and thermal stability good sex effect

Inactive Publication Date: 2014-12-03
OCEANS KING LIGHTING SCI&TECH CO LTD +2
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, there are few efficient blue phosphorescent devices, mainly due to the lack of both good carrier transport performance and high triplet energy level (E T ) of the host material

Method used

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  • Pyrrolo-indole based blue light phosphorescent host material, preparation method and organic electroluminescent device thereof
  • Pyrrolo-indole based blue light phosphorescent host material, preparation method and organic electroluminescent device thereof
  • Pyrrolo-indole based blue light phosphorescent host material, preparation method and organic electroluminescent device thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0037] The pyrroloindolyl blue-light phosphorescence host material in this embodiment has a structure of 2,2-bis[(4-pyridoindol-9-yl)phenyl]adamantane, and its structural formula is as follows:

[0038]

[0039] The preparation process of this compound is as follows:

[0040]

[0041] Under nitrogen protection, 2,2-bis(4-iodophenyl)adamantane (43.2 g, 80 mmol) was dissolved in 200 mL N,N-dimethylformamide (DMF) solution, and then 5H-pyrrolo[ 4,3-b] indole (26.9g, 160mmol), potassium carbonate (22.1g, 160mmol), cuprous iodide (1.52g, 8mmol). The mixture was stirred and reacted at 120°C for 6 hours. Stop the reaction and cool to room temperature, filter, and wash the solid three times with distilled water. The crude product is separated by silica gel column chromatography using n-hexane as the eluent, and then dried under vacuum at 50°C for 24 hours to obtain off-white solid pyrroloindolyl blue phosphorescent host material. The yield was 74%. Mass spectrum: m / z620.3 (M ...

Embodiment 2

[0044] The pyrroloindolyl blue-light phosphorescence host material in this embodiment has a structure of 2,2-bis[(4-pyridoindol-9-yl)phenyl]adamantane, and its structural formula is as follows:

[0045]

[0046] The preparation process of this compound is as follows:

[0047]

[0048] Under nitrogen protection, 2,2-bis(4-iodophenyl)adamantane (43.2g, 80mmol) was dissolved in 200mL toluene (Tol) solution, and then 5H-pyrrolo[4,3-b]ind Indole (30.0g, 176mmol), cesium carbonate (57.2g, 176mmol), copper powder (0.768g, 12mmol). The mixture was stirred and reacted at 110°C for 9 hours. Stop the reaction and cool to room temperature, filter, and wash the solid three times with distilled water. The crude product is separated by silica gel column chromatography using n-hexane as the eluent, and then dried under vacuum at 50°C for 24 hours to obtain off-white solid pyrroloindolyl blue phosphorescent host material. The yield was 79%.

Embodiment 3

[0050] The pyrroloindolyl blue-light phosphorescence host material in this embodiment has a structure of 2,2-bis[(4-pyridoindol-9-yl)phenyl]adamantane, and its structural formula is as follows:

[0051]

[0052] The preparation process of this compound is as follows:

[0053]

[0054] Under nitrogen protection, 2,2-bis(4-iodophenyl)adamantane (43.2 g, 80 mmol) was dissolved in 200 mL of acetonitrile (MeCN) solution, and then 5H-pyrrolo[4,3-b]ind Indole (32.3g, 192mmol), potassium phosphate (39g, 184mmol), cuprous oxide (2.3g, 16mmol). The mixture was stirred and reacted at 90°C for 12 hours. Stop the reaction and cool to room temperature, filter, and wash the solid three times with distilled water. The crude product is separated by silica gel column chromatography using n-hexane as the eluent, and then dried under vacuum at 50°C for 24 hours to obtain off-white solid pyrroloindolyl blue phosphorescent host material. The yield was 76%.

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Abstract

Belonging to the field of organic semiconductor materials, the invention discloses a pyrrolo-indole based blue light phosphorescent host material, a preparation method and an organic electroluminescent device thereof. Specifically, the host material has a structural formula as shown in the specification. The pyrrolo-indole based blue light phosphorescent host material provided by the invention has a high triplet energy level, and can effectively prevent back transmission of energy to the host material in a luminescence process, thus greatly improving the luminescence efficiency.

Description

technical field [0001] The invention relates to the field of organic semiconductor materials, in particular to a pyrroloindolyl blue phosphorescence host material and a preparation method thereof. The invention also relates to an organic electroluminescent device, the light-emitting layer material of which contains pyrroloindolyl blue-light phosphorescence host material. Background technique [0002] Organic electroluminescent devices have the advantages of low driving voltage, fast response speed, wide viewing angle range, rich colors through fine-tuning of chemical structure, easy realization of high resolution, light weight, and large-area flat-panel display. 21st Century Flat Panel Display Technology" has become a research hotspot in the fields of materials, information, physics and flat panel display. Future efficient commercial OLEDs will likely contain organometallic phosphors because they can trap both singlet and triplet excitons, thereby achieving 100% internal qu...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C09K11/06C07D519/00H01L51/54
Inventor 周明杰张振华王平黄辉
Owner OCEANS KING LIGHTING SCI&TECH CO LTD