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A kind of benzimidazole bisphosphine cu (i) complex and preparation method thereof

A technology of benzimidazole and complex, applied in the field of organic complex synthesis, can solve the problems of high price, hindering application, not abundant pollution and the like

Active Publication Date: 2021-07-20
LUOYANG INST OF SCI & TECH +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, these transition metal complexes such as d6 and d8 such as Ir(I), Pt(II) and Os(III) are expensive, not abundant and highly polluting, hindering their application in mass production

Method used

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  • A kind of benzimidazole bisphosphine cu (i) complex and preparation method thereof
  • A kind of benzimidazole bisphosphine cu (i) complex and preparation method thereof
  • A kind of benzimidazole bisphosphine cu (i) complex and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0051](1) Add aniline (3.3 mL, 36.2 mmol), 2,6-diitropylbenzene (3 ml, 30 mmol) and no water supply (1.8 g, 30 mmol) to 9 ml dimethyl sulfoxide, stirring After dissolving, the reaction was 15 h at 95 ° C; after the reaction was completed, the system was cooled to room temperature, and then 30 ml of distilled water was added to the reaction system, stirred to a large amount of red precipitate, and precipitate filtered and washed 3 times with 30 ml (10 ml × 3 times). 3 times, Filtering the solid is dried in a dry box to obtain an intermediate product.

[0052] (2) The intermediates A (7 g, 20 mmol) obtained by step (1) and the intermediate dyldimeter (1.34 g, 10 mmol) were added to 120 ml of mixed solvent (the volume ratio of ethanol and water was 5: 1), stirred Dissolve, then adding sodium sulfite (20 g, 120 mmol), refluxed at 125 ° C for 8 h; after the reaction was completed, the system was cooled to room temperature, and the ethanol in the recovery system was completed, then the ...

Embodiment 2

[0056] (1) Add aniline (3.3 mL, 36.2 mmol), 2,6-diitropylbenzene (3 ml, 30 mmol) and no water supply (1.8 g, 30 mmol) to 9 ml dimethyl sulfoxide, stirring After dissolving, it was 100 ° C for 12 h; after the reaction was completed, the system was cooled to room temperature, and then 30 ml of distilled water was added to the reaction system, stirred to a large amount of red precipitation, filtered precipitate and washed 3 times with 30 mL (10 mL × 3 times). 3 times, Filtering the solid is dried in a dry box to obtain an intermediate product.

[0057] (2) The intermediates A (7 g, 20 mmol) obtained by step (1) and the intermediate dyldimeter (1.34 g, 10 mmol) were added to 120 ml of mixed solvent (the volume ratio of ethanol and water was 5: 1), stirred Dissolved, then adding sodium sulfite (20 g, 120 mmol), and refluxed at 130 ° C for 6 h; after the reaction was completed, the system was cooled to room temperature, and the ethanol in the recovery system was completed, then the orga...

Embodiment 3

[0061] (1) Add aniline (3.3 mL, 36.2 mmol), 2,6-diitropylbenzene (3 ml, 30 mmol) and no water supply (1.8 g, 30 mmol) to 9 ml dimethyl sulfoxide, stirring After the dissolution was complete, the system was reacted at 98 ° C for 14 h; after the reaction was completed, the system was cooled to room temperature, and then 30 ml of distilled water was added to the reaction system, stirred to a large amount of red precipitate, and precipitate and washed 3 times with 30 mL (10 mL × 3 times). 3 times, Filtering the solid is dried in a dry box to obtain an intermediate product.

[0062] (2) The intermediates A (7 g, 20 mmol) obtained by step (1) and the intermediate dyldimeter (1.34 g, 10 mmol) were added to 120 ml of mixed solvent (the volume ratio of ethanol and water was 5: 1), stirred Dissolve, then adding sodium sulfite (20 g, 120 mmol), refluxed at 128 ° C for 7 h; after the reaction was completed, the system was cooled to room temperature, and the ethanol in the recovery system was ...

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Abstract

The invention belongs to the technical field of organic complex synthesis, and in particular relates to a benzimidazole bisphosphine Cu(I) complex and a preparation method thereof. The molecular formula of the described benzimidazole bisphosphine Cu(I) complex is C 56 h 40 N 4 P 2 Cu 2 I 2 , whose structural formula is shown in Formula I. In the ultraviolet-visible absorption spectrum of the benzimidazole bisphosphine Cu(I) complex provided by the invention, there is strong absorption (ε>5×10) near 230nm 4 L·mol ‑1 cm ‑1 ), the medium-intensity absorption occurs in the range of 300-320nm, the maximum excitation wavelength is 376nm, and the maximum emission wavelength is 609nm, showing high-efficiency orange luminescence; the luminescence quantum efficiency (PLQYs) of its solid powder at 293K is 45%. The lifetime is 2.26μs, and it is an excellent OLED photoluminescent material.

Description

Technical field [0001] The present invention belongs to the art of organic complex synthesis, and more particularly to a benzimidazole bisphosphine Cu (I) complex and its preparation method thereof. Background technique [0002] With the continuous development of society and science and technology, luminous materials have become one of the most active topics in the field of materials. The luminescent material has a variety of types, and can be divided into photoluminescence, electroluminescent, bioluminescence, chemiluminescence, and the like by light-emitting energy sources. In various different illumination types, electroluminescent devices are constantly being studied. Organic Electrical Device (OLED) is a mainstream trend of energy-saving lighting and new display technologies, which has become the mainstream trend of energy-saving lighting and new display technology, and has been used in life, such as Today's latest mobile display terminal Huawei P40 series. Stable, efficient...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07F9/6506C09K11/06H01L51/50H01L51/54
CPCC07F9/65068C07F9/5045C09K11/06C07B2200/13C09K2211/188H10K85/371H10K50/11
Inventor 尹国杰张斌宋宜乐杜晨霞张少文楚希杰邵建伟赵丽红母小明
Owner LUOYANG INST OF SCI & TECH
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