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Binuclear iridium complex based on phenanthroline derivative and preparation method and application thereof

A technology of iridium complexes and derivatives, applied in indium organic compounds, compounds containing elements of group 8/9/10/18 of the periodic table, platinum group organic compounds, etc., to achieve simple synthesis steps, short response time, and high sensitivity high effect

Active Publication Date: 2022-01-28
HEBEI UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Compared with mononuclear iridium complexes, dinuclear iridium complexes have more abundant excited states, and the luminous efficiency can be regulated by the design of bridging ligands. At present, there are few applications in the field of optical sensing, and there is a large room for development.

Method used

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  • Binuclear iridium complex based on phenanthroline derivative and preparation method and application thereof
  • Binuclear iridium complex based on phenanthroline derivative and preparation method and application thereof
  • Binuclear iridium complex based on phenanthroline derivative and preparation method and application thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0046] Preparation of main ligand 2-(2,4-difluorophenyl)pyridine: under nitrogen protection, 15mmol 2,4-difluorophenylboronic acid, 10mmol 2-bromopyridine, 40mmol anhydrous Na 2 CO 3 and 0.15 mmol of tetrakis(triphenylphosphine) palladium were dissolved in a mixed solution of tetrahydrofuran and water, and reacted at 90° C. for 24 h. After cooling to room temperature, desolvation, extraction with dichloromethane / water, anhydrous Na 2 SO 4 Dry and purify by column chromatography, the eluent is petroleum ether: ethyl acetate = 5:1, and 2-(2,4-difluorophenyl)pyridine is obtained as a white solid.

Embodiment 2

[0048] Preparation of bis{bis[2-(2,4-difluorophenyl)pyridine]iridium dichloride}: Under nitrogen protection, 4.4mmol 2-(2,4-difluorophenyl)pyridine and 2mmol IrCl 3 ·nH 2 O was dissolved in a mixed solvent of 2-ethoxyethanol and water (V / V=3:1), refluxed at 140°C for 24h, filtered, the filter cake was washed with ethanol, and dried in vacuo to obtain a solid bis[2-(2, 4-difluorophenyl) pyridine] iridium dichloride}.

Embodiment 3

[0050] Preparation of neutral ligand 2,5-bis(1H-imidazo[4,5-f][1,10]phenanthroline-2-yl)furan: under nitrogen protection, take 3.39mmol 1,10-phenanthrene Roline-5,6-dione, 1.15mmol 2,5-furandicarbaldehyde and 67.8mmol ammonium acetate were placed in a reaction vessel, and 140mL of glacial acetic acid was added to react at 100°C for 6h. Hot DMF, CHCl 3 , hot ethanol and diethyl ether to wash the solid successively to obtain 2,5-bis(1H-imidazo[4,5-f][1,10]phenanthrolin-2-yl)furan as a yellow solid.

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Abstract

The invention relates to a binuclear iridium complex based on a phenanthroline derivative and a preparation method and application thereof. According to the binuclear iridium complex, 2-(2, 4-difluorophenyl) pyridine is taken as a main ligand, 2, 5-bis (1H-imidazo [4, 5-f] [1, 10] phenanthroline-2-yl) furan or 2, 5-bis (1H-imidazo [4, 5-f] [1, 10] phenanthroline-2-yl) thiophene is taken as a neutral ligand, and hexafluorophosphate radical is taken as a counter ion. Neutral ligands in the binuclear iridium complex contain uncoordinated nitrogen, oxygen or sulfur atoms, selective recognition of Cu < 2 + > is achieved through complexation of the empty coordination sites and Cu < 2 + >, and the binuclear iridium complex has high sensitivity. Cu < 2 + > is added into the acetonitrile solution of the binuclear iridium complex, the mixed solution is observed from yellow to green by naked eyes, the intensity at an emission peak is quenched in an emission spectrum, and the absorbance at an ultraviolet-visible absorption spectrum 294 nm is increased.

Description

technical field [0001] The invention relates to the field of stoichiometric agents, in particular to the synthesis and application of dinuclear iridium complexes of phenanthroline derivatives containing empty coordination sites. Background technique [0002] Copper is a metal element, its single substance is purple-red, and its +2 valence is its most common valence state. It can form salts with most common anions. Cu 2+ It is an indispensable micronutrient element for maintaining human health. It has an important impact on the development and normal function of the blood, central nervous system and immune system, hair, skin and bone tissue, as well as the brain, liver and heart. It plays a role in many biological processes. plays a very important role. However, the excessive concentration of copper in the human body can lead to certain diseases, such as Alzheimer's disease and Wilson's disease, etc. It can also cause degeneration of the nervous system, progressive degenera...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F15/00C09K11/06G01N21/33G01N21/64G01N21/78
CPCC07F15/0033C09K11/06G01N21/78G01N21/6428G01N21/6486G01N21/33C09K2211/185G01N2021/6432
Inventor 李红岩黄一川葛泽荣佟鑫楚曦赵世盛李文豪薛伟
Owner HEBEI UNIV OF TECH
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