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A kind of iridium complex with dual emission properties and its preparation method and application

A technology of iridium complexes and double emission, which is applied in the direction of indium organic compounds, platinum group organic compounds, and compounds containing elements of Group 8/9/10/18 of the periodic table, etc., and can solve problems such as harm to the human body

Active Publication Date: 2020-03-31
NANJING UNIV OF POSTS & TELECOMM
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, insufficient or excessive hypochlorous acid is harmful to the human body

Method used

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  • A kind of iridium complex with dual emission properties and its preparation method and application
  • A kind of iridium complex with dual emission properties and its preparation method and application
  • A kind of iridium complex with dual emission properties and its preparation method and application

Examples

Experimental program
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Effect test

example 1

[0033] When N^N ligand is When preparing iridium complex Ir2, the specific steps are as follows:

[0034]

[0035] Synthesis of compound a: First, add 2-aminobenzenethiol (4g, 32mmol) and p-hydroxybenzaldehyde (4.12mL) into a 250mL two-necked flask, and vacuum-fill nitrogen-evacuate on the double-row tube , Loop three times. Secondly, redistilled N,N dimethylformamide (5 mL) was injected into the reaction system, and the reaction system was protected with nitrogen. Finally, the temperature of the reaction system was raised to 110°C, and the reaction was stirred for 72 hours. After the reaction was completed, the solvent was removed under reduced pressure, and recrystallized from ethanol to obtain a gray solid, namely compound a. Yield: 41.8%.

[0036] 1 H NMR(400MHz, d 6 -DMSO): δ = 10.21 (s, 1H), 8.07 (d, J = 7.9 Hz, 1H), 8.00-7.87 (m, 3H), 7.53-7.45 (m, 1H), 7.43-7.33 (m, 1H) ), 6.97-6.88 (m, 2H).

[0037] Synthesis of compound b: add compound a (1.358g, 5mmol), p-fluoronitro...

example 2

[0053] Example 2: When N^N ligand is When preparing iridium complex Ir4, the synthesis steps are as follows:

[0054]

[0055] Synthesis of compound a: First, add 2-aminobenzenethiol (4g, 32mmol) and p-hydroxybenzaldehyde (4.12mL) into a 250mL two-necked flask, vacuum-fill nitrogen-vacuum on the double-row tube , Loop three times. Secondly, redistilled N,N dimethylformamide (5 mL) was injected into the reaction system, and the reaction system was protected with nitrogen. Finally, the temperature of the reaction system was raised to 110°C, and the reaction was stirred for 72 hours. After the reaction was completed, the solvent was removed under reduced pressure, and recrystallized from ethanol to obtain a gray solid, namely compound a. Yield: 41.8%.

[0056] 1 H NMR(400MHz, d 6 -DMSO): δ = 10.21 (s, 1H), 8.07 (d, J = 7.9 Hz, 1H), 8.00-7.87 (m, 3H), 7.53-7.45 (m, 1H), 7.43-7.33 (m, 1H) ), 6.97-6.88 (m, 2H).

[0057] Synthesis of compound b: add compound a (1.358g, 5mmol), p-fluor...

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Abstract

The invention provides an iridium complex with double-emission properties, a method for preparing the iridium complex and application thereof. A structural formula of the iridium complex is shown. Theiridium complex comprises a metal iridium center, a neutral N^N auxiliary ligand and two cyclic C^N ligands. The C^N ligands contain 4-aminodiphenyl ether groups. The iridium complex, the method andthe application have the advantages that the ionic type iridium complex has the obvious double-emission properties; carbon oxygen bonds can be ruptured after the carbon oxygen bonds in the ligands actwith hypochlorite ions, accordingly, excitation states and photophysical properties of the iridium complex can be changed, and the hypochlorite ions can be detected; phosphorescence iridium complex materials have important application prospects in the aspect of biology.

Description

Technical field [0001] The invention belongs to the technical field of organic photoelectric functional materials, and specifically relates to an iridium complex with dual emission properties, a preparation method thereof, and its application in hypochlorite detection. Background technique [0002] Hypochlorite ion (ClO - ) Is an important reactive oxygen species and an important intermediate product in various biological activities. Endogenous hypochlorous acid is mainly produced in granulocytes (macrophages, monocytes, neutrophils, etc.), and is produced by the reaction of chloride ions and hydrogen peroxide under the catalysis of myeloperoxidase. Hypochlorous acid functions as a bactericide in the body and plays an important role in the immune system. However, insufficient or excessive hypochlorous acid is harmful to the human body. Therefore, it is particularly important to be able to detect hypochlorous acid in biological samples quickly, sensitively and accurately. [0003...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07F15/00C09K11/06G01N21/64
CPCC07F15/0033C09K11/06C09K2211/185G01N21/6486
Inventor 许文娟翟伟俊黄维赵强刘淑娟陈键
Owner NANJING UNIV OF POSTS & TELECOMM
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