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A class of iridium complexes for oxygen sensing and preparation method thereof

An iridium complex, oxygen sensing technology, applied in indium organic compounds, chemical instruments and methods, platinum group organic compounds, etc., can solve problems such as difficult detection routes, need to be further improved, etc. The effect of excellent photobleaching resistance and good application prospects

Active Publication Date: 2022-07-15
NANJING UNIV OF POSTS & TELECOMM
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  • Claims
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AI Technical Summary

Problems solved by technology

[0005] Chinese patent CN 105294771 B discloses an anionic iridium complex that can be used for oxygen sensing, and its preparation and application. + As a counter ion, the C^N ligand is selected from 2-phenylpyridine (ppy), 2,4-difluorophenylpyridine (dfppy), 2-thiophene-quinoline (thq), 2-phenyl-quinoline (bqu), 1-phenylisoquinoline (piq), this type of iridium complex has high sensitivity to oxygen response and good selectivity, and can be used in the field of biosensing, and can detect oxygen in cells or living bodies, but the Iridium-like complexes can only enter the cytoplasm for oxygen detection, it is difficult to build a dynamic detection route, and the flexibility of detection in hypoxic environments needs to be further improved

Method used

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  • A class of iridium complexes for oxygen sensing and preparation method thereof
  • A class of iridium complexes for oxygen sensing and preparation method thereof
  • A class of iridium complexes for oxygen sensing and preparation method thereof

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Embodiment 1

[0039] Example 1: Preparation of ligands and complexes

[0040] (1) Synthesis method of ligand

[0041]The synthesis method of the main ligand: 3-bromocarbazole and bromoethane are dissolved in tetrahydrofuran, heated to reflux under magnetic stirring, cooled to room temperature, extracted with dichloromethane, the organic phase is dehydrated by anhydrous magnesium sulfate, and then reduced. Spin to dry, and silica gel column chromatography obtains 9-ethyl-3-bromocarbazole (compound 1); Phenylphosphino)ferrocene]palladium dichloride was added to the eggplant-shaped flask, deoxygenated, injected with dioxane, heated to reflux under nitrogen protection, cooled to room temperature after the reaction was completed, and extracted with dichloromethane , the organic phase was dewatered by anhydrous magnesium sulfate, then spin-dried under reduced pressure, and silica gel column chromatography was used to obtain compound 2; compound 2, 2-bromopyridine and tetrakis(triphenylphosphine)...

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Abstract

The invention discloses a kind of iridium complex for oxygen sensing and a preparation method thereof. The iridium complex is composed of dimer iridium complex, 4,4'-dimethyl-2,2'-bipyridine complex body or 4-((decyloxy) methyl)-4'-methyl-2,2'-bipyridine ligand and potassium hexafluorophosphate are prepared as reaction raw materials, and after combining with different N^N ligands The obtained products can respectively target the cell membrane and enter the cytoplasm. When used in biosensing, a dynamic oxygen detection path can be established, which can improve the detection flexibility and have good application prospects in the field of oxygen sensing. It has good stability in physiological environment and can exist stably without being disturbed by changes in pH value.

Description

technical field [0001] The invention belongs to the technical field of organic optoelectronic materials. Specifically, it relates to a class of iridium complexes for oxygen sensing and a preparation method thereof. Background technique [0002] Since the successful clinical application of cisplatin in the 1970s, metal complexes have been widely used and studied in the field of biomedicine. Compared with organic dyes, metal complexes have excellent photophysical properties, such as resistance to photobleaching, large Stokes shift, and long luminescence lifetime, which make them have significant advantages in bioimaging applications and have been developed as various Bioprobes can detect biomolecules and trace various dynamic behaviors and evolutionary processes in cells. Among various metal complexes, iridium(III) complexes have been widely used in biological imaging and sensitive detection in recent years due to their good cell membrane permeability, long phosphorescence l...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07F15/00C09K11/06G01N21/64
CPCC07F15/0033C09K11/06G01N21/6428C09K2211/185C09K2211/1044
Inventor 刘淑娟张成文赵强李明党王佳伟黄维
Owner NANJING UNIV OF POSTS & TELECOMM
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