Phosphorescent iridium complex, and preparation method and application thereof

A technique of phosphorescent iridium complexes and iridium complexes, applied in the field of cell labeling and imaging, the preparation of phosphorescent iridium complexes, and the field of molecular oxygen detection can solve the problem of weak luminescence, small changes in phosphorescence intensity, and poor cell imaging effects Obvious problems, such as low biological toxicity, long triplet life, and remarkable detection effect

Inactive Publication Date: 2014-10-08
NANJING UNIV OF POSTS & TELECOMM
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  • Abstract
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  • Claims
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Problems solved by technology

However, the above technical fluorescent probes have the following technical problems: (1) Although the biotoxicity of the polymer-assisted complex probes is reduced, the luminescence of the cross-linked molecules is relatively weak, and the phosphorescence intensity changes before and after hypoxia are relatively small. Small, the effect of cell imaging will not be obvious
(2) Use ionic liquid medium to make it have better detection performance in solution, but there will be certain limitations when it is suitable for biological cell environment

Method used

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  • Phosphorescent iridium complex, and preparation method and application thereof
  • Phosphorescent iridium complex, and preparation method and application thereof
  • Phosphorescent iridium complex, and preparation method and application thereof

Examples

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Embodiment 1

[0031] 1. Preparation of 9-bromo-10-p-tolylanthracene

[0032] Add a mixture of p-tolueneboronic acid (2.5mmol) and 9,10-dibromoanthracene (2.0mmol) in 20mL ethanol / toluene / potassium carbonate saturated aqueous solution (v:v1:2:1) in a round bottom flask Closed reaction at 80°C for 12 hours, after the reaction stopped, let it stand for cooling, extract the mixed solution with dichloromethane to collect the organic phase, concentrate to obtain the crude product and separate it by column chromatography to obtain the pure product: 9-bromo-10-p-tolyl anthracene . Yield: 80%. 1 H NMR (400MHz, CDCl 3 ,298K): δ(ppm)=2.54(s,3H),7.29(d,J=8.0Hz,2H),7.35-7.42(m,4H),7.56-7.61(m,2H),7.67-7.71( d, J=8.8Hz, 2H), 8.61 (d, J=8.8Hz, 2H).

[0033] 2. Preparation of p-tolyl anthrapinacol borate

[0034] Under the catalysis of 1,1'-bisdiphenylphosphinoferrocene palladium dichloride, 9-bromo-10-p-tolylanthracene (3.0mmol) and double pinacol borate (3.5mmol) 6 mL of dioxane and potassium carbo...

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Abstract

The invention relates to a phosphorescent iridium complex, and a preparation method and an application thereof, belongs to the technical field of organic photoelectric functional materials, and concretely relates to a preparation method of phosphorescent iridium complex molecules, and an application of the phosphorescent iridium complex molecules in molecule oxygen detection, and cell marking and imaging. The above complex material is composed of a cyclomedtalating ligand, a metal center and a benzyl substituted anthracene auxiliary ligand, has a structural general formula shown in the specification, has the advantages of long luminescence life, mild reaction conditions and easy purification, and has very good application prospects in anoxybiotic detection, cell imaging and pathology diagnosis.

Description

technical field [0001] The invention belongs to the technical field of organic photoelectric materials, and in particular relates to a preparation method of a phosphorescent iridium complex and its application in the fields of molecular oxygen detection, cell labeling and imaging. Background technique [0002] Oxygen molecules play an important role in the normal life activities of organisms. In the human body, the influence of oxygen molecules is mainly divided into two parts, one is normal body tissues, which need oxygen to function; the other is tumor tissues and bacteria , Viruses, they need to survive in a nasty environment. Oxygen participates in all major physiological activities of the human body, including the conversion of energy into heat and the elimination of various toxins, which must have the participation of sufficient oxygen. Oxygen is also used by the body to oxidize various toxins, as well as bacteria, viruses, cancer cells, and old cells. In a state of ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F15/00C09K11/06G01N21/64
Inventor 赵强黄维于海霞许文娟刘淑娟张传起刘亚红
Owner NANJING UNIV OF POSTS & TELECOMM
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