Iridium complex containing boron mesityl unit, preparation method and application as fluorescent probe

A technology of iridium complex and mi-based boron is applied in the field of cationic iridium complex phosphorescent materials to achieve the effect of improving selectivity, high selectivity, and avoiding the interference of system luminescence background and scattering

Inactive Publication Date: 2010-10-13
NANJING UNIV OF POSTS & TELECOMM
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

At present, triaryl borons have been extensively studied as fluorescent sensing materials for fluoride ion acceptors, while phosphorescent fluoride ion sensing materials based on triaryl borons are still less studied.

Method used

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  • Iridium complex containing boron mesityl unit, preparation method and application as fluorescent probe
  • Iridium complex containing boron mesityl unit, preparation method and application as fluorescent probe
  • Iridium complex containing boron mesityl unit, preparation method and application as fluorescent probe

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0022] Embodiment 1, when with for for When, the preparation of the ligand:

[0023] Compound 1: Preparation of 5,5'-dibromo-2,2'-bipyridine

[0024] Take by weighing 2,5-dibromopyridine (2.0g, 8.7mmol) and tetrakis (triphenylphosphorous palladium) (0.2g, 0.2mmol) and join in the two-necked bottle, and take light-proof measure to reaction device, then in Vacuum-fill nitrogen-vacuumize the double-row tube, cycle three times, and then protect the reaction system with nitrogen. P-xylene (70 mL) which had been distilled and deoxygenated by nitrogen bubbling was injected into the reaction system with a syringe, and then hexa-n-butyldistannane (2.46 mL) was injected. The reaction temperature was raised to 130° C., and the reaction was stirred for 3 days. After the reaction of the raw materials is complete, the reaction temperature is lowered to room temperature, and then the reaction mixture is poured into a saturated aqueous solution of EDTA (about 250 mL), and stirred ...

Embodiment 2

[0031] Embodiment 2, when with for for When, the preparation of the complex:

[0032] Weigh IrCl 3 ·3H 2 O (1mmol) and C^N ligand Bpq (2.5mmol) were added into a three-necked flask, and the reaction system was protected with nitrogen. Inject the mixture of 2-ethoxyethanol and water (3:1v / v) into the reaction system with a syringe, stir, and raise the temperature of the reaction system to 110°C. The reaction time is about 24 hours. During the reaction, precipitates are formed. . The reaction system was cooled to room temperature, then the precipitate was filtered, and washed with water and ethanol to obtain a red solid product, i.e. iridium dichloro bridge compound (Bpq) 2 Ir(μ-Cl) 2 Ir(Bpq) 2 . Weigh iridium dichloro bridge compound (Bpq) 2 Ir(μ-Cl) 2 Ir(Bpq) 2 (0.2mmol) and oligomeric N^N ligand (0.5mmol) and join in the there-necked flask, protect the reaction system with nitrogen. A mixture of dichloromethane and methanol (2:1, v / v) was injected into the...

Embodiment 3

[0033] Embodiment 3, to F in the solution - Titration experiment

[0034] Prepare 20μM complex solution (THF or dichloromethane as solvent), pipette 2.5mL complex solution into a fluorescence cuvette, gradually add dropwise 2.5×10 -3 mol / LF-solution (acetonitrile as solvent) until reaching equilibrium (that is, the spectrum no longer changes significantly), respectively measured without adding F - and drop different contents of F - UV-Vis and photoluminescence spectra, such as figure 1 with figure 2 shown. Test data show that: with F - The orange-red light emission based on the main chain iridium complex gradually weakens, and the blue light emission based on the oligomeric N^N ligand CzbpyCz gradually increases, and the emission color changes from orange-red to blue.

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Abstract

The invention relates to an iridium complex containing a boron mesityl unit, a preparation method and the application thereof as a fluorescent probe. An ultraviolet absorption spectrum and a fluorescence emission spectrum are utilized to detect the influence on the photophysical property and an energy transfer process of the complex by adding fluorinions. The complex has high material luminous efficiency and utilizes specific binding of boron mesityl and the fluorinions in a ligand. After the fluorinions are added, the excited-state property of the complex changes, and the energy transfer process also changes to enable the characteristic emission intensity of the iridium complex to be gradually lowered and finally quenched and the blue light emission intensity of an oligomerization ligand to gradually rise, thereby realizing a phosphorescence fluorion probe based on the color comparison and the ratio identification.

Description

technical field [0001] The invention belongs to the technical field of photoelectric materials. It specifically relates to a kind of cationic iridium complex phosphorescent material containing micky boron unit in a ligand and its application in fluoride ion sensing. Background technique [0002] Fluorine is one of the important trace elements in the human body. Fluoride is widely distributed in nature in the form of fluoride ions. Bones and teeth contain most of the fluorine in the human body, and fluoride is closely related to human life activities and metabolism of teeth and bone tissue. Fluoride is an indispensable component of teeth and bones. A small amount of fluorine can prevent dental caries, strengthen bones, and prevent osteoporosis. However, excessive fluoride can cause fluorosis, manifested as skeletal fluorosis and dental fluorosis; in addition, some enzyme systems required in the metabolic process of the body will be destroyed, resulting in multiple organ les...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F19/00C07F15/00C07F5/02C09K11/06G01N21/64
Inventor 黄维赵强许文娟刘淑娟马廷春孙会彬
Owner NANJING UNIV OF POSTS & TELECOMM
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