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Iridium complex as well as preparation method and application thereof

A technology of iridium complexes and reactions, applied in the field of iridium complexes and their preparation, can solve problems such as rarity and large Stokes shift

Active Publication Date: 2017-05-31
NANJING UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0004] Although fluorescence resonance energy transfer (FRET) has been studied by many groups, Ir(III) complexes with FRET properties are still very rare, and these complexes tend to have larger Stokes shifts than most FRET systems

Method used

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  • Iridium complex as well as preparation method and application thereof
  • Iridium complex as well as preparation method and application thereof
  • Iridium complex as well as preparation method and application thereof

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preparation example Construction

[0046] The present invention also provides a method for preparing the iridium complex described in the above technical scheme, comprising the following steps:

[0047] (1) Mix the cyclometal ligand, iridium trichloride and mixed solvent, heat and react to obtain the bridged chlorine dimer, and the cyclometal ligand is 2-(2,3,4,5-tetrafluorophenyl) Pyridine or 2,4-difluorophenylbipyrrole;

[0048] (2) Mix the bridged chlorine dimer, auxiliary ligand and organic solvent obtained in the step (1), heat and reflux to obtain the iridium complex precursor, and the auxiliary ligand is 3,6-di-tert-butyl -9-(4-(4,5-Dimethyl-2-(pyridin-2-yl)-1H-imidazol-1-yl)butyl)-9H-carbazole;

[0049] (3) Mix the iridium complex precursor obtained in the step (2) with a halogen salt, and perform a substitution reaction to obtain an iridium complex.

[0050] In the present invention, the ring metal ligand, iridium trichloride and mixed solvent are mixed, heated and reacted to obtain bridged chlorine ...

Embodiment 1

[0075] (1) Synthesis of 2-(4,5-dimethyl-1H-imidazol-2-yl)pyridine (pydmi)

[0076] Add 1.02g (9.5mmol) of pyridine formaldehyde, 0.90g (10.2mmol) of diacetyl, and 5.50mL of ethanol into a 50mL two-necked round-bottomed flask in sequence, and under nitrogen protection, dissolve 1.48g (19.22mmol) of ammonium acetate in 7.04 mL of ethanol, and then slowly added dropwise to the system, allowed to stir at room temperature for about 30min, and placed in an oil bath at 75°C to stir and reflux for about 24h.

[0077]After the reaction was complete, the obtained mixture was washed with water first, and then the aqueous layer was extracted three times with dichloromethane to adjust the pH of the aqueous layer to 8. The organic layers were combined, dried with anhydrous sodium sulfate and rotary evaporated to obtain a black viscous liquid. The obtained black viscous liquid is made into sand, separated and purified by column chromatography, and the red substance is washed away with petrol...

Embodiment 2

[0102] The iridium complex prepared in Example 1 is used for fingerprint detection, and the detection flow chart is as follows Figure 6 shown. Print greasy fingerprints on the surface of the material (stainless steel ruler, glass, plastic foam and polypropylene plastic), and use a dropper to drop the mixed solution of acetonitrile / water containing iridium complex (1:9-9:1, v / v, c=1.0×10-4-1.0×10-5M) drops on the fingerprint until it covers the whole fingerprint. After about 10 minutes, the fingerprints are carefully cleaned 5 to 6 times, and then dried naturally in the air. Finally, observe the fingerprint under 365nm ultraviolet light as shown in Figure 7 shown.

[0103] The fingerprints of stainless steel ruler, glass, plastic foam and polypropylene plastic surface are as follows: Figure 7 As shown in (a) to (d), four clear fingerprint images were obtained by covering the sample solution for about 10 minutes. The details of the first level (the overall raised ridges...

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Abstract

The invention provides an iridium complex as well as a preparation method and an application thereof. The iridium complex is [(X)2Ir(L2)]Y, wherein X is a cyclometalated ligand, L2 is an auxiliary ligand and Y is a negative ion. With 2-(2,3,4,5-tetrafluorophenyl)pyridine or 2,4-difluoro dipyrrole as the cyclometalated ligand, 3,6-di-(tertiary butyl-9-(4-(4,5-diemthyl-2-(pyridine-2-yl)-1H-imidazole-1-yl)butyl)-9H-carbazole as the auxiliary ligand, the iridium complex has the characteristics of fluorescence-phosphorescence dual emission, fluorescence resonance energy transfer, aggregation-induced fluorescence emission and aggregation-induced phosphorescence emission, can accurately identify fingerprints on stainless rules, glass, plastic foam and polypropylene plastics and can also clearly identify fingerprints with different aging degrees.

Description

technical field [0001] The invention relates to the technical field of luminescent materials, in particular to an iridium complex and its preparation method and application. Background technique [0002] Metal complexes not only have the advantages of high fluorescence quantum efficiency of organic substances, but also have the characteristics of good stability of inorganic substances, so they are considered to be the most promising type of luminescent materials. In the metal complexes, due to the introduction of heavy metal atoms (such as platinum, gold, iridium), strong spin-orbit coupling occurs between the metal and the ligand, making it have good phosphorescence properties. These rich optical properties make heavy metal complexes, especially iridium Ir(III) complexes, widely used in various optoelectronic devices. Due to the large atomic number of iridium, the iridium Ir(III) complex can produce strong spin-orbit coupling, which is conducive to phosphorescence emission...

Claims

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Application Information

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IPC IPC(8): C07F15/00C09K11/06A61B5/1172
CPCA61B5/1172C09K11/06C07F15/0033C09K2211/1029C09K2211/1044C09K2211/185
Inventor 刘睿朱红军宋忠明朱森强胡锦阳舒明良王峰峰张文曦
Owner NANJING UNIV OF TECH
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