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Preparation method and application of a phosphorescent iridium complex and organic-inorganic hybrid nano-silicon spheres

A technology of phosphorescent iridium complexes and nano-silicon spheres, applied in organic chemistry, chemical instruments and methods, fluorescence/phosphorescence, etc., can solve the problems of poor water solubility of heavy metal complexes, damage to cell membranes, low quantum efficiency, etc., and achieve a wide range of applications. performance, improved signal-to-noise ratio, and long launch life

Active Publication Date: 2020-05-26
NANJING UNIV OF POSTS & TELECOMM
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  • Abstract
  • Description
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Problems solved by technology

[0006] Most of the currently reported probes for the detection of peroxynitrite are small molecular fluorescent probes with short lifetimes and low quantum efficiency, and most of the heavy metal complexes reported for bioimaging have poor water solubility, although bioimaging was successfully performed in mixed solvents. Realized on the basis of , but organic solvents can damage the cell membrane and are toxic to cells

Method used

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  • Preparation method and application of a phosphorescent iridium complex and organic-inorganic hybrid nano-silicon spheres
  • Preparation method and application of a phosphorescent iridium complex and organic-inorganic hybrid nano-silicon spheres
  • Preparation method and application of a phosphorescent iridium complex and organic-inorganic hybrid nano-silicon spheres

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0065] (1), Preparation of Ir1 complexes

[0066] Add A (0.33mmol) and iridium dichloro bridge (0.16mmol) to potassium carbonate (1.6mmol), under the protection of nitrogen, reflux reaction in ethylene glycol ether solution at 110°C for 12h, after the reaction, remove potassium carbonate by suction filtration , repeated extraction with dichloromethane for more than 3 times, spin-dried through the column to obtain solid B (Ir1* complex), and C (0.28mmol) was added potassium carbonate (1.4mmol) and reacted in DMF solution at 50°C under nitrogen protection for 12h The iridium complex Ir1 is obtained.

[0067] The reaction process is as follows:

[0068]

[0069] The following is the NMR of the Ir1 complex:

[0070] 1 H NMR (400MHz, CDCl3) δ (ppm): 8.80 (d, J = 5.2Hz, 1H), 8.27 (d, J = 8.0Hz, 1H), 8.21 (d, J = 8.0Hz, 1H), 7.80- 7.69(m, 4H), 7.49(d, J=7.2Hz, 2H), 7.43-7.34(m, 3H), 7.23-7.13(m, 2H), 6.98(t, J=6.4Hz, 1H), 6.48 -6.32(m, 2H), 5.77(d, J=8.0Hz, 1H), 5.53(d, J=8.0...

Embodiment 2

[0105] The same preparation method as above, using Fppy(1), ppy(2), thq(3), btp(4) as ligands to prepare Ir1, Ir2, Ir3, Ir4 and Ir1*, Ir2*, Ir3*, Ir4* .

[0106] (1), Ir1, Ir2, Ir3, Ir4 and responsive emission spectrum test

[0107] The test concentration of Ir1, Ir2, Ir3, Ir4 is 10 μM, and the test is mixed with 10% CH 3 CN, test results such as image 3 shown.

[0108] The phosphorescence intensity changes most obviously before and after the Ir1 detection response, which can be used to specifically detect ONOO - .

[0109] (2), Ir1, Ir2, Ir3, Ir4 and Ir1*, Ir2*, Ir3*, Ir4* absorption spectrum test

[0110] The test concentration of Ir1, Ir2, Ir3, Ir4 is 10 μM, and the test is mixed with 10% CH 3 CN, test results such as Figure 4 shown.

[0111] with ONOO - After the specific response, the absorption spectrum of the probe did not change significantly.

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Abstract

The invention discloses preparation methods and application of a phosphorescent iridium compound and organic and inorganic hybridized nano-silicon spheres (MSN-ONOO). A borate group with specific response on peroxynitrite is connected to an auxiliary ligand of an iridium compound through a covalent bond; the detection of a ratio method is realized through introducing a reference compound; the organic and inorganic hybridized nano-silicon spheres are prepared; the MSN-ONOO covers two iridium compound materials (Ir1 and Ir3*), wherein the Ir1 has the specific response on the peroxynitrite and the Ir3* is used as a ratio probe and has no response on the peroxynitrite. The Ir1 phosphorescent strength is weakened along the increasing of the concentration of the peroxynitrite; the phosphorescentservice life is reduced along the increasing of the concentration of the peroxynitrite; endogenous and exogenous peroxynitrite of cells is specifically detected through co-focusing imaging; mesoporous nanoparticles are prepared so that the disadvantage that the water solubility of a common fluorescent / phosphorescent probe is poor is successfully solved.

Description

technical field [0001] The invention relates to a phosphorescent iridium complex and organic-inorganic hybrid nano-silicon balls, in particular to a preparation method and application of the phosphorescent iridium complex and organic-inorganic hybrid nano-silicon balls. Background technique [0002] Peroxynitrite is produced by the reaction of nitric oxide and superoxide anion radicals, and is an important nitrogen and oxygen reactive oxygen compound with high reactivity and instability. It can chemically react with many biomolecules, such as esters, proteins and sugars, and is related to the pathogenesis of many diseases, such as inflammation, sepsis, arteriosclerosis and nerve regeneration disorders. [0003] Therefore, the detection of its pathogenic mechanism and its content is very important, because it decomposes quickly under physiological conditions, so it is difficult to carry out accurate determination. [0004] Most of the currently reported detection methods for...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07F15/00C09K11/06G01N21/64
CPCC07F15/0033C07F15/004C09K11/06C09K2211/185G01N21/64
Inventor 赵强刘淑娟燕朋陈泽晶黄维
Owner NANJING UNIV OF POSTS & TELECOMM
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