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Iridium complex-containing phosphorescent material, preparation method and application in mercury ion detection

A technology of iridium complexes and phosphorescent materials, applied in luminescent materials, fluorescence/phosphorescence, material excitation analysis, etc., can solve the problem of less ratiometric fluorescent probes, and achieve the effect of strong selectivity and high sensitivity

Inactive Publication Date: 2012-09-12
ANHUI UNIVERSITY OF TECHNOLOGY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, there are still relatively few ratiometric fluorescent probes for cyclometalated iridium complexes.

Method used

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  • Iridium complex-containing phosphorescent material, preparation method and application in mercury ion detection
  • Iridium complex-containing phosphorescent material, preparation method and application in mercury ion detection
  • Iridium complex-containing phosphorescent material, preparation method and application in mercury ion detection

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Experimental program
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Effect test

Embodiment 1

[0036] Embodiment 1: The preparation steps of the iridium-containing complex phosphorescent material of the present invention are as follows:

[0037] (1) Preparation of 1-(2,6-dimethylphenoxy)-4-phenylphthalazine

[0038] Dissolve 4.8g of 1-chloro-4-phenylphthalazine (20mmol), 2.9g of 2,6-dimethylphenate sodium (20mmol) in 50mL of anhydrous N, N-dimethylformamide, and then heat to 120°C, N 2 Stir in protection for 6 hours, pour into water after cooling, filter the product, wash with water and dry, recrystallize from methanol to obtain 5.5 g of colorless crystal product, yield 84%, m.p.230-233°C.

[0039] 1 H-NMR (CDCl 3 , 400 MHz) δ 2.23 (s, 6H), 7.10-7.12 (m, 3H), 7.53-7.58 (m, 3H), 7.75-7.78 (m, 2H), 7.93 (t, J = 7.0Hz, 1H), 8.00 (t, J = 8.0Hz, 1H), 8.12 (d, J = 9.1Hz, 1H), 8.59 (d, J = 10.3Hz, 1H). MS ((+)-ESI): m / z = 327 (calcd. 327 for [ C 22 h 19 N 2 O], [M+H + ]).

[0040] (2) Preparation of iridium complex Ir(ppz) 2 [(N(Ph 2 PS) 2 ]

[0041]0....

Embodiment 2

[0044] Embodiment 2: based on iridium complex Ir(ppz) 2 [(N(Ph 2 PS) 2 ] The UV-Vis absorption spectrum test of the phosphorescent chemical sensor response to mercury ions such as figure 2 As shown, in the mixed solution of acetonitrile and water with a volume ratio of 4:1, with the addition of mercury ions, Ir(ppz) 2 [(N(Ph 2 PS) 2 ] The ultraviolet absorption greater than 355 nm gradually weakens, while the ultraviolet absorption less than 355 nm gradually increases. The solution gradually changed from orange to colorless.

Embodiment 3

[0045] Embodiment 3: based on iridium complex Ir(ppz) 2 [(N(Ph 2 PS) 2 ] Phosphorescence emission spectrum test of the phosphorescence chemical sensor in response to mercury ions such as image 3 As shown, in the mixed solution of acetonitrile and water with a volume ratio of 4:1, Ir(ppz) 2 [(N(Ph 2 PS) 2 ] The emission is orange-red light red, its maximum emission peak is at 600nm, and there is a small peak at 443nm. With Hg 2+ With the gradual addition of , the intensity of the emission peak at 600 nm gradually weakens and finally disappears almost completely, while the peak at 443 nm gradually increases and finally becomes the maximum peak. The detection limit can reach 0.1μM.

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Abstract

The invention discloses an iridium complex-containing phosphorescent material and a preparation method thereof and application thereof in mercury ion detection, and belongs to the technical field of photoelectric phosphorescent materials. The iridium complex-containing phosphorescent material comprises a main ligand and an auxiliary ligand, wherein the main ligand is a 4-substituted phthalazine derivative; and the auxiliary ligand is an N-(diphenyl thiophosphino)-P, P-diphenylphosphino thioamide derivative. Through ligand exchange of Hg2+ and the auxiliary ligand of an iridium complex, the color, ultraviolet absorption and phosphorescence spectrum of the iridium complex are changed so as to achieve an aim of detecting the Hg2 + by a phosphorescent chemical sensor. The invention phosphorescent chemical sensor has the advantages of visible Hg2 + recognition, high phosphorescent response speed, ratiometric response, high sensitivity, good selectivity and applicability to Hg2 + detection in a variety of environments.

Description

technical field [0001] The invention belongs to the technical field of photoelectric phosphorescent materials, and in particular relates to an iridium-containing complex phosphorescent material and a preparation method thereof. The iridium-containing complex phosphorescent material can be used for the detection of mercury ions. Background technique [0002] Mercury is a natural metal element, which is the eightieth element in the periodic table and belongs to transition metal elements. Mercury is a toxic metal element, and the toxicity of mercury is accumulated and takes a long time to manifest. The physical chain has a strong enrichment ability for mercury. The toxicity of mercury is manifested in the fact that mercury ions are easily combined with sulfhydryl groups, which inactivates cytochrome oxidase, pyruvate kinase, succinate dehydrogenase, etc. related to sulfhydryl groups. Mercury also combines with amino groups, carboxyl groups, and phosphoryl groups to affect the...

Claims

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Application Information

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IPC IPC(8): C09K11/06C07F19/00G01N21/64
Inventor 童碧海张曼韩召梅群波董超振
Owner ANHUI UNIVERSITY OF TECHNOLOGY
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