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Nitrogen-containing ligand iridium complex as well as preparation method and application thereof

A technology of iridium complexes and nitrogen ligands, applied in indium organic compounds, platinum group organic compounds, chemical instruments and methods, etc., can solve the problem of complex identification and detection methods of hypochlorite, low identification response sensitivity and poor selectivity and other problems, to ensure the identification and detection of hypochlorous acid, broaden the scope of application, and achieve the effect of good conjugation

Pending Publication Date: 2021-11-12
ANHUI UNIVERSITY OF TECHNOLOGY
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  • Description
  • Claims
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Problems solved by technology

[0007] The purpose of the present invention is to overcome the shortcomings of the existing identification and detection methods of hypochlorite in organisms or in the environment, such as complex, expensive instruments, cumbersome processes, low sensitivity of identification response, poor selectivity, etc., and provides a nitrogen-containing ligand iridium Compounds and their preparation methods and applications

Method used

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  • Nitrogen-containing ligand iridium complex as well as preparation method and application thereof
  • Nitrogen-containing ligand iridium complex as well as preparation method and application thereof
  • Nitrogen-containing ligand iridium complex as well as preparation method and application thereof

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preparation example Construction

[0041] The preparation method of the iridium complex of the present invention specifically comprises the following steps:

[0042] Step 1, in degassing ethoxyethanol and water (V 脱气乙氧基乙醇 :V 水 =3:1) in the mixed solvent B, add an appropriate amount of iridium trichloride and benzoquinoline (controlling the ratio of the amount of iridium trichloride and benzoquinoline is 2.1~2.3), at 130~170 ℃ Heat to reflux and stir for 10-15 hours, cool to room temperature, and filter under reduced pressure to obtain a brownish-yellow solid, which is washed with a small amount of n-hexane (3ⅹ3mL) and diethyl ether (3ⅹ3mL) successively, and finally dried in a vacuum oven at 40-60°C for 10 ~15h to get the benzoquinoline dimer [Ir 2 (bzq) 4 Cl 2 ] Orange powder product.

[0043] Step 2, take by weighing an appropriate amount of 4,4'-dimethyl-2,2'-bipyridine and selenium dioxide (control 4,4'-dimethyl-2,2'-bipyridine and selenium dioxide The amount ratio is 1~1.1) in a 100mL flask, then add ...

Embodiment 1

[0049] (1) Add 149.3mg iridium trichloride (0.50mmol) and 188.1mg benzoquinoline (1.05mmol) in 9mL of degassed ethoxyethanol and water (v:v=3:1) mixed solvent, in Heated to reflux at 130°C and stirred for 15 hours, cooled to room temperature, and filtered under reduced pressure to obtain a brownish-yellow solid, which was washed with a small amount of n-hexane (3ⅹ3mL) and ether (3ⅹ3mL) successively, and finally dried in a vacuum oven at 40°C for 15h to obtain Benzoquinoline dimer [Ir 2 (bzq) 4 Cl 2 ] orange powder product;

[0050] (2) Weigh 1.8424g 4,4'-dimethyl-2,2'-bipyridine (10.00mmol) and 1.1151g selenium dioxide (10.05mmol) into a 100mL flask, add 50mL1,4-dioxane After the ring, it was heated to reflux at 110°C for 24h. Filtrate while hot to remove precipitated selenium, cool to room temperature, and stand for 1 h, then filter to remove pale yellow 4'-methyl-2,2'-bipyridine-4carboxylic acid precipitate. After removal of the solvent, the residue was redissolved in 5...

Embodiment 2

[0054](1) Add 149.3mg iridium trichloride (0.50mmol) and 197.1mg benzoquinoline (1.10mmol) in 9mL of degassed ethoxyethanol and water (v:v=3:1) mixed solvent, in Heat to reflux at 150°C and stir for 12h, cool to room temperature, filter under reduced pressure to obtain a brownish-yellow solid, wash with a small amount of n-hexane (3ⅹ3mL) and diethyl ether (3ⅹ3mL) successively, and finally use a vacuum oven to dry at 50°C for 12h to obtain Benzoquinoline dimer [Ir 2 (bzq) 4 Cl 2 ] orange powder product;

[0055] (2) Weigh 1.8424g 4,4'-dimethyl-2,2'-bipyridine (10.00mmol) and 1.1096g selenium dioxide (10.00mmol) into a 100mL flask, add 45mL1,4-dioxane After ringing, it was heated to reflux at 100°C for 28h. Filtrate while hot to remove precipitated selenium, cool to room temperature, and stand for 1 h, then filter to remove pale yellow 4'-methyl-2,2'-bipyridine-4carboxylic acid precipitate. After removal of the solvent, the residue was redissolved in 500 mL of ethyl acetate...

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Abstract

The invention provides a nitrogen-containing ligand iridium complex as well as a preparation method and application thereof, and belongs to the technical field of synthesis and application of inorganic materials. According to the iridium complex, firstly, a benzoquinoline iridium dimeric intermediate is synthesized from iridium trichloride and benzoquinoline, 4, 4'-dimethyl-2, 2'-bipyridyl is oxidized into bipyridine formaldehyde by using selenium dioxide at the same time, then hydroxylamine hydrochloride is added to reduce the bipyridine formaldehyde into bipyridine formaldehyde oxime, bipyridine formaldehyde oxime is used as a third ligand and reacts with the benzoquinoline iridium dimer to obtain a nitrogen-containing ligand iridium complex with a novel structure, and the nitrogen-containing ligand iridium complex can be used as a fluorescent probe for rapid identification and even trace detection of hypochlorite ions. The complex is simple in synthesis process, mild in reaction condition, small in reagent dosage, low in manufacturing cost, small in environmental pollution and good in optical property and biocompatibility. A hypochlorite ion fluorescent probe constructed by using the complex is high in sensitivity, good in selectivity, good in anti-interference performance, wide in concentration detection range and low in detection limit.

Description

technical field [0001] The invention belongs to the technical field of synthesis and application of inorganic materials, and more specifically relates to a nitrogen-containing ligand iridium complex, a preparation method thereof and its application in the fluorescence detection of hypochlorite. Background technique [0002] In daily production and life, hypochlorite is widely used as an oxidizing agent in drinking water disinfection and sewage treatment, as well as a bleaching agent in paper and textile industry production. The sum of chlorine gas, hypochlorous acid and hypochlorite (ClO-) dissolved in water is called free chlorine. In water treatment, the concentration of residual chlorine must be strictly controlled within a certain range, mainly because of the low concentration of free chlorine Unable to kill bacteria and viruses in water, it poses a huge threat to public health, and excessive hypochlorite residues in disinfected water can cause human eye or nose irritati...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F15/00C09K11/06G01N21/64
CPCC07F15/0033C09K11/06G01N21/6402C09K2211/185
Inventor 吴芳辉郑旭蔡号东任美娟康延赏徐旭东
Owner ANHUI UNIVERSITY OF TECHNOLOGY
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