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Functionalized zirconium-based metal organic cage as well as preparation method and application thereof

A metal-based, functionalized technology, applied in fluorescence/phosphorescence, instruments, analytical materials, etc., can solve the problems of fluorescence detection of environmental pollutants that are rarely reported, and it is difficult to selectively identify multiple antibiotics at the same time, achieving high sensitivity, The preparation method is simple and the effect of good stability

Active Publication Date: 2022-06-07
GUANGZHOU UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004]Although MOCs have attracted research attention in adsorption, catalysis, membranes, gas separation, biopharmaceuticals, etc., there are still few reports in the field of fluorescence detection of environmental pollutants
In particular, the traditional fluorescent sensing mode requires a single fluorescent probe to identify one antibiotic, and it is difficult to use one probe to selectively recognize multiple antibiotics at the same time.

Method used

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  • Functionalized zirconium-based metal organic cage as well as preparation method and application thereof
  • Functionalized zirconium-based metal organic cage as well as preparation method and application thereof
  • Functionalized zirconium-based metal organic cage as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0061] Example 1 Preparation of Zr-MOCs

[0062] The functionalized zirconium-based metal-organic cages (Zr-MOCs) of this example use (S,S)-2,5-bis-(2-hydroxypropylsulfanyl)-terephthalic acid as a ligand, and the ligand with zirconocene dichloride (Cp 2 ZrCl 2 ) is formed by coordination self-assembly; the preparation method is as follows:

[0063] 1. Preparation of ligand (S,S)-2,5-bis-(2-hydroxypropylsulfanyl)-terephthalic acid

[0064] 1) Preparation of compound 2,5-dimercapto dimethyl terephthalate (Intermediate 1)

[0065] Take a 250 mL round-bottomed flask, add 2,5-dimercapto-1,4-phthalic acid (DMBD, 1 g, 4.34 mmol) and methanol (80 mL) to the flask, and add concentrated H under stirring 2 SO 4 (1.0 mL). The flask was connected to a condenser, heated to 80°C, and stirred for 48 hours (TLC monitoring). After the reaction was completed and cooled to room temperature, deionized water (100 mL) was added to the reaction mixture, resulting in a pale yellow precipitate. ...

Embodiment 2

[0073] Example 2 Preparation of Zr-MOCs

[0074] The functionalized zirconium-based metal-organic cages (Zr-MOCs) in this example are (S,S)-2,5-bis-(2-hydroxypropylsulfanyl)-terephthalic acid prepared in Example 1 as Ligand, Ligand and Dichlorozirconocene (Cp 2 ZrCl 2 ) is formed by coordination self-assembly; the preparation method is as follows:

[0075] Dissolve 0.02 mmol (S,S)-2,5-bis-(2-hydroxypropylsulfanyl)-terephthalic acid and 0.03 mmol dichlorozirconocene in 0.2 mL N,N-dimethylethyl acetate amide, sonicated until completely dissolved. Subsequently, 0.3 mL of deionized water was added, and the mixture was sonicated for 10-15 minutes until the mixture became clear. The mixture was transferred to a pyrex vial (3 mL), sealed and placed in a preheated 65°C oven for 12 hours. After the reaction was completed, the temperature was cooled in air, and allowed to stand for 12 hours to obtain yellow cubic crystals. The obtained crystals were centrifuged and washed three ti...

Embodiment 3

[0076] Example 3 Preparation of Zr-MOCs

[0077] The functionalized zirconium-based metal-organic cages (Zr-MOCs) in this example are (S,S)-2,5-bis-(2-hydroxypropylsulfanyl)-terephthalic acid prepared in Example 1 as Ligand, Ligand and Dichlorozirconocene (Cp 2 ZrCl 2 ) is formed by coordination self-assembly; the preparation method is as follows:

[0078] Dissolve 0.02 mmol (S,S)-2,5-bis-(2-hydroxypropylsulfanyl)-terephthalic acid and 0.05 mmol dichlorozirconocene in 0.2 mL N,N-dimethylethyl acetate amide, sonicated until completely dissolved. Subsequently, 0.5 mL of deionized water was added, and the mixture was sonicated for 10-15 minutes until the mixture became clear. The mixture was transferred to a pyrex vial (3 mL), sealed and placed in a preheated 60°C oven for 12 hours. After the reaction was completed, the temperature was cooled in air, and allowed to stand for 12 hours to obtain yellow cubic crystals. The obtained crystals were centrifuged and washed three ti...

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Abstract

The invention provides a functionalized zirconium-based metal organic cage as well as a preparation method and application thereof. The preparation method of the functionalized zirconium-based metal organic cage comprises the following steps: S1, dissolving (S, S)-2, 5-bis-(2-hydroxypropyl sulfanyl)-terephthalic acid and zircon salt in an organic solvent to obtain a mixture; s2, the mixture is subjected to a reaction through a solvothermal method, and a reaction mixture is obtained; s3, the reaction mixture is cooled, crystallized, washed and subjected to solvent exchange, and the functionalized zirconium-based metal organic cage is obtained. The functionalized zirconium-based metal organic cage is simple in preparation method, good in stability, high in detection efficiency, high in sensitivity and strong in anti-interference performance, can realize specific recognition of various environmental pollutants including sulfonamides, nitrofurans and toxic heavy metals under different concentrations, and has good universality.

Description

technical field [0001] The invention relates to the technical field of metal-organic cages, in particular to a functionalized zirconium-based metal-organic cage and a preparation method and application thereof. Background technique [0002] Antibiotics and toxic heavy metal species are widely used in different industries such as clinical treatment, aquaculture, leather manufacturing, electroplating, etc. However, antibiotics left in rivers, lakes, groundwater and soil will enter the human body through the food chain, and toxic heavy metal species mainly represented by dichromate are easily soluble in water and are classified as carcinogens due to their high toxicity. Therefore, in the face of the potential threat of antibiotics and toxic heavy metals to the environment and human life and health, it is urgent to develop a convenient, reliable and highly selective analytical detection method. [0003] At present, among many feasible detection technologies, fluorescence sensin...

Claims

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Application Information

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IPC IPC(8): C08G83/00G01N21/64
CPCC08G83/008G01N21/6428G01N21/643G01N2021/6432G01N2021/6443
Inventor 苏培洋蔡晴怡黄中黄勇潮王平山
Owner GUANGZHOU UNIVERSITY
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