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Fluorine-containing chelating agent based on thiourea coordination terminal and its preparation method and application

A chelating agent, thiourea technology, applied in the direction of organic chemistry, bulk chemical production, etc., can solve the problems of low extraction operation pressure, low complex efficiency, poor selectivity, etc., and achieves low extraction pressure, high extraction efficiency and low cost. Effect

Active Publication Date: 2017-07-11
SHAANXI NORMAL UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] A technical problem to be solved by the present invention is to overcome the existing complex preparation process of chelating agent, high efficiency and low cost, and its low efficiency and poor selectivity in supercritical carbon dioxide metal ion extraction, and provide a simple preparation ( It can be efficiently synthesized by one-step reaction), has a strong chelating effect on metal ions, can adjust the extraction selectivity by changing the pressure and temperature, has excellent solubility in supercritical carbon dioxide, and has a low extraction operation pressure based on the thiourea coordination terminal. Fluorine Chelating Agent

Method used

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  • Fluorine-containing chelating agent based on thiourea coordination terminal and its preparation method and application
  • Fluorine-containing chelating agent based on thiourea coordination terminal and its preparation method and application
  • Fluorine-containing chelating agent based on thiourea coordination terminal and its preparation method and application

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Experimental program
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Effect test

Embodiment 1

[0019] Taking the preparation of the fluorine-containing chelating agent of the following formula as an example, its specific preparation method is as follows:

[0020]

[0021] Under nitrogen protection and condensing reflux, 33.2g (0.10mol) of hexafluoropropylene oxide dimer (CF 3 CF 2 CF 2 OCF (CF 3 )COF, provided by Zhejiang Huanxin Fluorine Materials Co., Ltd.) into a round-bottomed flask equipped with 8.36g (0.11mol) thiourea and 60mL of anhydrous toluene, heated to 95°C for 1.5 hours under stirring, and the reaction mixture was cooled to After room temperature, the solid was removed by filtration, and the filtrate was separated and purified by column chromatography (with chloroform as eluent and silica gel as stationary phase) to obtain 36.1 g of fluorine-containing chelating agent (light yellow oily slightly viscous liquid), which produced The rate is 93%, and the spectral data are as follows:

[0022] FT-IR (liquid film method): 3384, 3259, 3188, 1748, 1612, 15...

Embodiment 2

[0026] Taking the preparation of the fluorine-containing chelating agent of the following formula as an example, its specific preparation method is as follows:

[0027]

[0028] Under nitrogen protection and condensing reflux, 49.8g (0.10mol) hexafluoropropylene oxide trimer (CF 3 CF 2 CF 2 OCF (CF 3) CF 2 OCF (CF 3 ) COF, provided by Zhejiang Huanxin Fluorine Materials Co., Ltd.) into a round-bottomed flask equipped with 11.4g (0.15mol) thiourea and 100mL anhydrous toluene, heated to 95°C for 2 hours under stirring, and the reaction mixture was cooled After reaching room temperature, the solid was removed by filtration, and the filtrate was separated and purified by column chromatography (using trichloromethane as eluent and silica gel as stationary phase) to obtain 52.6 g of fluorine-containing chelating agent (light yellow oily slightly viscous liquid), Its yield is 95%, and the spectral data are as follows:

[0029] FT-IR (liquid film method): 3380, 3260, 3179, 17...

Embodiment 3

[0033] Taking the preparation of the fluorine-containing chelating agent of the following formula as an example, its specific preparation method is as follows:

[0034]

[0035] Under nitrogen protection and condensing reflux, 65.2 (0.10mol) hexafluoropropylene oxide tetramers (CF 3 CF 2 CF 2 O(CF(CF 3 ) CF 2 O) 2 CF(CF 3 )COF, provided by Zhejiang Huanxin Fluorine Material Co., Ltd.) into a round-bottomed flask equipped with 9.88g (0.13mol) thiourea and 100mL anhydrous xylene, heated to 100°C for 1 hour under stirring, and the reaction mixture After being cooled to room temperature, the solid was removed by filtration, and the filtrate was separated and purified by column chromatography (using chloroform as eluent and silica gel as stationary phase) to obtain 64.57g of fluorine-containing chelating agent (light yellow oily slightly viscous liquid) , and its yield is 91.4%, and the spectral data are as follows:

[0036] FT-IR (liquid film method): 3381, 3260, 3190, 1...

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Abstract

The invention discloses a fluorine-containing chelating agent based on a thiourea ligand terminal and a preparing method and application of the fluorine-containing chelating agent. The structure formula of the fluorine-containing chelating agent is shown in the specification, wherein the value of n in the formula ranges from 1 to 22. The fluorine-containing chelating agent is simple in preparing method, short in cycle, high in yield, low in cost, good in dissolving property in supercritical carbon dioxide media, capable of being mixed and dissolved with supercritical carbon dioxide under a mild condition, high in chelating effect on metal ions, high in extracting capability and extracting efficiency when applied to extraction of heavy metal ions in the supercritical carbon dioxide media, capable of regulating extraction selectivity of different metal ions by changing pressure to achieve enrichment and separation integration of metal ions, suitable for mass production and capable of being widely applied to extraction of metal ions in supercritical carbon dioxide.

Description

technical field [0001] The invention belongs to the technical field of green chemistry and chemical engineering, and in particular relates to a fluorine-containing chelating agent based on a thiourea coordination terminal, a preparation method thereof and an application for extracting heavy metal ions in supercritical carbon dioxide. Background technique [0002] While the rapid development of industry has brought huge material wealth, it has also had a severe negative impact on the environment on which human beings live. For example, a large number of "three wastes" discharged in the production link and a large amount of electronic waste generated in the consumption link contain a considerable amount of heavy metal ions. The pollution of these heavy metal ions to the natural environment such as water bodies and soils is shocking, leading to increasingly serious Environmental problems seriously threaten or are endangering people's health. At present, for heavy metal ion pol...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C335/26C08G65/334A62D3/33A62D101/43
CPCA62D3/33A62D2101/43C07C335/26C08G65/3348C08G2650/04C08G2650/50Y02P20/54
Inventor 郭金龙陈建刚刘昭铁沈淑坤刘忠文郝郑平
Owner SHAANXI NORMAL UNIV
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