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Pyridyl-containing calix[4]arene derivative, preparation method thereof and application of derivative as manganese ion extraction agent

A kind of technology of aromatic hydrocarbon derivatives and pyridyl calix, applied in the field of matter

Active Publication Date: 2021-07-06
CENT SOUTH UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

So far, there is no report on the chemical modification of pyridine groups into calixarene and its application in the selective extraction of manganese ions

Method used

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  • Pyridyl-containing calix[4]arene derivative, preparation method thereof and application of derivative as manganese ion extraction agent
  • Pyridyl-containing calix[4]arene derivative, preparation method thereof and application of derivative as manganese ion extraction agent
  • Pyridyl-containing calix[4]arene derivative, preparation method thereof and application of derivative as manganese ion extraction agent

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0052] Preparation of 5,11,17,23-tetra-tert-butyl-25,27,-bis(2-methoxypyridine)calix[4]arene

[0053] In a 500 mL round bottom flask, alkylcalix[4]arene (6 g, 9.25 mmol), 2-(chloromethyl)pyridine hydrochloride (3.34 g, 20.36 mmol) and 15 g of anhydrous potassium carbonate were dissolved in acetonitrile (350 mL ) in a water bath at 90°C for 24 hours, followed by TCL monitoring until the reaction was complete, distilled off the solvent acetonitrile under reduced pressure, washed with water, and filtered with suction, recrystallized the filter residue with methanol and water, filtered with suction, and dried in vacuum. The product yield was 88.15%. .

Embodiment 2

[0055] Prepare nickel 0.15g / L, cobalt 0.15g / L, manganese 0.25g / L, lithium 0.15g / L, magnesium 0.15g / L mixed sulfate solution 20mL as the aqueous phase to be extracted, the initial pH is 5.0. Prepare the organic phase, wherein the organic phase contains 0.05mol / L of pyridylcalix[4]arene derivative, the P204 concentration is 0.14mol / L, the P204 saponification rate is 70%, and the diluent is n-heptane, compared to O / A 1:1. Add the organic phase to the water phase, shake it mechanically at 250r / min for 20 minutes and let it stand for stratification. After phase separation, use inductively coupled plasma emission spectrometry (ICP) to measure the concentration of metal ions in the raffinate water phase. Organic The concentration of metal ions in the phase is obtained by subtraction method, according to the definition of synergistic extraction coefficient: R=D 12 / (D 1 +D 2 ), when R>1, it is a positive synergistic effect, and when R<1, it is an anti-synergistic effect. The extrac...

Embodiment 3

[0061] Prepare 20mL of mixed sulfate solution containing nickel 0.1g / L, cobalt 0.1g / L, manganese 0.1g / L, lithium 0.1g / L, and magnesium 0.1g / L as the aqueous phase to be extracted, and use sulfuric acid to adjust the pH. Prepare the organic phase, wherein the organic phase contains 18.4mmol / L of pyridylcalix[4]arene derivatives, the P204 concentration is 0.14mol / L, the P204 saponification rate is 70%, and the diluent is n-heptane, compared to O / A 1:1. Add the organic phase to the water phase, shake it mechanically at 250r / min for 20 minutes and let it stand for stratification. After phase separation, use inductively coupled plasma emission spectrometry (ICP) to measure the concentration of metal ions in the raffinate water phase. Organic The concentration of metal ions in the phase was calculated by subtraction method.

[0062] Depend on Figure 5 It can be seen that the equilibrium pH has a great influence on the extraction rate of metals. With the increase of the equilibriu...

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Abstract

The invention discloses a pyridyl-containing calix[4]arene derivative, a preparation method thereof and application of the derivative as a manganese ion extraction agent. The pyridyl-containing calix[4]arene derivative is obtained by carrying out nucleophilic substitution reaction on alkyl calix[4]arene and 2-(halogenated methyl)pyridine hydrochloride under base catalysis; the pyridyl-containing calix[4]arene derivative is high in physical and chemical stability, relatively good in oil solubility, insoluble in water and relatively good in metal ion recognition and complexation capability, and when the pyridyl-containing calix[4]arene derivative and P204 form a synergistic extraction system, the pyridyl-containing calix[4]arene derivative has a very strong positive synergistic extraction effect on manganese ions in a sulfate solution system; and the derivative has an obvious anti-synergistic extraction effect on metal ions such as nickel, cobalt, magnesium and lithium, is very suitable for selective extraction and separation of manganese ions in a complex metal ion system, and has a good industrial application prospect.

Description

technical field [0001] The present invention relates to a pyridyl calix[4]arene derivative and its preparation method and application, in particular to a pyridyl calix[4]arene derivative containing one or more pyridine active functional groups, and to its preparation The method, and a synergistic extraction system composed of pyridyl calix[4]arene derivatives and P204 are used for the selective extraction and separation of manganese ions in complex metal ion systems, and belong to the field of hydrometallurgy. Background technique [0002] Manganese, nickel, and cobalt are often used in catalysis, batteries, aerospace and other industries, especially the rapid development of the lithium battery industry, followed by the production of a large number of waste lithium-ion batteries, a huge number of waste lithium-ion batteries are hazardous waste and The dual attributes of high value-added recyclable resources are important secondary resources rich in nickel and cobalt. After ...

Claims

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Application Information

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IPC IPC(8): C07D213/30C22B47/00C22B3/40
CPCC07D213/30C22B47/00Y02E60/10
Inventor 曹佐英李云辉杜佳炜张贵清李青刚曾理巫圣喜关文娟
Owner CENT SOUTH UNIV
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