Solid-supported ionic liquid and preparation method thereof

Abstract

The invention provides a solid-supported ionic liquid and a preparation method thereof. The cations of the solid-supported ionic liquid are trialkyl benzyl ammonium cations as shown by a formula (I), and the anions of the solid-supported ionic liquid are deprotonated dialkyl diglycol amic acid as shown by a formula (II); in the formula (I), R1 and R2 are methyl, and R3 is methyl or ethoxyl; in the formula (II), R4 and R5 are respectively and independently alkyl, and at least one of the R4 and R5 is an alkyl group with at least 6 carbon atoms. According to the solid-supported ionic liquid and the preparation method thereof which are provided by the invention, the rare earth ions are extracted firstly, the impurity removal efficiency of iron and aluminum foreign ions is high, so that the recovery rate of low-concentration rare earth is high, and the utilization rate of rare earth resource is improved.

Description

technical field

[0001] The invention relates to the field of separation materials, in particular to an immobilized ionic liquid and a preparation method thereof. Background technique

[0002] With the development and popularization of in-situ leaching technology for ion-type rare earth ores, rich ores are preferentially mined and utilized, resulting in a gradual decline in the grade of rare earths in ion-type rare earth ores, resulting in low rare earth leaching rates and low concentrations of rare earths in leachate. It is still difficult to effectively enrich and recover these low-concentration rare earth resources. At present, when solvent extraction is used to recover rare earths from low-concentration rare earth solutions, due to the low concentration of rare earths in the leach solution, the extraction ratio is large, the phase interface is unclear and the entrainment is serious, causing secondary pollution and other problems. In recent years, in order to overcome the...

Examples

preparation example Construction

[0027] The above-mentioned immobilized ionic liquid preparation method comprises the following steps:

[0028] (1) prepare dialkyl diglycol amic acid;

[0029] Dissolve dialkylamine and diglycolic anhydride in a low-polarity organic solvent, stir and react at room temperature for 48 hours, wash the resulting solution with dilute hydrochloric acid solution to remove residual diisooctylamine, and rotary evaporate to remove ethyl acetate and a small amount of water to obtain dialkyl diglycol amic acid. Low polar organic solvents include ethyl acetate, tetrahydrofuran, toluene, hexane or kerosene; ethyl acetate is preferred. To ensure complete reaction of diglycolic anhydride, the present invention sets the molar ratio of dialkylamine to diglycolic anhydride to be 1.0-1.5:1.

[0030] Dialkylamines are preferred: diisooctylamine, di-n-octylamine, di-n-hexylamine or di-n-decylamine.

[0031] The dialkyl diglycol amic acid prepared by selecting the above raw materials is: dioctyl ...

Embodiment 1

[0040] (1) Diisooctylamine and diglycolic anhydride with a molar ratio of 1.1:1 were dissolved in ethyl acetate, stirred and reacted at room temperature for 48 hours, and the resulting solution was washed with dilute hydrochloric acid solution to remove residual diisooctylamine, Ethyl acetate and a small amount of water were removed by rotary evaporation to obtain di(2-ethylhexyl) diglycol amic acid;

[0041] (2) Put chlorine-type strong basic polystyrene resin in a chromatographic column, and use 2wt% sodium hydroxide solution to flow through the resin layer to carry out anion exchange. After the alkali washing is completed, rinse with deionized water until the pH value is neutral to obtain a strongly basic polystyrene resin in the form of hydroxide.

[0042](3) Swell 20.0g of hydroxide-type strongly basic polystyrene resin in N,N-dimethylformamide for 1h to make a suspension, and then 29.1g of bis(2-ethylhexyl) diglycolamide Dissolve the acid in N,N-dimethylformamide, add i...

Embodiment 2

[0045] (1) Dissolve di-n-octylamine and diglycolic anhydride with a molar ratio of 1.3:1 in ethyl acetate, stir and react at room temperature for 48 hours, and use dilute hydrochloric acid solution to wash the resulting solution to remove residual di-n-octylamine, Ethyl acetate and a small amount of water are removed by rotary evaporation to obtain dioctyl diglycol amic acid;

[0046] (2) Put chlorine-type strong basic polystyrene resin in a chromatographic column, and use 2wt% sodium hydroxide solution to flow through the resin layer to carry out anion exchange. After the alkali washing is completed, rinse with deionized water until the pH value is neutral to obtain a strongly basic polystyrene resin in the form of hydroxide.

[0047] (3) Swell 15.0g of hydroxide-type strongly basic polystyrene resin in N,N-dimethylformamide for 1h to make a suspension, then dissolve 19.3g of dioctyl diglycol amic acid in N, Add N-dimethylformamide to the suspension of the above-mentioned hy...

technical field

[0001] The invention relates to the field of separation materials, in particular to an immobilized ionic liquid and a preparation method thereof. Background technique

[0002] With the development and popularization of in-situ leaching technology for ion-type rare earth ores, rich ores are preferentially mined and utilized, resulting in a gradual decline in the grade of rare earths in ion-type rare earth ores, resulting in low rare earth leaching rates and low concentrations of rare earths in leachate. It is still difficult to effectively enrich and recover these low-concentration rare earth resources. At present, when solvent extraction is used to recover rare earths from low-concentration rare earth solutions, due to the low concentration of rare earths in the leach solution, the extraction ratio is large, the phase interface is unclear and the entrainment is serious, causing secondary pollution and other problems. In recent years, in order to overcome the...

Examples

preparation example Construction

[0027] The above-mentioned immobilized ionic liquid preparation method comprises the following steps:

[0028] (1) prepare dialkyl diglycol amic acid;

[0029] Dissolve dialkylamine and diglycolic anhydride in a low-polarity organic solvent, stir and react at room temperature for 48 hours, wash the resulting solution with dilute hydrochloric acid solution to remove residual diisooctylamine, and rotary evaporate to remove ethyl acetate and a small amount of water to obtain dialkyl diglycol amic acid. Low polar organic solvents include ethyl acetate, tetrahydrofuran, toluene, hexane or kerosene; ethyl acetate is preferred. To ensure complete reaction of diglycolic anhydride, the present invention sets the molar ratio of dialkylamine to diglycolic anhydride to be 1.0-1.5:1.

[0030] Dialkylamines are preferred: diisooctylamine, di-n-octylamine, di-n-hexylamine or di-n-decylamine.

[0031] The dialkyl diglycol amic acid prepared by selecting the above raw materials is: dioctyl ...

Embodiment 1

[0040] (1) Diisooctylamine and diglycolic anhydride with a molar ratio of 1.1:1 were dissolved in ethyl acetate, stirred and reacted at room temperature for 48 hours, and the resulting solution was washed with dilute hydrochloric acid solution to remove residual diisooctylamine, Ethyl acetate and a small amount of water were removed by rotary evaporation to obtain di(2-ethylhexyl) diglycol amic acid;

[0041] (2) Put chlorine-type strong basic polystyrene resin in a chromatographic column, and use 2wt% sodium hydroxide solution to flow through the resin layer to carry out anion exchange. After the alkali washing is completed, rinse with deionized water until the pH value is neutral to obtain a strongly basic polystyrene resin in the form of hydroxide.

[0042](3) Swell 20.0g of hydroxide-type strongly basic polystyrene resin in N,N-dimethylformamide for 1h to make a suspension, and then 29.1g of bis(2-ethylhexyl) diglycolamide Dissolve the acid in N,N-dimethylformamide, add i...

Embodiment 2

[0045] (1) Dissolve di-n-octylamine and diglycolic anhydride with a molar ratio of 1.3:1 in ethyl acetate, stir and react at room temperature for 48 hours, and use dilute hydrochloric acid solution to wash the resulting solution to remove residual di-n-octylamine, Ethyl acetate and a small amount of water are removed by rotary evaporation to obtain dioctyl diglycol amic acid;

[0046] (2) Put chlorine-type strong basic polystyrene resin in a chromatographic column, and use 2wt% sodium hydroxide solution to flow through the resin layer to carry out anion exchange. After the alkali washing is completed, rinse with deionized water until the pH value is neutral to obtain a strongly basic polystyrene resin in the form of hydroxide.

[0047] (3) Swell 15.0g of hydroxide-type strongly basic polystyrene resin in N,N-dimethylformamide for 1h to make a suspension, then dissolve 19.3g of dioctyl diglycol amic acid in N, Add N-dimethylformamide to the suspension of the above-mentioned hy...

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