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Novel multi-amino functionalized ionic liquid and preparation method thereof

A technology of amino functionalization and ionic liquids, applied in separation methods, chemical instruments and methods, preparation of amino compounds from amines, etc., can solve problems that have not been reported

Inactive Publication Date: 2012-07-04
INST OF PROCESS ENG CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In the present invention, the synthesis and application research of ionic liquids containing at least two amino groups on the cation have not been reported so far.

Method used

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  • Novel multi-amino functionalized ionic liquid and preparation method thereof
  • Novel multi-amino functionalized ionic liquid and preparation method thereof
  • Novel multi-amino functionalized ionic liquid and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0040] Synthesis of 1,3-bis(2-(tritylamino)ethyl)-2-methylimidazolium bromide

[0041] a) 2-bromoethylamine hydrobromide (76.70g, 374mmol), trityl chloride (114.83g, 412mmol) and dichloromethane (760mL) were added into a 1000mL three-necked flask, stirred, and 100g triethylamine Amine was mixed with 40mL of dichloromethane, and was dropped into the three-necked flask through the constant pressure dropping funnel; after the addition of triethylamine was completed, the stirring was continued at room temperature for 10 hours; (400mL), 10% phosphoric acid (400mL), deionized water (400mL), saturated sodium chloride solution (400mL) extraction and separation, after drying with anhydrous magnesium sulfate, the concentrated organic phase was washed with methanol solvent for several times, and suction filtered A white solid, N-trityl-2-bromoethylamine (86.34 g, yield 63.03%) was obtained.

[0042] b) Add 2-methylimidazole (2.463g, 30mmol), sodium hydride (0.864g, 36mmol) and newly dis...

Embodiment 2

[0044] Synthesis of 1,3-bis(2-aminoethyl)-2-methylimidazolium bromide

[0045] a) 2-bromoethylamine hydrobromide (76.70g, 374mmol), trityl chloride (114.83g, 412mmol) and dichloromethane (760mL) were added into a 1000mL three-necked flask, stirred, and 100g triethylamine Amine was mixed with 40mL of dichloromethane, and was dropped into the three-necked flask through the constant pressure dropping funnel; after the addition of triethylamine was completed, the stirring was continued at room temperature for 10 hours; (400mL), 10% phosphoric acid (400mL), deionized water (400mL), saturated sodium chloride solution (400mL) extraction and separation, after drying with anhydrous magnesium sulfate, the concentrated organic phase was washed with methanol solvent for several times, and suction filtered A white solid, N-trityl-2-bromoethylamine (86.34 g, yield 63.03%) was obtained.

[0046] b) Add 2-methylimidazole (4.926g, 60mmol), sodium hydride (1.728g, 72mmol) and freshly distilled...

Embodiment 3

[0049] Synthesis of 1,3-bis(2-aminoethyl)-2-methylimidazole acetate

[0050] a) 2-bromoethylamine hydrobromide (76.70g, 374mmol), trityl chloride (114.83g, 412mmol) and dichloromethane (760mL) were added into a 1000mL three-necked flask, stirred, and 100g triethylamine Amine was mixed with 40mL of dichloromethane, and was dropped into the three-necked flask through the constant pressure dropping funnel; after the addition of triethylamine was completed, the stirring was continued at room temperature for 10 hours; (400mL), 10% phosphoric acid (400mL), deionized water (400mL), saturated sodium chloride solution (400mL) extraction and separation, after drying with anhydrous magnesium sulfate, the concentrated organic phase was washed with methanol solvent for several times, and suction filtered A white solid, N-trityl-2-bromoethylamine (86.34 g, yield 63.03%) was obtained.

[0051] b) Add 2-methylimidazole (4.926g, 60mmol), sodium hydride (1.728g, 72mmol) and newly distilled DMF...

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Abstract

The invention relates to novel multi-amino functionalized ionic liquid and a general preparation method thereof, and belongs to the fields of functional materials and preparation. The preparation method comprises the following steps: allowing halogenated aliphatic amine with protective groups to react with organic amine such as imidazole, pyrrole, indole, carbazole, pyrazole, 1,2,4-1-H-triazole, 1-H-tetrazole, purine, piperidine, imidazoline, piperazine, primary aliphatic amine, and secondary aliphatic amine in an aprotic solvent, performing protective group removal of the product to obtain amino functionalized liquid with anions being halogen ions, then performing an anion displacement reaction to displace the halogen anions into other anions; the amino functionalized ionic liquid obtained in the invention is insoluble in non-polar solvents, is simple in separation, and can be used repeatedly; the amino functionalized ionic liquid is applicable to the absorption and separation of acidic gas such as carbon dioxide, sulfur dioxide, hydrogen chloride, hydrogen sulfide, and the like.

Description

Technical field: [0001] The invention mainly relates to a multi-amino functionalized ionic liquid and a general preparation method, which is mainly applied to the absorption and separation of acid gases such as carbon dioxide, sulfur dioxide, hydrogen chloride and hydrogen sulfide. Background technique: [0002] Since 2000, the synthesis of functionalized ionic liquids has attracted people's interest. The introduction of functional groups through the side chains of dialkylimidazolium cations endows ionic liquids with certain special properties, uses or functions, making them a "task-specific" Monotropic Ionic Liquids". Functionalized ionic liquids are widely used in separation, catalysis, acid gas absorption and other fields. In 2002, Bates first reported the absorption of CO by functionalized ionic liquids containing monoamino groups. 2 The capacity is close to 0.5 equivalent, and it is reported that the bisamino-functionalized ionic liquid has an absorption capacity of 0...

Claims

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Application Information

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IPC IPC(8): C07D207/325C07D209/08C07D209/86C07D231/12C07D233/61C07D249/08C07D257/04C07D295/125C07D487/04C07C211/63C07C209/68B01D53/14
CPCY02C10/06Y02C20/40Y02P20/151Y02P20/55
Inventor 张锁江张金芝曾少娟贾彩董海峰张香平
Owner INST OF PROCESS ENG CHINESE ACAD OF SCI
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