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N,N,N,N-tetramethylethylenediamine sulphonate ionic liquid and preparation method thereof

A technology of tetramethylethylenediamine sulfonic acid and ionic liquid, applied in the field of N, can solve the problems of uneconomical, large loss and large usage, and achieve the effects of small loss, wide range and high thermal stability

Inactive Publication Date: 2010-02-17
ANHUI UNIVERSITY OF TECHNOLOGY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] The purpose of the present invention is to overcome the shortcomings of acidic ionic liquids in the prior art, such as a large amount of use as a catalyst, a large loss in recycling, and uneconomical, and provide a highly catalytically active N, N, N, N-tetramethyl Ethylenediaminesulfonate onium salt ionic liquid and preparation method thereof

Method used

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  • N,N,N,N-tetramethylethylenediamine sulphonate ionic liquid and preparation method thereof
  • N,N,N,N-tetramethylethylenediamine sulphonate ionic liquid and preparation method thereof
  • N,N,N,N-tetramethylethylenediamine sulphonate ionic liquid and preparation method thereof

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Effect test

Embodiment 1

[0020] Embodiment 1: N, N, N, the preparation of N-tetramethyl-bis(3-sulfonic acid propyl) ethylenediamine ylide

[0021]

[0022] At room temperature under stirring conditions, slowly drop the mixed solution of 0.2mol 1,3-propane sultone and 30mL acetone into the mixed solution containing 0.1mol N,N,N,N-tetramethylethylenediamine and 50mL acetone, After 30 minutes, a white solid precipitated out. After 12 hours, it was filtered, and the obtained white solid was washed three times with acetone and anhydrous ether, and dried in vacuum at 50°C for 24 hours.

Embodiment 2

[0023] Embodiment 2: N, N, N, the preparation of N-tetramethyl-two (4-sulfonic acid butyl) ethylenediamine ylide

[0024]

[0025] At room temperature under stirring conditions, slowly drop the mixed solution of 0.2mol 1,4-butane sultone and 30mL acetone into the mixed solution containing 0.1mol N,N,N,N-tetramethylethylenediamine and 50mL acetone , which lasted 30min, and after 24h, filtered, and the resulting white solid was washed three times with acetone and anhydrous ether, filtered, and vacuum-dried at 50°C for 24h.

Embodiment 3

[0026] Embodiment 3: [hydrogen sulfate] [tetramethyl-two (3-sulfonic acid propyl) ethylenediamine] ionic liquid

[0027]

[0028] With 0.1mol of the N,N,N,N-tetramethyl-bis(3-sulfonic acid propyl)ethylenediamine ylide prepared in Example 1 and 0.2mol

[0029] Add concentrated sulfuric acid into a 250mL three-necked flask with a stirring bar and a condenser, react at 120°C for 24h, wash with dichloromethane three times, and then vacuum dry at 80°C for 24h to obtain viscous [hydrogen sulfate][ Tetramethyl-bis(3-sulfonic acid propyl)ethylenediamine] ionic liquid.

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Abstract

The invention provides N,N,N,N-tetramethylethylenediamine sulphonate ionic liquid and a preparation method thereof, belonging to the technical field of organic chemical synthesis. The preparation method of the ionic liquid comprises the following steps: using N,N,N,N-tetramethylethylenediamine and sultone to react at room temperature in the presence of acetone and absolute ethanol to obtain N,N,N,N-tetramethylethylenediamine sulphonate inner salt, and then using N,N,N,N-tetramethylethylenediamine sulphonate inner salt to react with inorganic acid or organic acid to obtain disulfonic acid groupacidic ionic liquid with N,N,N,N-tetramethylethylenediamine cationic group. The prepared ionic liquid can be used as the catalyst or solvent of organic reactions, in particular to the catalytic reaction of inorganic acid or organic acid; compared with the existing monosulfonic group acidic ionic liquid used as catalyst, the N,N,N,N-tetramethylethylenediamine sulphonate ionic liquid has higher catalytic activity, less dosage, less loss in cycle use, higher product yield and more environmentally friendly.

Description

Technical field: [0001] The invention belongs to the technical field of organic chemical synthesis, and in particular relates to an N,N,N,N-tetramethylethylenediaminesulfonium salt ionic liquid and a preparation method thereof. Background technique: [0002] Today, the development of non-imidazole economical acidic ionic liquids with industrial application prospects, including Bronster acidic ionic liquids and Lewis acidic ionic liquids, has become the focus of functional ionic liquid research and has attracted the attention of chemical researchers at home and abroad. , achieved certain results. Huang Baohua et al. (CN101024625A, CN101024613A) in water or under solvent-free conditions, stirred and reacted pyrrolidone sulfonic acid inner salt with equimolar acid at 0-120°C for 2-48h to obtain pyrrolidone sulfonic acid onium salt ionic liquid, and prepared it As a catalyst, solvent and dehydrating agent, it realizes the esterification reaction of acid alcohol. Zhou Xiaomei, ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C309/14C07C303/02B01J31/02
Inventor 岳彩波伊廷锋诸荣孙
Owner ANHUI UNIVERSITY OF TECHNOLOGY
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