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Quaternary ammonium ionic liquid as well as preparation and application method thereof

The technology of a quaternary ammonium salt ion and an application method is applied to the quaternary ammonium salt ionic liquid and the fields of preparation and application thereof, which can solve the problems of low yield of aminophenol, harsh reaction conditions, unfriendly environment and the like, and achieves low corrosion and low melting point. , the effect of wide liquid range

Inactive Publication Date: 2008-05-21
HEBEI UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0008] The technical problem to be solved by the present invention is to provide a quaternary ammonium salt ionic liquid and its preparation and application method, which overcomes the problems that the application of dilute sulfuric acid catalyst in the prior art will cause environmental unfriendliness and equipment corrosion, And the problems of harsh reaction conditions and low p-aminophenol yield in the application of solid acid catalyst

Method used

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  • Quaternary ammonium ionic liquid as well as preparation and application method thereof
  • Quaternary ammonium ionic liquid as well as preparation and application method thereof
  • Quaternary ammonium ionic liquid as well as preparation and application method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0036] The first step, the synthesis of N,N,N-trimethyl-N-sulfobutylammonium zwitterion

[0037] Take trimethylamine aqueous solution containing 1.0 mol of trimethylamine and 1.2 mol of 1,4-butane sultone, put them in a 500ml three-necked flask, react at room temperature for 72 hours, take out the reaction solution and depressurize Distilled off water to obtain a white zwitterionic solid, which was washed successively with absolute ethanol, toluene and anhydrous ether, and then vacuum-dried to constant weight at 110°C to obtain a pure zwitterionic solid with a molecular weight of 195.11 ,spare. Wherein the weight content of trimethylamine in the trimethylamine aqueous solution is more than or equal to 33%, and the following examples 2-8 are the same.

[0038] The second step, the synthesis of N, N, N-trimethyl-N-sulfobutyl-ammonium bisulfate ionic liquid

[0039] Take 0.50mol of the N,N,N-trimethyl-N-sulfobutylammonium zwitterion prepared in the first step and put it into a ...

Embodiment 2

[0041] The first step, the synthesis of N,N,N-trimethyl-N-sulfobutylammonium zwitterion

[0042] Take trimethylamine aqueous solution containing 1.0 mol of trimethylamine and 0.8 mol of 1,4-butane sultone, put them in a 500ml three-neck flask, react at 70°C for 8 hours, take out the reaction solution and then depressurize Water was distilled off to obtain a white zwitterionic solid, which was washed sequentially with absolute ethanol, toluene and anhydrous ether, and then vacuum-dried at 110°C to constant weight to obtain a pure zwitterionic solid with a molecular weight of 195.11. spare.

[0043] The second step is the same as in Example 1, and N, N, N-trimethyl-N-sulfobutyl-ammonium bisulfate ionic liquid is obtained, and the measurement result is exactly the same as that in Example 1.

Embodiment 3

[0045] The first step, the synthesis of N,N,N-trimethyl-N-sulfobutylammonium zwitterion

[0046] Take trimethylamine aqueous solution containing 1.0 mol of trimethylamine and 0.8 mol of 1,4-butane sultone, put them in a 500ml three-neck flask, react at room temperature for 24 hours, take out the reaction solution and depressurize Water was distilled off to obtain a white zwitterionic solid, which was washed sequentially with absolute ethanol, toluene and anhydrous ether, and then vacuum-dried to constant weight at 50°C to obtain a pure zwitterionic solid with a molecular weight of 195.11. spare.

[0047] The second step, the synthesis of N, N, N-trimethyl-N-sulfobutyl-ammonium bisulfate ionic liquid

[0048] Take 0.50 mol of the N,N,N-trimethyl-N-sulfobutylammonium zwitterion prepared in the first step and put it into a four-necked flask, slowly add 0.35 mol of concentrated sulfuric acid dropwise, and keep the temperature during the dropwise addition Not exceeding 10°C, then...

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Abstract

A quaternary ammonium salt ionic liquid of the present invention and its preparation and application methods belong to quaternary ammonium compounds, and its molecular composition is N, N, N-trimethyl-N-sulfobutyl-ammonium bisulfate, and its molecular formula is [HSO3-b -N(CH3)3]HSO4, the structural formula is as follows: the quaternary ammonium salt ionic liquid of the present invention is non-corrosive equipment and environment-friendly, and the quaternary ammonium salt ionic liquid catalyst of the present invention is used for nitrobenzene catalytic hydrogenation to synthesize p-amino The phenol reaction is a liquid phase method, the reaction temperature is 60-130° C., and the PAP yield reaches 19.5-88%.

Description

technical field [0001] The technical scheme of the present invention relates to a quaternary ammonium compound, specifically a quaternary ammonium salt ionic liquid and its preparation and application method. technical background [0002] The method of synthesizing p-Aminophenol (p-Aminophenol, PAP) by catalytic hydrogenation of nitrobenzene is currently generally considered to be the direction of future development. Nitrobenzene catalytic hydrogenation technology has the advantages of one-step reaction, simple method, less steps, relatively mild equipment and process conditions, etc., and is suitable for large-scale industrial production. [0003] The mechanism of this reaction is: [0004] [0005] In the first step of the reaction, that is, in the process of catalytic hydrogenation of nitrobenzene to generate phenylhydroxylamine, a supported metal platinum catalyst is used; in the second step of the reaction, that is, the rearrangement of phenylhydroxylamine to genera...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C309/14C07C215/76C07C213/00B01J31/02
Inventor 王延吉崔咏梅赵新强
Owner HEBEI UNIV OF TECH
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