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Cationic N-substituted aniline ionic liquid, polyionic liquid thereof, preparation method and application

A polyionic liquid, cationic technology, applied in the direction of organic chemistry

Active Publication Date: 2021-05-14
BEIJING NORMAL UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0004] But, so far, there is no any report about the sustained-release properties of ionic liquids containing N-substituted aniline structures and polyionic liquids

Method used

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  • Cationic N-substituted aniline ionic liquid, polyionic liquid thereof, preparation method and application
  • Cationic N-substituted aniline ionic liquid, polyionic liquid thereof, preparation method and application
  • Cationic N-substituted aniline ionic liquid, polyionic liquid thereof, preparation method and application

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Experimental program
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Embodiment approach

[0063] According to a preferred embodiment of the present invention, the cationic N-substituted aniline ionic liquid is selected from 1-(2'-anilino)ethyl-3-methylimidazolium bromide, 1,3-bis(2'-anilino) Ethyl imidazolium bromide, 1-(2'-anilino) ethyl-3-butyl imidazolium bromide (abbreviated as [AnEBIM]Br), 1-(2'-anilino) ethyl-3-vinyl Imidazolium bromide, 1-(2'-anilino)ethylpyridinium bromide, 1-(2'-anilino)ethyl-3-dodecyl imidazolium bromide (abbreviated as [AnEC 12 IM]Br), 1-anilinoethyl-3-[3'-(2"-hydroxyethyl)]ethanethiol imidazolium bromide (abbreviated as AEHETEI) or one or more.

[0064] According to the present invention, the cationic N-substituted aniline ionic liquid among the present invention is prepared by the method comprising the following steps:

[0065] Step 1, using N-phenylethanolamine to react with hydrobromic acid to obtain N-phenylethanolamine hydrobromide;

[0066] Step 2, reacting the N-phenylethanolamine hydrobromide obtained in step 1 with phosphorus...

Embodiment 1

[0145] Example 1 1-(2'-anilino)ethyl-3-butylimidazolium bromide ([AnEBIM]Br)

[0146] Add 6.8780g of N-phenylethanolamine to a 100mL round bottom flask, add 8.1355g of hydrobromic acid at 0°C, stir in an ice-water bath for 30min, and then stir at room temperature for 30min. Remove water by rotary evaporation, add chloroform to dissolve and dry with anhydrous sodium sulfate, filter, and remove solvent by rotary evaporation to obtain light yellow N-phenylethanolamine hydrobromide solid. The yield is 86.3%;

[0147]Add 4.68mmol of N-phenylethanolamine hydrobromide into the flask, add 5 mL of chloroform to dissolve it, blow argon to remove oxygen, slowly drop 0.6mL of phosphorus tribromide into the flask, and stir in a water bath at 40°C for 5h. Add 5 mL of deionized water to quench the reaction, extract 3 times with chloroform, and rotary evaporate the organic phase to obtain white solid N-phenylbromoethylamine hydrochloride with a yield of 62.9%;

[0148] Dissolve N-phenylbrom...

Embodiment 2

[0151] Example 2 1-(2'-anilino) ethyl-3-dodecyl imidazolium bromide ([AnEC 12 IM] Br)

[0152] The preparation process of Example 1 was repeated except that 0.3078g of 1-butylimidazole was replaced by 0.5858g of dodecylimidazole, and magnetically stirred in an oil bath at 120°C for 6 hours to obtain the product with a yield of 37.89%. Through nuclear magnetic spectrogram result, prove that gained product is 1-(2'-anilino) ethyl-3-dodecyl imidazolium bromide ([AnEC 12 IM] Br).

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Abstract

The invention discloses cationic N-substituted aniline ionic liquid, polyionic liquid and a preparation method and application thereof. The polyionic liquid has a structure shown as a formula (II) or a formula (III). The polyionic liquid with the structure as shown in the formula (II) is prepared by homopolymerizing cationic N-substituted aniline ionic liquid, and the polyionic liquid with the structure as shown in the formula (III) is prepared by copolymerizing cationic N-substituted aniline ionic liquid and aniline. The cationic N-substituted aniline polyionic liquid provided by the invention can be used as a corrosion inhibitor to slow down corrosion of an acidic medium to materials such as metal.

Description

technical field [0001] The invention relates to the field of ionic liquids, in particular to N-substituted aniline ionic liquids, in particular to a cationic N-substituted aniline ionic liquid and its polyionic liquid, as well as its preparation method and application. Background technique [0002] Ionic liquids are composed of cations and anions, and are generally liquid below 100 °C. Ionic liquids have many special properties, such as: designable structure, non-volatile, non-flammable and explosive, good chemical and thermal stability, wide electrochemical window, and can be used as reaction catalysts and solvents. Among the ionic liquids synthesized and studied more at present, the cations are mainly 1,3-dialkylimidazolium cations, alkylpyridinium cations, quaternary ammonium salt cations, quaternary phosphonium salts, etc., and the anions are mostly BF 4 - 、PF 6 - 、Tf 2 N - 、CF 3 COO - Wait. [0003] A corrosion inhibitor is a chemical substance or a mixture of ...

Claims

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Application Information

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IPC IPC(8): C07D233/64C08G73/02C23F11/04
CPCC07D233/64C08G73/0266C23F11/04
Inventor 李君田璐黄俐研刘正平武英
Owner BEIJING NORMAL UNIVERSITY
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