Ionic liquids with surface active function and preparation method for ionic liquids

A technology of ionic liquid and surface activity, which is applied in the preparation of sulfonate, chemical instruments and methods, organic chemistry, etc., can solve the problems of high energy consumption and achieve the effects of increasing the formation temperature, reducing the formation pressure, and shortening the induction time

Inactive Publication Date: 2013-01-23
CHANGZHOU UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

At present, the method of stirring or mechanical strengthening is generally used to increase the rate of hydrate formation. Although a satisfactory rate of formati

Method used

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  • Ionic liquids with surface active function and preparation method for ionic liquids
  • Ionic liquids with surface active function and preparation method for ionic liquids
  • Ionic liquids with surface active function and preparation method for ionic liquids

Examples

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Embodiment 1

[0025] When n=4, the nitrogen-containing heterocycle is cyclohexyl imine. Step 1: Dissolve 0.10 mol of 1,3-propane sultone in 50 ml of toluene, stir vigorously and add 0.10 mol of cycloheximide dropwise in an ice-water bath at 0°C, after the drop is complete, slowly heat up to 30°C for reaction After 8 h, the reactant was suction-filtered, the filter cake was washed three times with ethyl acetate, and dried at 85°C to obtain the white ionic liquid precursor 1-(3-sulfonic acid)propylcyclohexylimide ylide. Step 2: Dissolve 0.10 mol of 1-(3-sulfonic acid group) propylcyclohexyl imide ylide in water, stir at room temperature, add 0.10 mol of dodecylbenzenesulfonic acid dropwise, and set the temperature at 60°C after dropping React in a water bath for 30 h, filter the reactant to remove water under reduced pressure, and wash the obtained viscous liquid with ether and methanol to remove the precursor of the incomplete reaction. After washing, distill under reduced pressure to obtain...

Embodiment 2

[0028] When n=3, the nitrogen-containing heterocycle is piperidine. Step 1: Dissolve 0.15 mol of 1,3-propane sultone in 50 ml of toluene, stir vigorously and add 0.10 mol of piperidine dropwise in an ice-water bath at 0°C, after dropping, slowly raise the temperature to 70°C for 2 h , the reactant was suction-filtered, the filter cake was washed three times with ethyl acetate, and dried at 80°C to obtain the white ionic liquid precursor 1-(3-sulfonic acid)propylpiperidinium ylide. Step 2: Dissolve 0.11 mol of 1-(3-sulfonic acid) propylpiperidine ylide in water, stir at room temperature, add 0.11 mol of dodecylbenzenesulfonic acid aqueous solution dropwise, and place in a 95°C water bath after dropping Under the conditions of reaction for 2 h, after filtration, the reactant was distilled to remove water under reduced pressure, and the viscous liquid obtained was washed with ether and methanol respectively to remove the incomplete reaction precursor, and then distilled under red...

Embodiment 3

[0031] When n=2, the nitrogen-containing heterocycle is pyrrolidine. Step 1: Dissolve 0.10 mol of 1,3-propane sultone in toluene, stir vigorously and add 0.10 mol of pyrrolidine dropwise in a water bath at 35°C. After suction filtration, the filter cake was washed three times with ethyl acetate, and dried at 80°C to obtain the light yellow ionic liquid precursor 1-(3-sulfonic acid)propylpyrrolidinium salt. Step 2: Dissolve 0.10 mol of 1-(3-sulfonic acid) propylpyrrolidinium ylide in water, stir at room temperature, add 0.10 mol of dodecylbenzenesulfonic acid aqueous solution dropwise, and place in a 70°C water bath after dropping Under the conditions of reaction for 16 h, after filtration, the reactant was distilled to remove water under reduced pressure, and the obtained viscous liquid was washed with ether and methanol respectively to remove the incomplete reaction precursor, and then distilled under reduced pressure to obtain 1-(3-sulfonic acid Acid group) propylpyrrolidin...

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Abstract

The invention discloses ionic liquids with a surface active function and a preparation method for the ionic liquids, and belongs to the technical field of chemical industry. The preparation method comprises the following steps of: reacting pyrrolidine, piperidine or hexamethyleneimine with sultone respectively to introduce a sulfonic acid group to obtain imine nitrogen heterocyclic ring ylids, washing by using ethyl acetate, drying, dissolving the ylids into water, adding an aqueous solution of dodecylbenzene sulfonic acid, heating in a water bath, distilling and dewatering a product, and purifying to obtain the ionic liquids with the surface active function. The ionic liquids contain a surface active group, namely a dodecylbenzene sulfonic acid radical, and five-membered to seven-membered ring imine groups, so the surface tension of the liquids can be reduced, the liquids have a good effect of promoting the generation of gas hydrates, the induction time of the hydrates can be shortened, the formation pressure of hydrates such as methane and carbon dioxide is reduced, and the formation temperature of the hydrates is raised.

Description

technical field [0001] The present invention relates to a class of ionic liquids with surface active functions and a preparation method thereof, in particular to a class of ionic liquids with cycloheximide, piperidine, pyrrolidine and 1-methylimidazole as cations and dodecylbenzenesulfonate as anions A functionalized ionic liquid, which can be used to promote the formation of gas hydrates; belongs to the technical field of chemical industry. Background technique [0002] Ionic liquids (room-temperature ionic liquids abbreviated as RTILs or ILs), also known as "room temperature molten salts" or "room temperature ionic liquids", refer to specific organic cations and inorganic or organic anions, at room temperature or slightly higher than Compounds that are liquid at room temperature are a new class of "green solvents" and catalysts that have emerged in recent years and have attracted much attention. Ionic liquids have a wide range of liquid states, good stability, negligible ...

Claims

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Application Information

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IPC IPC(8): C07D295/088C07D233/60C07C309/31C07C303/32B01F17/32B01F17/12C09K23/12C09K23/32
Inventor 李工徐小军佟惠娟
Owner CHANGZHOU UNIV
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