Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

Cycloheximide salt ionic liquid and preparation method thereof

A technology of cycloheximide and ionic liquid, which is applied in carboxylate preparation, sulfonate preparation, organic chemistry, etc., can solve the problems of high price of imidazole and small market supply, so as to improve stability, reduce cost, The effect of simplifying the sharing process

Inactive Publication Date: 2011-08-10
CHANGZHOU UNIV
View PDF0 Cites 7 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although the structure and chemical properties of imidazole are particularly suitable as positive ions in ionic liquids, imidazole is quite expensive, there is no large-scale industrial production at present, and the market supply is small, so discovery and research are relatively cheap and have more unique The suitability of the physicochemical properties as precursors of positive ions in ionic liquids has important scientific research and practical significance
[0004]Cyclohexyl imine is an important intermediate, which is widely used in the fields of medicine, pesticides, fine chemicals, rubber products and textiles, as an ion Liquid cations, compared with imidazole compounds, have the advantages of low price and easy access to raw materials, and the preparation method of acidic ionic liquids prepared using them as cations has not been reported so far

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0022] When n=3, the HY acid is sulfuric acid.

[0023] Step 1: Dissolve 0.10 mol of 1,3-propane sultone in toluene, stir vigorously and add 0.10 mol of cyclohexylimine dropwise under a water bath. After the drop is complete, react at 70°C for 8 h. After filtering, the filter cake was washed three times with ethyl acetate and ether, and dried at 100°C to obtain the inner salt of light yellow ionic liquid precursor 1-(propyl-3-sulfonic acid)cyclohexyl imine.

[0024] Step 2: Dissolve 1-(propyl-3-sulfonic acid)cyclohexyl imine internal salt in water, add equimolar sulfuric acid aqueous solution dropwise at room temperature under electric stirring, and slowly rise to 90 ℃ for 8 hours after the drop is completed , the reactant was distilled under reduced pressure to remove water at 75°C, and the obtained viscous liquid was washed with ether and methanol respectively to remove the incomplete reaction precursor, and after washing, it was distilled under reduced pressure to obtain th...

Embodiment 2

[0026] When n=3, the HY acid is hydrochloric acid.

[0027] Step 1: Dissolve 0.11 mol of 1,3-propane sultone in toluene, stir vigorously and add 0.10 mol of cyclohexyl imine dropwise under a water bath. After the drop is complete, react at 70°C for 8 h. After filtering, the filter cake was washed three times with ethyl acetate and ether, and dried at 100°C to obtain the inner salt of light yellow ionic liquid precursor 1-(propyl-3-sulfonic acid)cyclohexyl imine.

[0028] Step 2: Dissolve 1-(propyl-3-sulfonic acid)cyclohexyl imine internal salt in water, add equimolar hydrochloric acid aqueous solution dropwise at room temperature under electric stirring, and slowly rise to 70 ℃ for 8 hours after dropping , the reactant was distilled under reduced pressure to remove water at 75 °C, and the obtained viscous liquid was washed with ether and methanol respectively to remove the incomplete reaction precursor, and after washing, it was distilled under reduced pressure to obtain the i...

Embodiment 3

[0030] When n=3, the HY acid is p-toluenesulfonic acid.

[0031] Step 1: Dissolve 0.12 mol of 1,3-propane sultone in toluene, vigorously stir and add 0.10 mol of cyclohexyl imine dropwise under a water bath. After the drop is complete, react at 70°C for 8 h. After filtering, the filter cake was washed three times with ethyl acetate and ether, and dried at 100°C to obtain the inner salt of light yellow ionic liquid precursor 1-(propyl-3-sulfonic acid)cyclohexyl imine.

[0032] Step 2: Dissolve 1-(propyl-3-sulfonic acid)cyclohexyl imine internal salt in water, add equimolar p-toluenesulfonic acid aqueous solution dropwise at room temperature under electric stirring, and slowly rise to 90 ℃ after dropping After reacting for 15 h, the reactant was distilled under reduced pressure to remove water at 75 °C, and the obtained viscous liquid was washed with ether and methanol respectively to remove the incomplete reaction precursor, and after washing, it was distilled under reduced pre...

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

No PUM Login to View More

Abstract

The invention relates to ionic liquid and a preparation method thereof, in particular to ionic liquid taking imidic nitrogen heterocyclic rings as positive ions and a preparation method of the ionic liquid. The ionic liquid has the following chemical structure formula, wherein n is equal to 3 or 4; and Y- is selected from the following negative ions: chlorine, bromine, iodine, sulfate radical, bisulfate radical, nitrate radical, dihydrogen phosphate radical, fluoroboric acid radical, hexafluorophosphoric acid radical, acetate moiety, methanesulfonic acid radical, p-toluenesulfonic acid radical, trifloromethanesulfonic acid radical or trichloroacetic acid radical. Cycloheximide is linked into sulfonic groups through a quaternary amination reaction; the sulfonic groups are dissolved into water; acid is added into the mixture; heating the mixture to perform a reaction; then a reaction product is distilled and purified to obtain the ionic liquid. The ionic liquid has simple preparation method, low preparation cost, strong acidity and excellent catalytic activity on esterification and the like for acid catalyzed reaction.

Description

technical field [0001] The invention relates to an ionic liquid and a preparation method thereof, in particular to an ionic liquid using an imine nitrogen-containing heterocyclic ring as a cation and a preparation method of the ionic liquid. Background technique [0002] Ionic liquids, also known as "room temperature molten salts", refer to compounds composed entirely of ions that are liquid at room temperature or slightly higher than room temperature. Green Solvents". Compared with traditional molecular solvents, ionic liquids have a series of advantages such as wide liquid range, better chemical and thermal stability, and lower vapor pressure. In addition, they also have adjustable physical and chemical properties, and can be used for some specific reactions. The design of targeted ionic liquids for catalysis has shown great potential and application prospects in the greening process of today's chemical industry. [0003] In recent years, acidic ionic liquids have been e...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
Patent Type & Authority Applications(China)
IPC IPC(8): C07D223/04C07C53/10C07C53/16C07C51/41C07C309/30C07C309/04C07C309/06C07C303/32
Inventor 李工吴非克佟惠娟
Owner CHANGZHOU UNIV
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap Eureka Blog
Learn More
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic, Popular Technical Reports.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com