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

Proline ionic liquid and preparation method and application thereof

A technology of ionic liquid and proline, which is applied in the preparation of carboxylic acid nitriles, organic chemical methods, chemical instruments and methods, etc., can solve the problems of difficult to remove, cumbersome operation process, etc., and achieve simple separation and simple preparation process , fast response effect

Inactive Publication Date: 2011-04-13
SOUTH CHINA UNIV OF TECH
View PDF1 Cites 14 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the solvent used in this method is acetonitrile, and the selected target anion salt is generally ammonium salt. At the end of the reaction, NaOH will be used to adjust its pH value. The water generated in this process is also difficult to remove. more cumbersome

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

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Proline ionic liquid and preparation method and application thereof
  • Proline ionic liquid and preparation method and application thereof
  • Proline ionic liquid and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0030] (1) N-methylimidazole and chlorobutane are passed through a quaternization reaction in a molar ratio of 1: 1.1, the reaction temperature of the quaternization reaction is 70° C., and the reaction time is 48 hours to obtain 1-butyl- Chloride salt of 3-methylimidazole, yield 93.7%;

[0031] (2) Proline and sodium hydroxide were neutralized at room temperature with a molar ratio of 1:1 for 2 hours to obtain proline sodium salt; proline sodium salt was dissolved in methanol to obtain proline sodium methanol solution;

[0032] (3) the methanol solution of sodium proline obtained in step (2) and the chloride salt of 1-butyl-3-methylimidazole obtained in step (1) are in a molar ratio of 1: 0.9 at room temperature for anion exchange, time After 12 hours, filter, remove the solvent, and vacuum-dry to obtain the proline ionic liquid [Bmim][Pro], the yield is 91.1%. The structure of proline ionic liquid [Bmim][Pro] is as follows:

[0033]

Embodiment 2

[0035] (1) Pyridine and ethyl bromide are passed through a quaternization reaction in a molar ratio of 1: 1.4, the reaction temperature of the quaternization reaction is 100° C., and the reaction time is 24 hours to obtain 1-ethylpyridinium bromide with a yield of 89.7 %;

[0036] (2) neutralize L-proline and sodium hydroxide at room temperature with a molar ratio of 1:1 for 0.5 hours to obtain proline sodium salt; dissolve proline sodium salt in methanol to obtain proline Methanol solution of sodium;

[0037] (3) the methanol solution of sodium proline obtained in step (2) and the 1-ethylpyridinium bromide salt obtained in step (1) are in a molar ratio of 1: 0.7 at room temperature for anion exchange, and the time is 18 hours, filtered, The solvent was removed and the proline ionic liquid was obtained after vacuum drying with a yield of 88.1%.

Embodiment 3

[0039] (1) Pyrrole and hexyl bromide are passed through a quaternization reaction in a molar ratio of 1: 1.3, the reaction temperature of the quaternization reaction is 60° C., and the reaction time is 72 hours to obtain 1-ethylpyrrole bromide with a yield of 91.2 %;

[0040] (2) neutralize L-proline and sodium hydroxide at room temperature with a molar ratio of 1:1 for 3 hours to obtain proline sodium salt; dissolve proline sodium salt in methanol to obtain proline Methanol solution of sodium;

[0041] (3) the methanol solution of sodium proline obtained in step (2) and the 1-ethylpyrrole bromide salt obtained in step (1) are in a molar ratio of 1: 0.8 for anion exchange at room temperature, and the time is 24 hours, filtered, The solvent was removed and the proline ionic liquid was obtained after vacuum drying with a yield of 90.4%.

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 discloses proline ionic liquid and a preparation method and application thereof. The positive ion of the ionic liquid is one of an imidazolyl positive ion, a pyridyl positive ion, a pyrryl positive ion, a pyrazolyl positive ion and a morpholine compound positive ion; and the negative ion of the ionic liquid is proline. The preparation method for the ionic liquid comprises the following steps of: performing quaternization to obtain ionic halide; performing neutralization reaction to obtain amino acid salt; and performing ion exchange to obtain the target ionic liquid. The invention also discloses the application of the proline ionic liquid in Knoevenagel condensation reaction. The proline ionic liquid has good effect of catalyzing the Knoevenagel condensation reaction, can be recycled, and ensures that the products have high yield and are easy to separate.

Description

technical field [0001] The invention belongs to the field of preparation methods, in particular to a preparation method of proline ionic liquid and a method for catalyzing Knoevenagel condensation reaction as a catalyst. Background technique [0002] Condensation reaction is a basic reaction in organic reactions, and it includes a wide range of reactions. Most condensation reactions need to be carried out under the action of various acids, bases or phase transfer catalysts. The Knoevenagel condensation reaction was proposed by Knoevenagel in the 1890s. This reaction is a condensation reaction between carbonyl compounds and active methylene compounds under the action of a catalyst. It is an important reaction to form carbon-carbon double bonds in organic synthesis, and it is also an effective means for preparing many fine chemicals and pharmaceutical intermediates. It can be applied to the production of pharmaceuticals, pesticides, dyes, daily chemicals and polymers. There...

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
IPC IPC(8): C07D233/58C07D207/16C07D213/20C07D213/127C07D207/323C07D231/12C07D295/027C07D295/023B01J31/04C07B37/00C07C253/30C07C255/41C07C255/34C07D307/54
Inventor 李雪辉宋红兵于英豪王芙蓉
Owner SOUTH CHINA UNIV OF TECH
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