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

Imidazolium perrhenate ionic liquid with amino groups as well as preparation method and application of imidazolium perrhenate ionic liquid

A technology of ionic liquid and perrhenate, applied in chemical instruments and methods, catalytic reactions, organic chemistry, etc., to achieve high yield, simple process, and guaranteed catalytic effect

Active Publication Date: 2016-10-26
LIAONING UNIVERSITY
View PDF4 Cites 7 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Most of the currently researched ionic liquid catalysts cannot meet the following conditions at the same time: high catalytic activity, mild reaction conditions, no need to add additional solvents or co-catalysts, good stability for recycling, etc., which limits their industrial applications.

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
  • Imidazolium perrhenate ionic liquid with amino groups as well as preparation method and application of imidazolium perrhenate ionic liquid
  • Imidazolium perrhenate ionic liquid with amino groups as well as preparation method and application of imidazolium perrhenate ionic liquid
  • Imidazolium perrhenate ionic liquid with amino groups as well as preparation method and application of imidazolium perrhenate ionic liquid

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0024] Embodiment 1 has the imidazolium perrhenate ionic liquid of monoamino

[0025] The structural formula of the imidazolium perrhenate ionic liquid with a single amino group is as follows:

[0026]

[0027] where R=CH 3 , C 4 h 9 , CH 2 =CH; n=2,3.

[0028] (1) 1-aminopropyl-3-butylimidazolium perrhenate ([NH 2 pbim][ReO 4 ]) preparation

[0029] 1) Under the protection of nitrogen, mix 3-bromopropylamine hydrobromide and n-butylimidazole at a molar ratio of 1:1.1, dissolve in a certain amount of absolute ethanol solution, reflux at 90°C for 24 hours, and depressurize After distilling off the ethanol solvent, add dichloromethane solvent, stir, filter, distill the filtrate under reduced pressure to remove dichloromethane, add an appropriate amount of KOH aqueous solution to make the pH of the solution 8-9 after vacuum drying, filter, and add absolute ethanol to the solid Solvent, stirred and dissolved, filtered, and the filtrate was vacuum-dried to obtain pure 1-...

Embodiment 2

[0040] Embodiment 2 has the imidazolium perrhenate ionic liquid of diamino

[0041] The structural formula of the imidazolium perrhenate ionic liquid with two amino groups is as follows:

[0042]

[0043] R=(CH 2 ) nNH 2 ;n=2,3

[0044] (1) 1,3-diaminopropylimidazole perrhenate ([2NH 2 pim][ReO 4 ]) Preparation:

[0045] 1) Under the protection of nitrogen, mix 3-bromopropylamine hydrobromide and trimethylsilyl imidazole at a molar ratio of 1:2.2, dissolve in a certain amount of absolute ethanol solution, and reflux at 90°C for 24 hours. The reaction solution gradually changed from clarification to light yellow transparent viscous liquid. After the ethanol solvent was removed by distillation under reduced pressure, the toluene solvent was added, stirred, filtered, and the filtrate was removed by distillation under reduced pressure. 9, filter, add dehydrated ethanol solvent in the solid, stir to dissolve, filter, after the filtrate is vacuum-dried, obtain target produc...

Embodiment 3

[0050] Example 3 Catalyzed Cycloaddition Reaction of Epoxy Compounds by Imidazolium Perrhenate Ionic Liquids with Amino Groups

[0051] (1) Temperature, CO 2 Effects of pressure, catalyst dosage and reaction time on reaction yield

[0052] The method is as follows: In a 50ml autoclave, add the catalyst [NH 2 pbim][ReO 4 ] and epichlorohydrin, mix, pass into CO 2 , react under the conditions shown in Table 1, the consumption of catalyst is 0.3%-1.0% of the epoxy compound moles. Calculate the productive rate of cyclic carbonate after the reaction finishes, and the results are shown in Table 1.

[0053] Table 1

[0054] Entry

[0055] In summary, the cycloaddition reaction of epoxy compounds catalyzed by imidazolium perrhenate ionic liquids with amino groups is preferably: in a 50ml autoclave, add catalyst and epoxy compounds, mix, pass into 5MP CO 2 , 160°C, reacted for 12 hours. The addition amount of catalyst is 1.0% of the mole number of epichlorohydrin. The...

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 an imidazolium perrhenate ionic liquid with amino groups as well as a preparation method and an application of the imidazolium perrhenate ionic liquid. The structural formula of the imidazolium perrhenate ionic liquid with the amino groups is shown as the formula (I). According to the preparation method, 3-bromopropylamine hydrobromide or 2-bromoethylamine hydrobromide is mixed with imidazolium under nitrogen protection, then the mixture is dissolved in absolute ethyl alcohol and subjected to a reflux reaction at 85-95 DEG C for 20-25 h, and an imidazolium bromide ionic liquid is obtained; the imidazolium bromide ionic liquid with amino groups and NH4ReO4 are subjected to heating reflux until no ammonia gas is emitted, cooled to the room temperature and filtered, solids are subjected to rotary evaporation and vacuum drying, and the imidazolium perrhenate ionic liquid with the amino groups is obtained. When used for catalyzing an epoxy compound to synthesize cyclic carbonate, the ionic liquid has the advantages that the yield and the activity are high, a promoter or other solvents are not needed, reaction conditions are mild, the stability is high, repeated recycling is realized and the like.

Description

technical field [0001] The invention belongs to the field of chemical catalysis, and in particular relates to an imidazolium perrhenate ionic liquid with amino groups and its application in catalyzing carbon dioxide and epoxy compounds to synthesize cyclic carbonates. Background technique [0002] With the progress of human society and the development of industrial production, the amount of carbon dioxide that people emit into the atmosphere is also increasing. Therefore, the global climate problem brought about by carbon dioxide has also been widely concerned by scientists from all over the world. CO 2 is the main component of greenhouse gases, but from a resource point of view, CO 2 At the same time, it is also a cheap, non-toxic, abundant, natural and renewable C1 resource that widely exists in nature. It can be used to prepare many basic chemical raw materials and various carbonates, carbamates, carboxylic acids, ureas and other important heterocyclic compounds; in add...

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): C07D233/61C07D317/36B01J31/02
CPCB01J31/0284B01J2231/49C07D233/61C07D317/36
Inventor 岳爽郝秀佳叶乔林宋骞
Owner LIAONING UNIVERSITY
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