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Hexa alkyl guanidine salt ion liquid and preparing process

A kind of technology of hexaalkylguanidine and ionic liquid, applied in the field of hexaalkylguanidine salt ionic liquid and preparation

Inactive Publication Date: 2004-04-28
CHANGCHUN INST OF APPLIED CHEMISTRY - CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, ring-opening and ring-closing hexaalkylguanidinium salt ionic liquids and their synthesis have not yet been patented.

Method used

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  • Hexa alkyl guanidine salt ion liquid and preparing process
  • Hexa alkyl guanidine salt ion liquid and preparing process
  • Hexa alkyl guanidine salt ion liquid and preparing process

Examples

Experimental program
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Effect test

Embodiment 1

[0031] Embodiment 1: 1, the synthesis of 3-dimethyl-2-butyl-2-methyl-1,3-ethyl cyclic guanidinium iodide ionic liquid ([BMCG] + I - ):

[0032] Dissolve 0.3 mol of 1,3-dimethyl-2-imidazolidinone in 30 ml of refined toluene, slowly add 0.30 mol of phosphorus oxychloride dropwise, react at 65 degrees Celsius for 12 hours, add 50 ml of dichloromethane, slowly drop Add 0.60mol of n-butylamine, reflux for 12 hours, drop in 35% NaOH aqueous solution to make the system alkaline, extract the reaction mixture with dichloromethane, combine the organic phases, and wash with anhydrous NaOH 2 SO 4 After drying, remove the solvent, distill under reduced pressure to obtain pentaalkylguanidine, take 0.3mol of pentaalkylguanidine and dissolve it in 50ml of refined acetocyanide, add 0.3mol of methyl iodide under nitrogen protection, react for 12 hours and remove the solvent under reduced pressure to obtain the target product.

Embodiment 2

[0033] Example 2: [BMCG] + PF 6 - Synthesis of ionic liquids:

[0034] Take [BMCG] + I - Dissolve 0.3mol in 50ml distilled water, add 0.3mol KPF dropwise 6 The aqueous solution was reacted for 1 hour, and the oil layer was separated, and the oil layer was dissolved in 50ml of dichloromethane, washed with water, dried, and the solvent was removed under reduced pressure to obtain the target product.

Embodiment 3

[0035]Example 3: [BMCG] + BF 4 - Synthesis of ionic liquids:

[0036] Take [BMCG] + I - Dissolve 0.3mol in 200ml distilled water, add 0.32mol NaBF dropwise 4 Aqueous solution, reacted for 5 hours, removed water under reduced pressure, added 100ml of chloroform, and filtered. The organic phase is dried. The solvent was removed under reduced pressure to obtain the target product.

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Abstract

The present invention relates to hexa-alkyl guanidine salt ion liquid and its preparation process. The materials 1 ,3-dimethyl-2-imidazolinone and tetra-alkyl urea are produced into intermediate Wilsman salt under the action of phosphorus oxychlooride, oxalyl chloride, thiophosgene, phosgene or dichluoro sulfoxide; the intermediate is then reacted with C10 below aliphatic amine to produce penta-alkyl guanidine; and penta-alkyl guanidine is finally reacted with alkyl bromide or alkyl iodide and methyl or ethyl ester to produce hexa-alkyl guanidine salt ion liquid. The bromine salt and iodine salt may further reacted with various inorganic salt to produce hexa-alkyl guanidine salt ion liquid containing various negative ions. The present invention lays down foundation for the research and development of ionic liquid and provides systemic technology for the industrial production of hexa-alkyl guanidine salt ion liquid..

Description

technical field [0001] The invention belongs to the development of an ionic liquid based on ring-opening and ring-closing hexaalkylguanidine salts and a preparation method thereof. Background technique [0002] An ionic liquid is a molten salt system composed of a large cation and anion that is liquid at or near room temperature. Ionic liquids have many unique physical and chemical properties, such as a wide range of liquid states, no vapor pressure, odorless, non-toxic, non-flammable, recyclable, etc., so it is considered as a potential green solvent and has attracted academic attention. It is highly valued by the industry and the business community, and is now widely used in battery electrolytes, synthesis and catalysis solvents, extractants, etc., so it has a tendency to replace volatile organic compounds (Volatile Organic Compounds, VOCs for short) in traditional industrial synthesis. The chemical expression of a typical cation is as follows: [0003] [0004] ...

Claims

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Application Information

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IPC IPC(8): C07C277/00
Inventor 谢海波张所波段海峰
Owner CHANGCHUN INST OF APPLIED CHEMISTRY - CHINESE ACAD OF SCI
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