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Ionic liquid taking diether quaternary ammonium as cation and synthetic method thereof

A technology of ionic liquids and cations, applied in chemical instruments and methods, preparation of amino hydroxyl compounds, preparation of organic compounds, etc., to achieve the effects of low viscosity, low curing temperature, and high conductivity

Inactive Publication Date: 2010-06-23
LANZHOU INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

By introducing an ether group, the performance of the quaternary ammonium ionic liquid is improved, and the price is not too high, and the ionic liquid with the diether group quaternary ammonium as the cation has not been reported in the literature.

Method used

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  • Ionic liquid taking diether quaternary ammonium as cation and synthetic method thereof
  • Ionic liquid taking diether quaternary ammonium as cation and synthetic method thereof
  • Ionic liquid taking diether quaternary ammonium as cation and synthetic method thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0037] Embodiment 1: N, N-dimethyl N-(2-methoxyethyl) amine (N 11，1O2 )Synthesis

[0038] 278g (2.0 moles) of 2-bromoethyl methyl ether was added dropwise (12 hours) to 684g 33% aqueous dimethylamine solution (containing 5.0 moles of dimethylamine) at 30°C. After the addition was complete, the reaction temperature was raised to 40°C, stop after 12h. Add 2.0 moles of NaOH to neutralize the generated acid, and add an appropriate amount of NaCl to make it a saturated solution. Atmospheric pressure distillation, collecting fractions at 80-90°C, successively using CaCl 2 Dry with KOH and rinse with (3×100ml) anhydrous ether when filtering. Atmospheric distillation again, collecting fractions at 96-98°C to obtain the product N,N-dimethyl-N-(2-methoxyethyl)amine (N 11，1O2 ) 129g, yield 63%.

Embodiment 2

[0039] Embodiment 2: N, N-dimethyl-N-methoxymethyl-N-(2-methoxyethyl) quaternary ammonium chloride salt ([N 11，1O1，1O2 ] + [Cl] - )Synthesis

[0040] Under ice-bath conditions, slowly drop 0.80 moles (60.8ml) of chloromethyl methyl ether into the mixture containing 0.80 moles (82.5g) of N 11，1O2 and 100ml of dichloromethane, and then reacted at 30°C for 4 hours (the reaction system must be connected to a drying tube to isolate the moisture in the air). The solvent was removed under reduced pressure at 50°C to obtain a light yellow liquid [N 11，1O1，1O2 ] + [Cl] - 147 g, >99% yield.

Embodiment 3

[0041] Embodiment 3: N, N-dimethyl-N, N-two (2-methoxyethyl) quaternary ammonium chloride salt ([N 11，1O2，1O2 ] + [Cl] - )Synthesis

[0042] 0.80 moles (82.5g) of N 11，1O2 Add 0.8 moles (76g) of 2-chloroethyl methyl ether and 80ml of absolute ethanol into a sealed reaction tank, and react at 120°C for 48 hours. After taking it out, molecular impurities were removed under reduced pressure at 70°C to obtain a white solid [N 11，1O2，1O2 ] + [Cl] - 168 g, yield: 85%.

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Abstract

The invention belongs to quaternary ammonium ionic liquid with low viscosity and low melting point. The structure formula of the ionic liquid is represented by formula (I). The invention comprises the following steps: taking secondary amine and halogenether as raw material, generating diether quaternary ammonium ionic liquid with anion being halogen through the synthesis and quaternization of tertiary amine containing ether bond, and then obtaining ionic liquid containing different anions through ion exchange. The ionic liquid generally is liquid under room temperature, and the curing temperature of part of ionic liquid is even lower than 90 DEG C below zero. The invention provides a selectable way for developing ionic liquid with low viscosity, and in addition, the cost of raw material is lower, the operation is simple and the yield is high.

Description

technical field [0001] The invention relates to a low-viscosity diether-based quaternary ammonium ionic liquid and a synthesis method thereof, belonging to the technical field of new chemical materials and their preparation. Background technique [0002] Ionic liquids refer to organic molten salts that are composed entirely of anions and cations and whose melting point is usually lower than 100°C. The basic requirements for the anion and cation constituting the ionic liquid are: high degree of charge dispersion, poor symmetry, and moderate molecular size. Only in this way can the interaction force between anion and cation be reduced, weaken the orderly accumulation of ions, and at the same time not hinder the migration of ions, so that the ionic liquid exhibits the characteristics of low melting point, low viscosity, and high conductivity. Since the system does not contain electrically neutral molecules, the ionic liquid is neither volatile nor combustible, and has the char...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C217/08C07C213/04
Inventor 邓友全陈正件张庆华卢六斤李作鹏刘士民何昱德亓秀娟
Owner LANZHOU INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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