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Chiral leucine ion liquid

A leucinate and ionic liquid technology, applied in the field of chemical materials, can solve the problems of limited types of chiral ionic liquids, and achieve the effects of low cost, easy realization, and mild reaction conditions

Inactive Publication Date: 2011-02-09
IRICO
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Due to the limited types of cations in ionic liquids, and the fine-tuning of the physical and chemical properties of ionic liquids mainly depends on the substituents that adjust the diversity of cations, and the chiral positions of the above-mentioned chiral ionic liquids are all on cations, The types of current chiral ionic liquids are limited, and it is difficult to adjust the physical and chemical properties of ionic liquids as needed

Method used

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Examples

Experimental program
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Effect test

Embodiment 1

[0026] Embodiment 1: Synthesis of L-leucine-1-methyl-3-butylimidazolium ionic liquid

[0027] Weigh 50g of chloro-1-methyl-3-butylimidazole and put it into a three-necked flask, add 150ml of acetone solution, 43.84g of L-sodium leucine in turn, and add the rotor, and nitrogen is passed through one inlet, The other outlet is plugged with a drying tube, and the nitrogen flow rate is controlled to be one bubble per second; the three-necked bottle is stirred on a magnetic stirrer, and stirred for 3 days;

[0028] After the reaction was completed, a centrifuge was used to remove insoluble NaCl to obtain 160 ml of oily liquid. Then add 1.5g activated Al 2 o 3 , and added to the rotor, stirred on a magnetic stirrer for 30min, filtered to remove Al 2 o 3 ;

[0029] Remove Al 2 o 3 Afterwards, quickly remove acetone with rotary evaporation, control the temperature at 48-52°C to obtain an oily liquid, put it in a vacuum oven, control the temperature at 120°C to remove residual ac...

Embodiment 2

[0030] Embodiment 2: The synthesis of L-leucine-1-methyl-3-butylimidazole ionic liquid, compared with Example 1, the difference is that chloro-1-methyl-3-butylimidazole uses The following synthesis not only saves costs, but also increases the yield of the final ionic liquid, specifically:

[0031] Add 100ml of N-methylimidazole and 150ml of n-butane chloride into a 500ml three-necked flask, and heat to reflux under the condition of a silicone oil bath: first, control the silicone oil bath to 80°C, stabilize it for 10 minutes and then raise it to 100°C, and control the reflux The temperature is 100°C, after reflux for 36 hours, increase the temperature of the silicone oil bath, control the temperature at 110°C, reflux for 24 hours, stop heating; the product is found to be divided into two layers, the upper layer is the remaining n-butane chloride, and the lower layer is the target product Chloro-1 -Methyl-3-butylimidazole.

[0032] Quickly remove the remaining n-butane chlorid...

Embodiment 3

[0034] Embodiment 3: The synthesis of L-leucine-1-methyl-3-propylimidazole, compared with Example 1, the difference is that the raw material for the cation that provides the chiral ionic liquid is chloro-1-methyl Base-3-propylimidazole, the molar ratio of it and L-sodium leucine is 1:1, the steps of ion exchange reaction system, removal of NaCl and removal of acetone are the same.

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Abstract

The invention discloses chiral leucine ion liquid. The chiral leucine ion liquid consists of a cation [C]<+> and a chiral leucine ion [A]<-> and has a structural formula, namely [C]<+> [A]<->, wherein the [A]<-> is a chiral L-leucine anion or a chiral D-isoleucine ion; and the cation [C]<+> is imidazoles, an N-alkyl pyridine cation, a quaternary ammonium compound cation, a quaternary phosphonium salt cation or an N,N-dialkyl pyridine cation. The invention provides ion liquid with chiral position on the cation and the cation has more structure and property design freedom degrees, so the chiral leucine ion liquid has structural diversity and designability. The chiral leucine ion liquid of the invention has the advantages of ion liquid, such as nearly nonvolatile property, no toxicity, wide liquid temperature range and the like, and has the chiral characteristics of chiral substances, such as high selectively, chiral induction effect and the like.

Description

technical field [0001] The invention belongs to the technical field of chemical materials, and relates to a chiral ionic liquid, in particular to a chiral leucinate ionic liquid. Background technique [0002] Environmental pollution is one of the major problems faced by human beings, and chemical materials are the main source of environmental pollution, among which volatile organic solvents (VOC) commonly used in the chemical industry are an important source of pollution in the chemical industry. With the intensification of environmental problems and the improvement of people's awareness of environmental protection, scientists have been working hard to find alternatives to environmentally harmful substances. At present, ionic liquids used to replace volatile organic solvents have become one of the research hotspots in green chemistry and chemical engineering. [0003] Ionic liquids are salts composed of organic cations and inorganic anions that are liquid at room temperatur...

Claims

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Application Information

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IPC IPC(8): C07C211/63C07F9/54C07C229/08C07D233/58C07D213/20C07C227/18C07D213/18
Inventor 汪志华
Owner IRICO
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