CN108558765A - A kind of ether functional ionic liquids and preparation method thereof - Google Patents
A kind of ether functional ionic liquids and preparation method thereof Download PDFInfo
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- CN108558765A CN108558765A CN201810311591.2A CN201810311591A CN108558765A CN 108558765 A CN108558765 A CN 108558765A CN 201810311591 A CN201810311591 A CN 201810311591A CN 108558765 A CN108558765 A CN 108558765A
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- ether
- ionic liquids
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- ether functional
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D233/56—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms
- C07D233/60—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms with hydrocarbon radicals, substituted by oxygen or sulfur atoms, attached to ring nitrogen atoms
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C227/00—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C227/14—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton from compounds containing already amino and carboxyl groups or derivatives thereof
- C07C227/18—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton from compounds containing already amino and carboxyl groups or derivatives thereof by reactions involving amino or carboxyl groups, e.g. hydrolysis of esters or amides, by formation of halides, salts or esters
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C229/00—Compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C229/02—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton
- C07C229/04—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated
- C07C229/22—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated the carbon skeleton being further substituted by oxygen atoms
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- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The present invention discloses a kind of ether functional ionic liquids and preparation method thereof.The ether functional ionic liquids have the structural formula as shown in (I).The ether functional ionic liquid preparation of the present invention is simple, and purity is high, at low cost, can effectively absorb sour gas, expand the type of ionic liquid and increased ionic liquid adjustability and practicability.
Description
Technical field
The present invention relates to field of ionic liquid, it is specifically related to a kind of ether functional ionic liquids and preparation method thereof.
Background technology
As the ionic liquid of novel green medium, because having special physical property and chemical property and good
Design causes extensive concern and the research of numerous scholars.Ionic liquid refers to the organic salt being in a liquid state at room temperature, this
Kind liquid salt is made of organic cation and organic anion or inorganic anion.This fuse salt being in a liquid state but it is different
In other ionic compounds.Ionic liquid has that lower vapour pressure, difficult volatilization, low boiling point, polarity is strong, dissolubility is strong and wider
Chemical potential.
Discharge with the development that human being's production is lived, global warming, greenhouse gases aggravates, Acid rain damages dynamics
It increases, causes extensive concern.How sour gas is effectively handled simultaneously, becomes primary task.Usually processing is acid
Gas has Physical Absorption partition method, chemical absorbing partition method, adsorption separation method, membrane separation process etc..Ionic liquid has pole
Big adjustability and the property done, thus considerably increases the type and purposes of ionic liquid.And ionic liquid at this stage
Research is not also perfect, is constantly being occurred for novel ionic liquid yet.Therefore how to expand ionic liquid type and
Purposes is the project that this field is constantly studied.
Invention content
The object of the present invention is to provide a kind of easy to operate, at low cost, purity height, the strong functions containing ether of stability
The ionic liquid of type.
The technical solution adopted by the present invention is：A kind of ether functional ionic liquids have the structural formula as shown in (I)：
A kind of preparation method of ether functional ionic liquids, includes the following steps：
1) by N- methylimidazoles and 2- chloroethyl ether compounds, under the protection of nitrogen, 78-82 DEG C of reaction 45-50h,
Gained reactant places and freezes 10-15h in refrigerator, and liquid separation removes supernatant liquid, appropriate organic solvent washing is added, then rotate steaming
Hair removes organic solvent, obtains ether functionality chloride salt ions liquid；
2) ether functionality chloride salt ions liquid is added in anion exchange resin and reacts 2-4h, obtain hydrogen-oxygen type ether
Base functional ionic liquids；
3) hydrogen-oxygen type ether functional ionic liquids and suitable amino acid are mixed, reacts 70-75h at room temperature, rotated
Evaporation, it is dry, obtain ether functional ionic liquids.
Preferably, the molar ratio of N- methylimidazoles and 2- chloroethyl ether compounds is 1:1.1.
Preferably, the 2- chloroethyl ether compounds are 2- chloroethyl methyl ethers.
Preferably, the organic solvent is ethyl acetate and acetonitrile by volume 1：The mixed liquor of (1-2).
Preferably, the anion exchange resin is 717 type anion exchange resin.
Preferably, the molar ratio of hydrogen-oxygen type ether functional ionic liquids and amino acid is 1:1.05.
The beneficial effects of the invention are as follows：The amino acids ether functional ionic liquids that the present invention synthesizes, have expanded ion
The type of liquid improves the purity of product.
Description of the drawings
Fig. 1 is the nucleus magnetic hydrogen spectrum of ether functional ionic liquids prepared by embodiment 1.
Specific embodiment
It is further illustrated the present invention below by specific example.The present invention is not limited to embodiments, described not departing from
Range under, can have small variation.
A kind of 1 ether functional ionic liquids of embodiment
Preparation method is as follows：
1) 1mol N- methylimidazoles are added in three-necked flask, under conditions of ice salt bath, are slowly added to 1.1mol 2-
Chloroethyl methyl ether is transferred to oil bath pan, is passed through nitrogen, is warming up to 80 DEG C, stirs 48h.Reactant place refrigerator in, 0 DEG C with
Lower freezing 10-15h, liquid separation remove supernatant liquid, the solids ethyl acetate of 8ml and the mixed liquor (v of acetonitrile:V=1:1) it washes
It washs three times, filtering rotates evaporative removal organic solvent, and products therefrom at 65 DEG C, steam by dry 8-10h, repeated washing, rotation
Hair, drying steps are three times, finally 8-10 hours dry in vacuum drying chamber, obtain 1- (2- methoxy ethyls) -3- methylimidazoles
Chloride salt ions liquid.
2) 717 type anion exchange resin are taken, by activating and regenerating, processing obtains hydrogen-oxygen type anion exchange resin, will
Hydrogen-oxygen type anion exchange resin fills column, is washed to neutrality, is allowed to dry.By 1- (2- methoxy ethyls) -3- methylimidazole villaumites from
Sub- liquid is added in hydrogen-oxygen type anion exchange resin, is reacted 2-4h, is obtained hydrogen-oxygen type 1- (2- methoxy ethyls) -3- methyl
Imidazole ion liquid, and demarcate rapidly.
3) 1mol hydrogen-oxygen types 1- (2- methoxy ethyls) -3- methylimidazoles ionic liquids and 1.05mol threonines are mixed,
72h is reacted at room temperature, and rotary evaporation is dry, obtains 1- (2- methoxy ethyls) -3- methylimidazole threonine ionic liquids, ties
Structure formula is as follows, yield 85.6%, purity 98%.The nucleus magnetic hydrogen spectrum of product such as Fig. 1.
Claims (7)
1. a kind of ether functional ionic liquids, which is characterized in that have the structural formula as shown in (I)：
2. a kind of preparation method of ether functional ionic liquids described in claim 1, which is characterized in that including walking as follows
Suddenly：
1) by N- methylimidazoles and 2- chloroethyl ether compounds, under the protection of nitrogen, 78-82 DEG C of reaction 45-50h, gained
Reactant is placed and freezes 10-15h in refrigerator, and liquid separation removes supernatant liquid, appropriate organic solvent washing is added, then rotary evaporation removes
Organic solvent is removed, ether functionality chloride salt ions liquid is obtained；
2) ether functionality chloride salt ions liquid is added in anion exchange resin and reacts 2-4h, obtain hydrogen-oxygen type ether work(
It can property ionic liquid；
3) hydrogen-oxygen type ether functional ionic liquids and suitable amino acid are mixed, reacts 70-75h at room temperature, rotary evaporation,
It is dry, obtain ether functional ionic liquids.
3. preparation method according to claim 2, which is characterized in that step 1), N- methylimidazoles and 2- chloroethyl ethers
The molar ratio of compound is 1:1.1.
4. preparation method according to claim 2, which is characterized in that step 1), the 2- chloroethyl ether compounds
For 2- chloroethyl methyl ethers.
5. preparation method according to claim 2, which is characterized in that step 1), the organic solvent are ethyl acetate
With acetonitrile by volume 1：The mixed liquor of (1-2).
6. preparation method according to claim 2, which is characterized in that step 2), the anion exchange resin are 717
Type anion exchange resin.
7. preparation method according to claim 2, which is characterized in that step 3), hydrogen-oxygen type ether functional ionic liquids
Molar ratio with amino acid is 1:1.05.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201810311591.2A CN108558765A (en) | 2018-04-09 | 2018-04-09 | A kind of ether functional ionic liquids and preparation method thereof |
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| Application Number | Priority Date | Filing Date | Title |
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| CN201810311591.2A CN108558765A (en) | 2018-04-09 | 2018-04-09 | A kind of ether functional ionic liquids and preparation method thereof |
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| Publication Number | Publication Date |
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| CN108558765A true CN108558765A (en) | 2018-09-21 |
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| Application Number | Title | Priority Date | Filing Date |
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| CN201810311591.2A Pending CN108558765A (en) | 2018-04-09 | 2018-04-09 | A kind of ether functional ionic liquids and preparation method thereof |
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110041265A (en) * | 2019-05-10 | 2019-07-23 | 辽宁大学 | A kind of functional form group containing ether ionic liquid and preparation method thereof |
| CN114671812A (en) * | 2022-04-29 | 2022-06-28 | 辽宁大学 | Functional ionic liquid containing ether group and preparation method thereof |
| CN114700018A (en) * | 2022-04-08 | 2022-07-05 | 上海交通大学 | Semi-automatic integrated reaction device and preparation method of imidazole amino acid ionic liquid |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101033213A (en) * | 2007-03-30 | 2007-09-12 | 辽宁大学 | Phenylalanine-1-methyl-3-butyl-imidazole amino acid ionic liquid and preparing method thereof |
| CN106220566A (en) * | 2016-07-21 | 2016-12-14 | 辽宁大学 | A kind of with amino acid whose ionic liquid and its preparation method and application |
-
2018
- 2018-04-09 CN CN201810311591.2A patent/CN108558765A/en active Pending
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101033213A (en) * | 2007-03-30 | 2007-09-12 | 辽宁大学 | Phenylalanine-1-methyl-3-butyl-imidazole amino acid ionic liquid and preparing method thereof |
| CN106220566A (en) * | 2016-07-21 | 2016-12-14 | 辽宁大学 | A kind of with amino acid whose ionic liquid and its preparation method and application |
Non-Patent Citations (1)
| Title |
|---|
| SAKI FUJIWARA ET AL.: "Cation-π interactions within aromatic amino acid ionic liquids: A new tool for designing functional ionic liquids", 《JOURNAL OF MOLECULAR LIQUIDS》 * |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110041265A (en) * | 2019-05-10 | 2019-07-23 | 辽宁大学 | A kind of functional form group containing ether ionic liquid and preparation method thereof |
| CN114700018A (en) * | 2022-04-08 | 2022-07-05 | 上海交通大学 | Semi-automatic integrated reaction device and preparation method of imidazole amino acid ionic liquid |
| CN114671812A (en) * | 2022-04-29 | 2022-06-28 | 辽宁大学 | Functional ionic liquid containing ether group and preparation method thereof |
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Application publication date: 20180921 |
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