CN103896868A - Preparation method of acidic aza-crown ether ionic liquid - Google Patents
Preparation method of acidic aza-crown ether ionic liquid Download PDFInfo
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- CN103896868A CN103896868A CN201410125061.0A CN201410125061A CN103896868A CN 103896868 A CN103896868 A CN 103896868A CN 201410125061 A CN201410125061 A CN 201410125061A CN 103896868 A CN103896868 A CN 103896868A
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- ionic liquid
- acid
- aza
- acidic
- crown ether
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D273/00—Heterocyclic compounds containing rings having nitrogen and oxygen atoms as the only ring hetero atoms, not provided for by groups C07D261/00 - C07D271/00
Abstract
The invention discloses a preparation method of a room-temperature type ionic liquid and in particular relates to a preparation method of a room-temperature type ionic liquid which is prepared from acidic aza-crown ether, potassium salt and protonic acid and an ionic liquid. A preparation method of an acidic aza-crown ether ionic liquid comprises the following steps: dissolving 0.1 mole of mixture of the potassium salt, the protonic acid and the acidic aza-crown ether in 50mL of water, stirring for 24 hours at the room temperature, removing the water, drying for 24 hours and then processing to obtain a pure room-temperature type ionic liquid, wherein the acidic aza-crown ether is aa[18-C-6]; a molar ratio of the potassium salt to protonic acid to the acidic aza-crown ether is 1:1:1. The ionic liquid has acidity stronger than that of organic acid.
Description
Technical field
This patent relates to a kind of preparation method of room temperature type ionic liquid, the room temperature type ionic liquid that particularly prepared by the acid Azacrown ether containing of a kind of use, sylvite and protonic acid.
Background technology
Ionic liquid is made up of ion and the electronegative ion of positively charged, refers to be when lower than 100 degrees Celsius now the fused salt of liquid state more.In ionic liquid, there is no electroneutral molecule, the 100%th, negatively charged ion and positively charged ion, between negative 100 degrees Celsius to 200 degrees Celsius, be all liquid state, there is good thermostability (decomposition temperature reaches 300 degrees Celsius) and electroconductibility, allow to a great extent kinetic control; Concerning most of inorganicss, organism and macromolecular material, ionic liquid is a kind of good solvent; Show acidity and super acids character, make it not only can be used as solvent use, but also can be used as the catalyzer use of some reaction, the solvent of these catalytic activitys has avoided extra possible poisonous catalyzer maybe may produce the shortcoming of a large amount of wastes; Ionic liquid generally can not become steam (non-volatile or " zero " vapour pressure), so can not produce the obnoxious flavour that atmosphere is polluted in chemical experiment process, this is the important evidence that ionic liquid is considered to green solvent; Price is relatively cheap, and most ionic liquids have stability to glassware for drinking water, easily in water, prepare; Ionic liquid also has good designability, can obtain by molecular designing the ionic liquid of specific function.In a word, ionic liquid tasteless, ordorless, pollution-free, nonflammable, easily and product separation, easily reclaim, can repeated multiple timesly recycle, the advantage such as easy to use, it is the ideal substitute of traditional volatile solvent, it has avoided the use of conventional organic solvents to cause the problems such as serious environment, health, safety and equipment corrosion effectively, is genuine, eco-friendly green solvent.Be suitable for current advocated cleaning technique and the requirement of Sustainable development, more and more by the extensive recognition and acceptance of people.In addition, ionic liquid also has the following advantages: strong electrostatic field (this is the key character that is different from molecule-type medium and material); Wide electrochemical window (can reach 5V-7V), this means that electrochemical reaction can not occur ionic liquid in so wide scope, i.e. degraded, and this is the not available characteristic of common electrolytic solution; Good ionic conduction (25ms/cm) and thermal conductivity, high heat capacity and thermal energy storage density.
The ionic liquid aspect such as epoxidation reaction, electrochemical synthesis, the preparation of branched chain fatty acid of the catalytic hydrogenation reaction under the rearrangement reaction such as polyreaction, selective alkylation and amination reaction, acylation reaction, esterification, chemical bond, room temperature and normal pressure, alkene is applied, and demonstrate that speed of reaction is fast, transformation efficiency is high, the selectivity of reaction is high, the catalyst system advantage such as reuse capable of circulation.In addition, dissolving, nuclear fuel and the nuke rubbish of the extraction of ionic liquid carbonic acid gas in the separation of solvent extraction, material and recovery, fuel cell and the solar cell of purifying, spent high molecular compound, industrial gaseous waste, geological sample separate and the aspect such as processing also demonstrates potential application prospect.
Crown ether-like ionic liquid is different from traditional glyoxaline ion liquid, because crown ether and cationic effect make its negatively charged ion have stronger nucleophilicity or alkalescence.Patent of the existing published crown ether-like ionic liquid Jin You U.S. and Chinese invention patent application (200910252353.X).Aforementioned two class crown ether-like ionic liquids, its fusing point is all higher, and this type of ionic liquid is published in European the Chemicals (Chem. Eur. J. 2011,17,8731 – 8738) in the application of catalyse organic reaction.
Summary of the invention
The invention provides the preparation method of the acid Azacrown ether containing ionic liquid of a kind of simple new room temperature and the room temperature type ionic liquid of preparing in this way.
The preparation method of a kind of acid Azacrown ether containing ionic liquid of the present invention is dissolved in the sylvite of 0.1 mole, protonic acid and acid Azacrown ether containing mixture in 50 mL water, under room temperature, stir 24h, except anhydrating, after processing, dry 24h obtains pure room temperature type ionic liquid, wherein: described acid Azacrown ether containing is aa[18-C-6]; Sylvite: protonic acid: mol ratio=1 of acid Azacrown ether containing: 1: 1.
Adopt the acid Azacrown ether containing ionic liquid that preceding method can preparation room warm type, its structure is referring to formula one.
The structure and composition of formula one acid Azacrown ether containing
Under acid Azacrown ether containing ionic liquid room temperature of the present invention, be liquid, have the acidity stronger than organic acid.
Embodiment
Embodiments of the invention are below provided.
Embodiment 1
Get acid Azacrown ether containing aa[18-C-6] (6mmol), Potassium Bromide (6mmol), Hydrogen bromide (6mmol, 40-48%) is mixed in 40mL distilled water, under room temperature, stirs 24h, revolves and steams except anhydrating, and 70 ℃ of vacuum-drying 24h obtain pure faint yellow ionic liquid
1, fusing point 2
oc, decomposition point 207
oc.
Embodiment 2
Get acid Azacrown ether containing aa[18-C-6] (6mmol), potassium tetrafluoroborate (6mmol), Tetrafluoroboric acid (6mmol, 40%) is mixed in 40mL distilled water, under room temperature, stirs 24h, revolves and steams except anhydrating, and 70 ℃ of vacuum-drying 24h obtain pure faint yellow ionic liquid
2, fusing point 12
oc, decomposition point 260
oc.
Embodiment 3
Get acid Azacrown ether containing aa[18-C-6] (6mmol), Potassium Hexafluorophosphate (6mmol), phosphofluoric acid (6mmol, 65%) is mixed in 40mL distilled water, under room temperature, stirs 24h, revolves and steams except anhydrating, and 70 ℃ of vacuum-drying 24h obtain pure faint yellow ionic liquid
3, fusing point-4
oc, decomposition point 261
oc.
Embodiment 4
Get acid Azacrown ether containing aa[18-C-6] (6mmol), sal enixum (6mmol), sulfuric acid (6mmol) is mixed in 40mL distilled water, under room temperature, stirs 24h, revolves and steams except anhydrating, and 70 ℃ of vacuum-drying 24h obtain pure faint yellow ionic liquid
1, fusing point-1
oc, decomposition point 201
oc.
Embodiment 5
Get acid Azacrown ether containing aa[18-C-6] (6mmol), trifluoroacetic acid potassium (6mmol), trifluoroacetic acid (6mmol) is mixed in 40mL distilled water, under room temperature, stirs 24h, revolves and steams except anhydrating, and 70 ℃ of vacuum-drying 24h obtain pure faint yellow ionic liquid
1, fusing point 8
oc., decomposition point 197
oc.
Claims (2)
1. the preparation method of an acid Azacrown ether containing ionic liquid, it is characterized in that the sylvite of 0.1 mole, protonic acid and acid Azacrown ether containing mixture to be dissolved in 50 mL water, under room temperature, stir 24h, except anhydrating, after processing, dry 24h obtains pure room temperature type ionic liquid, wherein: described acid Azacrown ether containing is aa[18-C-6]; Sylvite: protonic acid: mol ratio=1 of acid Azacrown ether containing: 1: 1.
2. the acid Azacrown ether containing ionic liquid that prepared by method claimed in claim 1.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
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| CN201410125061.0A CN103896868A (en) | 2014-03-31 | 2014-03-31 | Preparation method of acidic aza-crown ether ionic liquid |
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| CN201410125061.0A CN103896868A (en) | 2014-03-31 | 2014-03-31 | Preparation method of acidic aza-crown ether ionic liquid |
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Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20030205268A1 (en) * | 2000-06-13 | 2003-11-06 | Fuji Photo Film Co., Ltd. | Photoelectric conversion device and photo cell |
| US20070173640A1 (en) * | 2006-01-24 | 2007-07-26 | Park Sang H | Ionic liquid type crown ether derivatives, method for preparing the same and method for isolating metal ions using the same |
| CN101032696A (en) * | 2006-03-06 | 2007-09-12 | 中国科学院理化技术研究所 | Ester hydrolyst and the composing method |
| CN101723928A (en) * | 2009-11-28 | 2010-06-09 | 兰州大学 | Ion liquid and preparation technology thereof |
| CN102134237A (en) * | 2010-12-27 | 2011-07-27 | 西北师范大学 | Crown ether ring imidazole ionic liquid |
-
2014
- 2014-03-31 CN CN201410125061.0A patent/CN103896868A/en active Pending
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20030205268A1 (en) * | 2000-06-13 | 2003-11-06 | Fuji Photo Film Co., Ltd. | Photoelectric conversion device and photo cell |
| US20070173640A1 (en) * | 2006-01-24 | 2007-07-26 | Park Sang H | Ionic liquid type crown ether derivatives, method for preparing the same and method for isolating metal ions using the same |
| CN101032696A (en) * | 2006-03-06 | 2007-09-12 | 中国科学院理化技术研究所 | Ester hydrolyst and the composing method |
| CN101723928A (en) * | 2009-11-28 | 2010-06-09 | 兰州大学 | Ion liquid and preparation technology thereof |
| CN102134237A (en) * | 2010-12-27 | 2011-07-27 | 西北师范大学 | Crown ether ring imidazole ionic liquid |
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Application publication date: 20140702 |