CN103772212A - Synthesis method of high-dispersion ionic liquid - Google Patents
Synthesis method of high-dispersion ionic liquid Download PDFInfo
- Publication number
- CN103772212A CN103772212A CN201410004279.0A CN201410004279A CN103772212A CN 103772212 A CN103772212 A CN 103772212A CN 201410004279 A CN201410004279 A CN 201410004279A CN 103772212 A CN103772212 A CN 103772212A
- Authority
- CN
- China
- Prior art keywords
- ionic liquid
- synthetic method
- acetone
- separation performance
- high separation
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
Images
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention discloses a synthesis method of high-dispersion ionic liquid, and relates to a synthetic method of ionic liquid containing chlorohydrine amine. The ionic liquid is characterized by being prepared by the synthesis method as follows: the method comprises the following concrete steps: adding a monoethanolamine solution to a reaction kettle in an ice water bath; adding concentrated hydrochloric acid to a constant-pressure dropping funnel according to the molar ratio of 1:1.3; stirring and reacting by adopting a slow dripping mode, wherein the reaction temperature is controlled at 0-3 DEG C, and the reaction time is controlled at 20 hours; purifying to obtain wine red chlorinated monoethanolamine ionic liquid by the steps of washing, rotary evaporation and the like. The invention also provides application of the ionic liquid in extraction, rectification and separation of a methanol-acetone azeotropic system. The ionic liquid is simple in synthesis, and high in separation efficiency, and can be recycled for over 10 times, and the obtained product has the characteristics that the ionic liquid does not volatilize, is good in stability, and can be used for separating strong polar azeotrope.
Description
Technical field
The invention belongs to a kind of synthetic method of ionic liquid, particularly relate to the synthetic of chlorination monoethanolamine ionic liquid and the application in extracting rectifying field thereof.
Background technology
Rectifying is a kind of method of industrial conventional separating liquid homogeneous mixture, to closely boil thing or exist the conventional rectifications such as azeotropic composition be difficult to separate system, generally adopt the special extract rectifications such as extracting rectifying to separate.Extracting rectifying is to add the 3rd component (being called extraction agent or mass separation agent) from tower top to stock liquid, reach the special extract rectification method that separates object to change the relative volatility between original component, it requires the boiling point of extraction agent much higher compared with the boiling point of each component in stock liquid, and do not form azeotrope with component, easily reclaim.In extracting rectifying, choosing of extraction agent plays conclusive effect to separating effect.China is rich coal resources and the country of petroleum resources scarcity, synthesizes that to carry out the problem that gelatin liquefaction technology solves motor spirit needs be a kind of good solution by Fischer-Tropsch.And Fischer-Tropsch synthesis principle has determined in aqueous phase by-product to contain appreciable oxygen-containing organic compound, as methyl alcohol, acetone etc.In this process, acetone and methyl alcohol can form has low azeotropic mixture, need separate by special extract rectification mode.The material being made up of ion being in a liquid state at room temperature or near room temperature temperature, is called ionic liquid at room temperature, is called for short ionic liquid.Ionic liquid has the following advantages as the solvent of extracting rectifying: one, has and can not survey vapour pressure, and therefore little to the pollution of environment, and be easy to recycling; Two, thermostability, chemical stability and electrochemical stability are high, have non-inflammability; Three, ionization feature makes it have similar inorganic salt " salt effect ", further affects relative volatility; Four, designability is easy to by force carry out as required structure design; The feature such as five, can operating temperature range wide.Therefore, ion liquid type extraction agent is expected to obtain better separating effect compared with traditional extraction additive.Designability is one of ionic liquid key property, introduces the characteristic that makes it have ionic liquid concurrently and introduce functional group in ionic liquid molecules structure by the functional group in conventional compounds.At present, have the functional groups such as hydroxyl are introduced to glyoxaline ion liquid to improve the report of its extracting rectifying performance.On imidazole ring, introducing hydroxyl by our discovery of early-stage Study of bibliographical information and this seminar is a kind of more difficult method, and therefore we are finding other always and are being easy to synthetic ionic liquid.This ionic liquid, introduces in the structure of ionic liquid by hydroxyl by simple acid-base neutralisation reaction.And the introducing of hydroxyl will be conducive to the separation of strong polarity azeotropic system.In addition, can synthetic cost and the material toxicity etc. of ionic liquid be also its essential condition that be used for extracting rectifying.
Summary of the invention
The object of the present invention is to provide a kind of synthetic method of high separation performance ionic liquid, the method is incorporated into hydroxyl in ionic liquid, can improve the separating power of ionic liquid, avoid again glyoxaline ion liquid to introduce severe reaction conditions in hydroxyl process, the product that makes to obtain has that ionic liquid is non-volatile, good stability, has again and separates the characteristic that strong polarity azeotrope is fastened.
The object of the invention is to be achieved through the following technical solutions:
A kind of synthetic method of high separation performance ionic liquid, described method comprises following preparation process: under ice-water bath, in reactor, add monoethanolamine solution, then dropwise drip concentrated hydrochloric acid, the two mol ratio is 1:1.3, stirring reaction 20h at temperature of reaction 0-3 ℃, by washing, underpressure distillation step, purify and obtain burgundy thick liquid again.
The synthetic method of described a kind of high separation performance ionic liquid, described chloride alcamines ionic liquid is chlorination monoethanolamine ionic liquid.
The synthetic method of described a kind of high separation performance ionic liquid, described in obtain after burgundy thick liquid, go out residual raw material with acetone organic solvent washing, go out washing composition and unreacted raw material completely by underpressure distillation.
The synthetic method of described a kind of high separation performance ionic liquid, described ionic liquid is applied in separation of extractive distillation methanol-acetone azeotropic system.
The synthetic method of described a kind of high separation performance ionic liquid, described methanol-acetone system comes from the synthetic middle by product producing of Fischer-Tropsch.
The synthetic method of described a kind of high separation performance ionic liquid, described ionic liquid is with methanol-acetone system quality than being 1:5-10, separation temperature is 55-70 ℃.
Advantage of the present invention and effect are:
1. raw materials used monoethanolamine in synthetic method of the present invention, hydrochloric acid is all hypotoxicity chemical.
2. synthetic method of the present invention is simple, and a step completes.When separation, first wash out unreacted raw material with acetone and other organic solvent, then go out washing composition by underpressure distillation.
3. the present invention also provides the application of above-mentioned ionic liquid in methanol-acetone system extracting rectifying.
4. the present invention's ionic liquid used is reusable more than 10 times.
5. the mass ratio of the preferred ionic liquid of the present invention and azeotropic system is 1:5-1:10, and separation temperature is 55-70 ℃.
6. the methanol-acetone system of separation required for the present invention comes from the synthetic by product of Fischer-Tropsch.
Accompanying drawing explanation
Fig. 1 is the infrared spectra of the ionic liquid prepared of embodiment 1.
Note: Fig. 1 of the present invention is the analysis schematic diagram (only for reference) of product state, the unintelligible understanding not affecting technical solution of the present invention of figure Chinese word or image.
Embodiment
Below in conjunction with embodiment, the invention will be further described.
Fig. 1 is the infrared spectra of the ionic liquid prepared of embodiment 1.The stretching vibration of the corresponding intermolecular hydrogen bonding OH in the peak at 3357 places in figure, the NH stretching vibration of the corresponding primary amine class in 1602 places, the peak corresponding NH-CN key stretching vibration at 1517 places.Can find out the formation of target compound from these peak values.
Embodiment mono-: accurately measure the monoethanolamine of 50.5895g in there-necked flask, measure the concentrated hydrochloric acid of 39.2574g in constant pressure funnel, there-necked flask is placed in to ice-water bath, hydrochloric acid is dropwise splashed in monoethanolamine, control speed of response, temperature of reaction is 0-3 ℃, magnetic agitation 20h.Obtain the thick product of monoethanolamine hydrochloride ionic liquid, by crude product acetone repetitive scrubbing, to remove residual a small amount of monoethanolamine, carry out again underpressure distillation and remove acetone, finally product is placed in to vacuum drying oven 100 ℃ of temperature, vacuum tightness 0.08 time dry 16 hours, removes moisture and a small amount of HCl, finally obtains burgundy monoethanolamine hydrochloride ionic liquid.This product and methanol-acetone azeotropic system can reach 1.8 take mass ratio relative volatility under methanol-acetone azeotropic ratio when 1:5 mixes.Ionic liquid recycles 10 efficiency and does not decline.
Embodiment bis-: 70.8253g is added in 250mL there-necked flask in ice-water bath, accurately measure the concentrated hydrochloric acid of 54.9603g in constant pressure funnel, splash into there-necked flask under 10/min in, under magnetic agitation, react 20h, again by the thick product 20ml acetone repetitive scrubbing obtaining, underpressure distillation is removed acetone and is put into vacuum drying oven and spend the night, and obtains burgundy thick liquid.This product and methanol-acetone azeotropic system are take mass ratio when 1:5 mixes, and the relative volatility between methanol-acetone azeotropic system can reach 1.68.Ionic liquid recycles 10 efficiency and does not decline.
Claims (6)
1. the synthetic method of a high separation performance ionic liquid, it is characterized in that, described method comprises following preparation process: under ice-water bath, in reactor, add monoethanolamine solution, then dropwise drip concentrated hydrochloric acid, the two mol ratio is 1:1.3, stirring reaction 20h at temperature of reaction 0-3 ℃, then by washing, underpressure distillation step, purify and obtain burgundy thick liquid.
2. the synthetic method of a kind of high separation performance ionic liquid according to claim 1, is characterized in that, described chloride alcamines ionic liquid is chlorination monoethanolamine ionic liquid.
3. the synthetic method of a kind of high separation performance ionic liquid according to claim 1, it is characterized in that, described obtaining after burgundy thick liquid, goes out residual raw material with acetone organic solvent washing, goes out washing composition and unreacted raw material completely by underpressure distillation.
4. the synthetic method of a kind of high separation performance ionic liquid according to claim 1, is characterized in that, described ionic liquid is applied in separation of extractive distillation methanol-acetone azeotropic system.
5. the synthetic method of a kind of high separation performance ionic liquid according to claim 4, is characterized in that, described methanol-acetone system comes from the synthetic middle by product producing of Fischer-Tropsch.
6. the synthetic method of a kind of high separation performance ionic liquid according to claim 1, is characterized in that, described ionic liquid is with methanol-acetone system quality than being 1:5-10, and separation temperature is 55-70 ℃.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201410004279.0A CN103772212A (en) | 2014-01-06 | 2014-01-06 | Synthesis method of high-dispersion ionic liquid |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201410004279.0A CN103772212A (en) | 2014-01-06 | 2014-01-06 | Synthesis method of high-dispersion ionic liquid |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN103772212A true CN103772212A (en) | 2014-05-07 |
Family
ID=50565041
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201410004279.0A Pending CN103772212A (en) | 2014-01-06 | 2014-01-06 | Synthesis method of high-dispersion ionic liquid |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN103772212A (en) |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101092399A (en) * | 2007-04-11 | 2007-12-26 | 东华大学 | Method for preparing ionic liquid with anion being as ion in halogen family |
| GB2444614A (en) * | 2005-09-30 | 2008-06-11 | Bioniqs Ltd | Alkanoyl ammonium salts as ionic liquids |
| CN101671259A (en) * | 2009-09-28 | 2010-03-17 | 中国科学院过程工程研究所 | Synthesis of alcoholamines functionalized ionic liquid |
| CN102659834A (en) * | 2012-05-23 | 2012-09-12 | 东南大学 | Quaternary ammonium class ionic liquid compound containing hydroxy groups and preparation method thereof |
-
2014
- 2014-01-06 CN CN201410004279.0A patent/CN103772212A/en active Pending
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2444614A (en) * | 2005-09-30 | 2008-06-11 | Bioniqs Ltd | Alkanoyl ammonium salts as ionic liquids |
| CN101092399A (en) * | 2007-04-11 | 2007-12-26 | 东华大学 | Method for preparing ionic liquid with anion being as ion in halogen family |
| CN101671259A (en) * | 2009-09-28 | 2010-03-17 | 中国科学院过程工程研究所 | Synthesis of alcoholamines functionalized ionic liquid |
| CN102659834A (en) * | 2012-05-23 | 2012-09-12 | 东南大学 | Quaternary ammonium class ionic liquid compound containing hydroxy groups and preparation method thereof |
Non-Patent Citations (1)
| Title |
|---|
| 钟禄平等: "萃取精馏分离甲醇和丙酮共沸物", 《化学工业与工程》 * |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN103613485B (en) | Ethylene glycol adds the method for ion liquid abstraction rectifying separation alcohol solution | |
| CN103073388B (en) | Method for separating alcohol from water through ion liquid extraction and rectification | |
| CN109293625B (en) | Synthesis method of high-purity 1, 4-butane sultone | |
| CN104497044A (en) | Method for efficiently preparing beta-carboxyl phosphate | |
| CN102372689B (en) | Preparation method of trifluoromethyl ethylene carbonate | |
| CN101580472B (en) | Resolving agent for 1, 1'-bi-2-naphthol and resolving method thereof | |
| CN103772212A (en) | Synthesis method of high-dispersion ionic liquid | |
| CN103819302B (en) | The separation method of a kind of toluene, methyl alcohol, Virahol, dimethyl carbonate mixture | |
| CN103864571A (en) | Preparation method of 1-bromonaphthalene | |
| CN104829426A (en) | Continuous isopropyl ether-isopropyl alcohol azeotrope extraction and rectification technology based on choline chloride/urea low-co-melting solvent | |
| CN101967075A (en) | Method for synthesizing terminal alkyne compound by using 3-aryl-2,3-dibromopropionic acid | |
| CN103864725A (en) | Eleostearic acid glycidyl ester and preparation method thereof | |
| CN104387301A (en) | Synthesis method of 2-fluoro-4-toluenesulfonylmethyl isocyanide | |
| CN103787979A (en) | Preparation method of high chlorine imidazole ionic liquid | |
| CN104418759A (en) | Method for preparing glycine through alcohol phase synthesis, chromatographic separation, MVR evaporative crystallization | |
| CN102964233A (en) | Synthetic method of 3,5-2-fluoro-(trifluoromethyl)benzophenone | |
| CN103435439A (en) | Preparation method of bromomethyl cyclobutane | |
| CN109305893B (en) | Synthesis method and synthesis device of 1, 2-difluoroethylene trifluoromethyl ether | |
| CN104817426B (en) | A kind of preparation method of ortho-chlorotolu'ene | |
| CN104402799B (en) | A kind of N-(3-chloropropyl) piperidines process for purification | |
| CN104140366A (en) | Method for recycling ethoxyacetic acid from sodium carboxymethylcellulose industrial wastewater | |
| CN109651266A (en) | A kind of preparation method of herbicide terbacil | |
| CN110862332B (en) | Process for synthesizing O- (3-chloro-2-propenyl) hydroxylamine by taking ionic liquid as solvent | |
| CN103641694A (en) | Method for preparing dipropylene glycol dipropyl ether | |
| CN102718630B (en) | Tetrafluoropropanol rectification purifying method |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| C02 | Deemed withdrawal of patent application after publication (patent law 2001) | ||
| WD01 | Invention patent application deemed withdrawn after publication |
Application publication date: 20140507 |