CN1226261C - Liquid-liquid extraction process of dioxyethyl methane and water solution of ethanol - Google Patents
Liquid-liquid extraction process of dioxyethyl methane and water solution of ethanol Download PDFInfo
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- CN1226261C CN1226261C CN02137818.5A CN02137818A CN1226261C CN 1226261 C CN1226261 C CN 1226261C CN 02137818 A CN02137818 A CN 02137818A CN 1226261 C CN1226261 C CN 1226261C
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- extraction
- liquid
- dem
- tower
- ethanolic solution
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- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 title claims abstract description 30
- 238000000034 method Methods 0.000 title claims abstract description 25
- 238000000638 solvent extraction Methods 0.000 title claims abstract description 16
- 238000000622 liquid--liquid extraction Methods 0.000 title claims abstract description 15
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 title abstract description 13
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 title 2
- 238000000605 extraction Methods 0.000 claims abstract description 61
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 20
- 239000002904 solvent Substances 0.000 claims abstract description 16
- 239000002994 raw material Substances 0.000 claims abstract description 13
- 239000007788 liquid Substances 0.000 claims abstract description 7
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Natural products CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 22
- 239000000243 solution Substances 0.000 claims description 18
- -1 methylene diethyl Chemical group 0.000 claims description 14
- 239000011259 mixed solution Substances 0.000 claims description 6
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 abstract description 18
- KLKFAASOGCDTDT-UHFFFAOYSA-N ethoxymethoxyethane Chemical compound CCOCOCC KLKFAASOGCDTDT-UHFFFAOYSA-N 0.000 abstract 9
- 230000032798 delamination Effects 0.000 abstract 1
- 238000005457 optimization Methods 0.000 abstract 1
- 229920005862 polyol Polymers 0.000 abstract 1
- 150000003077 polyols Chemical class 0.000 abstract 1
- 238000000926 separation method Methods 0.000 abstract 1
- 229960004756 ethanol Drugs 0.000 description 4
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical class OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- 238000005516 engineering process Methods 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 238000005192 partition Methods 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical class N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- 241000282326 Felis catus Species 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 239000006227 byproduct Substances 0.000 description 2
- WIIZWVCIJKGZOK-RKDXNWHRSA-N chloramphenicol Chemical compound ClC(Cl)C(=O)N[C@H](CO)[C@H](O)C1=CC=C([N+]([O-])=O)C=C1 WIIZWVCIJKGZOK-RKDXNWHRSA-N 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000005265 energy consumption Methods 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 229940049547 paraxin Drugs 0.000 description 2
- 238000000746 purification Methods 0.000 description 2
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 238000005520 cutting process Methods 0.000 description 1
- 229960000935 dehydrated alcohol Drugs 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- IDGUHHHQCWSQLU-UHFFFAOYSA-N ethanol;hydrate Chemical compound O.CCO IDGUHHHQCWSQLU-UHFFFAOYSA-N 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 150000005826 halohydrocarbons Chemical class 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 238000012913 prioritisation Methods 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 150000003457 sulfones Chemical class 0.000 description 1
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Abstract
The present invention relates to a liquid-liquid extraction method of diethoxymethane (DEM) and the water solution of ethanol. Polyol is used as an extraction agent, the liquid-liquid extraction of diethoxymethane and the water solution of ethanol is carried out, after delamination and separation, an extract phase is rectified, a processed solvent is circularly used, and raffinate contains high-purity DEM. The present invention has the optimization scheme that cross current extraction and counter current extraction are adopted, the raw materials, namely DEM and the water solution of ethanol, are loaded in an extraction tower and are in reverse contact with glycerol as an extraction agent flowing into the extraction tower, the raffinate is laid aside and delaminated at a section 3(the raffinate stays at the section for more than 10 minutes), and the raffinate contains more than 99.6% of DEM; a mixed liquid of the extraction agent at the bottom of the extraction tower is separated by a rectifying tower, and the water solution of ethanol is obtained at the top of the rectifying tower. The present invention can effectively separate DEM from the water solution of ethanol, the purity of separated DEM reaches more than 99.6%, and the yield of DEM reaches more than 98.9%.
Description
Technical field
The present invention relates to a kind of extraction process of chemical industry, the liquid-liquid extraction method of particularly a kind of methylene diethyl ether (DEM) and aqueous ethanolic solution.
Background technology
Methylene diethyl ether (DEM) is important solvent and medicine intermediate, generally adopts acid catalyzed process and the production of paraxin by-product method at present.Acid catalyzed process no matter, or paraxin by-product method, in sepn process, all adopt the precise distillation method to separate mix products, because the azeotropic point of DEM boiling point and second alcohol and water is approaching in the product, adopt rectification method reflux ratio (R) to be controlled at about 30: 1, not only energy consumption is big, and only can obtain the DEM about 95%.Do not see the report of DEM purification by liquid extraction at present both at home and abroad as yet, therefore develop effective separating technology, not only help product purity and improve, more help cutting down the consumption of energy.
Summary of the invention
The purpose of this invention is to provide a kind of new DEM purification by liquid extraction technology, so that effectively separate the mixture of DEM and aqueous ethanolic solution, DEM purity is reached more than 99.6%, the DEM yield reaches more than 98.9%.
The technical scheme of finishing the foregoing invention task is: be extraction agent with the polyvalent alcohol, the mass ratio of raw material and solvent is 1: 0.5～4, aqueous ethanolic solution to methylene diethyl ether carries out liquid-liquid extraction, after layering separates, the extraction phase rectification process, raffinate contains the DEM of higher degree, handles the back solvent cycle and uses.Here said " polyvalent alcohol ", gordian technique promptly of the present invention: select a kind of solvent (S) to be insoluble in DEM, be soluble in the second alcohol and water, by extraction, extracting phase can get 99.6% above DEM, and extraction phase is through rectifying tower rectifying, and solvent (S) recycles.From demixing phenomenon, halohydrocarbon, halogenated aryl hydrocarbon, ester class, ethers are soluble in DEM and ethanol, indissoluble (slightly soluble) is in water, do not possess above-mentioned condition, organic acid, ethylene glycol, Ammonia and sulfone class all do not have demixing phenomenon, also do not possess extraction conditions, have only polyvalent alcohol to be demixing phenomenon, therefore study DEM, ethanol and water distribution condition in several polyvalent alcohols, the mass ratio of raw material and solvent is to record under the condition at 1: 1 to the results are shown in Table 1.From table 1 result, glycerol has separating effect preferably, in conjunction with other factors, determines that glycerol is that extraction agent is comparatively suitable, so the first-selected glycerol of prioritization scheme of the present invention is an extraction agent.Under the raw material condition different with the mass ratio of solvent, the partition ratio measurement result is seen Fig. 3, and Fig. 3 result shows that the mass ratio of raw material and solvent is, separating effect the best at 1: 1～2 o'clock.
Table 1:
DEM, the partition ratio of second alcohol and water in polyvalent alcohol
Table 2 liquid-liquid extraction separating resulting
| Material is formed | Raw material F | Solvent Si | Single extraction | Reextraction | Three extractions | |||
| E1 | R1 | E2 | R2 | E3 | R3 | |||
| Flow | 20 | 20 | 29.810 | 10.190 | 20.239 | 9.951 | 20.064 | 9.887 |
| DEM | 0.5000 | 0.0000 | 0.0142 | 0.9670 | 0.0130 | 0.9899 | 0.0088 | 0.9962 |
| Ethanol | 0.4500 | 0.0000 | 0.8842 | 0.0316 | 0.9851 | 0.0080 | 0.9901 | 0.0023 |
| Water | 0.0500 | 0.0000 | 0.1016 | 0.0014 | 0.0019 | 0.0015 | 0.0011 | 0.0015 |
The extraction process idiographic flow is: at first designed Fig. 1, liquid-liquid extraction process figure shown in Figure 2, adopt Fig. 2 counter-current extraction: the aqueous ethanolic solution of raw material DEM is sent into extraction tower and reverse contact of extraction agent glycerol that flows into extraction tower, raffinate is through standing demix section 3 (liquid arrheas the time more than 10 minutes in this section), raffinate contains more than the DEM99.6%, the extraction agent mixed solution separates through rectifying tower at the bottom of the extraction tower, rectifying tower top gets aqueous ethanolic solution, and extraction agent at the bottom of the tower (S) recycles.
Advantage of the present invention: adopt Fig. 1, Fig. 2 extraction process and determined extraction agent, can effectively separate DEM and aqueous ethanolic solution, separating back DEM purity reaches more than 99.6%, the DEM yield reaches more than 98.9%, extraction phase is handled through rectifying tower 4, cat head can contain the following aqueous ethanolic solution of DEMO.21%, is processed into dehydrated alcohol and can be recycled.Extraction process all can carry out at normal temperatures, and the production process energy consumption is low, than rectification method low about 35%.
Description of drawings
Fig. 1 is the cross current solvent extraction process flow sheet of embodiment 1;
Fig. 2 is the counter-current extraction process flow sheet;
Fig. 3 is the influence curve figure of solvent quality comparison partition ratio.
Embodiment
Embodiment 1, and with reference to Fig. 1, artwork shown in Figure 2, raw material is the aqueous ethanolic solution of DEM, and the content of DEM, second alcohol and water is respectively 50%, 45%, 5% (mass content), and raw material is 20Kg, and pure extraction agent S1～S3 is respectively 20Kg.Under the 298.2K situation, by technical process shown in Figure 1, mixed solution is sent into extractor and is fully stirred with flowing into the extraction agent glycerol, and layering separates, and ((R1～R3) all reaches equilibrium state to extraction phase in every grade of extractor for E1～E3) and extracting phase, last extraction phase E1+E2+E3 is handled by rectifying tower, separate back E1～E3 and R1～R3 composition and be shown in Table 2 (disregarding quantity of solvent), table 2 is the result show, through three extractions, the DEM yield reaches 98.9%, and purity can reach 99.6% (mass content).Handle back solvent (S) and recycle, cat head (E) further process ethanol.This technology is fit to the extracting and separating of DEM and ethanol water arbitrary proportion mixed solution, and extraction agent and mixed solution charge proportion are 1～4: 1.In extraction process Fig. 2, the extraction section of leaving standstill 1 that raw material (F) is sent into extraction tower and the extraction agent (S) that flows into extraction tower are extraction section 2 reverse contacts, raffinate is through standing demix section 3 (liquid arrheas the time more than 10 minutes in this section), raffinate contains more than the DEM99.6%, the extraction agent mixed solution is separating (5 is feed entrance point among the figure) through rectifying tower 4 at the bottom of the extraction tower, rectifying tower 4 push up aqueous ethanolic solution, extraction agent at the bottom of the tower (S) recycles.Extraction section 2 can adopt different fillers or column plate, but the actual plate number reaches more than 6, and extraction phase leaves standstill through the section of leaving standstill 1, and liquid should reach more than 10 minutes in this section residence time.Rectifying tower 4 actual plate numbers reach more than 5.
Claims (6)
1, the liquid-liquid extraction method of a kind of methylene diethyl ether and aqueous ethanolic solution: with the polyvalent alcohol is extraction agent, the mass ratio of raw material and solvent is 1: 0.5～4, methylene diethyl ether and aqueous ethanolic solution are carried out liquid-liquid extraction, after layering separates, the extraction phase rectification process, handle the back solvent cycle and use, raffinate contains the methylene diethyl ether of higher degree.
According to the liquid-liquid extraction method of described methylene diethyl ether of claim 1 and aqueous ethanolic solution, it is characterized in that 2, the mass ratio of described raw material and solvent is 1: 1～2.
3, liquid-liquid extraction method according to described methylene diethyl ether of claim 2 and aqueous ethanolic solution, it is characterized in that, concrete steps are: raw material (F) is sent into extraction tower through feed entrance point (5) the extraction section of leaving standstill (1) and the extraction agent (S) that flows into extraction tower are reverse contact of extraction section (2), raffinate arrheas the time more than 10 minutes through standing demix section (3) liquid in this section, raffinate contains methylene diethyl ether more than 99.6%, the extraction agent mixed solution separates through rectifying tower (4) at the bottom of the extraction tower, rectifying tower (4) push up aqueous ethanolic solution, extraction agent at the bottom of the tower (S) recycles.
According to the liquid-liquid extraction method of claim 1 or 2 or 3 described methylene diethyl ethers and aqueous ethanolic solution, it is characterized in that 4, the actual plate number of extraction section reaches more than 6.
According to the liquid-liquid extraction method of described methylene diethyl ether of claim 4 and aqueous ethanolic solution, it is characterized in that 5, rectifying tower actual plate number reaches more than 5.
According to the liquid-liquid extraction method of claim 1 or 2 or 3 described methylene diethyl ethers and aqueous ethanolic solution, it is characterized in that 6, rectifying tower actual plate number reaches more than 5.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN02137818.5A CN1226261C (en) | 2002-06-21 | 2002-06-21 | Liquid-liquid extraction process of dioxyethyl methane and water solution of ethanol |
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN02137818.5A CN1226261C (en) | 2002-06-21 | 2002-06-21 | Liquid-liquid extraction process of dioxyethyl methane and water solution of ethanol |
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| CN1388107A CN1388107A (en) | 2003-01-01 |
| CN1226261C true CN1226261C (en) | 2005-11-09 |
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| CN02137818.5A Expired - Fee Related CN1226261C (en) | 2002-06-21 | 2002-06-21 | Liquid-liquid extraction process of dioxyethyl methane and water solution of ethanol |
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Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102206145B (en) * | 2010-03-31 | 2014-04-23 | 东莞市同舟化工有限公司 | Continuous catalysis and rectification technology for synthesizing diethoxymethane |
| EP2500335B1 (en) | 2011-03-18 | 2015-09-09 | Technische Universität Kaiserslautern | Method for separating ethylal from ethanol and mixtures containing ethylal |
| CN102675245A (en) * | 2012-05-03 | 2012-09-19 | 江苏健谷化工有限公司 | Method for separating and purifying buprofezin by using multi-level cross flow extraction and integration |
| CN109678679B (en) * | 2019-01-28 | 2021-05-28 | 宝鸡文理学院 | Process for purifying anisole |
| CN109761769B (en) * | 2019-01-28 | 2021-06-29 | 宝鸡文理学院 | Process for refining anisole |
| CN109851482B (en) * | 2019-01-28 | 2021-06-25 | 宝鸡文理学院 | Process for purifying phenetole |
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