CN102850158B - Mixed solvent for C5 separation - Google Patents
Mixed solvent for C5 separation Download PDFInfo
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- CN102850158B CN102850158B CN201110178859.8A CN201110178859A CN102850158B CN 102850158 B CN102850158 B CN 102850158B CN 201110178859 A CN201110178859 A CN 201110178859A CN 102850158 B CN102850158 B CN 102850158B
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- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
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- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/54—Improvements relating to the production of bulk chemicals using solvents, e.g. supercritical solvents or ionic liquids
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Abstract
The invention discloses a mixed solvent for C 5 separation, falling into the field of organic chemical industry. The mixed solvent includes (by weight percentage) ionic liquid 1-50, electrolyte salt 0.5-20, and main solvent dimethylformamide (DMF) in balance. The mixed solvent separates C 5 components through extractive distillation, and can improve relative volatility of C 5 components, reduce ratio of solvent and production cost, and save material consumption and energy consumption.
Description
Technical field
The present invention relates to a kind of carbon five separation solvent, be specifically related to a kind of carbon five separation mixed solvent based on ionic liquid, belong to organic chemical industry field.
Background technology
C5 fraction is the important joint product of ethylene producing device, and wherein isoprene, cyclopentadiene and m-pentadiene etc. are all the important source material of organic chemical industry and fine chemistry industry.Along with the development of petrochemical complex, separation and the utilization of C5 fraction are significant to the economy of ethylene unit of making rational use of resources, improve.In cracked C 5 fraction, not only boiling point is close for each component, also mutually can form two components and three components azeotrope, adopts the method for common distillation to be difficult to obtain high purity product.Separating technology generally adopts solvent to come separating isoprene, m-pentadiene and cyclopentadiene etc. by extracting rectifying, and industrial conventional solvent has acetonitrile ACN, dimethyl formamide DMF, N-Methyl pyrrolidone NMP etc.But separated from solvent is poor, boiling point is high, process energy consumption is high problem that DMF method exists.
Carbon five separation extraction agent can improve the mutual selectivity of hydrocarbons and relative volatility, and current development trend develops the better extraction agent of separating effect to improve extraction efficiency, reduces energy consumption.
Ionic liquid, as a kind of novel green solvent, has some peculiar properties: (1) is by designing the anions and canons part of ionic liquid to reach certain required characteristic; (2) almost there is no vapour pressure, non-volatile, nonflammable, not oxidizable, viscosity is adjustable, good thermostability; (3) water and air is stablized, convenient operation process, be easy to reclaim; (4) all good solubility is had to many organic compound and metal ion.Ionic liquid can be advantageously applied to gold-liquid extraction, liquid-phase micro-extraction etc. as extraction solvent.
Task of the present invention finds a kind of new solvent, can improve the relative volatility between carbon five component further, improve the operational condition of extracting rectifying, improves extracting and separating effect.
Summary of the invention
The technical problem to be solved in the present invention:
In order to improve the selectivity of solvent further, the invention provides a kind of carbon five separation mixed solvent based on ionic liquid, in traditional extraction agent dimethyl formamide method DMF, introducing ionic liquid and salt are extraction additive, can improve relative volatility between carbon five each component, improve solvent selectivity, its extracting and separating effect is significantly improved.
The technical solution used in the present invention:
A kind of carbon five separation mixed solvent, by weight percentage, this mixed solvent contains the ionic liquid of 1 ~ 50%, the electrolytic salt of 0.5 ~ 20%, and surplus is dimethyl formamide DMF.
Described ionic liquid comprise in cationic ion liquid, anionic ion liquid any one.
Described cationic ion liquid comprise in glyoxaline cation, alkylimidazolium cation or alkyl quaternary ammonium ion any one or multiple.
Described anionic ion liquid comprise in tetrafluoroborate negatively charged ion, hexafluorophosphoric acid negatively charged ion or halide anion any one or multiple.
Described cationic ion liquid comprise in 1-ethyl-3-methylimidazole bromine salt, 1-butyl-3-Methylimidazole bromine salt, 1-hexyl-3-Methylimidazole bromine salt, 1-octyl group-3-Methylimidazole bromine salt, 1-decyl-3-Methylimidazole bromine salt any one or multiple
Described anionic ion liquid comprise in 1-butyl-3-methyl imidazolium tetrafluoroborate, 1-hexyl-3-Methylimidazole hexafluoro borate, 1-ethyl-3-methylimidazole hexafluorophosphate, 1-ethyl-3-methylimidazole fluoroform sulphonate any one or multiple.
Described electrolytic salt to comprise in potassium sulfocyanate, Sodium Thiocyanate 99, ammonium thiocyanate, SODIUMNITRATE, saltpetre, potassiumiodide, zinc chloride, cupric chloride, Sodium Bromide, Potassium Bromide any one or multiple.
What the present invention utilized is that " salt is molten " effect is to improve the relative volatility between each component.So-called salting in effect is in the two-phase system being mutually balance, adds nonvolatile salt, and trim point is moved.To Binary Vapor-liquid Equilibria, it shows as " saltouing " effect of the volatility increasing certain component and reduces " salt is molten " effect of another component volatilization degree.Adding by salt, can further improve the relative volatility between each component in solvent, increase the selectivity of solvent.Ionic liquid has salt and solvent two kinds of characteristics concurrently, dissolves in extraction agent.
Ionic liquid and salt improve hydrocarbons relative volatility each other and solubleness to a certain extent, improve the selectivity of solvent, strengthen the separating effect of extraction agent.
Mixed solvent of the present invention can adopt the mode of simple directly mixing, joins in main solvent, stir ionic liquid and salt according to described ratio.
Beneficial effect of the present invention:
Adopt mixed extractant solvent distillation separation C five component of the present invention, relative volatility between carbon five component can be improved, can solvent ratio be reduced, reduce production cost, save material consumption and energy consumption.
Embodiment
Below in conjunction with embodiment, further illustrate the present invention.But the present invention is not limited to these embodiments.
Embodiment 1
At room temperature, 800g dimethyl formamide (DMF is added in the beaker of 1L, Jiangshan Chemical Co Ltd, Zhejiang produces), add the ionic liquid 1-butyl-3-methyl imidazolium a tetrafluoro borate ((the prompt chemical company of upper marine origin produces) prompt chemical company of upper marine origin produces) of 150g again, add the potassium sulfocyanate (production of chemical plant, the sky and water, Qixian County, Henan) of 50g again, stir 10min, mix.
Embodiment 2
At room temperature, 650g dimethyl formamide (DMF is joined in the beaker of 1L, Jiangshan Chemical Co Ltd, Zhejiang produces), add the ionic liquid 1-hexyl-3-Methylimidazole hexafluoro borate (the prompt chemical company of upper marine origin produces) of 250g again, add the Sodium Thiocyanate 99 (production of chemical plant, the sky and water, Qixian County, Henan) of 100g again, stir 10min, mix.
Embodiment 3
At room temperature, 845g dimethyl formamide (DMF is joined in the beaker of 1L, Jiangshan Chemical Co Ltd, Zhejiang produces), add the ionic liquid 1-butyl-3-methyl imidazolium a tetrafluoro borate (the prompt chemical company of upper marine origin produces) of 5g again, add the Sodium Thiocyanate 99 (production of chemical plant, the sky and water, Qixian County, Henan) of 150g again, stir 10min, mix.
Embodiment 4
At room temperature, 900g dimethyl formamide (DMF is joined in the beaker of 1L, Jiangshan Chemical Co Ltd, Zhejiang produces), add the ionic liquid 1-hexyl-3-Methylimidazole hexafluoro borate (the prompt chemical company of upper marine origin produces) of 40g again, add the potassium sulfocyanate (production of chemical plant, the sky and water, Qixian County, Henan) of 60g again, stir 10min, mix.
Embodiment 5
At room temperature, 640g dimethyl formamide (DMF is joined in the beaker of 1L, Jiangshan Chemical Co Ltd, Zhejiang produces), add the ionic liquid 1-ethyl-3-methylimidazole hexafluorophosphate (the prompt chemical company of upper marine origin produces) of 350g again, add the potassium sulfocyanate (production of chemical plant, the sky and water, Qixian County, Henan) of 10g again, stir 10min, mix.
Embodiment 6
At room temperature, 480g dimethyl formamide (DMF is joined in the beaker of 1L, Jiangshan Chemical Co Ltd, Zhejiang produces), add the ionic liquid 1-hexyl-3-Methylimidazole bromine salt (the prompt chemical company of upper marine origin produces) of 500g again, add the potassium sulfocyanate (production of chemical plant, the sky and water, Qixian County, Henan) of 20g again, stir 10min, mix.
In same gas-liquid balancing kettle, test-results is compared as follows for embodiment 2:
Gas-liquid phase equilibrium data are measured in a gas-liquid balancing kettle.The ratio being 75% according to extraction agent mass concentration in equilibrium still adds carbon five compound and extraction agent, 50 DEG C, under condition of normal pressure, stir 2 and littlely reach balance up to liquid phase, get gas, liquid after balance respectively and analyze its composition.
The mixed solvent in embodiment 2 and pure DMF solvent is adopted to carry out contrast experiment, measure 50 DEG C respectively, the gas-liquid phase equilibrium data of carbon five component such as iso-pentane, Skellysolve A, 2-methyl-1-butene alkene, isoprene and solvent under condition of normal pressure, and calculate relative volatility, result is as shown in the table:
As can be seen from upper table data, mixed solvent improves the relative volatility between each component.
On same carbon five extracting rectifying device, test-results is compared as follows for embodiment 2:
Adopt the mixed solvent in pure DMF extraction agent and embodiment 2 respectively, carbon five extracting rectifying device does simultaneous test, and extracting rectifying device is packing tower, carbon steel material, tower diameter 50mm, and filler is Stainless Steel Wire ring filler, and tower reactor adopts electrically heated.Flow is that the carbon Wuyuan material of 10kg/h (mainly consists of carbon 4 9.4%, pentane 11.2%, amylene 15.2%, alkynes 0.16%, isoprene 21.2%, cyclopentadiene 17.2%, m-pentadiene 13.7%, carbon 6 6.1%) add from tower, extraction agent adds from tower top, change Solvent quantity, analyze the composition of tower top, tower reactor extraction material.
Test-results is as follows:
Under the condition reaching the same isoprene rate of recovery, when adopting pure DMF extraction agent, the solvent ratio (mass flux ratio is expected in extraction agent mass rate and carbon Wuyuan) of extractive distillation column is 5.43, extractive distillation column tower top pressure 0.15MPa (absolutely), bottom temperature 140 DEG C; When adopting the mixed solvent in embodiment 2, the solvent ratio of extractive distillation column is 3.5 (mass ratioes), tower top pressure 0.15MPa (absolutely), bottom temperature 118 DEG C.
Result shows, uses mixed solvent of the present invention, greatly can reduce solvent ratio, reduces material consumption.
Claims (4)
1. a carbon five separation mixed solvent, it is characterized in that described mixed solvent is for extracting distillation separation C five component, by weight percentage, this mixed solvent contains the ionic liquid of 1 ~ 15%, the electrolytic salt of 0.5 ~ 20%, surplus is dimethyl formamide DMF, described ionic liquid comprises cationic ion liquid, any one in anionic ion liquid, described cationic ion liquid comprises glyoxaline cation, in alkylimidazolium cation or alkyl quaternary ammonium ion any one or multiple, described anionic ion liquid comprises tetrafluoroborate negatively charged ion, in hexafluorophosphoric acid negatively charged ion or halide anion any one or multiple.
2. mixed solvent according to claim 1, it is characterized in that cationic ion liquid comprise in 1-ethyl-3-methylimidazole bromine salt, 1-butyl-3-Methylimidazole bromine salt, 1-hexyl-3-Methylimidazole bromine salt, 1-octyl group-3-Methylimidazole bromine salt, 1-decyl-3-Methylimidazole bromine salt any one or multiple.
3. mixed solvent according to claim 1, it is characterized in that anionic ion liquid comprise in 1-butyl-3-methyl imidazolium tetrafluoroborate, 1-hexyl-3-Methylimidazole hexafluoro borate, 1-ethyl-3-methylimidazole hexafluorophosphate, 1-ethyl-3-methylimidazole fluoroform sulphonate any one or multiple.
4. mixed solvent according to claim 1, it is characterized in that electrolytic salt to comprise in potassium sulfocyanate, Sodium Thiocyanate 99, ammonium thiocyanate, SODIUMNITRATE, saltpetre, potassiumiodide, zinc chloride, cupric chloride, Sodium Bromide, Potassium Bromide any one or multiple.
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| CN201110178859.8A CN102850158B (en) | 2011-06-29 | 2011-06-29 | Mixed solvent for C5 separation |
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Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB588037A (en) * | 1944-07-18 | 1947-05-13 | Standard Oil Dev Co | Process for the separation of c diolefins from mixtures thereof with other hydrocarbons |
| CN1635982A (en) * | 2002-02-19 | 2005-07-06 | 奥克森诺奥勒芬化学股份有限公司 | Method for separation of substances by extraction or by washing them with ionic liquids |
| CN101265152A (en) * | 2007-03-16 | 2008-09-17 | 中国石油大学(北京) | Application of ionic liquid used as solvent in benzene and cyclohexane extraction, rectification and separation |
| CN101462917A (en) * | 2007-12-18 | 2009-06-24 | 濮阳市恒润石油化工有限公司 | Solvent composition for extracting distillation separation C5 and use thereof |
| CN101734998A (en) * | 2009-12-22 | 2010-06-16 | 南京师范大学 | Method for extracting trimethylbenzene fraction in hydrocracking C9 by combined solvent extraction rectification method |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2000044692A1 (en) * | 1999-01-28 | 2000-08-03 | Izak Nieuwoudt | Separation of aromatic hydrocarbons and naphtenes from mixtures thereof by extractive distillation |
| DE10322655A1 (en) * | 2003-05-20 | 2004-12-09 | Basf Ag | Process for the recovery of crude 1,3-butadiene from a C4 cut |
| DE10336555A1 (en) * | 2003-08-05 | 2005-02-24 | Basf Ag | Removal of ionic fluid from non-volatile sump fraction arising from extraction-rectification process involves discharging sump fraction to evaporator stage or to stripper |
| DE10336556A1 (en) * | 2003-08-05 | 2005-03-10 | Basf Ag | Distillative process for the separation of dense or azeotropic mixtures using ionic liquids |
| CN101423450B (en) * | 2007-10-31 | 2012-11-21 | 中国石油化工股份有限公司 | Method for separating carbon 5 fraction by NMP method and one-stage extraction and rectification |
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2011
- 2011-06-29 CN CN201110178859.8A patent/CN102850158B/en active Active
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB588037A (en) * | 1944-07-18 | 1947-05-13 | Standard Oil Dev Co | Process for the separation of c diolefins from mixtures thereof with other hydrocarbons |
| CN1635982A (en) * | 2002-02-19 | 2005-07-06 | 奥克森诺奥勒芬化学股份有限公司 | Method for separation of substances by extraction or by washing them with ionic liquids |
| CN101265152A (en) * | 2007-03-16 | 2008-09-17 | 中国石油大学(北京) | Application of ionic liquid used as solvent in benzene and cyclohexane extraction, rectification and separation |
| CN101462917A (en) * | 2007-12-18 | 2009-06-24 | 濮阳市恒润石油化工有限公司 | Solvent composition for extracting distillation separation C5 and use thereof |
| CN101734998A (en) * | 2009-12-22 | 2010-06-16 | 南京师范大学 | Method for extracting trimethylbenzene fraction in hydrocracking C9 by combined solvent extraction rectification method |
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