CN1958539A - Method for concentrating hexane-1 from ethylene materiel - Google Patents
Method for concentrating hexane-1 from ethylene materiel Download PDFInfo
- Publication number
- CN1958539A CN1958539A CN 200510117436 CN200510117436A CN1958539A CN 1958539 A CN1958539 A CN 1958539A CN 200510117436 CN200510117436 CN 200510117436 CN 200510117436 A CN200510117436 A CN 200510117436A CN 1958539 A CN1958539 A CN 1958539A
- Authority
- CN
- China
- Prior art keywords
- hexene
- extraction
- agent
- complexing agent
- obtains
- 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.)
- Granted
Links
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
This invention discloses a method for extracting 1-hexylene from hexylene materials. The method comprises: (1) complexing hexylene with a complexant to obtain hexylene materials with concentrated 1-hexylene; (2) extracting hexylene materials with concentrated 1-hexylene from the complexing solution by using an extractant; (3) distilling, and separating hexylene materials and the extractant. High-purity 1-hexylene can be obtained by repeating the above procedures for several times. This invention can solve the problem of high energy consumption faced by present methods, and has such advantages as low energy consumption and low production cost.
Description
Technical field
The present invention relates to a kind of method of carrying dense hexene-1, more particularly, relate to a kind of method that adopts complexing, extraction, distillation procedure to carry dense hexene-1.
Background technology
Hexene-the 1st, the important comonomer of linear polyethylene (low density and high-density) resin also is to make senior softening agent, the important source material of fine chemical products such as ucon oil and lipid acid.The most of hexene-1 of China must be from external import.At present, China's linear polyethylene substantially all is to adopt butene-1 as comonomer, and this is that still, the excellent properties that the linear polyethylene of hexene-1 copolymerization has is that the linear polyethylene of butene-1 copolymerization hardly matches because butene-1 is cheap and easy to get.Therefore, replace butene-1 imperative with hexene-1 as comonomer.
At present, mainly exist three kinds of industrialized hexene-1 production technique in the world: Sasol extraction process, ethylene oligomerization technology and Philip ethylene trimerization technology.The Sasol extraction process is the by product that contains hexene-1 that utilizes with the coal the large-scale synthol factory that is raw material; The two kinds of technologies in back are as raw material with broad-spectrum ethene.
And C
4The novel process of producing hexene-1 from disproportionation be with butene-2 as raw material, the separation, the butene-1 that turn to butene-1, butene-1 through the butene-2 isomery are that hexene-3, hexene-3 isomery turn to five big units operation compositions such as hexene-1, hexene-1 separations from disproportionation.Wherein the hexene material of hexene-1 separating unit is by hexene-1, anti-hexene-2, and along hexene-2, anti-hexene-3, suitable hexene-3 is formed, and hexene-1 separates to be finished by precise distillation.Because the boiling point of hexene-1 and hexene-3 is approaching, the minimum boiling-point difference of hexene material needs very high theoretical plate number and higher energy consumption, about 180 as stage number less than 4 ℃ by fractionation by distillation hexene-1, reflux ratio 120: 1, thus the cost of the process cost of making and product is higher.
In sum, the method that precise distillation separates hexene-1 in the prior art exists that number of theoretical plate is many, reflux ratio is big, energy consumption is high, facility investment is big and performance accuracy requires high shortcoming, and the demand of high purity hexene-1 is grown with each passing day, therefore, separate the problem that exists in the technology of hexene-1 in order to solve to have now from the hexene material, the method that separation hexene-1 a kind of economy, easy and simple to handle is provided is very necessary.
Summary of the invention
The inventor is through deep research, and propose a kind of employing complexing, extraction, three processing steps of distillation and carried dense hexene-1, and hexene-1 isolated method from the hexene material the most at last.Hexene material of the present invention comprises hexene-1, anti-hexene-2, suitable hexene-2, anti-hexene-3 and suitable hexene-3.
Concrete, the method for carrying dense hexene-1 from the hexene material of the present invention may further comprise the steps:
(1) described hexene material is mixed with complexing agent, stir, leave standstill, it is two-layer that mixed solution is divided into, and the upper strata is oil reservoir a, and lower floor is the complex liquid b that contains the hexene material of carrying dense hexene-1;
(2) the complex liquid b that step (1) is obtained mixes with extraction agent, stirs, and separates the extraction liquid c and the complexing agent d that obtain containing the hexene material of carrying dense hexene-1;
(3) the extraction liquid c that step (2) is obtained distills, and obtains carrying the hexene Materialien and the extraction agent of dense hexene-1.
In order to realize purpose of the present invention, selected complexing agent should have very strong complexing action with hexene-1; Selected extraction agent must be insoluble with enveloping agent solution simultaneously, and should make hexene solubleness therein very big, and the boiling point difference of hexene and extraction agent is very big, is easy to separate.
Preferably, complexing agent of the present invention is Ag ionic ethylene glycol solution or Diethylene Glycol solution, and Ag ionic concentration expressed in percentage by weight is 1% to Ag ionic saturation concentration in the described complexing agent.Described complexing agent can be the various salt of Ag, preferred AgNO
3
More preferably, described complexing agent is AgNO
3Ethylene glycol solution, Ag ionic concentration expressed in percentage by weight is 5-22%.
Preferably, the weight ratio of complexing agent consumption of the present invention and hexene material inlet amount is 1-15: 1, and 1-4 more preferably: 1, the complexing temperature is 10-60 ℃, complexing pressure is 0.1-1MPa.
Preferably, extraction agent of the present invention is heptane or toluene.
Preferably, the weight ratio of the add-on of extraction agent of the present invention and complex liquid b is 1-3: 1; In extraction process, temperature is 10-60 ℃, and pressure is 0.1-1MPa.
In step 3) of the present invention, preferably distilling pressure is 0.1-1MPa.
Because in described step 2) in, the hexene material almost all is dissolved in the extraction agent, therefore contains the hexene material hardly among the complexing agent d that obtains, therefore, preferably with step 2) the complexing agent d that obtains recycles.
Because the boiling point difference of extraction agent and hexene material is very big, in described step 3), steam behind the hexene Materialien and contain the hexene material hardly in the remaining extraction agent, therefore, preferably step 3) distillation extraction liquid c is isolated the extraction agent recirculation that the hexene Materialien obtains and use.
In described step (1), oil reservoir a is the hexene material that hexene-1 concentration reduces.Because each Substance Properties is more approaching in the hexene material, therefore, the complexing agent of selecting for use is when absorbing hexene-1, also absorbed the material in the hexene material, just because the complexation constant of complexing agent that the present invention selects for use and hexene-1 is far longer than the complexation constant with other hexene, most hexene-1 is absorbed by complexing agent, thereby has obtained containing the complex liquid that hexene-1 is carried dense hexene material.
The hexene material of handling through the method for carrying dense hexene-1 of the present invention, the weight content of hexene wherein-1 approximately can double, and repeatedly through several times processing, just can obtain the hexene-1 of high density.
Because the concentration of complexing agent consumption and hexene-1 has certain relation, therefore, when repeating step (1)-(3), preferably suitably improves the consumption of complexing agent.
In a specific embodiments of the present invention, the hexene Materialien that step (3) can be obtained repeats the operation to step (3) of step (1) several times, obtains weight percent concentration and be 98% hexene-1.
Be that 8% hexene material is an example with the concentration expressed in percentage by weight of handling hexene-1 below, specify the method that obtains high purity hexene-1 of the present invention:
(1) be that 8% hexene material 10-30 gram is put into there-necked flask with the concentration expressed in percentage by weight of hexene-1, at room temperature, add hexene weight of material 1-4 complexing agent doubly, complexing pressure is 0.1-1Mpa; Fully stir after 10-20 minute, leave standstill, the solution layering separates the complex liquid b of lower floor with separating funnel;
(2) the complex liquid b that step (1) is obtained extracts with extraction agent in there-necked flask, and the weight of adding extraction agent is 1-3 with the ratio of the weight of complex liquid: 1, and extraction temperature is 10-60 ℃, pressure is 0.1-1Mpa; Stir after 10-20 minute, solution is divided into extraction liquid c and complexing agent d, and complexing agent d recycles;
(3) the extraction liquid c that step (2) is obtained distills and carries densely, and the concentration expressed in percentage by weight that steams thing and be hexene-1 is 16% hexene Materialien, distillation pressure 0.1Mpa, and remaining extraction agent recycles in the bottle;
(4) concentration expressed in percentage by weight of the hexene-1 that step (3) is obtained be 16% hexene Materialien as raw material, repeating step (1) is to (3), the concentration expressed in percentage by weight that obtains hexene-1 is 29% hexene material;
(5) concentration expressed in percentage by weight of the hexene-1 that step (4) is obtained be 29% hexene material as raw material, repeating step (1) is to (3), the concentration expressed in percentage by weight that obtains hexene-1 is 42% hexene material;
(6) concentration expressed in percentage by weight of the hexene-1 that step (5) is obtained be 42% hexene material as raw material, repeating step (1) is to (3), the concentration expressed in percentage by weight that obtains hexene-1 is 75% hexene material;
(7) concentration expressed in percentage by weight of the hexene-1 that step (6) is obtained be 75% hexene material as raw material, repeating step (1) is to (3), obtains concentration expressed in percentage by weight and be 98% hexene-1 product.
In another optimal technical scheme of the present invention, method of separating hexene-1 from the hexene material of the present invention may further comprise the steps:
(1) described hexene material is mixed with complexing agent, stir, leave standstill, it is two-layer that mixed solution is divided into, and the upper strata is oil reservoir a, and lower floor is the complex liquid b that contains the hexene material of carrying dense hexene-1;
(2) the complex liquid b that step (1) is obtained mixes with extraction agent, stirs, and separates the extraction liquid layer c and the complexing agent d that obtain containing the hexene material of carrying dense hexene-1, and described complexing agent d recycles;
(3) the extraction liquid layer c that step (2) is obtained distills, and obtains containing hexene Materialien and the extraction agent of carrying dense hexene-1, and described extraction agent recycles;
(4) the hexene Materialien that step (3) is obtained repeats the operation of step (1) to (3), and the weight percent concentration that obtains hexene-1 is the hexene material of 40-60%;
(5) weight percent concentration of the hexene-1 that step (5) is obtained is that the hexene material of 40-60% carries out rectifying, obtains weight percent concentration and be 99.5% hexene-1.
In described step (5), the theoretical plate number of rectifying tower is 120-180, and reflux ratio is 0.5-10.
The advantage of method of the present invention:
The present invention compares with prior art, can energy efficient, reduce production costs.
Embodiment
Embodiment 1
The composition and the content thereof of used hexene material are listed in table 1 in the embodiments of the invention.
The composition of table 1 hexene material
| Hexene-1 | Hexene-3 | Anti-hexene-2 | Along hexene-2 | Heavy constituent | |
| Raw material wt% | 8.12 | 42.40 | 32.46 | 14.88 | Surplus |
At ambient temperature, with 10 gram AgNO
3Be dissolved in the 20ml ethylene glycol (analytical pure), stirred ten minutes, make AgNO
3Fully dissolving is stand-by.
(1) is that 8.12% hexene material, 10 grams are put into there-necked flask with hexene-1 concentration expressed in percentage by weight, adds AgNO
3Ethylene glycol solution 20ml; The complexing temperature is 20 ℃, and complexing pressure is 0.1Mpa; Fully stir after 15 minutes, the solution layering, the upper strata is oil reservoir a, with separating funnel the complex liquid b of lower floor is separated.The weight percent concentration 3.92% of hexene among the oil reservoir a-1, totally 6.5 grams.
(2) the complex liquid b that step (1) is obtained adds heptane 10 grams again and extracts in there-necked flask; Extraction temperature is 10-40 ℃, and pressure is 0.1Mpa; Stir after 15 minutes, solution is divided into extraction liquid c and complexing agent d, and complexing agent d can be recycled.
(3) the extraction liquid c that step (2) is obtained distills and carries densely, and distillation pressure 0.1MPa obtains 3.5 concentration expressed in percentage by weights of restraining oneself alkene-1 and be 16.2% hexene Materialien; Distilling remaining extraction agent recycles.
Embodiment 2
It is 99.5% hexene-1 product that the hexene feed separation is obtained purity.
Concrete, the step of repetition embodiment 1:
(1) be that 16.2% hexene Materialien is as raw material with 10 hexene-1 concentration expressed in percentage by weights that obtain of gram embodiment 1, repeat the step of embodiment 1, obtaining 6.3 alkene-1 weight percent concentration of restraining oneself is 8.3% oil reservoir a, and 3.8 alkene-1 concentration expressed in percentage by weights of restraining oneself are 29.3% hexene material;
(2) be that 29.3% hexene material is as raw material with 10 hexene-1 concentration expressed in percentage by weights that obtain of gram steps (1), repeat the step of embodiment 1, obtaining 5.3 alkene-1 weight percent concentration of restraining oneself is 16.5% oil reservoir a, and 4.7 alkene-1 concentration expressed in percentage by weights of restraining oneself are 42.8% hexene material;
(3) step (2) being obtained hexene-1 concentration expressed in percentage by weight is that 42.8% hexene material carries out rectifying and carries densely in rectifying tower, obtains concentration expressed in percentage by weight and be 99.5% hexene-1 product; Its theoretical number of plates of rectifying tower 160, reflux ratio 2.
From the data of embodiment 2 as can be seen, the concentration expressed in percentage by weight of hexene in the charging-1 is 8.12%, has brought up to 42.8% through the concentration expressed in percentage by weight of complexing, extraction back hexene-1.
Can know through calculating,, to reduce production costs with method of the present invention energy efficient greatly.
Claims (11)
1. method of carrying dense hexene-1 from the hexene material, described hexene material comprise hexene-1, anti-hexene-2, along hexene-2, anti-hexene-3 with along hexene-3, it may further comprise the steps:
(1) described hexene material is mixed with complexing agent, stir, leave standstill, it is two-layer that mixed solution is divided into, and the upper strata is oil reservoir a, and lower floor is the complex liquid b that contains the hexene material of carrying dense hexene-1;
(2) the complex liquid b that step (1) is obtained mixes with extraction agent, stirs, and separates the extraction liquid c and the complexing agent d that obtain containing the hexene material of carrying dense hexene-1;
(3) the extraction liquid c that step (2) is obtained distills, and obtains carrying the hexene Materialien and the extraction agent of dense hexene-1.
2. method according to claim 1 is characterized in that described complexing agent for containing Ag ionic ethylene glycol solution or Diethylene Glycol solution, and Ag ionic concentration expressed in percentage by weight is 1% to its saturation concentration in the described complexing agent.
3. method according to claim 2 is characterized in that described complexing agent is AgNO
3Ethylene glycol solution, wherein Ag ionic concentration expressed in percentage by weight is 5-22%.
4. method according to claim 1 is characterized in that the weight ratio of described complexing agent consumption and hexene material inlet amount is 1-15: 1, and the complexing temperature is 10-60 ℃, complexing pressure is 0.1-1MPa.
5. method according to claim 1 is characterized in that described extraction agent is heptane or toluene.
6. method according to claim 1 is characterized in that the add-on of described extraction agent and the weight ratio of complex liquid b are 1-3: 1; In extraction process, temperature is 10-60 ℃, and pressure is 0.1-1MPa.
7. method according to claim 1, the distillation pressure that it is characterized in that described step 3) is 0.1-1MPa.
8. method according to claim 1 is characterized in that step 2) the complexing agent d that obtains and step 3) distillation extraction liquid c isolate the extraction agent that the hexene Materialien obtains and recycle.
9. method according to claim 1 is characterized in that the hexene Materialien that step (3) obtains is repeated step (1) to the operation of step (3), is 98% hexene-1 until obtaining weight percent concentration.
10. method of separating hexene-1 from the hexene material, described hexene material comprise hexene-1, anti-hexene-2, along hexene-2, anti-hexene-3 with along hexene-3, it may further comprise the steps:
(1) described hexene material is mixed with complexing agent, stir, leave standstill, it is two-layer that mixed solution is divided into, and the upper strata is oil reservoir a, and lower floor is the complex liquid b that contains the hexene material of carrying dense hexene-1;
(2) the complex liquid b that step (1) is obtained mixes with extraction agent, stirs, and separates the extraction liquid layer c and the complexing agent d that obtain containing the hexene material of carrying dense hexene-1, and described complexing agent d recycles;
(3) the extraction liquid layer c that step (2) is obtained distills, and obtains containing hexene Materialien and the extraction agent of carrying dense hexene-1, and described extraction agent recycles;
(4) the hexene Materialien that step (3) is obtained repeats the operation of step (1) to (3), and the weight percent concentration that obtains hexene-1 is the hexene material of 40-60%;
(5) weight percent concentration of the hexene-1 that step (5) is obtained is that the hexene material of 40-60% carries out rectifying, obtains weight percent concentration and be 99.5% hexene-1.
11. method according to claim 10 is characterized in that in described step (5), the theoretical plate number of rectifying is 120-180, reflux ratio is 0.5-10.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNB200510117436XA CN100400483C (en) | 2005-10-31 | 2005-10-31 | Method for concentrating hexane-1 from ethylene materiel |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNB200510117436XA CN100400483C (en) | 2005-10-31 | 2005-10-31 | Method for concentrating hexane-1 from ethylene materiel |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1958539A true CN1958539A (en) | 2007-05-09 |
| CN100400483C CN100400483C (en) | 2008-07-09 |
Family
ID=38070406
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CNB200510117436XA Active CN100400483C (en) | 2005-10-31 | 2005-10-31 | Method for concentrating hexane-1 from ethylene materiel |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN100400483C (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102040449A (en) * | 2009-10-20 | 2011-05-04 | 中国石油化工股份有限公司 | Method for separating 1-butylene |
| CN102464553A (en) * | 2010-11-05 | 2012-05-23 | 中国石油化工股份有限公司 | Method for separating hexylene-1 from hexylene material |
| CN103360195A (en) * | 2013-07-15 | 2013-10-23 | 上海兖矿能源科技研发有限公司 | Method for separation and purification of 1-octylene from hydrocarbon (oxygen) mixture |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5758634A (en) * | 1980-09-26 | 1982-04-08 | Mitsubishi Petrochem Co Ltd | Separating method of 1-butene and isobutylene |
| NL9301245A (en) * | 1993-07-15 | 1995-02-01 | Tno | Method and device for separating a component from a fluid mixture. |
| US6147273A (en) * | 1998-07-20 | 2000-11-14 | Mc International Research | Method for the separation of compounds having olefinic unsaturation |
-
2005
- 2005-10-31 CN CNB200510117436XA patent/CN100400483C/en active Active
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102040449A (en) * | 2009-10-20 | 2011-05-04 | 中国石油化工股份有限公司 | Method for separating 1-butylene |
| CN102464553A (en) * | 2010-11-05 | 2012-05-23 | 中国石油化工股份有限公司 | Method for separating hexylene-1 from hexylene material |
| CN102464553B (en) * | 2010-11-05 | 2014-01-08 | 中国石油化工股份有限公司 | Method for separating hexylene-1 from hexylene material |
| CN103360195A (en) * | 2013-07-15 | 2013-10-23 | 上海兖矿能源科技研发有限公司 | Method for separation and purification of 1-octylene from hydrocarbon (oxygen) mixture |
| CN103360195B (en) * | 2013-07-15 | 2015-09-30 | 上海兖矿能源科技研发有限公司 | A kind of method of separating-purifying 1-octene from hydrocarbon (oxygen) mixture |
Also Published As
| Publication number | Publication date |
|---|---|
| CN100400483C (en) | 2008-07-09 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN1053900C (en) | Method of using ion exchange media to increase taxane yields | |
| CN1587351A (en) | Method for directly liquefying coal | |
| CN1958539A (en) | Method for concentrating hexane-1 from ethylene materiel | |
| CN103819299A (en) | Method for separating and purifying 1-hexene in carbon hydrogen mixture | |
| CN103360195B (en) | A kind of method of separating-purifying 1-octene from hydrocarbon (oxygen) mixture | |
| CN1020282C (en) | Catalyst for hydrotreating heavy fraction of oil | |
| CN101289363A (en) | Process for preparing 1-amylene by separating C5 distillate of petroleum | |
| CN1854263A (en) | Hydrogenation cracking method of mass production of chemical materials | |
| CN101289362A (en) | Process for preparing 1-amylene by separating C5 distillate of petroleum | |
| CN1903419A (en) | Polyoxyethylene chain three cation quaternary ammonium salt type surfactant and its sysnthesis method | |
| CN1789221A (en) | Method for producing high-purity cyclopentadiene and cyclopentane by coarse piperyene | |
| CN1827564A (en) | Process for polymerization preparation of diesel oil from C4 components containing butylene | |
| CN1787991A (en) | Method for the hydrocyanation of unsaturated compounds | |
| CN101734991A (en) | Method for improving content of 1-hexene in hexene materials | |
| CN1025110C (en) | Pressure-changed adsorption concentrating hydrogen technology | |
| CN104293391A (en) | Production method of naphthenic oil | |
| CN110526823A (en) | High-purity tri-n-butylamine production method and equipment therefor | |
| CN1168689C (en) | Method for purifying and refining piperyene | |
| CN1544432A (en) | 2-acetyl thiophene synthetic method using thiophene in crude benzene as material | |
| CN1267389C (en) | Method for separating alpha-butylene | |
| CN1139560C (en) | Process for separating butane from butene with dimethyl formamide and its mixture | |
| CN1810788A (en) | Compound and its synthesis process and application | |
| CN1450129A (en) | Photocatalyst coating | |
| CN1098712A (en) | 2,2,4-trimethylammonium-1, the preparation method of 3-pentanediol mono isobutyrate | |
| CN1142021C (en) | Catalyst for preparing dimethyl ether |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| C14 | Grant of patent or utility model | ||
| GR01 | Patent grant |