CN104529764B - A kind of method extracting sec-butyl acetate by-product heavy hydrocarbon - Google Patents
A kind of method extracting sec-butyl acetate by-product heavy hydrocarbon Download PDFInfo
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- CN104529764B CN104529764B CN201410712598.7A CN201410712598A CN104529764B CN 104529764 B CN104529764 B CN 104529764B CN 201410712598 A CN201410712598 A CN 201410712598A CN 104529764 B CN104529764 B CN 104529764B
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- heavy hydrocarbon
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/48—Separation; Purification; Stabilisation; Use of additives
- C07C67/58—Separation; Purification; Stabilisation; Use of additives by liquid-liquid treatment
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C7/00—Purification; Separation; Use of additives
- C07C7/005—Processes comprising at least two steps in series
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C7/00—Purification; Separation; Use of additives
- C07C7/10—Purification; Separation; Use of additives by extraction, i.e. purification or separation of liquid hydrocarbons with the aid of liquids
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- Analytical Chemistry (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Water Supply & Treatment (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Production Of Liquid Hydrocarbon Mixture For Refining Petroleum (AREA)
Abstract
The invention discloses a kind of method extracting sec-butyl acetate by-product heavy hydrocarbon, by forming a certain proportion of sour water after adding the acid mixing in a certain proportion of water and heavy hydrocarbon in heavy hydrocarbon, sec-butyl acetate is soluble in sour water and heavy hydrocarbon is insoluble in sour water, thus solves the problem that sec-butyl acetate in heavy hydrocarbon is difficult to separate.The method of the extraction sec-butyl acetate by-product heavy hydrocarbon that the present invention provides, has the advantages that preparation method that (1) present invention provides is without heating；(2) technique that prepared by the present invention is simple；(3) product has higher purity.
Description
Technical field
The present invention relates to heavy hydrocarbon abstraction technique field, particularly relate to a kind of method extracting sec-butyl acetate by-product heavy hydrocarbon.
Background technology
Higher olefins typically refers to carbon number at 4 and above alkene, the purposes of higher olefins is the most extensive, especially alpha-olefin, is used as producing high-grade vistanex, synthesis senior lubricant, detergent and the good raw material of surfactant, plasticizer, oil field chemical etc..
In acetic acid and butylene prepare the production technology of sec-butyl acetate, although reaction condition is gentle, but course of reaction is inevitably present the thermal polymerization of a small amount of alkene, these polymer are mainly dimerization and the trimerization product of C4 alkene, that is C8 and C12 alkene, during wherein C12 alkene is concentrated mainly on the side-product heavy hydrocarbon of sec-butyl acetate.By activity and the space steric effect of butylene it is expected that the higher olefins that butene polymerization generates is entirely branched-chain alkene, therefore these butene polymerization alkene are more easy to the advantage with carbochain narrowly distributing, are the higher olefins raw materials of high-quality, have broad application prospects.
Prior art generally uses azeotropy rectification column to realize the separation of sec-butyl acetate, acetic acid and heavy hydrocarbon, but the method can not directly obtain the heavier hydrocarbon products that purity is higher, the heavier hydrocarbon products of extraction at the bottom of tower, in addition to containing higher olefins such as C12, is graded impurity possibly together with substantial amounts of acid, fraction sec-butyl acetate and a small amount of metal ion, ash simultaneously.Even if using the processing method of washing, the acid that is also merely able to remove in heavier hydrocarbon products, metal ion, ash grade impurity, but still contain fraction sec-butyl acetate in heavier hydrocarbon products and cannot remove, and affect product purity.
Owing in heavier hydrocarbon products, the boiling range of hydrocarbon is 110-160 DEG C, the boiling point of sec-butyl acetate is 112.3 DEG C, uses common rectificating method to be difficult to separate, and temperature is the highest, alkene in tower reactor is the most easily polymerized, and high polymer sticks on tower tray and heat exchanger, makes separating effect become worse.
Summary of the invention
It is an object of the invention to overcome the deficiency of existing technology of preparing.A kind of method extracting sec-butyl acetate by-product heavy hydrocarbon is provided, the method is by forming a certain proportion of sour water after adding the acid mixing in a certain proportion of water and heavy hydrocarbon in heavy hydrocarbon, sec-butyl acetate is soluble in sour water and heavy hydrocarbon is insoluble in sour water, thus solves the problem that sec-butyl acetate in heavy hydrocarbon is difficult to separate.
In the production technology of sec-butyl acetate prepared by butylene and acetic acid, from the heavier hydrocarbon products of azeotropy rectification column side take-off in addition to containing higher olefins such as C12, grade impurity possibly together with substantial amounts of acid, fraction sec-butyl acetate and a small amount of metal ion, ash simultaneously.The present invention is by adding appropriate water in heavier hydrocarbon products, regulation acid concentration is within the specific limits, use sour water as extractant, extract the sec-butyl acetate in heavier hydrocarbon products, and the heavy hydrocarbon after extracting removes acid by the method for washing, ash grades impurity, is finally reached the purpose obtaining high-quality heavier hydrocarbon products.When sour water concentration is less than 56%, the hydrocarbon in heavier hydrocarbon products and ester are all insoluble in wherein；When sour water concentration is more than 95%, and the hydrocarbon in heavier hydrocarbon products and ester are all dissolved in sour water；When sour water concentration is 56%-95%, ester dissolves in hydrocarbon indissoluble in sour water；When sour water concentration is preferably 75%-90%, the accessibility quality standard of heavier hydrocarbon products obtained after refining is that hydrocarbon mass fraction is 95%-97%, and sec-butyl acetate content is less than 5.0%, and acid content is less than 0.009%, and water content is less than 0.5%, and content of ashes is less than 0.3%.
For achieving the above object, the technical scheme that the present invention takes is: a kind of method extracting sec-butyl acetate by-product heavy hydrocarbon, comprises the following steps:
(1) in the production technology of alkene and purification of acetic acid sec-butyl acetate, by adding appropriate water in the heavier hydrocarbon products of azeotropy rectification column extraction, the acid in the water of addition and heavier hydrocarbon products is made to be mixed into sour water；
(2) using sour water as extractant, the sec-butyl acetate in heavy hydrocarbon is extracted；
(3) heavy hydrocarbon after extraction is removed acid, ash and metal ion by washing, obtain heavier hydrocarbon products；
Wherein, sour water concentration is 56%-95%, and ester can be dissolved in sour water and heavy hydrocarbon indissoluble.
As the optimal way of the method for purified acetic acid of the present invention secondary butyl ester by-product heavy hydrocarbon, sour water concentration is 75%-90%, and ester is dissolved in hydrocarbon indissoluble in sour water.
As the optimal way of the method for purified acetic acid of the present invention secondary butyl ester by-product heavy hydrocarbon, in heavier hydrocarbon products, hydrocarbon mass fraction is 95%-97%, and sec-butyl acetate content is less than 5.0%, and acid content is less than 0.009%, and water content is less than 0.5%, and content of ashes is less than 0.3%.
As the optimal way of the method for purified acetic acid of the present invention secondary butyl ester by-product heavy hydrocarbon, the water added in heavy hydrocarbon is from least one in the water in azeotropy rectification column return tank in fresh water, sour water, washing water, sec-butyl acetate production technology.
A kind of method extracting sec-butyl acetate by-product heavy hydrocarbon that the present invention provides, has the advantages that
(1) preparation method that the present invention provides is without heating；
(2) technique that prepared by the present invention is simple；
(3) product has higher purity.
Accompanying drawing explanation
Fig. 1 is the schematic flow sheet of embodiment 1-3 in the present invention;
1. azeotropy rectification column 2. heavy hydrocarbon water scrubber 3. heavy hydrocarbon extractor 4. azeotropy rectification column return tank.
Detailed description of the invention
For better illustrating the object, technical solutions and advantages of the present invention, below in conjunction with the drawings and specific embodiments, the invention will be further described.
By from the heavy hydrocarbon of azeotropy rectification column 1 extraction with water mixing rear feeding to heavy hydrocarbon extractor 3, according to heavy hydrocarbon produced quantity and acid content, regulation water injection rate, controlling sour water concentration is 75%-90%, in this acid concentration range, it is insoluble that sec-butyl acetate in heavy hydrocarbon is dissolved in hydrocarbon in sour water, therefore in heavy hydrocarbon extractor 3, material layering occurs, the hydrocarbon on upper strata is fed to heavy hydrocarbon water scrubber 2 from tower reactor, after washing, tower top obtains the heavier hydrocarbon products of high-quality, by the mixture of the sour water of lower floor and sec-butyl acetate and the washing water from heavy hydrocarbon water scrubber, as middle part moisturizing, together it is back to azeotropy rectification column 1, reclaim the acid in heavy hydrocarbon and sec-butyl acetate.The water entering heavy hydrocarbon extractor all comes from azeotropy rectification column return tank 4 with washing water, it is achieved recycling of water.
Embodiment
1
The heavy hydrocarbon mass flow of azeotropy rectification column side take-off is 0.5t/h, wherein acid content is 50%, regulation water injection rate is 0.05 t/h, by heavy hydrocarbon with water mixing rear feeding to heavy hydrocarbon extractor, the now acid in heavy hydrocarbon concentration after dilution is 83%, in heavy hydrocarbon extractor, material layering occurs, the hydrocarbon on upper strata feeds to water scrubber, the acid in heavy hydrocarbon and other impurity are removed in washing, the heavier hydrocarbon products analysis result of overhead extraction is: the mass content of hydrocarbon is 96.1%, the mass content of sec-butyl acetate is 3.405%, the mass content of acid is 0.005%, the mass content of water is 0.32%, ash mass content is 0.17%.
Embodiment
2
The heavy hydrocarbon mass flow of azeotropy rectification column side take-off is 0.4t/h, wherein acid content is 60%, regulation water injection rate is 0.08 t/h, by heavy hydrocarbon with water mixing rear feeding to heavy hydrocarbon extractor, the now acid in heavy hydrocarbon concentration after dilution is 75%, in heavy hydrocarbon extractor, material layering occurs, the hydrocarbon on upper strata feeds to water scrubber, the acid in heavy hydrocarbon and other impurity are removed in washing, the heavier hydrocarbon products analysis result of overhead extraction is: the mass content of hydrocarbon is 95.0%, the mass content of sec-butyl acetate is 4.493%, the mass content of acid is 0.007%, the mass content of water is 0.30%, ash mass content is 0.20%.
Embodiment
3
The heavy hydrocarbon mass flow of azeotropy rectification column side take-off is 0.3t/h, wherein acid content is 52%, regulation water injection rate is 0.04t/h, by heavy hydrocarbon with water mixing rear feeding to heavy hydrocarbon extractor, the now acid in heavy hydrocarbon concentration after dilution is 80%, in heavy hydrocarbon extractor, material layering occurs, the hydrocarbon on upper strata feeds to water scrubber, the acid in heavy hydrocarbon and other impurity are removed in washing, the heavier hydrocarbon products analysis result of overhead extraction is: the mass content of hydrocarbon is 95.8%, the mass content of sec-butyl acetate is 3.686%, the mass content of acid is 0.004%, the mass content of water is 0.30%, ash mass content is 0.21%.
Embodiment
4
The heavy hydrocarbon mass flow of azeotropy rectification column side take-off is 0.30t/h, wherein acid content is 50%, regulation water injection rate is 0.02 t/h, by heavy hydrocarbon with water mixing rear feeding to heavy hydrocarbon extractor, the now acid in heavy hydrocarbon concentration after dilution is 88%, in heavy hydrocarbon extractor, material layering occurs, the hydrocarbon on upper strata feeds to water scrubber, the acid in heavy hydrocarbon and other impurity are removed in washing, the heavier hydrocarbon products analysis result of overhead extraction is: the mass content of hydrocarbon is 96.8%, the mass content of sec-butyl acetate is 2.755%, the mass content of acid is 0.005%, the mass content of water is 0.28%, ash mass content is 0.16%.
Embodiment
5
The heavy hydrocarbon mass flow of azeotropy rectification column side take-off is 0.25t/h, wherein acid content is 55%, regulation water injection rate is 0.04t/h, by heavy hydrocarbon with water mixing rear feeding to heavy hydrocarbon extractor, the now acid in heavy hydrocarbon concentration after dilution is 77%, in heavy hydrocarbon extractor, material layering occurs, the hydrocarbon on upper strata feeds to water scrubber, the acid in heavy hydrocarbon and other impurity are removed in washing, the heavier hydrocarbon products analysis result of overhead extraction is: the mass content of hydrocarbon is 95.2%, the mass content of sec-butyl acetate is 4.303%, the mass content of acid is 0.007%, the mass content of water is 0.32%, ash mass content is 0.17%.
Finally be should be noted that; above example is only in order to illustrate technical scheme rather than limiting the scope of the invention; although the present invention being explained in detail with reference to preferred embodiment; it will be understood by those within the art that; technical scheme can be modified or equivalent, without deviating from the spirit and scope of technical solution of the present invention.
Claims (4)
1. the method extracting sec-butyl acetate by-product heavy hydrocarbon, it is characterised in that said method comprising the steps of:
(1) prepare at butylene and acetic acid in the production technology of sec-butyl acetate, by adding appropriate water in the heavier hydrocarbon products of azeotropy rectification column extraction, make the acid in the water of addition and heavier hydrocarbon products be mixed into sour water；
(2) using sour water as extractant, the sec-butyl acetate in heavy hydrocarbon is extracted；
(3) heavy hydrocarbon after extraction is removed acid, ash and metal ion by washing, obtain heavier hydrocarbon products；
Wherein, sour water concentration is 56%-95%, and ester can be dissolved in sour water and heavy hydrocarbon indissoluble.
The method of extraction sec-butyl acetate by-product heavy hydrocarbon the most according to claim 1, it is characterised in that described sour water concentration is 75%-90%, and ester is dissolved in hydrocarbon indissoluble in sour water.
The method of extraction sec-butyl acetate by-product heavy hydrocarbon the most according to claim 1, it is characterised in that in described heavier hydrocarbon products, hydrocarbon mass fraction is 95%-97%, sec-butyl acetate content is less than 5.0%, acid content is less than 0.009%, and water content is less than 0.5%, and content of ashes is less than 0.3%.
The method of extraction sec-butyl acetate by-product heavy hydrocarbon the most according to claim 1, it is characterized in that, the water in described addition heavy hydrocarbon is from least one in the water in azeotropy rectification column return tank in fresh water, sour water, washing water, sec-butyl acetate production technology.
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| CN201410712598.7A CN104529764B (en) | 2014-11-29 | 2014-11-29 | A kind of method extracting sec-butyl acetate by-product heavy hydrocarbon |
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| CN104529764A CN104529764A (en) | 2015-04-22 |
| CN104529764B true CN104529764B (en) | 2016-08-24 |
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| CN106748773A (en) * | 2016-10-26 | 2017-05-31 | 惠州宇新化工有限责任公司 | A kind of sec-butyl acetate and C8The extraction separating method of alkene |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3471371A (en) * | 1968-04-25 | 1969-10-07 | Foster Wheeler Corp | Steam stripping process with recycle water as a source of steam |
| CN101130496A (en) * | 2007-09-14 | 2008-02-27 | 胡先念 | Method for removing heavy hydrocarbon from reaction product of preparation of sec-butyl acetate |
| CN101168504A (en) * | 2007-11-30 | 2008-04-30 | 胡先念 | Method for separating sec-butyl acetate, acetic acid and heavy hydrocarbon |
| CN102757342A (en) * | 2012-07-19 | 2012-10-31 | 安徽皖维高新材料股份有限公司 | Method for purifying by-product methyl acetate generated during production of PVA (polyvinyl acetate) |
-
2014
- 2014-11-29 CN CN201410712598.7A patent/CN104529764B/en active Active
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3471371A (en) * | 1968-04-25 | 1969-10-07 | Foster Wheeler Corp | Steam stripping process with recycle water as a source of steam |
| CN101130496A (en) * | 2007-09-14 | 2008-02-27 | 胡先念 | Method for removing heavy hydrocarbon from reaction product of preparation of sec-butyl acetate |
| CN101168504A (en) * | 2007-11-30 | 2008-04-30 | 胡先念 | Method for separating sec-butyl acetate, acetic acid and heavy hydrocarbon |
| CN102757342A (en) * | 2012-07-19 | 2012-10-31 | 安徽皖维高新材料股份有限公司 | Method for purifying by-product methyl acetate generated during production of PVA (polyvinyl acetate) |
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Address after: 516081, No. 2, Power Plant Road, Huizhou Petrochemical Industrial Road, Dayawan, Guangdong Applicant after: YUSSEN CHEMICAL CO., LTD. Address before: 516081, No. 2, Power Plant Road, Huizhou Petrochemical Industrial Road, Dayawan, Guangdong Applicant before: Huizhou Zongchuan Chemical Co., Ltd. |
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