CN106316779B - A method of recycling high-purity trifluoro-ethylene from tetrafluoroethene by-product - Google Patents
A method of recycling high-purity trifluoro-ethylene from tetrafluoroethene by-product Download PDFInfo
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- CN106316779B CN106316779B CN201610701079.XA CN201610701079A CN106316779B CN 106316779 B CN106316779 B CN 106316779B CN 201610701079 A CN201610701079 A CN 201610701079A CN 106316779 B CN106316779 B CN 106316779B
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/38—Separation; Purification; Stabilisation; Use of additives
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/38—Separation; Purification; Stabilisation; Use of additives
- C07C17/383—Separation; Purification; Stabilisation; Use of additives by distillation
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/38—Separation; Purification; Stabilisation; Use of additives
- C07C17/383—Separation; Purification; Stabilisation; Use of additives by distillation
- C07C17/386—Separation; Purification; Stabilisation; Use of additives by distillation with auxiliary compounds
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Abstract
The invention belongs to chemical technology fields, and in particular to a method of high-purity trifluoro-ethylene is recycled from tetrafluoroethene by-product.It the described method comprises the following steps: (1) the fraction rectifying that tetrafluoroethene recycling tower top contains trifluoro-ethylene, part tetrafluoroethene and other heavy constituents being separated by fraction and heavy cut containing trifluoro-ethylene and tetrafluoroethene by crude tower；(2) fraction containing trifluoro-ethylene and tetrafluoroethene that step (1) obtains is entered into extractive distillation column, ion liquid abstraction agent is added and carries out extracting rectifying, extracting rectifying column overhead obtains tetrafluoroethene, and extractive distillation column tower reactor obtains the mixed component of extractant and trifluoro-ethylene；(3) mixed component of extractive distillation column tower reactor obtains extractant and trifluoro-ethylene enters extraction desorber desorption, 99.99% or more purity can be obtained in tower top and polymerizable impurity content is less than the trifluoro-ethylene product of 50ppm, realizes the separation of high-purity trifluoro-ethylene.
Description
Technical field
The invention belongs to chemical technology fields, and in particular to one kind recycles high-purity trifluoro second from tetrafluoroethene by-product
The method of alkene.
Background technique
Trifluoro-ethylene is a kind of important high polymer monomer, the fluorine-containing tree that can be had excellent performance by homopolymerization or copolymerization
Rouge.This kind of fluorine resin had both had fluoropolymer-containing heat-resistant stability, chemicals-resistant stability and stable ultraviolet resistance,
Resolvability and melt-processible with conventional polymer, while also there is ferroelectricity, piezoelectricity, pyroelectricity, high dielectric
The unique electrical properties such as property, therefore be with a wide range of applications in industries such as electronics, military affairs, medical treatment.As polymerized monomer, three
The purity of vinyl fluoride will largely effect on the performance of phase emergencing copolymer, and especially wherein the content of polymerizable impurity will be due to may participate in
Polymerization reaction influences properties of product bigger.For the polymer of high-end purposes, trifluoro-ethylene purity requirement should be reached
99.99% or more, and wherein the polymerizable impurity content such as tetrafluoroethene should be less than 50ppm.
The direct synthesis process of trifluoro-ethylene has relatively more compared with multi-route document report at present, by corresponding fluorohaloparaffin
The method of dehalogenation is current more valued method to prepare, and such as utilizes trifluorotrichloroethane (CCl2FCClF2, CFC-113)
Dechlorination hydrogenolysis prepares trifluoro-ethylene under composite catalyst containing palladium and golden (or one of tellurium, antimony, bismuth, arsenic)；Chlorotrifluoroethylene
(CF2=CClF, CFC-1113) it is raw material, in the urging containing palladium or platinum as carrier (such as activated carbon) using magnesia or other materials
Dechlorination hydrogenolysis prepares trifluoro-ethylene etc. under agent.But direct synthesis process generally requires to build special synthesis and separator,
Catalyst and equipment investment are huge, cause the price of product trifluoro-ethylene very high.
Organic fluoride industry generallys use the steam dilution cleavage method production tetrafluoro second of monochlorodifluoromethane (F22) at present
Alkene monomer has a small amount of by-product trifluoro-ethylene in the technical process and generates.In domestic current technique, cracking gas passes through low boiling
After the processing such as tower, rectifying column, tetrafluoroethene recovery tower, raffinate tower, the components such as trifluoro-ethylene and tetrafluoroethene are returned from tetrafluoroethene
It receives tower top and returns to low-pressure system in front, so recycle, with the accumulation of time, the content of trifluoro-ethylene in systems can be increasingly
Increase.It is recycled by the by-product generated in Paratetrafluoroethylene production process, obtains purity and reach polymerization reaction requirement
Trifluoro-ethylene, relatively direct synthetic method will substantially reduce trifluoro-ethylene cost.
Existing technical literature (such as GB1248135, CN1962585A and CN101219926) is mentioned a kind of using appropriate
Solvent (such as methanol, acetone, methyl ethyl ketone and tetrachloro-ethylene the single or mixed solvent such as mixture) absorbed or extracted essence
It evaporates, the method for removing the by-products such as the trifluoro-ethylene in tetrafluoroethene.But its selected solvent to trifluoro-ethylene absorption selectivity not
It is highly desirable, it is impossible to obtain the trifluoro-ethylene of purity very high (such as 99.9% or more).
And CN101550061 reports one kind and builds up trifluoro-ethylene by tetrafluoroethene cracking gas rectifying, works as trifluoro
Ethylene contents reach the method that pressurization batch fractionating is carried out after a certain concentration, the trifluoro-ethylene of available 99.9% purity, but
It due to the difficult separation property of tetrafluoroethene and trifluoro-ethylene, is only separated by rectifying, purity is still unable to reach needed for high-end polymer
It is required that.
Summary of the invention
In view of the deficiencies of the prior art, the present invention, which provides, a kind of effectively can recycle high-purity from tetrafluoroethene by-product
The method of trifluoro-ethylene, this method good separating effect, trifluoro-ethylene purity is up to 99.99% or more, and wherein tetrafluoroethene
It is less than 50ppm etc. polymerizable impurity content.
Technical scheme is as follows:
A method of recycling high-purity trifluoro-ethylene from tetrafluoroethene by-product comprising following steps:
(1) tetrafluoroethene recycling tower top is contained by trifluoro-ethylene, part tetrafluoroethene and other heavy constituents by crude tower
Fraction rectifying be separated into fraction and heavy cut containing trifluoro-ethylene and tetrafluoroethene；
(2) fraction containing trifluoro-ethylene and tetrafluoroethene that step (1) obtains is entered into extractive distillation column, ionic liquid is added
Body extractant carries out extracting rectifying, and extracting rectifying column overhead obtains tetrafluoroethene, and extractive distillation column tower reactor obtains extractant and three
The mixed component of vinyl fluoride；
(3) mixed component of extractive distillation column tower reactor obtains extractant and trifluoro-ethylene enters extraction desorber desorption,
99.99% or more purity can be obtained in tower top and polymerizable impurity content is less than the trifluoro-ethylene product of 50ppm.
Rectifying, which obtains the fraction containing trifluoro-ethylene and tetrafluoroethene, in the step (1) can be joined by prior art operation
Chinese patent document CN100540517 is seen, since most trifluoro-ethylene returns to low pressure system by tetrafluoroethene recycling tower top
System, tetrafluoroethene recycle the trifluoro-ethylene concentration highest of tower top, i.e., the material of tetrafluoroethene recycling tower top (are contained one chlorine of difluoro
The various ingredients such as methane, pentafluorochloroethane, trifluoro-ethylene, tetrafluoroethene) it is isolated containing trifluoro-ethylene and four by crude tower
The fraction and heavy cut of vinyl fluoride.
In step (2) extracting rectifying, extractant enters from extractive distillation column top, contains trifluoro-ethylene and tetrafluoroethene
Fraction enter in the middle part of the extractive distillation column.
Ion liquid abstraction agent in the step (2) is selected from 1- ethyl-3-methylimidazole acetate ionic liquid, 1- fourth
Base -3- methylimidazole acetate ionic liquid, chlorination 1- ethyl-3-methylimidazole ionic liquid, chlorination 1- butyl -3- methyl
Imidazolium ionic liquid, 1- ethyl-3-methylimidazole tetrafluoroborate ion liquid, 1- butyl -3- methylimidazole tetrafluoro boric acid
Ionic liquid, 1- octyl -3- methyl imidazolium tetrafluoroborate ionic liquid, 1- ethyl-3-methylimidazole fluoroform sulphonate
The mixture of one or more of ionic liquid.
Preferably, the ion liquid abstraction agent in the step (2) is selected from 1- ethyl-3-methylimidazole acetate ion liquid
The mixture of one or both of body and chlorination 1- ethyl-3-methylimidazole ionic liquid.
In step (2) extracting rectifying mass ratio of extractant and the fraction containing trifluoro-ethylene and tetrafluoroethene be (1~
6): 1.
Mixed component in the step (2) enters extractive distillation column by the extractant that extraction desorber desorbs and follows
Ring uses.
Filler used in extractive distillation column is this filler of metal English spy network gram, metal Pall ring particle in the step (2)
Filler or metal structured packing.
The theoretical cam curve of extractive distillation column is 30~70 pieces in the step (2), and extractive distillation column operating pressure is 0.6
~0.9MPa, reflux ratio are 0.5~6.0.
The tower top temperature of extractive distillation column is -30~-20 DEG C in the step (2), and bottom temperature is -8~6 DEG C.
The theoretical cam curve of extraction desorber is 25-45 block in the step (3), and operating pressure is 0.55~0.8MPa,
Reflux ratio is 0.1~2.0.
The tower top temperature of extraction desorber is -20~-10 DEG C in the step (3), and bottom temperature is 0~16 DEG C.
The principle of the present invention:
Ionic liquid due to some unique properties, such as: it is extremely low vapour pressure under room temperature, preferable to different compounds
Dissolubility, good thermal stability, recuperability etc. make it have as the latent of the extractant of solvent extraction and extracting rectifying process
Power.The present invention preferably goes out glyoxaline ion liquid as extractant, and ionic liquid is made full use of to change tetrafluoroethene and trifluoro second
The relative volatility of alkene realizes the separation of high-purity trifluoro-ethylene.
The present invention unless otherwise specified, presses this field routine operation.
The invention has the advantages that:
1, the present invention can dramatically increase the relatively volatile of tetrafluoroethene and trifluoro-ethylene using ionic liquid as extractant
Degree realizes efficiently separating for object system.
2, the separating obtained trifluoro-ethylene very high purity of the present invention, up to 99.99% or more, wherein tetrafluoroethene etc. is polymerizable
Impurity content is less than 50ppm, is suitable for high-end polymer and prepares.
3, extractant used in the present invention is pollution-free, easily recycles, lossless, can be recycled, easily operated, is conducive to industry
Change, it is good in economic efficiency.
Specific embodiment
Below by specific embodiment, the present invention will be further described, but not limited to this.
Raw materials used in embodiment is conventional raw material, and device therefor is this field conventional equipment.
Filler used in extractive distillation column is metal structured packing in embodiment, and extracting filler used in desorber is gold
Belong to Pall ring filler.
Embodiment 1
A method of recycling high-purity trifluoro-ethylene from tetrafluoroethene by-product, comprising the following steps:
(1) tetrafluoroethene recycling tower top is contained by trifluoro-ethylene, part tetrafluoroethene and other heavy constituents by crude tower
Fraction rectifying be separated into fraction and heavy cut containing trifluoro-ethylene and tetrafluoroethene；
According to the method that Chinese patent document CN100540517 is provided, will have two in the component of tetrafluoroethene recycling tower top
The material of the various ingredients such as fluorine monochloro methane, pentafluorochloroethane, trifluoro-ethylene, tetrafluoroethene contains three by the way that crude tower is isolated
The fraction and heavy cut of vinyl fluoride and tetrafluoroethene；
(2) fraction containing trifluoro-ethylene and tetrafluoroethene that step (1) obtains is entered into extractive distillation column extracting rectifying, had
Body are as follows:
Extractive distillation column number of theoretical plate is 45 pieces, operating pressure 0.8MPa, and the tower top temperature of extractive distillation column is -24
~-23 DEG C, bottom temperature is -4~5 DEG C；
Fraction containing trifluoro-ethylene and tetrafluoroethene is fed from 25 pieces of theoretical plates of extractive distillation column, and extractant is smart from extraction
It evaporates and is fed at the 10th piece of theoretical plate of tower, the mass ratio of the additional amount of extractant and the fraction containing trifluoro-ethylene and tetrafluoroethene is 1:
1, extractant is that 1- ethyl-3-methylimidazole acetate ionic liquid is pressed with chlorination 1- ethyl-3-methylimidazole ionic liquid
The mixture of volume ratio 1:2 composition；Extractive distillation column reflux ratio is 0.5.
Extractant-trifluoro-ethylene mixture enters after being produced by extracting rectifying tower reactor in extraction desorber, extracts desorber
Number of theoretical plate is 30 pieces, operating pressure 0.6MPa, reflux ratio 0.6, and the tower top temperature for extracting desorber is -19~-18 DEG C,
Bottom temperature is 0~5 DEG C；Trifluoro-ethylene is from overhead extraction, and purity is up to 99.993% or more, and wherein tetrafluoroethene content is less than
50ppm.Extractant is recycled after extraction desorber tower reactor extraction.
Embodiment 2
A method of recycling high-purity trifluoro-ethylene from tetrafluoroethene by-product, comprising the following steps:
(1) tetrafluoroethene recycling tower top is contained by trifluoro-ethylene, part tetrafluoroethene and other heavy constituents by crude tower
Fraction rectifying be separated into fraction and heavy cut containing trifluoro-ethylene and tetrafluoroethene；
Concrete operations are the same as embodiment 1；
(2) fraction containing trifluoro-ethylene and tetrafluoroethene that step (1) obtains is entered into extractive distillation column extracting rectifying, had
Body are as follows:
Extractive distillation column number of theoretical plate is 57 pieces, operating pressure 0.85MPa, and the tower top temperature of extractive distillation column is -25
~-24 DEG C, bottom temperature is -4~5 DEG C；
Fraction containing trifluoro-ethylene and tetrafluoroethene is fed from 25 pieces of theoretical plates of extractive distillation column, and extractant is smart from extraction
It evaporates and is fed at the 8th piece of theoretical plate of tower, the additional amount of extractant is with the mass ratio containing trifluoro-ethylene and the fraction of tetrafluoroethene
1.5:1, extractant are 1- ethyl-3-methylimidazole acetate ionic liquid and chlorination 1- ethyl-3-methylimidazole salt ion liquid
The body mixture that 1:2 is formed by volume；Extractive distillation column reflux ratio is 1.6.
Extractant-trifluoro-ethylene mixture enters after being produced by extracting rectifying tower reactor in extraction desorber, extracts desorber
Number of theoretical plate is 32 pieces, operating pressure 0.8MPa, reflux ratio 2, and the tower top temperature for extracting desorber is -11~-10 DEG C, tower
Kettle temperature degree is 10~15 DEG C；Trifluoro-ethylene is from overhead extraction, and purity is up to 99.996% or more, and wherein tetrafluoroethene content is less than
50ppm.Extractant is recycled after extraction desorber tower reactor extraction.
Embodiment 3
A method of recycling high-purity trifluoro-ethylene from tetrafluoroethene by-product, comprising the following steps:
(1) tetrafluoroethene recycling tower top is contained by trifluoro-ethylene, part tetrafluoroethene and other heavy constituents by crude tower
Fraction rectifying be separated into fraction and heavy cut containing trifluoro-ethylene and tetrafluoroethene；
Concrete operations are the same as embodiment 1；
(2) fraction containing trifluoro-ethylene and tetrafluoroethene that step (1) obtains is entered into extractive distillation column extracting rectifying, had
Body are as follows:
Extractive distillation column number of theoretical plate is 65 pieces, operating pressure 0.85MPa, and the tower top temperature of extractive distillation column is -25
~-24 DEG C, bottom temperature is -4~5 DEG C；
Fraction containing trifluoro-ethylene and tetrafluoroethene is fed from 45 pieces of theoretical plates of extractive distillation column, and extractant is smart from extraction
It evaporates and is fed at the 12nd piece of theoretical plate of tower, the mass ratio of the additional amount of extractant and the fraction containing trifluoro-ethylene and tetrafluoroethene is 2:
1, extractant is 1- ethyl-3-methylimidazole acetate ionic liquid；Extractive distillation column reflux ratio is 3.2.
Extractant-trifluoro-ethylene mixture enters after being produced by extracting rectifying tower reactor in extraction desorber, extracts desorber
Number of theoretical plate is 40 pieces, operating pressure 0.7MPa, reflux ratio 1.2, and the tower top temperature for extracting desorber is -14~-13 DEG C,
Bottom temperature is 6~12 DEG C；Trifluoro-ethylene is from overhead extraction, and purity is up to 99.992% or more, and wherein tetrafluoroethene content is less than
50ppm.Extractant is recycled after extraction desorber tower reactor extraction.
Embodiment 4
A method of recycling high-purity trifluoro-ethylene from tetrafluoroethene by-product, comprising the following steps:
(1) tetrafluoroethene recycling tower top is contained by trifluoro-ethylene, part tetrafluoroethene and other heavy constituents by crude tower
Fraction rectifying be separated into fraction and heavy cut containing trifluoro-ethylene and tetrafluoroethene；
Concrete operations are the same as embodiment 1；
(2) fraction containing trifluoro-ethylene and tetrafluoroethene that step (1) obtains is entered into extractive distillation column extracting rectifying, had
Body are as follows:
Extractive distillation column number of theoretical plate is 70 pieces, operating pressure 0.9Pa, the tower top temperature of extractive distillation column is -29~-
30 DEG C, bottom temperature is -8~0 DEG C；
Fraction containing trifluoro-ethylene and tetrafluoroethene is fed from 48 pieces of theoretical plates of extractive distillation column, and extractant is smart from extraction
It evaporates and is fed at the 14th piece of theoretical plate of tower, the additional amount of extractant is with the mass ratio containing trifluoro-ethylene and the fraction of tetrafluoroethene
4.5:1, extractant are chlorination 1- ethyl-3-methylimidazole ionic liquid；Extractive distillation column reflux ratio is 4.5.
Extractant-trifluoro-ethylene mixture enters after being produced by extracting rectifying tower reactor in extraction desorber, extracts desorber
Number of theoretical plate is 40 pieces, operating pressure 0.7MPa, reflux ratio 1.2, and the tower top temperature for extracting desorber is -14~-13 DEG C,
Bottom temperature is 6~12 DEG C；Trifluoro-ethylene is from overhead extraction, and purity is up to 99.997% or more, and wherein tetrafluoroethene content is less than
50ppm.Extractant is recycled after extraction desorber tower reactor extraction.
Claims (10)
1. a kind of method for recycling high-purity trifluoro-ethylene from tetrafluoroethene by-product, which comprises the following steps:
(1) tetrafluoroethene recycling tower top is contained by evaporating for trifluoro-ethylene, part tetrafluoroethene and other heavy constituents by crude tower
Part rectifying is separated into fraction and heavy cut containing trifluoro-ethylene and tetrafluoroethene；
(2) fraction containing trifluoro-ethylene and tetrafluoroethene that step (1) obtains is entered into extractive distillation column, ionic liquid extraction is added
Agent is taken to carry out extracting rectifying, extracting rectifying column overhead obtains tetrafluoroethene, and extractive distillation column tower reactor obtains extractant and trifluoro second
The mixed component of alkene；The ion liquid abstraction agent is 1- ethyl-3-methylimidazole acetate ionic liquid, 1- butyl -3- first
Base imidazole acetate ionic liquid, chlorination 1- ethyl-3-methylimidazole ionic liquid, chlorination 1- butyl -3- methylimidazole salt
Ionic liquid, 1- ethyl-3-methylimidazole tetrafluoroborate ion liquid, 1- butyl -3- methyl imidazolium tetrafluoroborate ion
Liquid, 1- octyl -3- methyl imidazolium tetrafluoroborate ionic liquid, 1- ethyl-3-methylimidazole fluoroform sulphonate ionic liquid
One or both of body；
(3) mixed component of extractive distillation column tower reactor obtains extractant and trifluoro-ethylene enters extraction desorber desorption, tower top
99.99% or more purity can be obtained and polymerizable impurity content is less than the trifluoro-ethylene product of 50ppm.
2. the method according to claim 1 for recycling high-purity trifluoro-ethylene from tetrafluoroethene by-product, feature exist
In the ion liquid abstraction agent in the step (2) is 1- ethyl-3-methylimidazole acetate ionic liquid and chlorination 1- second
One or both of base -3- methylimidazole ionic liquid.
3. the method according to claim 1 for recycling high-purity trifluoro-ethylene from tetrafluoroethene by-product, feature exist
In extractant enters from extractive distillation column top in step (2) extracting rectifying, the fraction containing trifluoro-ethylene and tetrafluoroethene
Enter in the middle part of from extractive distillation column.
4. the method according to claim 1 for recycling high-purity trifluoro-ethylene from tetrafluoroethene by-product, feature exist
In the mass ratio of extractant and the fraction containing trifluoro-ethylene and tetrafluoroethene is (1~6) in step (2) extracting rectifying: 1.
5. the method according to claim 1 for recycling high-purity trifluoro-ethylene from tetrafluoroethene by-product, feature exist
In the mixed component in the step (2), which enters extractive distillation column circulation by the extractant that extraction desorber desorbs, to be made
With.
6. the method according to claim 1 for recycling high-purity trifluoro-ethylene from tetrafluoroethene by-product, feature exist
In, in the step (2) filler used in extractive distillation column be this filler of metal English spy network gram, metal Pall ring granular filler or
Metal structured packing.
7. the method according to claim 1 for recycling high-purity trifluoro-ethylene from tetrafluoroethene by-product, feature exist
In, in the step (2) theoretical cam curve of extractive distillation column be 30~70 pieces, extractive distillation column operating pressure be 0.6~
0.9MPa, reflux ratio are 0.5~6.0.
8. the method according to claim 1 for recycling high-purity trifluoro-ethylene from tetrafluoroethene by-product, feature exist
In the tower top temperature of extractive distillation column is -30~-20 DEG C in the step (2), and bottom temperature is -8~6 DEG C.
9. the method according to claim 1 for recycling high-purity trifluoro-ethylene from tetrafluoroethene by-product, feature exist
In the theoretical cam curve of extraction desorber is 25-45 block in the step (3), and operating pressure is 0.55~0.8MPa, reflux ratio
It is 0.1~2.0.
10. the method according to claim 1 for recycling high-purity trifluoro-ethylene from tetrafluoroethene by-product, feature exist
In the tower top temperature of extraction desorber is -20~-10 DEG C in the step (3), and bottom temperature is 0~16 DEG C.
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| CN111689835A (en) * | 2019-03-13 | 2020-09-22 | 中昊晨光化工研究院有限公司 | Preparation of C by cracking F222F4System and method for recovering trifluoroethylene in process |
| CN111039748B (en) * | 2019-12-31 | 2022-06-07 | 山东华夏神舟新材料有限公司 | Method for separating trifluoroethylene from tetrafluoroethylene cracking gas |
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