CN107098792A - A kind of tetrachloro-ethylene pays the production method that discarded object produces phenyl-hexafluoride - Google Patents
A kind of tetrachloro-ethylene pays the production method that discarded object produces phenyl-hexafluoride Download PDFInfo
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- CN107098792A CN107098792A CN201710355109.0A CN201710355109A CN107098792A CN 107098792 A CN107098792 A CN 107098792A CN 201710355109 A CN201710355109 A CN 201710355109A CN 107098792 A CN107098792 A CN 107098792A
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- phenyl
- hexafluoride
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/093—Preparation of halogenated hydrocarbons by replacement by halogens
- C07C17/20—Preparation of halogenated hydrocarbons by replacement by halogens of halogen atoms by other halogen atoms
- C07C17/202—Preparation of halogenated hydrocarbons by replacement by halogens of halogen atoms by other halogen atoms two or more compounds being involved in the reaction
- C07C17/208—Preparation of halogenated hydrocarbons by replacement by halogens of halogen atoms by other halogen atoms two or more compounds being involved in the reaction the other compound being MX
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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
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- 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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- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The present invention provides a kind of tetrachloro-ethylene and pays the production method that discarded object produces phenyl-hexafluoride, ionic liquid solvent is made first, production discarded object is paid by tetrachloro-ethylene, dry KF, ionic liquid solvent, loaded by polystyrene quaternary phosphonium salt form resin catalyst is put into reactor, and system, which gradually heats up, is reacted, and obtains phenyl-hexafluoride and a chlorine phenyl-pentafluoride product.
Description
Technical field
The present invention relates to a kind of Application way of trade waste, and in particular to a kind of tetrachloro-ethylene pays production discarded object production
The method of phenyl-hexafluoride sum.
Background technology
Tetrachloro-ethylene device can be generated containing carbon tetrachloride, tetrachloro-ethylene, carbon trichloride, chlordene fourth two in process of production
The mixture waste liquid of the gas chromatographies such as alkene, hexachloro-benzene, these organic matters are after simple separation.Contain chlordene in heavy constituent waste liquid
Benzene, eight chlorotoluenes and other organic impurities.Hexachloro-benzene belongs to a kind of persistent organic pollution, and difficulty or ease degraded is at present, domestic
Most of producers all do not reclaim well, directly discharge or burn mostly after simple process, not only to environmental concerns, and
And it is uneconomical.Therefore it provides the resource utilization method of trade waste is with very heavy in a kind of tetrachloro-ethylene production process
The social economic value wanted.
CN104725183A discloses a kind of environment-friendly treatment method of hexachloro-benzene, comprise the following steps (1) by hexachloro-benzene with
In active fluorinated potassium solution organic solvent, it is put into single-reactor；(2) pressure testing is carried out to the single-reactor equipped with reaction solution
Leakage detection and nitrogen displacement；(3) single-reactor is warming up to 200~300 DEG C, boosts to 2.0~3.0MPa；In reaction temperature and
10~15h is reacted under reaction pressure；(4) reaction product in single-reactor is steamed, collected after condensation；(5) rectifying is separated
The phenyl-hexafluoride of reaction product and a chlorine phenyl-pentafluoride；(6) vacuum distillation is collected the fluorochlorobenzene (accessory substance) in single-reactor and had
Machine solvent；Then take out potassium chloride residue in single-reactor, then to fluorochlorobenzene be dried processing after rejoin it is single
It is continuing with reactor.
CN105402742A provides a kind of incinerator charging danger wastes dilution process, is produced by raw material of dichloropropane
The heavy constituent discarded object produced during tetrachloro-ethylene, including carbon tetrachloride, tetrachloro-ethylene, carbon trichloride, hexachlorobutadiene and
Hexachloro-benzene, with the light component discarded object produced in dichloropropane subtractive process, including chloropropane ether, trichloropropane, 2- methyl -2-
The chloro- 2- propyl alcohol of pentenals, 1-, 2- trimethylewne chlorohydrin 3-s and 3- hexenoic aldehydes, heavy constituent discarded object separate carbon tetrachloride by vaporizer,
Remaining heavy constituent discarded object is mixed to form dilution material with light component discarded object.The invention additionally provides incinerator charging dangerous waste
Thing diluent facilities.
CN105237333A is related to one kind and extracts carbon trichloride from production methane chloride or tetrachloro-ethylene generation waste material
With the method for hexachloro-benzene, using hot nitrogen or steam heating, carbon trichloride in heavy constituent and water are evaporated together and are able to and it
Its component is separated, and carbon trichloride is made through recrystallization, and kettle liquid by crystallizing the method for obtaining hexachloro-benzene twice.Utilize hexachloroethanc
The property that alkane easily distils, carbon trichloride is separated from heavy constituent, recycles carbon trichloride and hexachloro-benzene in three chloromethanes
The dissolution characteristics of alkane, heated dissolving, freezing, crystallization, separation, drying and obtain carbon trichloride and hexachloro-benzene.
CN103360202A provides the preparation method of a kind of phenyl-hexafluoride and a chlorine phenyl-pentafluoride.Phenyl-hexafluoride of the present invention and a chlorine
The preparation method of phenyl-pentafluoride comprises the following steps：(1) raw material hexachloro-benzene, active potassium fluoride and catalyst are put into reactor；⑵
Nitrogen displacement is carried out to reactor and solvent is added；(3) reactor is heated, after reaction terminates, stop heating；(4) wait to drop
Wen Hou, opens the air valve of reactor, the reaction product and solvent in reactor is steamed in the lump and recovery is condensed；(5) by step (4)
The reaction product and solvent that middle condensation is reclaimed remove sour part by acid separator；(6) by the reaction product after step (5) middle deacidification and molten
Agent is separated the phenyl-hexafluoride in reaction product and a chlorine phenyl-pentafluoride by the method for rectifying；(7) the reactant in question response device
And after solvent recovery is finished, reactor is opened in cooling, takes out the residue such as potassium chloride in kettle.
Of the prior art relatively low without using catalytic efficiency in the prior art, the yield of phenyl-hexafluoride one way is no more than 46%,
Side reaction is more, easy coking, high using hexachloro-benzene as cost of material, and tetrachloro-ethylene pair production discarded object can become useless as raw material
For treasured, cost is reduced, but also can produce new discarded object, it is necessary to find more efficient preparation method.
The content of the invention
Present invention aims at above-mentioned technical problem present in prior art is solved, there is provided a kind of tetrachloro-ethylene pair production is useless
The method that gurry produces phenyl-hexafluoride.
In order to solve the above-mentioned technical problem, the present invention is adopted the following technical scheme that, ionic liquid solvent is made first, by tetrachloro
Ethene pays production discarded object, and dry KF, ionic liquid solvent, loaded by polystyrene quaternary phosphonium salt form resin catalyst puts into reactor
In, system, which gradually heats up, is reacted, and obtains hexafluoro benzaldehyde product.
A kind of tetrachloro-ethylene pays the production method that discarded object produces phenyl-hexafluoride, it is characterised in that preparation process includes：
（1）The preparation of ionic liquid solvent：By weight, by 100 parts of organic solvents, 0.01~0.1 part of vitamin B12
(Vitamin B12), 0.05~0.5 part double (trifluoro methylsulfonyl) inferior amine salts of 1- methyl isophthalic acids-propyl pyrrole alkane, 1~5 part of 1- amine
Propyl group -3- methylimidazole hexafluorophosphates, are added to normal temperature mixing 5-10h in reactor, and ionic liquid solvent is made.
（2）The preparation of phenyl-hexafluoride：
By weight, production discarded object is paid by 100 parts of tetrachloro-ethylenes, the KF of 100-300 parts of dryings, 300-800 parts of ionic liquids are molten
Agent, 5-15 parts of loaded by polystyrene quaternary phosphonium salt form resin catalysts are put into reactor, and system, which gradually heats up, is reacted, with
The progress of reaction, many fluorobenzene of product and the generation gasification of perfluor benzene, system pressure gradually rises, 380-520 DEG C of reaction temperature, instead
Pressure 2-4MP is answered, is reacted after terminating, the gas phase crude product in kettle enters crude product condenser after gas solid separation and condensed, and condensate liquid is received
Combine in crude product groove, the production of active potassium fluoride is carried out after the residue treatment of bottom.
（3）Phenyl-hexafluoride it is refined：
Phenyl-hexafluoride crude product in crude product groove enters phenyl-hexafluoride rectifying tower reactor, through phenyl-hexafluoride rectifying column rectifying, front-end volatiles and product six
Fluorobenzene, a chlorine phenyl-pentafluoride and octafluoro toluene etc. are separated successively from tower top, and the polyfluoro polystream of bottom of towe returns to fluorination reaction kettle
Reuse.
Described parts of 70-94 containing hexachloro-benzene;Eight 5-25 parts of chlorotoluenes;Other impurity 1-5 parts.
One or more of combinations of the described organic solvent in tetraethylene glycol dimethyl ether, diphenyl ether, sulfolane.
Described vitamin B12 (Vitamin B12), double (trifluoro methylsulfonyl) inferior amine salts of 1- methyl isophthalic acids-propyl pyrrole alkane,
1- amine propyl group -3- methylimidazole hexafluorophosphates, loaded by polystyrene quaternary phosphonium salt form resin catalyst is commercially available prod.
The present invention is by adopting the above-described technical solution, have the advantages that：
1st, using loaded by polystyrene quaternary phosphonium salt form resin catalyst, solid catalyst makes reaction more stablize, and is not likely to produce winged
Temperature, can avoid side reaction, improve the yield of phenyl-hexafluoride one way, range up to 53%.
2nd, using loaded by polystyrene quaternary phosphonium salt form resin catalyst, the yield of accessory substance is reduced, the three wastes are reduced
Quantum of output, while avoiding liquid catalyst enters the shortcoming being not readily separated in product.
3rd, vitamin B12 (Vitamin B12) and double (trifluoro methylsulfonyl) inferior amine salts, 1- of 1- methyl isophthalic acids-propyl pyrrole alkane
Amine propyl group -3- methylimidazole hexafluorophosphates, organic solvent formation ionic liquid solvent is good with potassium fluoride compatibility, can improve
The efficiency of dechlorination fluorination reaction.
Embodiment
Following instance is only to further illustrate the present invention, is not limitation the scope of protection of the invention.
Embodiment 1：
（1）The preparation of ionic liquid solvent：By weight, by 100 parts of diphenyl ether, 0.03 part of vitamin B12 (Vitamin B12),
Double (trifluoro methylsulfonyl) inferior amine salts of 0.2 part of 1- methyl isophthalic acids-propyl pyrrole alkane, 2 parts of 1- amine propyl group -3- methylimidazole hexafluorophosphoric acids
Salt, is added to normal temperature mixing 7h in reactor, and ionic liquid solvent is made；
（2）The preparation of phenyl-hexafluoride：
By weight, production discarded object is paid by 100 parts of tetrachloro-ethylenes, containing 88 parts of hexachloro-benzene;Eight 10 parts of chlorotoluenes;Other 2 parts of impurity,
200 parts of dry KF, 500 parts of ionic liquid solvents, 7 parts of loaded by polystyrene quaternary phosphonium salt form resin catalysts put into reactor
In, system, which gradually heats up, is reacted.With the progress of reaction, many fluorobenzene of product and perfluor benzene generation gasification, system pressure by
Edge up height, 420 DEG C of reaction temperature, reaction pressure 3MP.After reaction terminates, the gas phase crude product in kettle enters thick after gas solid separation
Product condenser is condensed, and condensate liquid is collected in crude product groove, and the production of active potassium fluoride is carried out after the residue treatment of bottom；
（3）Phenyl-hexafluoride it is refined：
Phenyl-hexafluoride crude product in crude product groove enters phenyl-hexafluoride rectifying tower reactor, through phenyl-hexafluoride rectifying column rectifying, front-end volatiles and product six
Fluorobenzene, a chlorine phenyl-pentafluoride and octafluoro toluene etc. are separated successively from tower top, and the polyfluoro polystream of bottom of towe returns to fluorination reaction kettle
Reuse, products obtained therefrom numbering is M-1.
Embodiment 2：
（1）The preparation of ionic liquid solvent：By weight, by 100 parts of tetraethylene glycol dimethyl ethers, 0.01 part of vitamin B12 (Vitamin
B12), double (trifluoro methylsulfonyl) inferior amine salts of 0.05 part of 1- methyl isophthalic acids-propyl pyrrole alkane, 1 part of 1- amine propyl group -3- methylimidazole six
Fluorophosphate, is added to normal temperature mixing 5h in reactor, and ionic liquid solvent is made；
（2）The preparation of phenyl-hexafluoride：
By weight, production discarded object is paid by 100 parts of tetrachloro-ethylenes, containing 70 parts of hexachloro-benzene;Eight 25 parts of chlorotoluenes;Other 5 parts of impurity,
100 parts of dry KF, 300 parts of ionic liquid solvents, 5 parts of loaded by polystyrene quaternary phosphonium salt form resin catalysts put into reactor
In, system, which gradually heats up, is reacted.With the progress of reaction, many fluorobenzene of product and perfluor benzene generation gasification, system pressure by
Edge up height, 380 DEG C of reaction temperature, reaction pressure 2MP.After reaction terminates, the gas phase crude product in kettle enters thick after gas solid separation
Product condenser is condensed, and condensate liquid is collected in crude product groove, and the production of active potassium fluoride is carried out after the residue treatment of bottom；
（3）Phenyl-hexafluoride it is refined：
Phenyl-hexafluoride crude product in crude product groove enters phenyl-hexafluoride rectifying tower reactor, through phenyl-hexafluoride rectifying column rectifying, front-end volatiles and product six
Fluorobenzene, a chlorine phenyl-pentafluoride and octafluoro toluene etc. are separated successively from tower top, and the polyfluoro polystream of bottom of towe returns to fluorination reaction kettle
Reuse；Products obtained therefrom numbering is M-2.
Embodiment 3：
（1）The preparation of ionic liquid solvent：By weight, by 100 parts of sulfolane, 0.1 part of vitamin B12 (Vitamin B12),
Double (trifluoro methylsulfonyl) inferior amine salts of 0.5 part of 1- methyl isophthalic acids-propyl pyrrole alkane, 5 parts of 1- amine propyl group -3- methylimidazole hexafluorophosphoric acids
Salt, is added to normal temperature mixing 10h in reactor, and ionic liquid solvent is made；
（2）The preparation of phenyl-hexafluoride：
By weight, production discarded object is paid by 100 parts of tetrachloro-ethylenes, containing 94 parts of hexachloro-benzene;Eight 5 parts of chlorotoluenes;Other 1 part of impurity,
300 parts of dry KF, 800 parts of ionic liquid solvents, 15 parts of loaded by polystyrene quaternary phosphonium salt form resin catalysts put into reactor
In, system, which gradually heats up, is reacted.With the progress of reaction, many fluorobenzene of product and perfluor benzene generation gasification, system pressure by
Edge up height, 520 DEG C of reaction temperature, reaction pressure 4MP.After reaction terminates, the gas phase crude product in kettle enters thick after gas solid separation
Product condenser is condensed, and condensate liquid is collected in crude product groove, and the production of active potassium fluoride is carried out after the residue treatment of bottom；
（3）Phenyl-hexafluoride it is refined：
Phenyl-hexafluoride crude product in crude product groove enters phenyl-hexafluoride rectifying tower reactor, through phenyl-hexafluoride rectifying column rectifying, front-end volatiles and product six
Fluorobenzene, a chlorine phenyl-pentafluoride and octafluoro toluene etc. are separated successively from tower top, and the polyfluoro polystream of bottom of towe returns to fluorination reaction kettle
Reuse；Products obtained therefrom numbering is M-3.
Comparative example 1：Vitamin B12 (Vitamin B12) is added without, the other the same as in Example 1.Products obtained therefrom numbering is M-4.
Comparative example 2：Double (trifluoro methylsulfonyl) inferior amine salts of 1- methyl isophthalic acids-propyl pyrrole alkane are added without, the other the same as in Example 1.
Products obtained therefrom numbering is M-5.
Comparative example 3：1- amine propyl group -3- methylimidazole hexafluorophosphates are added without, the other the same as in Example 1.Products obtained therefrom is compiled
Number be M-6.
Comparative example 4：Step 1 is cancelled, and each step solvent uses sulfolane, the other the same as in Example 1.Products obtained therefrom is numbered
M-7。
Embodiment 4
Product M-1~M-3 and comparative example M-4~M-7 that the embodiment of the present invention is obtained, through gas chromatographic detection finished product content,
As shown in table 1：
The comparison for the test specimen that the different process of table 1 is made
The specific embodiment of the present invention is these are only, but the technical characteristic of the present invention is not limited thereto.
Claims (3)
1. a kind of tetrachloro-ethylene pays the production method that discarded object produces phenyl-hexafluoride, it is characterised in that preparation process includes：
By weight, production discarded object is paid by 100 parts of tetrachloro-ethylenes, the KF of 100-300 parts of dryings, 300-800 parts of ionic liquids are molten
Agent, 5-15 parts of loaded by polystyrene quaternary phosphonium salt form resin catalysts are put into reactor, and system, which gradually heats up, is reacted, with
The progress of reaction, many fluorobenzene of product and the generation gasification of perfluor benzene, system pressure gradually rises, 380-520 DEG C of reaction temperature, instead
Pressure 2-4MP is answered, is reacted after terminating, the gas phase crude product in kettle enters crude product condenser after gas solid separation and condensed, and condensate liquid is received
Combine in crude product groove, the production of active potassium fluoride is carried out after the residue treatment of bottom；Phenyl-hexafluoride crude product in crude product groove enters six
Fluorobenzene rectifying tower reactor, through phenyl-hexafluoride rectifying column rectifying, front-end volatiles and product phenyl-hexafluoride, a chlorine phenyl-pentafluoride and octafluoro toluene etc. are from tower
Top is separated successively, and the polyfluoro polystream of bottom of towe returns to fluorination reaction kettle reuse.
2. a kind of tetrachloro-ethylene described in claim 1 pays the production method that discarded object produces phenyl-hexafluoride, it is characterised in that：It is described from
The preparation process of sub- liquid solvent includes：
By weight, by 100 parts of organic solvents, 0.01~0.1 part of vitamin B12 (Vitamin B12), 0.05~0.5 part
Double (trifluoro methylsulfonyl) inferior amine salts of 1- methyl isophthalic acids-propyl pyrrole alkane, 1~5 part of 1- amine propyl group -3- methylimidazole hexafluorophosphate,
Normal temperature mixing 5-10h in reactor is added to, ionic liquid solvent is made.
3. a kind of tetrachloro-ethylene described in claim 1 pays the production method that discarded object produces phenyl-hexafluoride, it is characterised in that：Described
One or more of methods of the organic solvent in tetraethylene glycol dimethyl ether, diphenyl ether, sulfolane, it is characterised in that：Described
Tetrachloro-ethylene pays 70-94 containing hexachloro-benzene parts of discarded object of production;Eight 5-25 parts of chlorotoluenes;Other impurity 1-5 parts.
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107337644A (en) * | 2017-06-27 | 2017-11-10 | 中南民族大学 | A kind of functionalization perovskite material based on novel ion liquid and its application in solar cell preparation |
| CN107827704A (en) * | 2017-11-13 | 2018-03-23 | 大连奇凯医药科技有限公司 | A kind of preparation method of phenyl-hexafluoride |
| CN108314694A (en) * | 2018-02-02 | 2018-07-24 | 苏州贺康新材料科技有限公司 | A kind of preparation method of lithium battery electrolytes fire retardant |
| RU2801058C1 (en) * | 2022-02-14 | 2023-08-01 | Общество с ограниченной ответственностью "Пермская химическая компания" | Method for obtaining octafluorotoluene |
Citations (1)
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|---|---|---|---|---|
| EP1288196A1 (en) * | 2001-08-31 | 2003-03-05 | Chordip Ltd. | Process for the preparation of organo guanidinium salts |
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2017
- 2017-05-19 CN CN201710355109.0A patent/CN107098792A/en not_active Withdrawn
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1288196A1 (en) * | 2001-08-31 | 2003-03-05 | Chordip Ltd. | Process for the preparation of organo guanidinium salts |
Non-Patent Citations (1)
| Title |
|---|
| CHRISTOPHER B. MURRAY 等: "Ionic liquids as media for nucleophilic fluorination", 《JOURNAL OF FLUORINE CHEMISTRY》 * |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107337644A (en) * | 2017-06-27 | 2017-11-10 | 中南民族大学 | A kind of functionalization perovskite material based on novel ion liquid and its application in solar cell preparation |
| CN107337644B (en) * | 2017-06-27 | 2019-06-21 | 中南民族大学 | A kind of functionalization perovskite material based on ionic liquid and its application in solar battery preparation |
| CN107827704A (en) * | 2017-11-13 | 2018-03-23 | 大连奇凯医药科技有限公司 | A kind of preparation method of phenyl-hexafluoride |
| CN108314694A (en) * | 2018-02-02 | 2018-07-24 | 苏州贺康新材料科技有限公司 | A kind of preparation method of lithium battery electrolytes fire retardant |
| RU2801058C1 (en) * | 2022-02-14 | 2023-08-01 | Общество с ограниченной ответственностью "Пермская химическая компания" | Method for obtaining octafluorotoluene |
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Application publication date: 20170829 |