CN109503423A - Hexafluoropropylene dimmer prepares the method and perfluor isobutyronitrile and application of perfluor isobutyronitrile - Google Patents
Hexafluoropropylene dimmer prepares the method and perfluor isobutyronitrile and application of perfluor isobutyronitrile Download PDFInfo
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C253/00—Preparation of carboxylic acid nitriles
- C07C253/20—Preparation of carboxylic acid nitriles by dehydration of carboxylic acid amides
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- C07—ORGANIC CHEMISTRY
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- C07C255/01—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms
- C07C255/10—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms containing cyano groups and halogen atoms, or nitro or nitroso groups, bound to the same acyclic carbon skeleton
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- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/58—Preparation of carboxylic acid halides
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- H01B—CABLES; CONDUCTORS; INSULATORS; SELECTION OF MATERIALS FOR THEIR CONDUCTIVE, INSULATING OR DIELECTRIC PROPERTIES
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Abstract
The invention belongs to fluorine chemical fields, and in particular to a kind of hexafluoropropylene dimmer prepares the method and perfluor isobutyronitrile and application of perfluor isobutyronitrile.Preparation method enters oxidation furnace and oxygen including 1) hexafluoropropylene dimmer and carries out cracking reaction under conditions of having catalyst；Isolated perfluor isobutyl acyl fluorides；2) under perfluor isobutyl acyl fluorides and aminated reagent and dehydrated reagent existence condition, perfluor isobutyronitrile is obtained through continuous aminated reaction and dehydration.Method of the invention can in an intermittent fashion or continuously mode carries out, and condition is controllable, and reaction route is short, and yield is high, and product is easily isolated, and is suitble to industry's enlarging production.
Description
Technical field
The invention belongs to fluorine chemical fields, and in particular to a kind of hexafluoropropylene dimmer prepare perfluor isobutyronitrile method and
Perfluor isobutyronitrile and application.
Background technique
Perfluor isobutyronitrile has the features such as low boiling point, high volatile, electrical insulation characteristics are excellent and good environmental protection, can be used as
Gaseous dielectric material is used as the dielectric composition of insulator in electric device.The greenhouse effects index of perfluor isobutyronitrile
(GWP) only 2100, it is far below sulfur hexafluoride (GWP=23500), can be used for substituting traditional six-component force balance gas, greatly subtract
Few atmospheric warming effect problem.Perfluor isobutyronitrile by the extensive concern of global electric utility and starts to be applied.
The perfluor isobutyl acyl fluorides of high-quality is the important intermediate for preparing perfluor isobutyronitrile, at present the system of perfluor isobutyl acyl fluorides
Preparation Method be isobutyric anhydride electrochemical fluorination (in United States Patent (USP) No.2713593 and R.E.Banks, Preparation,
Properties and Industrial Applications of Organofluorine Compounds,pages 19-
Have method introduction in 43, Halsted Press, New York (1982)), but isobutyric anhydride raw material is not easy to obtain.US6013795A
In electrolytic synthesis raw material inexpensively, but obtain be both isobutyl acyl fluorides and positive butyryl fluorine mixture, be not readily separated.Separately
Outside, electrolytic efficiency is lower, electrolytic pole board cost of manufacture is expensive, and cost of equipment is higher to be unfavorable for industry's enlarging production.
Summary of the invention
It is an object of the invention to overcome the deficiencies of existing technologies, a kind of hexafluoropropylene dimmer is provided and prepares perfluor isobutyl
The method and perfluor isobutyronitrile of nitrile and application.
The present invention to achieve the above object, using following technical scheme:
A kind of method that hexafluoropropylene dimmer prepares perfluor isobutyronitrile, includes the following steps:
1) hexafluoropropylene dimmer enters oxidation furnace and oxygen and carries out cracking reaction under conditions of having catalyst；Rectifying obtains
To perfluor isobutyl acyl fluorides；
2) it under perfluor isobutyl acyl fluorides and aminated reagent and dehydrated reagent existence condition, through continuous aminated reaction and takes off
Water reacts to obtain perfluor isobutyronitrile；
Specific steps in step 1) are as follows: using oxygen and hexafluoropropylene trimer as raw material, under the effect of the catalyst instead
It should be prepared；Wherein the molar ratio of oxygen and hexafluoropropylene trimer is 10:1-1:10；The catalytic time be 0.1s extremely
200s；The pressure of reaction is 0-1MPa, and reaction temperature is 150-600 DEG C.The catalyst is loaded catalyst, active constituent
For Ag2O, Al2O3, CuO, AgF, NaF, KF, RbF or CsF.
Hexafluoropropylene dimmer enters reactor with liquid form in step reaction, since fluid molecule is compared to gas point
Son has shorter intermolecular distance, therefore more gaseous state hexafluoropropylene dimmers are had in the slow gasification of liquid charging stock
Molecule comes into full contact with oxygen, so as to shorten the pyrolysis time of hexafluoropropylene dimmer, significantly improves raw material and integrally cracks effect
Rate.And the presence of the hexafluoropropylene dimmer more contacted with oxygen can prevent the perfluor isobutyl acyl fluorides being cracked to form and perfluor second
The further cracking of acyl fluorides, to guarantee that gained perfluor isobutyl acyl fluorides has higher degree.
It further include pre-activate step in step 1)；It specifically includes and hexafluoropropylene dimmer is passed through to 180-220 °C of filling
1-2h is activated in the reactor for having pre-activate carrier；The active constituent of the pre-activate carrier be four (pentafluorophenyl group) borates and
Alkyl fluoride aluminium salt according to mass ratio 1:1-1:5 mixture；Wherein n=1-6；The carrier of pre-activate carrier be SiO2, Al2O3,
Or B2O3；Load capacity is 10%-20%.
The alkyl fluoride aluminium salt is Al ((CR1R2R3) n) 3 monomers or mixture；Wherein R1, R2 and R3 be H or
Person F and at least one be F, n=1-6.
(pentafluorophenyl group) borate and alkyl fluoride aluminium salt mixed catalyst have good activation to C=C four in the reaction
Effect is activated the activation energy that can further decrease C=C cracking to hexafluoropropylene dimmer using the mixed catalyst, mentioned
The accuracy of high C=C fracture.And the pyrolysis product of perfluoroolefine is usually present carbonyl fluoride or all phosphinylidynes in the prior art
Fluorine, thus pre-activate step implementation can guarantee hexafluoropropylene dimmer rule be cracked into perfluor isobutyl acyl fluorides and perfluor acetyl
Fluorine effectively avoids the generation of perfluor carbonyl fluoride by-product.
The hexafluoropropylene dimmer is obtained under the catalysis of support type ionic fluorides through gas phase reaction by hexafluoropropene；
Reaction temperature is 150-220 DEG C, time of contact 0.1-30s；The load capacity of support type ionic fluorides is 10%-20%；It carries
Body is activated carbon, aluminum oxide, silica or magnesia；Ionic fluorides are AgF, NaF, KF, RbF or CsF.
The aminated reagent is ammonia, methylamine, ethamine, propylamine, lithium amide, Sodamide, potassamide, amino rubidium, ammonia
One or more of base caesium；Dehydrating agent used is phosphorus pentoxide, phosphorus oxychloride, trifluoroacetic anhydride, acetic anhydride, thionyl chloride
One or more of.
In step 2), the aminated reagent of addition and the mole ratio of perfluor isobutyl acyl fluorides are as follows: 1:1-20:1, reaction temperature
Degree are as follows: -40-50 DEG C, reaction pressure are as follows: 1atm-20atm, reaction time are as follows: 2-60 hours.
In step 2), the dehydrating agent of addition and the mass ratio of the material example of isobutyl acyl fluorides are as follows: 1:1-10:1, dehydration time
Are as follows: 1-10 hours, reaction temperature are as follows: 0-50 DEG C
The application further includes a kind of perfluor isobutyronitrile, is obtained using the preparation method.
The application further includes the application of perfluor isobutyronitrile described in one kind, can be used as the dielectric fluid of electric device, institute
Stating electric device includes: that gas insulation breaker, current breaking device, gas insulation electric power line, gas-insulated transformer are gentle
Body insulated substations.
Compared with prior art, the beneficial effects of the present invention are:
Method of the invention can in an intermittent fashion or continuously mode carries out, and condition is controllable, and reaction route is short, yield
Height, product are easily isolated, and are suitble to industry's enlarging production.Perfluor isobutyronitrile product of the invention have low global warming effect,
High dielectric strength, can be used as the dielectric fluid of electric device, and the electric device includes: gas insulation breaker, electric current
Tripper, gas insulation electric power line, gas-insulated transformer and gas insulated transformer substation.
Specific embodiment
In order to make those skilled in the art more fully understand technical solution of the present invention, implement below with reference to best
The present invention is described in further detail for example.
Embodiment 1: the preparation of hexafluoropropylene dimmer raw material: by hexafluoropropene gas by being catalyzed equipped with NaF/Al2O3
The catalytic reaction tube of agent, the load capacity of catalyst are 10%, time of contact 0.1s；The temperature of catalytic reaction tube is 150 DEG C, instead
Mixed gas after answering enters the condenser with cooling jacket by port entrance, and condensate temperature is 10 DEG C, and unreacted six
Fluoropropene is recycled to catalytic reaction tube through gas vent.The purity of liquid hexafluoropropylene dimmer in detection condenser receiver
It is 99.3%.The yield of hexafluoropropylene dimmer is shown in Table 1.
Embodiment 2: the preparation of hexafluoropropylene dimmer raw material: by hexafluoropropene gas by being equipped with AgF/C catalyst
Catalytic reaction tube, the load capacity of catalyst are 15%, and the temperature of catalyst filling column is 180 DEG C, time of contact 10s, reaction
Mixed gas afterwards enters the condenser with cooling jacket by air inlet, and condensate temperature is 10 DEG C；Unreacted hexafluoro third
Alkene is recycled to catalytic reaction tube column through outlet.The purity of liquid hexafluoropropylene dimmer is 99.2% in detection condenser.Set
1 is shown in Table with the yield of rear hexafluoropropylene dimmer.
Embodiment 3: hexafluoropropene gas the preparation of hexafluoropropylene dimmer raw material: is passed through into urging equipped with KF/C catalyst
Change reaction tube, the load capacity of catalyst is 20%, and the temperature of catalyst filling column is 220 DEG C, time of contact 30s；After reaction
Mixed gas by air inlet enter with cooling jacket condenser, condensate temperature be 10 DEG C, unreacted hexafluoropropene
Catalytic reaction tube is recycled to through outlet.The purity of liquid hexafluoropropylene dimmer is 99.3% in detection condenser.After applying
The yield of hexafluoropropylene dimmer is shown in Table 1.
Comparative example 1: the preparation of hexafluoropropylene trimer raw material: by hexafluoropropene gas by being catalyzed equipped with NaF/Al2O3
The catalytic reaction tube of agent, the load capacity of catalyst are 10%, and the temperature of catalyst reaction tube is 260 DEG C, and time of contact is
0.1s；Mixed gas after reaction enters the condenser with cooling jacket by air inlet, and condensate temperature is 10 DEG C, unreacted
Hexafluoropropene through outlet be recycled to catalyst reaction tube.The purity of liquid hexafluoropropylene trimer in detection condenser
It is 99.3%.The yield of hexafluoropropylene trimer is shown in Table 1.
Comparative example 2: the preparation of hexafluoropropylene trimer raw material: by hexafluoropropene gas by being equipped with AgF/C catalyst
Catalytic reaction tube, the load capacity of catalyst are 15%, and the temperature of catalyst reaction tube is 300 DEG C, time of contact 10s,
Mixed gas after reaction enters the condenser with cooling jacket by air inlet, and condensate temperature is 10 DEG C；Unreacted six
Fluoropropene is recycled to catalyst reaction tube through outlet.The purity of liquid hexafluoropropylene trimer is in detection condenser
99.3%.The yield for applying rear hexafluoropropylene trimer is shown in Table 1.
Comparative example 3: hexafluoropropene gas the preparation of hexafluoropropylene trimer raw material: is passed through into urging equipped with KF/C catalyst
Change reaction tube, the load capacity of catalyst is 20%, and the temperature of catalyst reaction tube is 320 DEG C, time of contact 30s；Instead
Mixed gas after answering enters the condenser with cooling jacket by air inlet, and condensate temperature is 10 DEG C, unreacted hexafluoro
Propylene is recycled to catalyst reaction tube through outlet.The purity of liquid hexafluoropropylene trimer is in detection condenser
99.3%.The yield for applying rear hexafluoropropylene trimer is shown in Table 1.
Table 1
Embodiment 4: it hexafluoropropylene dimmer cracking: 1) pre-activate: specifically includes and hexafluoropropylene dimmer is passed through 200 DEG C
The reactor filled with pre-activate carrier in activate 1.5h；The active constituent of the pre-activate carrier is four (pentafluorophenyl group) boron
Hydrochlorate and Al ((CF3) 3) 3 according to mass ratio 1:3 mixture；The carrier of pre-activate carrier is SiO2；Load capacity is 15%.2)
Load capacity is filled in pyrolysis furnace and is 15% Ag2O/Al2O3 catalyst, and pyrolysis furnace is heated to 400 DEG C.By oxygen and activation
Hexafluoropropylene dimmer afterwards is passed through in pyrolysis furnace according to molar ratio 1:1.Reaction pressure is that 5bar. product is perfluor butyryl fluorine
50.09%, perfluor acetylfluoride 26.92%.
Embodiment 5: it hexafluoropropylene dimmer cracking: 1) pre-activate: specifically includes and hexafluoropropylene dimmer is passed through 200 DEG C
The reactor filled with pre-activate carrier in activate 1.5h；The active constituent of the pre-activate carrier is four (pentafluorophenyl group) boron
Hydrochlorate and Al ((CF3) 3) 3 according to mass ratio 1:3 mixture；The carrier of pre-activate carrier is SiO2；Load capacity is 15%.It splits
Load capacity is filled in solution furnace and is 15% KF/Al2O3 catalyst, and pyrolysis furnace is heated to 400 DEG C.After oxygen and activation
Hexafluoropropylene dimmer is passed through in pyrolysis furnace according to molar ratio 1:1, reaction pressure 5bar.Product is perfluor butyryl fluorine
62.46%, perfluor acetylfluoride 33.54%.
Embodiment 6: it hexafluoropropylene dimmer cracking: 1) pre-activate: specifically includes and hexafluoropropylene dimmer is passed through 180 DEG C
The reactor filled with pre-activate carrier in activate 2h；The active constituent of the pre-activate carrier is four (pentafluorophenyl group) boric acid
Salt and Al ((CFH2) 6) 3 according to mass ratio 1:1 mixture；The carrier of pre-activate carrier is Al2O3；Load capacity is 10%.It splits
Load capacity is filled in solution furnace and is 20% CuO/C catalyst, and pyrolysis furnace is heated to 600 DEG C.By six after oxygen and activation
Fluoropropene dimer is passed through in pyrolysis furnace according to molar ratio 10:1, and reaction pressure is normal pressure.Product is perfluor butyryl fluorine
57.90%, perfluor acetylfluoride 31.09%.
Embodiment 7: it hexafluoropropylene dimmer cracking: 1) pre-activate: specifically includes and hexafluoropropylene dimmer is passed through 220 DEG C
The reactor filled with pre-activate carrier in activate 1h；The active constituent of the pre-activate carrier is four (pentafluorophenyl group) boric acid
Salt and Al (CF2H) 3 according to mass ratio 1:5 mixture；The carrier of pre-activate carrier is B2O3；Load capacity is 20%.Pyrolysis furnace
In fill the CsF/C catalyst that load capacity is 10%, and pyrolysis furnace is heated to 150 DEG C.By the hexafluoro third after oxygen and activation
Alkene dimer is passed through in pyrolysis furnace according to molar ratio 1:10, reaction pressure 10bar.Product is perfluor butyryl fluorine 63.76%, entirely
Fluoracyl fluoride 34.24%.
Embodiment 8: hexafluoropropylene dimmer cracking: the Ag2O/Al2O3 that load capacity is 15% is filled in pyrolysis furnace and is catalyzed
Agent, and pyrolysis furnace is heated to 400 DEG C.Oxygen and hexafluoropropylene dimmer are passed through in pyrolysis furnace according to molar ratio 1:1.Reaction
Pressure is that 5bar. product is perfluor butyryl fluorine 35.13%, perfluor acetylfluoride 18.86%.Carbonyl fluoride 12.52%.
Embodiment 9: hexafluoropropylene dimmer cracking: filling the KF/Al2O3 catalyst that load capacity is 15% in pyrolysis furnace,
And pyrolysis furnace is heated to 400 DEG C.Oxygen and hexafluoropropylene dimmer are passed through in pyrolysis furnace according to molar ratio 1:1, reaction pressure
Power is 5bar.Product is perfluor butyryl fluorine 50.74%, perfluor acetylfluoride 27.25%.Carbonyl fluoride 6.32%.
Embodiment 10: hexafluoropropylene dimmer cracking: filling the CuO/C catalyst that load capacity is 20% in pyrolysis furnace, and
Pyrolysis furnace is heated to 600 DEG C.Oxygen and hexafluoropropylene dimmer are passed through in pyrolysis furnace according to molar ratio 10:1, reaction pressure
For normal pressure.Product is perfluor butyryl fluorine 44.24%, perfluor acetylfluoride 23.76%.Carbonyl fluoride 12.35%.
Embodiment 11: hexafluoropropylene dimmer cracking: filling the CsF/C catalyst that load capacity is 10% in pyrolysis furnace, and
Pyrolysis furnace is heated to 150 DEG C.Hexafluoropropylene dimmer after oxygen and activation is passed through in pyrolysis furnace according to molar ratio 1:10,
Reaction pressure is 10bar.Product is perfluor butyryl fluorine 52.69%, perfluor acetylfluoride 28.3%, carbonyl fluoride 5.64%.
Embodiment 12: by perfluor isobutyl acyl fluorides, 8.5g liquefied ammonia obtained by 21.6g, electricity can be opened in pressure-bearing reaction kettle by putting into
Dynamic stirring, speed of agitator are 200 revs/min, set temperature of reaction kettle as -40 DEG C, reaction pressure 10atm, are kept for 30 hours,
Then 35 grams of phosphorus pentoxides are added thereto, are warming up to 20 DEG C, reacts 10 hours, after reaction, temperature of reaction kettle is dropped
To -10 DEG C, wherein gas is released, 18 grams of liquid product in reaction system are collected with the pressure-resistant steel cylinder after freezing to -10 DEG C.Through
Gas chromatographic detection perfluor isobutyronitrile product purity 99.2%.Conversion rate of products 92.3%, product selectivity 99%.
Embodiment 13: by perfluor isobutyl acyl fluorides, 17g liquefied ammonia obtained by 21.6g, electricity can be opened in pressure-bearing reaction kettle by putting into
Dynamic stirring, speed of agitator are 200 revs/min, set temperature of reaction kettle as 20 DEG C, reaction pressure 10atm, are kept for 10 hours,
Then 20 grams of phosphorus pentoxides are added thereto, 20 grams of phosphorus oxychloride are reacted 6 hours, temperature of reaction kettle are down to 0 DEG C, reaction
After, wherein gas is released, 18.2 grams of liquid product in reaction system are collected with the pressure-resistant steel cylinder after freezing to -10 DEG C.
Through gas chromatographic detection perfluor isobutyronitrile product purity 99.1%.93.3% product selectivity 99% of conversion rate of products.
Embodiment 14: by perfluor isobutyl acyl fluorides, 61g methylamine obtained by 21.6g, electricity can be opened in pressure-bearing reaction kettle by putting into
Dynamic stirring, speed of agitator are 200 revs/min, set temperature of reaction kettle as 50 DEG C, reaction pressure 1atm, are kept for 3 hours, put
Then 20 grams of phosphorus pentoxides are added in gas out into reaction kettle, 20 grams of phosphorus oxychloride are reacted 2 hours at 50 DEG C, and reaction terminates
Afterwards, 17.5 grams of gas are collected.Through gas chromatographic detection perfluor isobutyronitrile product purity 99.5%.Conversion rate of products 89.7% produces
Product selectivity 99%.
The above is only a preferred embodiment of the present invention, for those of ordinary skill in the art, according to the present invention
Thought, there will be changes in the specific implementation manner and application range, and the content of the present specification should not be construed as to the present invention
Limitation.
Claims (10)
1. a kind of method that hexafluoropropylene dimmer prepares perfluor isobutyronitrile, which is characterized in that include the following steps:
1) hexafluoropropylene dimmer enters oxidation furnace and oxygen and carries out cracking reaction under conditions of having catalyst；It is isolated complete
Fluorine isobutyl acyl fluorides；
2) anti-through continuous aminated reaction and dehydration under perfluor isobutyl acyl fluorides and aminated reagent and dehydrated reagent existence condition
It should obtain perfluor isobutyronitrile；
2. the method that hexafluoropropylene dimmer according to claim 1 prepares perfluor isobutyronitrile, which is characterized in that step 1)
In specific steps are as follows: using oxygen and hexafluoropropylene dimmer as raw material, under the effect of the catalyst reaction be prepared；Wherein
The molar ratio of oxygen and hexafluoropropylene dimmer is 10:1-1:10；The catalytic time is 0.1s to 200s；The pressure of reaction
For 0-1MPa；Reaction temperature is 150-600 DEG C.
3. the method that hexafluoropropylene dimmer according to claim 2 prepares perfluor isobutyronitrile, which is characterized in that described to urge
Agent is loaded catalyst, one or more of active constituent AgO, Al2O3, CuO, AgF, NaF, KF, RbF, CsF's
Mixture.
4. the method that hexafluoropropylene dimmer according to claim 3 prepares perfluor isobutyronitrile, which is characterized in that step 1)
In further include pre-activate step；Specifically include by hexafluoropropylene dimmer be passed through 180-220 DEG C filled with pre-activate carrier
1-2h is activated in reactor；The active constituent of the pre-activate carrier be four (pentafluorophenyl group) borates and alkyl fluoride aluminium salt according to
The mixture of mass ratio 1:1-1:5；Wherein n=1-6；The carrier of pre-activate carrier is SiO2, Al2O3 or B2O3；Load capacity
For 10%-20%.
5. the method that hexafluoropropylene dimmer according to claim 4 prepares perfluor isobutyronitrile, which is characterized in that described
Alkyl fluoride aluminium salt is Al ((CR1R2R3) n) 3 monomers or mixture；Wherein R1, R2 and R3 be H or F and at least within it
One is F, n=1-6.
6. the method that hexafluoropropylene dimmer according to claim 1 prepares perfluor isobutyronitrile, which is characterized in that described
Aminated reagent be one of ammonia, methylamine, ethamine, propylamine, lithium amide, Sodamide, potassamide, amino rubidium, amino caesium or
It is several；Dehydrating agent used is one of phosphorus pentoxide, phosphorus oxychloride, trifluoroacetic anhydride, acetic anhydride, thionyl chloride or several
Kind.
7. the method that hexafluoropropylene dimmer as described in claim 1 prepares perfluor isobutyronitrile, which is characterized in that step 2)
In, the aminated reagent of addition and the mole ratio of perfluor isobutyl acyl fluorides are as follows: 1:1-20:1, reaction temperature are as follows: -40-50 DEG C,
Reaction pressure are as follows: 1atm-20atm, reaction time are as follows: 2-60 hours.
8. the method that hexafluoropropylene dimmer as described in claim 1 prepares perfluor isobutyronitrile, which is characterized in that step 2)
In, the dehydrating agent of addition and the mass ratio of the material example of isobutyl acyl fluorides are as follows: 1:1-10:1, dehydration time are as follows: 1-10 hours, instead
Answer temperature are as follows: 0-50 DEG C.
9. a kind of perfluor isobutyronitrile, which is characterized in that obtained using the described in any item preparation methods of claim 1-8.
10. a kind of application of perfluor isobutyronitrile as claimed in claim 9, which is characterized in that can be used as the dielectric of electric device
Fluid, the electric device include: gas insulation breaker, current breaking device, gas insulation electric power line, gas-insulated transformation
Device and gas insulated transformer substation.
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| CN111233653A (en) * | 2020-03-31 | 2020-06-05 | 国网陕西省电力公司电力科学研究院 | A cost-effective co-production process and device of perfluoronitrile and perfluoroketone |
| CN111825568A (en) * | 2020-08-14 | 2020-10-27 | 福建省漳平市九鼎氟化工有限公司 | Synthesis method of perfluoroisobutyronitrile |
| CN111825569A (en) * | 2020-08-14 | 2020-10-27 | 福建省漳平市九鼎氟化工有限公司 | Synthetic method of heptafluoroisobutyronitrile |
| CN116693420A (en) * | 2023-08-09 | 2023-09-05 | 山东东岳化工有限公司 | Method for preparing heptafluoroisobutyronitrile by liquid phase |
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