CN109896936A - A kind of perfluor pentanone and preparation method thereof - Google Patents
A kind of perfluor pentanone and preparation method thereof Download PDFInfo
- Publication number
- CN109896936A CN109896936A CN201910238385.8A CN201910238385A CN109896936A CN 109896936 A CN109896936 A CN 109896936A CN 201910238385 A CN201910238385 A CN 201910238385A CN 109896936 A CN109896936 A CN 109896936A
- Authority
- CN
- China
- Prior art keywords
- perfluor
- preparation
- pentanone
- compound shown
- formulas
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
Abstract
The invention belongs to technical field of organic synthesis more particularly to a kind of perfluor pentanone and preparation method thereof.The present invention provides a kind of preparation methods of perfluor pentanone, and compound shown in compound shown in Formulas I and Formula II is dissolved in solvent and obtains compound shown in formula III by one kettle way.The present invention also provides perfluor pentanones prepared by the above method.The present invention provides a kind of perfluor pentanone and preparation method thereof, solves the technical problem that yield is lower in the prior art and preparation process is complicated.
Description
Technical field
The invention belongs to technical field of organic synthesis more particularly to a kind of perfluor pentanone and preparation method thereof.
Background technique
GIS (gas-insulated switchgear) is the English abbreviation of gas-insulating and fully-enclosed combined electrical apparatus, wide
It is general to be applied to extra-high voltage electrical domain.SF6Gas has excellent insulation performance, and therefore, which was answered extensively in the last world
With in such a device.But due to SF6GWP (global warming trend) to be about 22800 (latent for global warming with 100 years
Gesture assesses time, CO2GWP be 1, therefore, be listed in one of the greenhouse gases that six kinds need strict control to use, finally make
SF6Extensive use of the gas in high-voltage transforming field is had a greatly reduced quality.In recent years, some famous Utilities Electric Co.s, are all finding
SF6Substitution gas or this direction of mixed gas carried out a large amount of research, and achieve certain achievement.
3M company is largely tested and exploratory development, it is determined that SF6Two class substitutes, one type is perfluor ketone
Class compound.Wherein most outstanding, its small toxicity of perfluor (3- methyl -2- butanone), boiling point (26.9 DEG C) low, insulation performance
Excellent, GWP is SF less than 16One of substitute the most excellent.
In the prior art usually using perfluoropropene and trifluoro-acetic anhydride as raw material, using the side of one-step synthesis target product
Method, yield is smaller, therefore the method yield of existing synthesis perfluor pentanone is lower, preparation process is complicated becomes art technology
Personnel's technical problem urgently to be resolved.
Summary of the invention
The present invention provides a kind of perfluor pentanone and preparation method thereof, solves that yield in the prior art is lower and preparation process
Complicated technical problem.
It is the present invention provides a kind of preparation method of perfluor pentanone, compound shown in Formulas I and compound shown in Formula II is molten
Compound shown in formula III is obtained in solvent and by one kettle way, wherein
Preferably, the reaction temperature of the one kettle way is 40 DEG C~100 DEG C.
Preferably, the reaction time of the one kettle way is 5h~15h.
Preferably, the solvent is aprotic solvent.
Preferably, the aprotic solvent includes benzonitrile, acetonitrile, n,N-Dimethylformamide, diethylene glycol dimethyl ether
With one of glycol dimethyl ether or a variety of.
It preferably, further include alkali metal fluoride.
Preferably, the alkali metal fluoride is KF and/or NaF.
Preferably, the molar ratio of compound shown in Formulas I and the alkali metal fluoride is 1~1.3.
It preferably, further include perfluoropropene；The molar ratio of compound shown in Formulas I and the perfluoropropene is 1~1.5.
The present invention provides a kind of perfluor pentanones, are made by above-mentioned preparation method.
Compared with prior art, technical solution of the present invention has following obvious advantages:
1, one pot process target product；
2, reaction yield provided by the invention has been improved, and from the point of view of data with existing, highest yield is 67.4%, is higher than existing
There is the yield in scheme.
Specific embodiment
The embodiment of the present invention provides a kind of perfluor pentanone and preparation method thereof, and it is lower and make to solve yield in the prior art
The technical issues of standby complex process.
In order to make the invention's purpose, features and advantages of the invention more obvious and easy to understand, below in conjunction with the present invention
Embodiment, technical scheme in the embodiment of the invention is clearly and completely described, it is clear that the embodiments described below
Only a part of the embodiment of the present invention, and not all embodiment.Based on the embodiments of the present invention, ordinary skill
Personnel's all other embodiment obtained without making creative work, shall fall within the protection scope of the present invention.
Embodiment 1
In the dry autoclave of 500ml, potassium fluoride 12.76g (0.22mol), solvent acetonitrile are added under nitrogen protection
100ml is filled with trifluoro-acetyl chloride 26.5g (0.2mol) and perfluoropropene 42g, 60 DEG C of confined reaction 8h with steel cylinder.Reaction is completed
Afterwards, autoclave is put into cooling down in ice-water bath, opens autoclave valve, removes unreacted trifluoro-acetyl chloride, perfluor third
Alkene and intermediate product trifluoro-acetic fluoride.Residual reaction liquid carries out simple distillation, collects 26-28 DEG C of fraction to get product perfluor
(3- methyl -2- butanone) 35.86g, yield 67.4%.
Embodiment 2
In the dry autoclave of 500ml, sodium fluoride 9.24g (0.22mol), solvent acetonitrile 100ml are added under nitrogen protection,
Trifluoro-acetyl chloride 26.5g (0.2mol) and perfluoropropene 42g, 60 DEG C of confined reaction 8h are filled with steel cylinder.It after the reaction was completed, will be high
Pressure kettle is put into cooling down in ice-water bath, opens autoclave valve, removes unreacted trifluoro-acetyl chloride, perfluoropropene, and
Intermediate product trifluoro-acetic fluoride.Residual reaction liquid carries out simple distillation, collects 26-28 DEG C of fraction to get product perfluor (3- first
Base -2- butanone) 34.15g, yield 64.2%.
Embodiment 3
In the dry autoclave of 500ml, potassium fluoride 12.76g (0.22mol), solvent diethylene glycol are added under nitrogen protection
Dimethyl ether 100ml is filled with trifluoro-acetyl chloride 26.5g (0.2mol) and perfluoropropene 42g, 60 DEG C of confined reaction 8h with steel cylinder.Instead
After the completion of answering, autoclave is put into cooling down in ice-water bath, opens autoclave valve, remove unreacted trifluoro-acetyl chloride,
Perfluoropropene and intermediate product trifluoro-acetic fluoride.Residual reaction liquid carries out simple distillation, collects 26-28 DEG C of fraction to get production
Object perfluor (3- methyl -2- butanone) 33.62g, yield 63.2%.
The above, the above embodiments are merely illustrative of the technical solutions of the present invention, rather than its limitations；Although referring to before
Stating embodiment, invention is explained in detail, those skilled in the art should understand that: it still can be to preceding
Technical solution documented by each embodiment is stated to modify or equivalent replacement of some of the technical features；And these
It modifies or replaces, the spirit and scope for technical solution of various embodiments of the present invention that it does not separate the essence of the corresponding technical solution.
Claims (10)
1. a kind of preparation method of perfluor pentanone, which is characterized in that be dissolved in compound shown in Formula II compound shown in Formulas I molten
Agent simultaneously obtains compound shown in formula III by one kettle way, wherein
2. the preparation method of perfluor pentanone according to claim 1, which is characterized in that the reaction temperature of the one kettle way is
40 DEG C~100 DEG C.
3. the preparation method of perfluor pentanone according to claim 1, which is characterized in that the reaction time of the one kettle way is
5h~15h.
4. the preparation method of perfluor pentanone according to claim 1, which is characterized in that the solvent is aprotic solvent.
5. the preparation method of perfluor pentanone according to claim 4, which is characterized in that the aprotic solvent includes benzene first
One of nitrile, acetonitrile, N,N-dimethylformamide, diethylene glycol dimethyl ether and glycol dimethyl ether are a variety of.
6. the preparation method of perfluor pentanone according to claim 1, which is characterized in that further include alkali metal fluoride.
7. the preparation method of perfluor pentanone according to claim 6, which is characterized in that the alkali metal fluoride is KF
And/or NaF.
8. the preparation method of perfluor pentanone according to claim 6, which is characterized in that compound shown in Formulas I and the alkali
The molar ratio of metal fluoride is 1~1.3.
9. the preparation method of perfluor pentanone according to claim 1, which is characterized in that further include perfluoropropene；Shown in Formulas I
The molar ratio of compound and the perfluoropropene is 1~1.5.
10. a kind of perfluor pentanone, which is characterized in that be made by preparation method described in any one of claim 1 to 9.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201910238385.8A CN109896936A (en) | 2019-03-27 | 2019-03-27 | A kind of perfluor pentanone and preparation method thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201910238385.8A CN109896936A (en) | 2019-03-27 | 2019-03-27 | A kind of perfluor pentanone and preparation method thereof |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN109896936A true CN109896936A (en) | 2019-06-18 |
Family
ID=66953588
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201910238385.8A Pending CN109896936A (en) | 2019-03-27 | 2019-03-27 | A kind of perfluor pentanone and preparation method thereof |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN109896936A (en) |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101389585A (en) * | 2005-12-30 | 2009-03-18 | 苏威氟有限公司 | Preparation of compounds having a perfluoroalkylcarbonyl group |
| CN108440261A (en) * | 2018-04-20 | 2018-08-24 | 北京宇极科技发展有限公司 | The preparation method of perfluor ketone |
-
2019
- 2019-03-27 CN CN201910238385.8A patent/CN109896936A/en active Pending
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101389585A (en) * | 2005-12-30 | 2009-03-18 | 苏威氟有限公司 | Preparation of compounds having a perfluoroalkylcarbonyl group |
| CN108440261A (en) * | 2018-04-20 | 2018-08-24 | 北京宇极科技发展有限公司 | The preparation method of perfluor ketone |
Non-Patent Citations (1)
| Title |
|---|
| N. V. LEBEDEV & D. D. MOLDAVSKII 等: "Catalytic synthesis of certain perfluorinated ketones and study of their structure by 19F NMR spectroscopy", 《RUSSIAN JOURNAL OF APPLIED CHEMISTRY》 * |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN107416782A (en) | A kind of preparation method of imidodisulfuryl fluoride lithium salt | |
| KR20120025588A (en) | Process for preparation of alkyl sulfone compounds | |
| CN109180525A (en) | A kind of preparation method of perfluor nitrile compounds | |
| CN102471302B (en) | Preparation process of dronedarone and its salts | |
| Roberts et al. | Allylic Rearrangements. XIII. Kinetics and Mechanisms of the Conversion of Crotyl and Methylvinylcarbinyl Chlorides to Acetates and Ethyl Ethers1 | |
| JP2007169276A5 (en) | ||
| CN108863847B (en) | Preparation method of perfluoronitrile compound | |
| JP5075870B2 (en) | Method for producing quaternary ammonium tetrafluoroborate | |
| JPWO2009090866A1 (en) | Method for producing thiophene derivative | |
| CN113227025A (en) | Process for producing cyclobutene | |
| CN109896936A (en) | A kind of perfluor pentanone and preparation method thereof | |
| CN111777496A (en) | Preparation method of isolated hydrofluoroether | |
| CN110002968B (en) | Method for preparing fluorine-containing ether | |
| JP5730513B2 (en) | Method for producing fluorine-containing sulfonylimide compound | |
| US8759578B2 (en) | Method for manufacturing fluorine-containing imide compound | |
| Oae et al. | Effects of Dimethylsulfonio and Trimethylammonio Groups on the Dissociation of Substituted Phenols | |
| CA2888325C (en) | Ionic liquid | |
| JP4388776B2 (en) | Flame retardant solvent comprising ionic liquid and method for producing the same | |
| JP5356753B2 (en) | Method for producing fluorinated disulfide compound | |
| CN110642749A (en) | Preparation method of heptafluoroisobutyronitrile | |
| JP5997264B2 (en) | Allyl ether terminated fluoroalkylsulfinic acid and its salts | |
| Bonnefoy et al. | Comprehensive Study and Development of a Metal‐Free and Mild Nucleophilic Trifluoromethoxylation | |
| JP2010030965A (en) | Method for producing fluoroalkene compound | |
| US20100312019A1 (en) | Preparation of Methyl Fluoroalkyl Ethers | |
| CN104030897A (en) | Synthetic method of 1, 3-didecyl glyceryl ether ethoxylate |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PB01 | Publication | ||
| PB01 | Publication | ||
| SE01 | Entry into force of request for substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| RJ01 | Rejection of invention patent application after publication |
Application publication date: 20190618 |
|
| RJ01 | Rejection of invention patent application after publication |