CN114478207A - Hexafluorobutenyl dimethyl ether and preparation method and application thereof - Google Patents
Hexafluorobutenyl dimethyl ether and preparation method and application thereof Download PDFInfo
- Publication number
- CN114478207A CN114478207A CN202210265685.7A CN202210265685A CN114478207A CN 114478207 A CN114478207 A CN 114478207A CN 202210265685 A CN202210265685 A CN 202210265685A CN 114478207 A CN114478207 A CN 114478207A
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- Prior art keywords
- hexafluorobutenyl
- dimethyl ether
- dichlorohexafluorobutene
- preparing
- methanol
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C43/00—Ethers; Compounds having groups, groups or groups
- C07C43/02—Ethers
- C07C43/03—Ethers having all ether-oxygen atoms bound to acyclic carbon atoms
- C07C43/14—Unsaturated ethers
- C07C43/17—Unsaturated ethers containing halogen
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D3/00—Distillation or related exchange processes in which liquids are contacted with gaseous media, e.g. stripping
- B01D3/009—Distillation or related exchange processes in which liquids are contacted with gaseous media, e.g. stripping in combination with chemical reactions
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D3/00—Distillation or related exchange processes in which liquids are contacted with gaseous media, e.g. stripping
- B01D3/10—Vacuum distillation
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J8/00—Chemical or physical processes in general, conducted in the presence of fluids and solid particles; Apparatus for such processes
- B01J8/08—Chemical or physical processes in general, conducted in the presence of fluids and solid particles; Apparatus for such processes with moving particles
- B01J8/10—Chemical or physical processes in general, conducted in the presence of fluids and solid particles; Apparatus for such processes with moving particles moved by stirrers or by rotary drums or rotary receptacles or endless belts
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K5/00—Heat-transfer, heat-exchange or heat-storage materials, e.g. refrigerants; Materials for the production of heat or cold by chemical reactions other than by combustion
- C09K5/08—Materials not undergoing a change of physical state when used
- C09K5/10—Liquid materials
Abstract
The invention discloses hexafluorobutenyl dimethyl ether as well as a preparation method and application thereof. The preparation method of the hexafluorobutenyl dimethyl ether comprises the following steps: at the reaction temperature of-100-50 ℃, firstly, dichlorohexafluorobutene and methanol are mixed and stirred uniformly, then a catalyst is added, the mixture is continuously stirred for reaction, and then reduced pressure distillation is carried out, so that the hexafluorobutenyl dimethyl ether is generated. The raw materials are cheap and convenient to obtain; the product is simple to separate and purify; the industrial production is easy to realize; the method has less industrial three wastes, is used as the electronic fluorination liquid, and has better application prospect.
Description
Technical Field
The invention belongs to the field of organic synthesis, and particularly relates to hexafluorobutenyl dimethyl ether as well as a preparation method and application thereof.
Background
Under the background that the cloud computing industry develops wave wind and cloud surge, more and more data centers are built, a server is used as the most core equipment of the data centers, and high performance, high availability and high cost performance of the server become important indexes for measuring the quality of the server. Because the server has a limited volume, a plurality of high-power electronic elements can operate for a long time and under high load in the server, and whether the heat generated by the electronic elements can be transferred to the outside in time is directly related to the stability of the operation of the server. Therefore, the problem of cooling the server becomes a great obstacle to the development of the server. The server cooling technology of the present day mainly comprises: air cooling technology, liquid cooling technology, heat transfer and intelligent control.
The key to the liquid cooling technology is the cooling liquid, which must be able to absorb heat quickly, conduct heat efficiently in both vaporization and liquefaction processes, and have the excellent characteristics of insulation and non-corrosiveness. The main cooling liquids at present are the following: the first is deionized purified water, water is a good heat-dissipating medium, the price is low, the environment is friendly, however, deionized water is easy to be polluted, the insulation state is difficult to keep, the deionized water can only be applied to the non-direct contact type liquid cooling technology, and once leakage occurs, the IT equipment can be fatally damaged; the second is mineral oil, which is common in many mechanical devices, is inexpensive and insulating, but has high viscosity, is easily decomposed, and has a combustion risk under specific conditions; the third is a fluorinated liquid, which is the most widely used immersion cooling liquid at present. Compared with the former two cooling liquids, the fluorinated liquid is recognized as the most suitable material for the cooling liquid due to the excellent inert characteristics of insulation and non-combustion, non-corrosiveness, low viscosity and the like, but the price of the fluorinated liquid is the most expensive of the three cooling liquids.
Disclosure of Invention
Aiming at the defects of the prior art, the invention aims to provide hexafluorobutenyl dimethyl ether and a preparation method and application thereof. The hexafluorobutenyl dimethyl ether is cheap and easy to obtain as a preparation raw material, and can be used as an electronic fluorination liquid.
The purpose of the invention is realized by the following technical scheme:
a hexafluorobutenyl dimethyl ether having the structure:
the preparation method of the hexafluorobutenyl dimethyl ether comprises the following steps: at the reaction temperature of-100-50 ℃, firstly, dichlorohexafluorobutene and methanol are mixed and stirred uniformly, then a catalyst is added, the mixture is continuously stirred for reaction, and then reduced pressure distillation is carried out, so that the hexafluorobutenyl dimethyl ether is generated.
Preferably, the mol ratio of dichlorohexafluorobutene to methanol is 1: 2.5 to 10.
Preferably, the dichlorohexafluorobutene is mixed with methanol and stirred for 2 hours at the speed of 300-400 r/min.
Preferably, the catalyst is NaOH, KOH and Ba (OH)2At least one of (1).
Preferably, the reaction temperature is-20 to 30 ℃.
Preferably, the stirring reaction time is 5-40 h.
Preferably, the dichlorohexafluorobutene and the methanol are dried by using a molecular sieve until the water content is lower than 10ppm before use.
Preferably, the molar weight of the catalyst is 5-50% of the molar weight of dichlorohexafluorobutene.
The application of the hexafluorobutenyl dimethyl ether in preparing the electronic fluorination liquid is disclosed.
The chemical reaction formula involved in the invention is as follows:
compared with the prior art, the invention has the beneficial effects that: the raw materials are cheap and convenient to obtain; the product is simple to separate and purify; the industrial production is easy to realize; less industrial three wastes.
Detailed Description
In order to make the objects, technical solutions and advantages of the present invention more apparent, the present invention is further described in detail with reference to the following embodiments. It should be understood that the specific embodiments described herein are merely illustrative of the invention and are not intended to limit the invention.
Dichlorohexafluorobutene described in the examples was purchased from SynQuest Laboratories Inc.
Example 1
And drying the dichlorohexafluorobutene and the methanol by using a molecular sieve until the water content is lower than 10 ppm. A150 ml three-necked flask was charged with 23.3g of dichlorohexafluorobutene and 9.6g of methanol. Controlling the reaction temperature to be-20 ℃ by adopting an ethanol liquid nitrogen mixture, controlling the rotating speed of a magnetic stirrer to be 300r/min, stirring for 2 hours, introducing 5.6g of potassium hydroxide into the mixture, stirring for 5 hours, performing reduced pressure rectification, and collecting 28.0g of organic matters. GC analysis showed 65% hexafluorobutenyl dimethyl ether.
Example 2
And drying the dichlorohexafluorobutene and the methanol by using a molecular sieve until the water content is lower than 10 ppm. A150 ml three-necked flask was charged with 23.3g of dichlorohexafluorobutene and 16.0g of methanol. Controlling the reaction temperature to be 30 ℃ by adopting an ethanol liquid nitrogen mixture, controlling the rotating speed of a magnetic stirrer to be 400r/min, stirring for 2 hours, introducing 5.6g of potassium hydroxide into the mixture, stirring for 10 hours, performing reduced pressure rectification, and collecting 34.2g of organic matters. GC analysis showed 56% hexafluorobutenyl dimethyl ether.
Example 3
And drying the dichlorohexafluorobutene and the methanol by using a molecular sieve until the water content is lower than 10 ppm. A150 ml three-necked flask was charged with 23.3g of dichlorohexafluorobutene and 9.6g of methanol. Controlling the reaction temperature to be 20 ℃ by adopting an ethanol liquid nitrogen mixture, controlling the rotating speed of a magnetic stirrer to be 300r/min, stirring for 2 hours, introducing 5.6g of potassium hydroxide and 4.0g of sodium hydroxide into the mixture, stirring for 12 hours, carrying out reduced pressure rectification, and collecting 28.0g of organic matters. GC analysis showed 71% hexafluorobutenyl dimethyl ether.
The above-described embodiments of the present invention should not be construed as limiting the scope of the present invention. Any other corresponding changes and modifications made according to the technical idea of the present invention should be included in the protection scope of the claims of the present invention.
Claims (10)
1. Hexafluorobutenyl dimethyl ether, characterized in that it has the following structure:
2. a process for producing hexafluorobutenyl dimethyl ether as claimed in claim 1, which comprises the steps of: at the reaction temperature of-100-50 ℃, firstly, dichlorohexafluorobutene and methanol are mixed and stirred uniformly, then a catalyst is added, the mixture is continuously stirred for reaction, and then reduced pressure distillation is carried out, so that the hexafluorobutenyl dimethyl ether is generated.
3. The process for preparing hexafluorobutenyl dimethyl ether as claimed in claim 2, wherein the molar ratio of dichlorohexafluorobutene to methanol is 1: 2.5 to 10.
4. The method for preparing hexafluorobutenyl dimethyl ether as claimed in any one of claims 2 to 3, wherein dichlorohexafluorobutene is mixed with methanol and stirred at a rate of 300 to 400r/min for 2 hours.
5. The method for preparing hexafluorobutenyl dimethyl ether as claimed in any one of claims 2 to 3, wherein the catalyst is NaOH, KOH and Ba (OH)2At least one of (1).
6. The method for preparing hexafluorobutenyl dimethyl ether as claimed in claim 2, wherein the reaction temperature is-20 to 30 ℃.
7. The method for preparing hexafluorobutenyl dimethyl ether as claimed in any one of claims 2 to 3, wherein the stirring reaction time is 5 to 40 hours.
8. The process for preparing hexafluorobutenyl dimethyl ether as claimed in claim 2, wherein the dichlorohexafluorobutene and methanol are dried with molecular sieves until the water content is less than 10ppm before use.
9. The method for preparing hexafluorobutenyl dimethyl ether as claimed in claim 2, wherein the molar amount of the catalyst added is 5-50% of the molar amount of dichlorohexafluorobutene.
10. Use of hexafluorobutenyl dimethyl ether as claimed in claim 1 in the preparation of electronic fluorination solutions.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202210265685.7A CN114478207A (en) | 2022-03-17 | 2022-03-17 | Hexafluorobutenyl dimethyl ether and preparation method and application thereof |
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| Application Number | Priority Date | Filing Date | Title |
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| CN202210265685.7A CN114478207A (en) | 2022-03-17 | 2022-03-17 | Hexafluorobutenyl dimethyl ether and preparation method and application thereof |
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| CN202210265685.7A Pending CN114478207A (en) | 2022-03-17 | 2022-03-17 | Hexafluorobutenyl dimethyl ether and preparation method and application thereof |
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Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104829415A (en) * | 2015-04-03 | 2015-08-12 | 北京宇极科技发展有限公司 | Method for synthesizing hexafluoro-1,3-butadiene |
| CN111792985A (en) * | 2019-07-17 | 2020-10-20 | 北京宇极科技发展有限公司 | Fluorine-containing heat transfer fluid and preparation method and application thereof |
| CN111995502A (en) * | 2020-07-14 | 2020-11-27 | 中国矿业大学(北京) | Method for synthesizing perfluorobutyl methyl ether |
-
2022
- 2022-03-17 CN CN202210265685.7A patent/CN114478207A/en active Pending
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104829415A (en) * | 2015-04-03 | 2015-08-12 | 北京宇极科技发展有限公司 | Method for synthesizing hexafluoro-1,3-butadiene |
| CN111792985A (en) * | 2019-07-17 | 2020-10-20 | 北京宇极科技发展有限公司 | Fluorine-containing heat transfer fluid and preparation method and application thereof |
| CN111995502A (en) * | 2020-07-14 | 2020-11-27 | 中国矿业大学(北京) | Method for synthesizing perfluorobutyl methyl ether |
Non-Patent Citations (1)
| Title |
|---|
| KNUNYANTS等: "Electrophilic elimination of alkyl fluorides from alkyl fluoroalkenyl ethers. New synthesis of perfluoromethacrylic acid derivatives", TETRAHEDRON, vol. 29, no. 4, pages 595 - 601 * |
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