CN114014776B - Compound with low global warming potential value, preparation method and application thereof - Google Patents
Compound with low global warming potential value, preparation method and application thereof Download PDFInfo
- Publication number
- CN114014776B CN114014776B CN202111498370.9A CN202111498370A CN114014776B CN 114014776 B CN114014776 B CN 114014776B CN 202111498370 A CN202111498370 A CN 202111498370A CN 114014776 B CN114014776 B CN 114014776B
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- China
- Prior art keywords
- compound
- global warming
- warming potential
- low global
- preparation
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- 150000001875 compounds Chemical class 0.000 title claims abstract description 40
- 238000010792 warming Methods 0.000 title claims abstract description 26
- 238000002360 preparation method Methods 0.000 title claims abstract description 14
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 36
- 239000007789 gas Substances 0.000 claims description 22
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 21
- WTDHULULXKLSOZ-UHFFFAOYSA-N Hydroxylamine hydrochloride Chemical compound Cl.ON WTDHULULXKLSOZ-UHFFFAOYSA-N 0.000 claims description 14
- 150000001793 charged compounds Chemical class 0.000 claims description 6
- 238000009413 insulation Methods 0.000 claims description 6
- 239000000706 filtrate Substances 0.000 claims description 5
- 239000002244 precipitate Substances 0.000 claims description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 4
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 claims description 4
- 239000003085 diluting agent Substances 0.000 claims description 4
- 239000000047 product Substances 0.000 claims description 4
- 238000003756 stirring Methods 0.000 claims description 4
- 238000001816 cooling Methods 0.000 claims description 3
- 238000000034 method Methods 0.000 claims description 3
- 239000000203 mixture Substances 0.000 claims description 3
- 239000003570 air Substances 0.000 claims description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 2
- 239000001569 carbon dioxide Substances 0.000 claims description 2
- 229910002092 carbon dioxide Inorganic materials 0.000 claims description 2
- 239000012295 chemical reaction liquid Substances 0.000 claims description 2
- 238000001914 filtration Methods 0.000 claims description 2
- 229910052757 nitrogen Inorganic materials 0.000 claims description 2
- 229910052760 oxygen Inorganic materials 0.000 claims description 2
- 239000001301 oxygen Substances 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims 1
- 238000009835 boiling Methods 0.000 abstract description 4
- CBENFWSGALASAD-UHFFFAOYSA-N Ozone Chemical compound [O-][O+]=O CBENFWSGALASAD-UHFFFAOYSA-N 0.000 abstract 1
- 230000007613 environmental effect Effects 0.000 description 3
- 230000000694 effects Effects 0.000 description 2
- 238000011156 evaluation Methods 0.000 description 2
- 125000001153 fluoro group Chemical group F* 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- GNFVFPBRMLIKIM-UHFFFAOYSA-N 2-fluoroacetonitrile Chemical compound FCC#N GNFVFPBRMLIKIM-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 229910018503 SF6 Inorganic materials 0.000 description 1
- 230000005540 biological transmission Effects 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 230000005684 electric field Effects 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- GTLACDSXYULKMZ-UHFFFAOYSA-N pentafluoroethane Chemical compound FC(F)C(F)(F)F GTLACDSXYULKMZ-UHFFFAOYSA-N 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- SFZCNBIFKDRMGX-UHFFFAOYSA-N sulfur hexafluoride Chemical compound FS(F)(F)(F)(F)F SFZCNBIFKDRMGX-UHFFFAOYSA-N 0.000 description 1
- 229960000909 sulfur hexafluoride Drugs 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C239/00—Compounds containing nitrogen-to-halogen bonds; Hydroxylamino compounds or ethers or esters thereof
- C07C239/08—Hydroxylamino compounds or their ethers or esters
- C07C239/10—Hydroxylamino compounds or their ethers or esters having nitrogen atoms of hydroxylamino groups further bound to carbon atoms of unsubstituted hydrocarbon radicals or of hydrocarbon radicals substituted by halogen atoms or by nitro or nitroso groups
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01B—CABLES; CONDUCTORS; INSULATORS; SELECTION OF MATERIALS FOR THEIR CONDUCTIVE, INSULATING OR DIELECTRIC PROPERTIES
- H01B3/00—Insulators or insulating bodies characterised by the insulating materials; Selection of materials for their insulating or dielectric properties
- H01B3/18—Insulators or insulating bodies characterised by the insulating materials; Selection of materials for their insulating or dielectric properties mainly consisting of organic substances
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01B—CABLES; CONDUCTORS; INSULATORS; SELECTION OF MATERIALS FOR THEIR CONDUCTIVE, INSULATING OR DIELECTRIC PROPERTIES
- H01B3/00—Insulators or insulating bodies characterised by the insulating materials; Selection of materials for their insulating or dielectric properties
- H01B3/18—Insulators or insulating bodies characterised by the insulating materials; Selection of materials for their insulating or dielectric properties mainly consisting of organic substances
- H01B3/56—Insulators or insulating bodies characterised by the insulating materials; Selection of materials for their insulating or dielectric properties mainly consisting of organic substances gases
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Physics & Mathematics (AREA)
- Spectroscopy & Molecular Physics (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Organic Insulating Materials (AREA)
- Gas-Insulated Switchgears (AREA)
Abstract
The invention discloses a compound with a low global warming potential value, a preparation method and application thereof, and relates to the technical fields of insulating media and electrical devices. The structural general formula of the compound isIt has low global warming potential, high dielectric strength, low boiling point and no ozone consumption potential. The invention aims to provide an environment-friendly gas compound for replacing SF 6 The use of a gas in a grid foundation arrangement.
Description
Technical Field
The invention relates to the technical field of insulating media and electrical equipment, in particular to a compound with a low global warming potential value, a preparation method and application thereof.
Technical Field
Gaseous dielectric insulating media are commonly used in electrical devices such as switching devices and transformers. SF (sulfur hexafluoride) 6 The insulating gas is common insulating gas, has excellent insulating property and arc extinguishing property, and is widely applied to gas insulated switchgear, gas circuit breaker, gas insulated transmission line and other power equipment. But according to the inter-government climate warming committee (IPCC) report, SF 6 Global warming potential (Global Warming Potential, GWP) of about CO based on 100 years 2 23900 times of (2), and SF 6 The presence in the atmosphere for up to 3200 years creates serious environmental problems. Along with the increase of environmental protection constraints such as low carbon and emission reduction in the world, the use of SF is prohibited or restricted by the requirements of the ' Kyoto protocol ' and the ' Paris protocol 6 。
In recent years, there have been many teams worldwide devoted to the study of SF 6 Is an alternative to (a). However, due to the complex combination of performance and safety characteristics required in electrical applications, alternative SFs were developed 6 Is very challenging. The gaseous dielectric insulating medium is not only required to have high dielectric strength, but also must be environmentally friendly, particularly in having significantly reduced GWP, so that the greenhouse effect of the gas insulating device can be greatly reduced. Thus, the first and second substrates are bonded together,searching for compounds with low GWP and high dielectric strength to replace SF 6 Gas has become an urgent task in the electrical field.
Disclosure of Invention
In order to overcome the problems of the prior art, the invention aims to provide a compound with low global warming potential (Global Warming Potential, GWP), a preparation method and application thereof, and the compound is used for replacing SF 6 The application in insulation equipment greatly reduces the greenhouse effect of the insulation equipment.
In order to achieve the above purpose, the invention adopts the following technical scheme:
a compound having a low global warming potential, said compound having the general structure:
wherein R is 1 ,R 2 ,R 3 ,R 4 ,R 5 Is H, trifluoromethyl or a fluorine atom, and R 1 ,R 2 ,R 3 ,R 4 ,R 5 And not both fluorine atoms.
The compound has a global warming potential GWP of not more than 500; dielectric strength and SF of the compound 6 A ratio of at least 1.1; the boiling point of the compound is not more than 285K under normal pressure.
The GWP value is calculated according to the calculation mode of the GWP defined in the IPCC third evaluation report. The relative dielectric strength value is obtained according to the measurement of the breakdown voltage tester.
The preparation method of the compound with low global warming potential comprises the following steps:
step (1): adding sodium hydroxide into methanol solution of hydroxylamine hydrochloride, cooling by ice, and stirring uniformly;
step (2): filtering the precipitate, and adding a methanol solution of the fluoronitrile compound into the filtrate;
step (3): and (3) reacting until the reaction liquid is at a preset temperature, collecting top fraction by using an ultralow temperature gas trap, further fractionating the fraction by using a rectifier, detecting by using a gas chromatograph-mass spectrometer, and checking the main peak content and the mass-to-charge ratio (m/z) of molecular ion peaks to determine whether the target product is a required target product.
In the step (1), the molar ratio of hydroxylamine hydrochloride to sodium hydroxide is 1:1-1:2, and the volume of the methanol solution is 20-50 ml; the stirring time is 0.5-1 h.
The preset temperature in the step (3) is 20-30 ℃.
In the step (3), the main peak content is 95-99%, and the m/z of the molecular ion peak is 78.03-142.01.
The use of said compounds having a low global warming potential for the preparation of dielectric insulation media, which also include diluent gases.
The diluent gas is selected from air, carbon dioxide, nitrogen, oxygen or a mixture of these gases.
The use of said compounds with low global warming potential as dielectric insulating components in electrical devices.
The electrical device is a switching device or a transformer.
Compared with the prior art, the invention has the following advantages:
(1) The compound of the invention has the advantages of low global warming potential, high insulating strength and the like, thus having the function of replacing SF 6 Insulating gas, thereby solving the environmental problems brought by the prior art.
(2) The preparation method of the compound with low global warming potential has the advantages of simple process, high yield and good repeatability.
(3) Dielectric insulation media prepared using the low global warming potential compounds of the present invention are suitable for use in medium voltage switchgear and high voltage switchgear.
Detailed Description
The embodiment of the invention provides a preparation method and application of a compound with a low global warming potential value. The present invention will be described in further detail with reference to the following examples in order to provide a better understanding of the present invention. It should be understood that the preferred embodiments described herein are presented for purposes of illustration and explanation only and are not intended to limit the present invention. Other embodiments obtained based on the invention are all within the scope of the invention.
Example 1
Structure 1
Preparation of example 1:
to a methanol solution (20 mL) of hydroxylamine hydrochloride (0.23 g,3.3 mmol) was added sodium hydroxide (0.13 g,3.3 mmol), and the mixture was cooled by ice, stirred for 0.5h, the precipitate was filtered, a methanol solution (20 mL) of fluoroacetonitrile (0.177 g,3 mmol) was added to the filtrate, the reaction solution was collected an overhead fraction at 20℃with an ultra-low temperature gas trap, the fraction was further fractionated with a rectifier, the main peak content was 97% and the m/z of the molecular ion peak was 79.04, which was confirmed to be 2-Fluoro-N-hydroxythanamine.
Example 2
Structure 2
Preparation of example 2:
to a methanol solution (30 mL) of hydroxylamine hydrochloride (0.23 g,3.3 mmol) was added sodium hydroxide (0.13 g,3.3 mmol), and after cooling by ice, the reaction mixture was stirred for 0.8h, the precipitate was filtered, a methanol solution (30 mL) of pentafluoroethane (0.399 g,3 mmol) was added to the filtrate, the reaction solution was collected as an overhead fraction at 25℃by an ultra-low temperature gas trap, the fraction was further fractionated by a rectifier, the main peak content was 98% and the m/z of the molecular ion peak was 133.02, which was confirmed to be 2, 3-tetrafluoroo-N-hydroxyyethanamine.
Example 3
Structure 3
Preparation of example 3:
to a methanol solution (50 mL) of hydroxylamine hydrochloride (0.23 g,3.3 mmol) was added sodium hydroxide (0.26 g,6.6 mmol), the reaction mixture was cooled by ice, stirred for 1h, the precipitate was filtered, a methanol solution (50 mL) of 2, 3-tetrafluoropropionitrile (0.3811 g,3 mmol) was added to the filtrate, the reaction solution was collected an overhead fraction at 30℃with an ultra-low temperature gas trap, the fraction was further fractionated with a rectifier, and the fraction was detected with a gas chromatograph, wherein the main peak content was 97% and the m/z of molecular ion peak was 127.04, which was confirmed to be 1,2, 3-pentaafluoro-N-hydroxythanamine.
The compounds of examples 1 to 3 were subjected to dielectric strength and boiling point tests, and the global warming potential GWP of the compounds of examples 1 to 3 was calculated according to the calculation mode of GWP defined in IPCC third evaluation report, and the results are shown in table 1:
table 1: relative dielectric Strength, boiling point and GWP data for the compounds of the examples
As can be seen from Table 1, the dielectric strength ratio of the compounds of examples 1 to 3 to the compound SF 6 And has a GWP higher than that of the compound SF 6 Much smaller, so that the compounds of the general formula I, represented by the compounds of examples 1 to 3, have extremely low GWP and high insulating properties, and are useful as substitute SF 6 Potential of gaseous insulating media.
While specific embodiments of the invention have been described above, it will be apparent that the embodiments described are merely some, but not all embodiments of the invention. The protection scope of the present invention is not limited to the above embodiments, and all technical solutions belonging to the concept of the present invention belong to the protection scope of the present invention. It should be noted that many modifications can be made by one of ordinary skill in the art without departing from the principles of the present invention, which modifications are also intended to be included within the scope of the present invention.
Claims (8)
1. A compound having a low global warming potential characterized by: the compound has the following two structures:
structural formula 1:
structural formula 2:
2. the method for producing a compound having a low global warming potential according to claim 1, characterized in that: the method comprises the following steps:
step (1): adding sodium hydroxide into methanol solution of hydroxylamine hydrochloride, cooling by ice, and stirring uniformly;
step (2): filtering the precipitate, and adding a methanol solution of the fluoronitrile compound into the filtrate;
step (3): and (3) reacting until the reaction liquid is at a preset temperature, collecting top fraction by using an ultralow temperature gas trap, further fractionating the fraction by using a rectifier, detecting by using a gas chromatograph-mass spectrometer, and checking the main peak content and the mass-to-charge ratio (m/z) of molecular ion peaks to determine whether the target product is a required target product.
3. The preparation method according to claim 2, wherein the molar ratio of hydroxylamine hydrochloride to sodium hydroxide in the step (1) is 1:1 to 1:2, and the volume of the methanol solution is 20 to 50ml; the stirring time is 0.5-1 h.
4. The method of claim 2, wherein the predetermined temperature in step (3) is 20 to 30 ℃.
5. The use of a compound having a low global warming potential according to claim 1, wherein the compound is used for the preparation of a dielectric insulation medium, the dielectric insulation medium further comprising a diluent gas.
6. The use of a compound having a low global warming potential according to claim 5, wherein the diluent gas is selected from the group consisting of air, carbon dioxide, nitrogen, oxygen, and mixtures of these gases.
7. The use of a compound having a low global warming potential according to claim 1, wherein the compound is used as a dielectric insulating member in an electrical device.
8. The use of a compound having a low global warming potential according to claim 7, wherein the electrical device is a switching device or a transformer.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202111498370.9A CN114014776B (en) | 2021-12-09 | 2021-12-09 | Compound with low global warming potential value, preparation method and application thereof |
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| Application Number | Priority Date | Filing Date | Title |
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| CN202111498370.9A CN114014776B (en) | 2021-12-09 | 2021-12-09 | Compound with low global warming potential value, preparation method and application thereof |
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| CN114014776A CN114014776A (en) | 2022-02-08 |
| CN114014776B true CN114014776B (en) | 2024-03-12 |
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Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4622427A (en) * | 1983-10-07 | 1986-11-11 | Bayer Aktiengesellschaft | Process for the preparation of partially hydrogenated derivatives of 2-nitro-1,1,1-trifluoroalkanes |
| CN102484057A (en) * | 2009-09-02 | 2012-05-30 | 和光纯药工业株式会社 | Processing agent composition for semiconductor surface and method for processing semiconductor surface using same |
| CN108822053A (en) * | 2014-04-30 | 2018-11-16 | 先正达参股股份有限公司 | The method for being used to prepare substituted seromycin |
-
2021
- 2021-12-09 CN CN202111498370.9A patent/CN114014776B/en active Active
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4622427A (en) * | 1983-10-07 | 1986-11-11 | Bayer Aktiengesellschaft | Process for the preparation of partially hydrogenated derivatives of 2-nitro-1,1,1-trifluoroalkanes |
| CN102484057A (en) * | 2009-09-02 | 2012-05-30 | 和光纯药工业株式会社 | Processing agent composition for semiconductor surface and method for processing semiconductor surface using same |
| CN108822053A (en) * | 2014-04-30 | 2018-11-16 | 先正达参股股份有限公司 | The method for being used to prepare substituted seromycin |
Non-Patent Citations (1)
| Title |
|---|
| Acidic properties of fluorine-containing alcohols, hydroxylamines, and oximes;B. L. DYATKIN等;《Tetrahedron》;第21卷(第11期);第2991-2995页 * |
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| CN114014776A (en) | 2022-02-08 |
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