CN110734373B - Method for preparing perfluoro isobutyryl fluoride by reaction kettle liquid phase method - Google Patents
Method for preparing perfluoro isobutyryl fluoride by reaction kettle liquid phase method Download PDFInfo
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- CN110734373B CN110734373B CN201910581865.4A CN201910581865A CN110734373B CN 110734373 B CN110734373 B CN 110734373B CN 201910581865 A CN201910581865 A CN 201910581865A CN 110734373 B CN110734373 B CN 110734373B
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- 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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Abstract
The invention belongs to the field of fluorine chemical industry, and particularly relates to a method for preparing perfluoroisobutyryl fluoride by a reaction kettle liquid phase method, which is prepared by taking hexafluoropropylene and carbonyl fluoride as raw materials and 2-perfluoroalkyl benzothiazole compounds as catalysts. Compared with the traditional method for preparing the perfluorobutyryl fluoride by using a reaction kettle liquid phase one-pot method, the method adopts the 2-perfluoroalkyl benzothiazole compound as the catalyst, can be dissolved in an acetonitrile solvent and uniformly wrapped around the raw material hexafluoropropylene, and has the electron donor acceptor performance capable of tightly combining carbonyl fluoride free radicals, hexafluoropropylene free radicals and isobutyryl fluoride free radicals generated under the alkaline condition, so that the reaction time is favorably shortened.
Description
Technical Field
The invention belongs to the field of fluorine chemical industry, and particularly relates to a method for preparing perfluoro isobutyryl fluoride by a reaction kettle liquid phase method.
Background
The perfluorobutyryl fluoride is an important fluorine-containing compound, has wide application, and can be used for cleaning agents, etching agents, pesticide intermediates, fluorine-containing material monomers and the like in the electronic industry.
The method for preparing perfluorobutyryl fluoride has many methods, such as an electrochemical method or a chemical synthesis method, wherein a reaction kettle liquid phase method is a common chemical synthesis method, which has the advantages of simple operation, but the yield is low due to the one-pot feeding reaction, and the difficult separation of reaction products, such as byproducts of perfluoroheptacarbon ketone and the like, is accompanied, so that the quality of the reaction products is influenced, and the application of the subsequent synthesis of other compounds is also influenced.
Disclosure of Invention
The invention aims to provide a method for preparing perfluoroisobutyryl fluoride by a reaction kettle liquid phase method.
In order to achieve the purpose, the invention adopts the following technical scheme:
a method for preparing perfluoroisobutyryl fluoride by a reaction kettle liquid phase method comprises the following steps: the catalyst is prepared by taking hexafluoropropylene and carbonyl fluoride as raw materials and 2-perfluoroalkyl benzothiazole compounds as catalysts.
The mol ratio of the hexafluoropropylene to the carbonyl fluoride to the 2-perfluoroalkyl benzothiazole compound is as follows: 1:1-2:0.05-0.1.
The 2-perfluoroalkyl benzothiazole compound is a 2-perfluoropropyl benzothiazole compound, a 2-perfluorobutane benzothiazole compound or a 2-perfluoropentane benzothiazole compound.
The method specifically comprises the following steps: putting hexafluoropropylene and carbonyl fluoride as raw materials, 2-perfluorobutane benzothiazole and a solvent into a reaction kettle, heating to 75-85 ℃ for reaction for 2-5 hours, and carrying out reduced pressure distillation after the reaction is finished to obtain the required product.
Compared with the prior art, the invention has the beneficial effects that:
compared with the traditional method for preparing the perfluorobutyryl fluoride by using a reaction kettle liquid phase one-pot method, the method adopts the 2-perfluoroalkyl benzothiazole compound as the catalyst, can be dissolved in an acetonitrile solvent and uniformly wrapped around the raw material hexafluoropropylene, and has the electron donor acceptor performance capable of tightly combining carbonyl fluoride free radicals, hexafluoropropylene free radicals and isobutyryl fluoride free radicals generated under the alkaline condition, so that the reaction time is favorably shortened.
Meanwhile, the larger molecular structure of the additive can bring good steric hindrance effect, isobutyryl fluorine free radicals are prevented outside, and only small-molecular carbonyl fluorine free radicals can react with hexafluoropropylene free radicals, so that the generation of byproduct perfluoroheptacarbon ketone is reduced.
Detailed Description
In order to make the technical solutions of the present invention better understood by those skilled in the art, the present invention will be further described in detail with reference to the following preferred embodiments.
Example 1: a method for preparing perfluoroisobutyryl fluoride by a reaction kettle liquid phase method comprises the following steps: 1mol of hexafluoropropylene and 1.5mol of carbonyl fluoride are used as raw materials, 0.08mol of 2-perfluorobutyl benzothiazole is used as a catalyst, the raw materials are added into 100ml of acetonitrile solution, the heating is carried out at 85 ℃, and the content of the target product is detected within 2h, 3h, 4h, 5h and 6h respectively. See the table below, respectively.
TABLE 1
| Reaction time | Yield of |
| 2h | 92％ |
| 3h | 93.5％ |
| 4h | 93.2％ |
| 5h | 91.6％ |
| 6h | 91.25％ |
Example 2: example 2 differs from the example only in that the catalyst used is 2-perfluoropentylbenzothiazole, which has a reaction law similar to that of 2-perfluorobutanebenzothiazole in 2-6h, but the yield is lower than that of 2-perfluorobutanebenzothiazole in example 1, and thus the description is omitted.
The above description is only a preferred embodiment of the present invention, and for those skilled in the art, the present invention should not be limited by the description of the present invention, which should be interpreted as a limitation.
Claims (2)
1. A method for preparing perfluoroisobutyryl fluoride by a reaction kettle liquid phase method is characterized by comprising the following steps: the catalyst is prepared by taking hexafluoropropylene and carbonyl fluoride as raw materials and 2-perfluoroalkyl benzothiazole compounds as catalysts;
the mol ratio of the hexafluoropropylene to the carbonyl fluoride to the 2-perfluoroalkyl benzothiazole compound is as follows: 1:1-2: 0.05-0.1;
the method specifically comprises the following steps: putting hexafluoropropylene and carbonyl fluoride as raw materials, 2-perfluorobutane benzothiazole and a solvent into a reaction kettle, heating to 75-85 ℃ for reaction for 2-5 hours, and carrying out reduced pressure distillation after the reaction is finished to obtain the required product.
2. The method for producing a perfluoroisobutyryl fluoride according to claim 1, wherein the 2-perfluoroalkylbenzothiazole compound is a 2-perfluoropropylbenzothiazole compound, a 2-perfluorobutaneylbenzothiazole compound or a 2-perfluoropentaylbenzothiazole compound.
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| Application Number | Priority Date | Filing Date | Title |
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| CN201910581865.4A CN110734373B (en) | 2019-06-30 | 2019-06-30 | Method for preparing perfluoro isobutyryl fluoride by reaction kettle liquid phase method |
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| CN201910581865.4A CN110734373B (en) | 2019-06-30 | 2019-06-30 | Method for preparing perfluoro isobutyryl fluoride by reaction kettle liquid phase method |
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| CN110734373A CN110734373A (en) | 2020-01-31 |
| CN110734373B true CN110734373B (en) | 2022-07-05 |
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Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107935884A (en) * | 2017-11-30 | 2018-04-20 | 北京宇极科技发展有限公司 | The preparation method of perfluor nitrile |
| CN108314614A (en) * | 2018-04-20 | 2018-07-24 | 北京宇极科技发展有限公司 | The method that gas phase prepares pentafluoroethyl group perfluoroisopropyl ketone |
| CN108424375A (en) * | 2018-04-20 | 2018-08-21 | 北京宇极科技发展有限公司 | The preparation method of perfluor nitrile |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| ITMI20021365A1 (en) * | 2002-06-21 | 2003-12-22 | Ausimont Spa | PROCESS TO PREPARE ACYLFLUORIDE |
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2019
- 2019-06-30 CN CN201910581865.4A patent/CN110734373B/en active Active
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107935884A (en) * | 2017-11-30 | 2018-04-20 | 北京宇极科技发展有限公司 | The preparation method of perfluor nitrile |
| CN108314614A (en) * | 2018-04-20 | 2018-07-24 | 北京宇极科技发展有限公司 | The method that gas phase prepares pentafluoroethyl group perfluoroisopropyl ketone |
| CN108424375A (en) * | 2018-04-20 | 2018-08-21 | 北京宇极科技发展有限公司 | The preparation method of perfluor nitrile |
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