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Synthesis method of hexafluoroisobutene

A technology for the synthesis of hexafluoroisobutene, which is applied in chemical instruments and methods, carbon-based compound preparation, hydroxyl compound preparation, etc., can solve the problems of unavailable raw materials, long routes, unfavorable industrialization, etc., and achieve resource utilization and separation The effect of simple purification and easy industrialization

Active Publication Date: 2017-08-11
JUHUA GROUP TECH CENT
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] Hexafluoroisobutene is a very useful chemical product and an important fluorine-containing special monomer in the development of new fluorine-containing polymers. It has a wide range of uses, such as the preparation of piezoelectric materials, lubricating materials, special elastomers, fluorine coatings, Semiconductor lithography materials, refrigerants, pharmaceutical intermediates, etc., new application fields are being discovered constantly, attracting more and more attention from people, and their preparation process has attracted people's strong attention, and no related patents have been seen in China to report
But no matter which kind of all has its own problems, such as hexafluoropropylene raw material is cheap and easy to get, but the yield is low, it is not suitable for industrial production
The hexafluoroacetone method has a short process route and high yield, but anhydrous hexafluoroacetone and ketene are highly toxic and the reaction is generally carried out at high temperature, the process is difficult and costly, which is not conducive to industrialization
[0025] The above method also has defects such as long route, low yield, and difficult availability of raw materials, and is not suitable for large-scale production.

Method used

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  • Synthesis method of hexafluoroisobutene
  • Synthesis method of hexafluoroisobutene
  • Synthesis method of hexafluoroisobutene

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1~4

[0048] In a 250ml three-necked round-bottomed flask, add 50ml of anhydrous methanol as a solvent, borohydride, and under stirring, dropwise add 106g (0.5mol) of heptafluoroisobutenyl methyl ether and 50ml of anhydrous methanol to react, and filter after the reaction. Distillation in hexafluoroisobutenyl methyl ether. The test results of other different conditions are shown in Table 1. Wherein, conversion rate and selectivity are based on heptafluoroisobutenyl methyl ether.

[0049] Table 1 Embodiment 1~4 hexafluoroisobutenyl methyl ether synthetic test result

[0050]

Embodiment 5~7

[0052] In a 250ml three-neck round bottom flask, add 50ml of solvent water, NaBH 4 9.5g (0.25mol) as a phase transfer catalyst, 106g (0.5mol) of heptafluoroisobutenyl methyl ether was added dropwise under stirring to start the reaction, after the reaction was completed, filtered and rectified to obtain hexafluoroisobutenyl methyl ether. The test results of other different conditions are shown in Table 2. Wherein, the amount of phase transfer catalyst, conversion rate and selectivity are all based on heptafluoroisobutenyl methyl ether.

[0053] Table 2 Embodiment 5~7 hexafluoroisobutenyl methyl ether synthetic test result

[0054]

Embodiment 8

[0056] In a 250ml three-neck round bottom flask, add 0.5mol of hexafluoroisobutenyl methyl ether prepared in Example 1, 2.0mol of sulfuric acid with a concentration of 98% by mass, stir evenly, react at 75°C for 4h, and distill out hexafluoroisobutenyl methyl ether under reduced pressure. Isobutyraldehyde, the yield is 92%, and the conversion rate is 100%.

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Abstract

The invention discloses a synthesis method of hexafluoroisobutene. The synthesis method comprises the following steps of 1, making heptafluoroisobutenyl methyl ether react with borohydride in an I type solvent, conducting filtering and rectification after the reaction finishes to obtain hexafluoroisobutenyl methyl ether; 2, making hexafluoroisobutenyl methyl ether obtained in the step 1 react with acid, and conducting rectification after the reaction finishes to obtain hexafluoroisobutyraldehyde; 3, under the action of a catalyst, leading hydrogen into hexafluoroisobutyraldehyde obtained in the step 2 for a reaction, and conducting filtering after the reaction finishes to obtain hexafluoroisobutanol; 4, making hexafluoroisobutanol obtained in the step 3 react with alkali in an II type solvent, and collecting and rectifying the reaction product to obtain the hexafluoroisobutene product. The synthesis method of hexafluoroisobutene has the advantages of being simple in technology, high in yield, easy to operate and low in cost.

Description

technical field [0001] The invention relates to a synthesis method of hexafluoroisobutene, which belongs to the field of organic synthesis. Background technique [0002] Hexafluoroisobutene [3,3,3-trifluoro-2-(trifluoromethyl)-1-propene, referred to as HFIB], colorless, transparent liquid, CAS382-10-5, molecular weight 164.05, boiling point 14.5°C, critical Temperature 164°C, density 1.39g / ml, slightly soluble in water (0.23g / L, 23°C). [0003] Hexafluoroisobutene is a very useful chemical product and an important fluorine-containing special monomer in the development of new fluorine-containing polymers. It has a wide range of uses, such as the preparation of piezoelectric materials, lubricating materials, special elastomers, fluorine coatings, Semiconductor lithography materials, refrigerants, pharmaceutical intermediates, etc., new application fields are being discovered constantly, attracting more and more attention from people, and their preparation process has attracte...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C21/18C07C17/35C07C29/141C07C31/38C07C45/51C07C47/14C07C41/24C07C43/17
Inventor 吕杨叶立峰蒋琦李宏峰王宗令
Owner JUHUA GROUP TECH CENT
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