Processes for production of fluorine-containing compounds

一种全氟化合物、化合物的技术，应用在有机化合物的制备、有机化学方法、化学仪器和方法等方向，能够解决氟化反应基质耗费成本等问题

Inactive Publication Date: 2010-10-27
MITSUBISHI MATERIALS CORP +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the added fluorinated reactive substrate is costly

Method used

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Examples

Experimental program
Comparison scheme
Effect test

preparation example Construction

[0034] The preparation method of the present invention is a liquid-phase fluorination in which a raw material compound and fluorine gas are introduced into a solvent, and hydrogen atoms in the raw material compound are replaced by fluorine atoms. Specifically, it is a preparation method of a fluorine-containing compound, which is characterized in that the raw material compound is dissolved in anhydrous hydrofluoric acid and introduced into a liquid-phase fluorinated solvent to promote fluorination (the first scheme); or the raw material compound is dissolved in The perfluorinated compound (raw material solution) having multiple polar groups in the molecule is introduced into the liquid-phase fluorinated solvent to promote fluorination (the second scheme).

[0035] Option 1:

[0036] The first solution is to introduce the raw material compound and fluorine gas into the solvent, and replace the hydrogen atoms in the raw material compound with fluorine atoms in the liquid phase f...

Embodiment 1

[0102] [Example 1: octanoyl chloride (C 7 h 15 Fluorination of COCl)]

[0103]

[0104] A fluororesin-coated stirring bar was placed in a transparent fluororesin container with a capacity of 7 ml equipped with a nitrogen gas introduction tube, 1.5 g of anhydrous hydrofluoric acid was placed, and the mixture was ice-cooled from the outside while stirring. 1.63 g (10 mmol) of octanoyl chloride was added dropwise thereto using a syringe over about 10 minutes, and stirring was continued for another 20 minutes. The bath was removed, stirred at room temperature for 2 hours, and the solution was concentrated to give 2.13 g of a clear solution. In this step, octanoyl chloride represented by the following formula [11] is converted into acid fluoride. The product was used for liquid phase fluorination without purification.

[0105] C 7 h 15 COCl+HF→C 7 h 15 COF+HClg↑〔11〕

[0106] C 7 h 15 COF→C 7 f 15 COF

[0107] Use a gas inlet and outlet and a raw material inlet, a se...

Embodiment 2

[0115] Make the blowing amount of the mixed gas of 30vol% fluorine and 70vol% nitrogen be 3.97L / hour, add 0.16g (2mmol) benzene in raw material solution, dissolve (total amount 2.6ml), supply, besides, Carry out the same operation with embodiment 1, obtain 2.96gC 7 f 15 COOCH (CH 3 )2 . The gas chromatographic purity was 95.22% (62% yield).

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Abstract

A process for the production of fluorine-containing compounds through liquid-phase fluorination by introducing both a starting compound and fluorine gas into a solvent to replace hydrogen of the starting compound by fluorine, more specifically, a process for the production of fluorine-containing compounds, characterized by (1) introducing a starting compound in a state dissolved in anhydrous hydrofluoric acid into a liquid-phase fluorination solvent to promote the fluorination of the starting compound or (2) introducing a starting compound in a state dissolved in a perfluoro-compound having plural polar groups in the molecule into a liquid-phase fluorination solvent to promote the fluorination thereof. These processes permit use of hydrocarbons themselves as the starting material and can give fluorine-containing compounds which are little contaminated with isomers in high yield.

Description

technical field [0001] The invention relates to a method for preparing fluorine-containing compounds. In more detail, the present invention relates to a process for the preparation of perfluorinated compounds by fluorination of hydrocarbon compounds. [0002] This application claims priority based on Japanese Patent Application No. 2007-307240 filed on November 28, 2007 and Japanese Patent Application No. 2007-307241 filed on November 28, 2007, the contents of which are incorporated herein by reference. Background technique [0003] Fluorine-containing compounds, especially perfluorinated compounds in which all hydrogen atoms of hydrocarbon compounds are replaced by fluorine, have special properties such as chemical stability, hydrophobicity and oil repellency, and are expected to be used in medicine, pesticides, polymers, functional products, surfactants, washing Compounds for various uses such as agents, other various chemical transformation products or their synthetic in...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C51/58C07C53/50C07C55/40
CPCC07B39/00C07C67/14C07C51/62C07C51/60C07C55/40C07C55/36C07C53/50C07C69/63C07C53/42
Inventor 车屋光夫本田常俊大森浩太
Owner MITSUBISHI MATERIALS CORP
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