Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

Process for producing 2-chloro-3,3,3-trifluoropropene

A technology for trifluoropropene and fluorine-containing alkane, which is applied in the field of preparing 2-chloro-3,3,3-trifluoropropene, can solve the problem of complicated operation, no economical and applicable method for HCFO-1233xf, unsuitable for industrial production, etc. problems to achieve high yields

Inactive Publication Date: 2012-10-31
DAIKIN IND LTD
View PDF3 Cites 7 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Therefore, the operation becomes complicated, so it is not suitable for industrial production
[0007] As mentioned above, there is currently no cost-effective method for the facile preparation of HCFO-1233xf in high yields

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0061] A 50 wt% potassium hydroxide aqueous solution (1,000 g) and a phase transfer catalyst Aliquat 336 (trade name, manufactured by Aldrich) (trioctylmethylammonium chloride (TOMAC)) (3.0 g) were added to a device equipped for measuring the reaction thermometer, thermometer for measuring the temperature at the top of the distillation column, dropping funnel, Oldershaw column (five trays), distillation head, cold finger trap with dry ice / acetone, and receiver in a 1 L three-necked flask. The resulting mixture was cooled to 10°C in a water bath. While stirring the cooled mixture with a magnetic stirrer, 1,2-dichloro-3,3,3-trifluoropropane (HCFC-243db) (700 g, 4.2 mol) was added dropwise from the dropping funnel, thereby The temperature is kept at 20°C or lower. When the temperature inside the reactor reached 14°C or higher, gas was generated. When the temperature at the top of the distillation column reaches 13°C, the reflux ratio (return:distillate) changes from total refl...

Embodiment 2

[0063] The same reaction was carried out in the same manner as in Example 1, except that 220 g (1.32 mol) of 2-dichloro-3,3,3-trifluoropropane (HCFC-243db), 95 g of 60 wt % sodium hydroxide aqueous solution were used , and 1.0 g of Aliquat 336 (manufactured by Aldrich). Thus, 174 g of a fraction containing the target 2-chloro-3,3,3-trifluoropropene (HCFO-1233xf) was obtained. The purity by gas chromatographic analysis was 99.1%; therefore, the yield at this point was 96%.

Embodiment 3

[0065] The same reaction was carried out in the same manner as in Example 1, except that 180 g (1.08 mol) of 2-dichloro-3,3,3-trifluoropropane (HCFC-243db), 280 g of 50 wt % aqueous potassium hydroxide , and 30.0g replace the aprotic polar solvent of the phase transfer catalyst, that is, dimethylacetamide. Thus, 108 g of a fraction containing 2-chloro-3,3,3-trifluoropropene (HCFO-1233xf) was obtained. The purity by gas chromatographic analysis was 99.0%; therefore, the yield at this point was 89%.

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

No PUM Login to View More

Abstract

The present invention provides a process for producing 2-chloro-3,3,3-trifluoropropene represented by the chemical formula: CF3CCl=CH2, comprising mixing a fluorine-containing alkane, in a liquid state, represented by the formula: CF3CHClCH2X, wherein X is halogen, with an aqueous solution containing at least one metal hydroxide selected from the group consisting of alkali metal hydroxides and alkali earth metal hydroxides in the presence of a catalyst to perform a dehydrohalogenation reaction of the fluorine-containing alkane. According to the present invention, 2-chloro-3,3,3-trifluoropropene (HCFO-1233xf) can be obtained at a very high yield at a relatively low reaction temperature.

Description

technical field [0001] The present invention relates to a process for the preparation of 2-chloro-3,3,3-trifluoropropene. Background technique [0002] by chemical formula CF 3 CCl=CH 2 The indicated 2-chloro-3,3,3-trifluoropropene (HCFO-1233xf) is a useful compound that can be used as an intermediate in the preparation of various fluorocarbons and as a monomer component of various polymers . And the possibility of using 2-chloro-3,3,3-trifluoropropene as blowing agent or propellant has been suggested. [0003] A known process for the preparation of HCFC-1233xf involves reacting anhydrous hydrogen fluoride (HF) in the gas phase in the presence of a catalyst. For example, Patent Literature (PTL) 1 listed below discloses a process involving 1,1,2,3-tetrachloropropene (HCO-1230xa, CCl 2 =CClCH 2 Cl) Fluorination in the gas phase in the presence of chromium-based catalysts. Patent Document 2 listed below also reports a method involving fluorination of 1,1,2,3-tetrachlorop...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
Patent Type & Authority Applications(China)
IPC IPC(8): C07C17/25C07C21/18
CPCC07C17/25C07C21/18
Inventor 山下恒雄能势雅聪胜川健一
Owner DAIKIN IND LTD
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap Eureka Blog
Learn More
PatSnap group products