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Metallic copper catalyst for polyfluoroalkylethyl iodide production and process for producing polyfluoroalkylethyl iodide

A technology of polyfluoroalkylethyl and polyfluoroalkyl, applied in the field of manufacturing polyfluoroalkylethyl iodide

Inactive Publication Date: 2005-08-31
DAIKIN IND LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0011] So far, there has been no report on the continuous conduction of this telomerization reaction and the above-mentioned ethylene addition reaction in the presence of the same catalyst.

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0104] Embodiment 1 (ethylene addition reaction)

[0105] Add perfluoroethyl iodide (CF 3 CF2 1) 138.6 g, 8.21 g of copper powder (average particle diameter 45 μm, manufactured by Mitsui Kinzoku Co., Ltd.), degassed, heated to 80° C., introduced ethylene, and made the autoclave internal pressure 1.0 MPa. When perfluoroethyl iodide is consumed, the pressure decreases and the partial pressure of ethylene in the gas phase increases, so ethylene is introduced while paying attention to the pressure of ethylene, and the internal pressure is kept at the above-mentioned pressure. The time point when the pressure drop of ethylene was not observed was set as the end point of the reaction. The reaction time was 80 minutes. After cooling the reaction mixture, the product was analyzed by gas chromatography.

[0106] The conversion rate of perfluoroethyl iodide was 99.5%, and the selectivity of the produced ethylene adduct (ethylene one-molecule adduct) was 99.8%.

[0107]

[0108] ...

Embodiment 2-6

[0119] Embodiment 2-6 (ethylene addition reaction)

[0120] Instead of perfluoroethyl iodide, use 1-iodoperfluorooctane (n-C 8 f 17 Except for 1), the others were processed in the same manner as in Example 1.

[0121] After cooling the reaction mixture, the product was analyzed by gas chromatography. The results are shown in Table 1.

Embodiment 7

[0129] Embodiment 7 (telomerization-ethylene addition reaction)

[0130] (1) Add 1-iodoperfluorobutane (n-C 4 h 9 I) 100 g and 4 g of copper powder (325 mesh, manufactured by Kishida Chemical Co., Ltd.), heated to 110° C. Tetrafluoroethylene was introduced into the reactor at the same temperature, and the pressure was increased to 0.38 MPa. As the reaction progressed, tetrafluoroethylene was consumed, so the internal pressure was checked, and tetrafluoroethylene was continuously introduced to maintain the above-mentioned pressure. After introducing a total of 18 g of tetrafluoroethylene, the reaction was stopped.

[0131] An analysis sample of the reaction mixture was taken out from the reaction vessel, and the product was analyzed by gas chromatography. The results are shown in Table 2. The conversion rate at this time was 40.0%.

[0132] Product distribution: CF 3 CF 2 CF 2 CF 2 (CF 2 CF 2 ) n -I

n

0

1

2

3...

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PUM

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Abstract

A metallic copper catalyst which is for use in the addition of ethylene to a polyfluoroalkyl iodide; and a process for efficiently producing a polyfluoroalkylethyl iodide, which comprises using the metallic copper catalyst to conduct the addition of ethylene to a polyfluoroalkyl iodide. Also provided is a process for efficiently producing a polyfluoroalkylethyl iodide from a polyfluoroalkyl iodide, which comprises using the same metallic copper catalyst to conduct a telomerization reaction and a subsequent ethylene addition reaction.

Description

technical field [0001] The present invention relates to a method for producing polyfluoroalkyl ethyl iodides from polyfluoroalkyl iodides and ethylene using metallic copper catalysts. Background technique [0002] Fluorine-containing alkyl iodides are widely used as raw materials for various products such as surfactants, pharmaceuticals, and functional polymers. [0003] In particular, compounds obtained by adding ethylene between iodine and polyfluoroalkyl groups of polyfluoroalkyl iodides (hereinafter referred to as "polyfluoroalkyl ethyl iodides"), compared with polyfluoroalkyl iodides , the substitution reaction between the nucleophile and iodine occurs more easily, and thus can be transformed into various compounds. Therefore, it attracts attention as a raw material for the production of various products. [0004] The production method of this polyfluoroalkylethyl iodide is known, for example, using the following ethylene addition reaction of a polyfluoroalkylethyl io...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): B30B15/14B01J23/72B30B1/14B30B1/26C07C17/266C07C17/275C07C17/278
CPCB01J23/72C07C17/266C07C17/278C07C17/275C07C19/16
Inventor 船越义郎三木淳
Owner DAIKIN IND LTD
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