Polyfluoroalkyliodide and method of producing the same

A polyfluoroalkyl group and a manufacturing method technology, applied in the preparation of hydroxyl compounds, chemical instruments and methods, preparation of organic compounds, etc., can solve the problems of low bioaccumulation of compounds, difficulty in manufacturing or use, and high bioaccumulation.

Active Publication Date: 2010-11-17
UNIMATEC CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0004] Moreover, it has been reported in recent years that compounds having a polyfluoroalkyl group having an internal carbon number of about 8 in these compounds have high bioaccumulation and are environmentally problematic, and there is a concern that their production or use will become difficult in the future.
However, it is said that compounds with a polyfluoroalkyl group having 6 or less carbon atoms have low bioaccumulation

Method used

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  • Polyfluoroalkyliodide and method of producing the same

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Embodiment

[0040] Next, the present invention will be described with reference to examples.

reference example 1

[0042] Perfluorobutyl iodide C 4 f 9 I (purity 82.9%) 500g is packed in the autoclave of capacity 1200ml, when raising its internal temperature to reach about 50 ℃, add and dissolve in C 4 f 9 Two (4-tert-butylcyclohexyl) peroxycarbonate initiator of 160g (Chemical medicine Akuzo product バリッツッツックス 16) 0.75g, when the internal temperature reaches 55°C, keep the pressure of 0.5~0.7MPa while dividing After adding vinylidene fluoride in batches up to 214 g, aging was performed at a temperature of 55-65° C. for 1 hour to terminate the reaction. After the reaction was finished, it was cooled, and 583 g of the product was recovered.

[0043] In addition, the resulting product was separated by distillation under the conditions of a tower top temperature of 58°C and a pressure of 7.4kPa (56mmHg) to obtain CF 3 (CF 2 ) 3 (CH 2 CF 2 ) I (purity 99.5%) 203g. This was used as the reaction raw material of Reference Examples 2 and 3. It should be noted that for the reaction product...

reference example 2

[0045] Will CF 3 (CF 2 ) 3 (CH 2 CF 2 )I (purity 99.5%) 600g is packed in the autoclave of capacity 1200ml, when raising its internal temperature to reach about 50 ℃, add and dissolve in CF 3 (CF 2 ) 3 (CH 2 CF 2 ) 1.35g of the peroxide system initiator (bakadox 16) of 1 300g, after internal temperature reaches 55 ℃, while keeping the pressure of 0.2~0.3MPa, add tetrafluoroethylene in batches, after adding 150g in batches, Aging at 55-74° C. for 1 hour to end the reaction. After the reaction was finished, it was cooled, and 1010 g of the product was recovered.

[0046] In addition, the resulting product was separated by distillation under the conditions of a tower top temperature of 71°C and a pressure of 2.6kPa (20mmHg), to obtain CF 3 (CF 2 ) 3 (CH 2 CF 2 )(CF 2 CF 2 ) I (purity 99.8%) 347g. This was used as the reaction raw material of Reference Example 3.

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Abstract

Disclosed is a polyfluoroalkyliodide represented by the following general formula: CnF2n+1(CH2CF2)a(CF2CF2)b(CH2CH2)cOR (R: H, a (meth)acrylic acid group; n:1-6; a:1-4; b:1-3; c:1-3), or a (meth)acrylic acid derivative thereof. A polyfluoroalkyliodide can be produced by reacting a fluoroalkyl iodide represented by the following general formula: CnF2n+1(CH2CF2)a(CF2CF2)b(CH2CH2)cI with N-methylformamide, and then hydrolyzing the resulting in the presence of an acid catalyst. A (meth)acrylic acid derivative of such a polyfluoroalkyl alcohol (R: a (meth)acrylic acid group) can be produced by reacting a (meth)acrylic acid with the polyfluoroalkyl alcohol.

Description

[0001] This application is a PCT application with the application number 200780008460.7 (the international filing date is March 9, 2007) and the title of the invention is "polyfluoroalkanol or its (meth)acrylic acid derivatives and their production method" and has entered the national phase divisional application. technical field [0002] The present invention relates to polyfluoroalkyl iodides and methods for their manufacture. More specifically, it relates to a polyfluoroalkyl iodide useful as a precursor compound of a polyfluoroalkanol or a (meth)acrylic acid derivative thereof, and a method for producing the same. Acrylic acid derivatives are used as surfactants, hydrophobic and oleophobic agent raw material monomers, etc. Background technique [0003] Acrylic acid derivatives of polyfluoroalkanols, such as CF 3 (CF 2 ) 7 CH 2 CH 2 OCOCH=CH 2 It is widely used as a synthetic monomer for hydrophobic and oil-repellent agents for fibers. Moreover, the polyfluoroalka...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C19/16C07C17/275
CPCC07C31/38C07C29/09C07C29/124C07C67/08C07C19/16C07C69/653C07C17/275
Inventor 村田清一郎堀内雅可佐藤胜之阿部秀辉达春美
Owner UNIMATEC CO LTD
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