Method of preparing (perfluoroalkyl) ethyl acrylic esters and methods of preparing copolymers using said esters
AssigneeDaikin Industries, Ltd.
InventorsTakashi Yasuhara, Shigeharu Iida, Osamu Yamamoto, Toshitaka Nakano
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Abstract
A polyfluoroalkyl iodide is reacted with a (meth)acrylic acid metal salt to form a corresponding polyfluoroalkyl (meth)acrylate ester. The polyfluoroalkyl (meth)acrylate ester is separated from the reaction product through the evaporation, so that the ester is recovered. According to the present method, the polyfluoroalkyl iodide is reacted with the (meth)acrylic acid metal salt without introducing water, thus making it possible to prepare a polyfluoroalkyl (meth)acrylate ester. The resulting ester can also be used to copolymerize an ethylenically unsaturated compound capable of copolymerizing with the ester.
Claims20
A method of preparing a (perfluoroalkyl)ethyl (meth)acrylate ester, which comprises the steps of:
- (I) reacting a (perfluoroalkyl)ethyl iodide with a (meth)acrylic acid metal salt using a solvent having a boiling point lower than that of the aimed product to obtain a reaction mixture containing a (perfluoroalkyl)ethyl (meth)acrylate ester and a metal iodide, as shown by the reaction scheme (Formula 1):
- CnF2n+1CH2CH2I+CH2═CXCOOM→
- CnF2n+iCH2CH2OCOCX═CH2+MI (Formula 1)
- wherein X represents H or CH3, n represents an integer within a range from 2 to 26, and M represents an alkali metal element;
- and
- (II) heating the obtained reaction mixture in the absence of water in order to evaporate and separately recover the (perfluoroalkyl)ethyl (meth)acrylate from the metal iodide.
Dependencies are inferred from the claim text.