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National Institute of Advanced Industrial Science and Technology

Agency of Industrial Science and Technology Ministry of International

Japan As Represented by Director General of Agency of Industrial Science

Masakazu Nishida

Taizo Ono

Takashi Abe

Haruhiko Fukaya

Tetsuo Shimizu

Masaharu Okazaki

Kazumi Toriyama

Highly branched perfluoroolefins, super-stable perfluoroalkyl radicals and production methods thereof

Perfluoroolefin-hydrocarbon hybrid compound, method of producing the same and method of producing perfluoroalkyl radical

The object of the invention is to provide a novel process for epoxidation of perfluoro-olefins. This invention relates to a process for epoxidizing a perfluoro-olefin, characterized by employing a tertiary amine N-oxide represented by the general formula (I): ##STR1## (wherein R.sup.1, R.sup.2 and R.sup.3 each is a straight-chain or branched alkyl group having 1 to 10 carbon atoms, a lower alkyl group having 1 to 3 carbon atoms, or an aromatic group which may have a nitro group or a cyano group as a substituent; provided that all of R.sup.1, R.sup.2 and R.sup.3 are selected from the above alkyl groups, R.sup.1, R.sup.2 and R.sup.3 may combine with one another directly or through oxygen atoms or nitrogen atoms to form a cyclic compound of 5-7 membered ring), or iodosobenzene. According to the present invention, perfluoro-olefins can be converted to corresponding perfluoroepoxides cheaply and in high yields. Epoxides produced by the process of this invention are utilized as intermediates for syntheses of surface active agents, lubricant oils, water repellents, oil repellents, polymers, and the like.

Epoxidizing agent

A perfluoro-cyclic imine represented by the formula: ##STR1## is produced by a method which comprises placing in a reaction vessel a perfluoro compound represented by the formula: ##STR2## wherein X stands for one member selected from among CF.sub.2, CF(CF.sub.3), and oxygen atom, M for one member selected from among monovalent alkali metal ions and alkaline earth metal ions, and n for 0, 1, or 2 and heating the perfluoro compound to a temperature in the approximate range of 100.degree. C. to 500.degree. C.

Method for production of perfluoro-cyclic imine

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Nagoya, Japan

Masakazu Nishida