Process for producing fluorinated ketone

Details Process for producing fluorinated ketone Process for producing fluorinated ketone

C - Chemistry, Metallurgy

07

C

C07C 45/54 (2006.01) C07B 39/00 (2006.01) C07C 49/167 (2006.01) C07C 51/09 (2006.01) C07C 51/58 (2006.01) C07C 59/135 (2006.01) C07C 67/14 (2006.01) C07C 67/287 (2006.01) C07C 69/708 (2006.01)

Patent

CA 2420574

The present invention provides a process whereby fluorinated ketones of various structures can be produced by short process steps and which is useful as an industrial production process. Namely, it is a process for producing a fluorinated ketone of the following formula (5), which comprises reacting a compound of the following formula (3) having a fluorine content of at least 30 mass%, with fluorine in a liquid phase to obtain a compound of the following formula (4), and then, subjecting the ester linkage of the compound of the formula (4) to a dissociation reaction: R C COOCHR A R B (3) R CF COOCFR AF R BF (4) R AF R BF C=O (5) wherein each of R A and R AF are each a monovalent organic group such as an alkyl group, or R A and R B may be bonded to each other to form a bivalent organic group such as an alkylene group, R AF and R BF are a monovalent organic group such as a perfluoroalkyl group formed by fluorination of R A and R B, or they are bonded to each other to form a bivalent organic group such as a perfluoroalkylene group, and R C and R CF are each a monovalent organic group such as a perfluoroalkyl group which may contain an etheric oxygen atom.

L'invention concerne un procédé utile sur le plan industriel, consistant à préparer plus rapidement des cétones fluorées présentant diverses structures. Ce procédé de préparation de cétones fluorées représentées par la formule générale (5), consiste à faire réagir un composé (3) présentant une teneur en fluor égale ou supérieure à 30 % en masse, avec un fluor dans une phase liquide afin d'obtenir un composé (4), puis, à déclencher, dans le composé (4), la décomposition des liaisons ester: R?C¿COOCHR?A¿R?B¿ (3) R?CF¿COOCFR?AF¿R?BF¿ (4) R?AF¿R?BF¿C=O (5) R?A¿ ET R?B¿ représentant chacun un groupe organique monovalent, tel que alkyle, ou R?A¿ et R?B¿ peuvent être réunis pour former un groupe organique divalent, tel que alkylène; R?AF¿ et R?BF¿ représentent des groupes organiques monovalents dérivés de R?A¿ et R?B¿, respectivement, par fluoration, par exemple, perfluoroalkyle, ou R?AF¿ et R?BF¿ peuvent être réunis pour former un groupe organique divalent, tel que perfluoroalkylène; et R?C¿ et R?CF¿ représentent chacun un groupe organique monovalent contenant éventuellement un atome d'oxygène éthérique, par exemple, perfluoroalkyle.

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