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1. (WO2017155735) AMINE-CONTAINING CYCLIC HYDROFLUOROETHERS AND METHODS OF USING THE SAME

Pub. No.:    WO/2017/155735    International Application No.:    PCT/US2017/019842
Publication Date: Fri Sep 15 01:59:59 CEST 2017 International Filing Date: Wed Mar 01 00:59:59 CET 2017
IPC: C07D 413/06
C07D 405/06
C07D 413/14
Applicants: 3M INNOVATIVE PROPERTIES COMPANY
Inventors: SMITH, Sean M.
BULINSKI, Michael J.
COSTELLO, Michael G.
LAMANNA, William M.
TOSO, Nicholas A.
Title: AMINE-CONTAINING CYCLIC HYDROFLUOROETHERS AND METHODS OF USING THE SAME
Abstract:
Described herein is a cyclic fluorinated compound of formula (I) where: L is O, CH2, or a covalent bond; X is selected from F or CF3, and Y is selected from H, F, or CF3, wherein when X is CF3 then Y is F and when Y is CF3 then X is F„ each Rf1 is independently selected from a linear or branched perfluorinated alkyl group comprising 1-8 carbon atoms and optionally comprising at least one catenated atom selected from O, N, or combinations thereof; or the two Rf1 groups are bonded together to form a fluorinated ring structure comprising 4-8 carbon atoms and optionally comprising at least one catenated atom selected from O, N, or combinations thereof; the -CFZ-CHAQ group is bonded to a ring carbon that is alpha to at least one O atom of the ring; A is selected from F, or CF3; Z is selected from H, F, or CF3; and Q is selected from (i) a F atom, (ii) a Cl atom, (iii) a linear, cyclic, or branched perfluorinated alkyl group comprising 1-8 carbon atoms and optionally comprising at least one catenated atom selected from O, N, or combinations thereof, or (iv) a G(Rf2)e group, where G is an O atom or a N atom wherein: when Q is a Cl atom, then Z and A are F atoms; when G is O then e is 1, Z is H, F, or CF3; A is F; and Rf2 is a linear or branched perfluorinated alkyl group comprising 1-10 carbon atoms and optionally comprising at least one catenated atom selected from O, N, or combinations thereof; when G is N then e is 2, and each Rf2 group is independently a linear or branched perfluorinated alkyl group comprising 1-8 carbon atoms and optionally comprising at least one catenated atom selected from O, N, or combinations thereof or the two Rf2 groups are bonded together to form a fluorinated ring structure comprising 4-8 carbon atoms and optionally comprising at least one catenated atom selected from O, N, or combinations thereof, with the proviso that when A is CF3 then Z is F, and when Z is CF3 then A is F.