A hydrofluoroolefin compound represented by the following general formula (II): Formula (II) where Rf is a linear, branched, or cyclic perfluoroalkyl group having 1-6 carbon atoms, and optionally comprises at least one catenated heteroatom selected from nitrogen or oxygen; n is 0 or 1; X is Cl or Br; with the following proviso: when Rf is CF3, then n is 1.

A hydrofluoroolefin compound represented by the following general formula (II): Formula (II) where Rf is a linear, branched, or cyclic perfluoroalkyl group having 1-6 carbon atoms, and optionally comprises at least one catenated heteroatom selected from nitrogen or oxygen; n is 0 or 1; X is Cl or Br; with the following proviso: when Rf is CF3, then n is 1.

The present invention is directed to providing a method of manufacturing a fluorine-containing compound according to which a fluorine-containing compound is manufactured under a relatively moderate reaction condition by use of a readily available compound. A method of manufacturing a fluorine-containing compound includes reacting a compound having a partial structure expressed by a formula (a) below with a Grignard reagent in the presence of a transition metal compound,

—CF.sub.2—CH.sub.2—L  (a)

wherein L is a sulfonate group.

The present invention is directed to providing a method of manufacturing a fluorine-containing compound according to which a fluorine-containing compound is manufactured under a relatively moderate reaction condition by use of a readily available compound. A method of manufacturing a fluorine-containing compound includes reacting a compound having a partial structure expressed by a formula (a) below with a Grignard reagent in the presence of a transition metal compound,

—CF.sub.2—CH.sub.2—L  (a)

wherein L is a sulfonate group.

A method for producing a composition including a step A of performing ultrafiltration, microfiltration, dialysis membrane treatment, or a combination thereof on a composition containing water and a fluoropolymer. The fluoropolymer is a polymer having a structural unit M3 derived from a monomer represented by general formula (1):

CX.sub.2═CY(—CZ.sub.2—O—Rf-A)  (1)

where X is the same or different and is —H or —F; Y is —H, —F, an alkyl group, or a fluorine-containing alkyl group; Z is the same or different and is —H, —F, an alkyl group, or a fluoroalkyl group; Rf is a fluorine-containing alkylene group having 1 to 40 carbon atoms or a fluorine-containing alkylene group having 2 to 100 carbon atoms and having an ether bond; and A is —COOM, —SO.sub.3M, —OSO.sub.3M, or —C(CF.sub.3).sub.2OM, wherein M is as defined herein; provided that at least one of X, Y, and Z includes a fluorine atom.

A method for producing a composition including a step A of performing ultrafiltration, microfiltration, dialysis membrane treatment, or a combination thereof on a composition containing water and a fluoropolymer. The fluoropolymer is a polymer having a structural unit M3 derived from a monomer represented by general formula (1):

CX.sub.2═CY(—CZ.sub.2—O—Rf-A)  (1)

where X is the same or different and is —H or —F; Y is —H, —F, an alkyl group, or a fluorine-containing alkyl group; Z is the same or different and is —H, —F, an alkyl group, or a fluoroalkyl group; Rf is a fluorine-containing alkylene group having 1 to 40 carbon atoms or a fluorine-containing alkylene group having 2 to 100 carbon atoms and having an ether bond; and A is —COOM, —SO.sub.3M, —OSO.sub.3M, or —C(CF.sub.3).sub.2OM, wherein M is as defined herein; provided that at least one of X, Y, and Z includes a fluorine atom.

The invention relates to a new industrial process for manufacturing of perfluoro(methylvinylether) (PFMVE), and of 1,1,2,2-tetrafluoro-1-(trifluoromethoxy)ethane (TFTFME) (E 227), involving reactions in liquid phase and performing reactions, for example, in a (closed) column reactor or in a microreactor, respectively. The invention also relates to a new industrial process for manufacturing of perfluoro(methyl vinyl ether) (PFMVE) by HF-elimination from the compound 1,1,2,2-tetrafluoro-1-(trifluoromethoxy)ethane (TFTFME) (E 227). The invention also relates to a new industrial process for manufacturing of the compound 1,1,2,2-tetrafluoro-1-(trifluoromethoxy)ethane (TFTFME) (E 227) by selective fluorination of the compound HFE-254 (1,1,2,2-tetrafluoro-1-(methoxy)ethane), i.e., perfluorination of only the CH.sub.3O-group (i.e., methoxy-group) of the compound HFE-254 is selectively fluorinated to a CF.sub.3O-group (i.e., trifluoromethoxy-group).

The invention relates to a new industrial process for manufacturing of perfluoro(methylvinylether) (PFMVE), and of 1,1,2,2-tetrafluoro-1-(trifluoromethoxy)ethane (TFTFME) (E 227), involving reactions in liquid phase and performing reactions, for example, in a (closed) column reactor or in a microreactor, respectively. The invention also relates to a new industrial process for manufacturing of perfluoro(methyl vinyl ether) (PFMVE) by HF-elimination from the compound 1,1,2,2-tetrafluoro-1-(trifluoromethoxy)ethane (TFTFME) (E 227). The invention also relates to a new industrial process for manufacturing of the compound 1,1,2,2-tetrafluoro-1-(trifluoromethoxy)ethane (TFTFME) (E 227) by selective fluorination of the compound HFE-254 (1,1,2,2-tetrafluoro-1-(methoxy)ethane), i.e., perfluorination of only the CH.sub.3O-group (i.e., methoxy-group) of the compound HFE-254 is selectively fluorinated to a CF.sub.3O-group (i.e., trifluoromethoxy-group).

The invention relates to a new industrial process for manufacturing of perfluoro(methylvinylether) (PFMVE), and of 2-fluoro-1,2-dichloro-trifluoro-methoxyethylene (FCTFE), involving reactions in liquid phase and performing reactions in a microreactor. The invention also relates to a new industrial process for manufacturing of perfluoro(methyl vinyl ether) (PFMVE) by fluorination, i.e., perfluorination, of 2-fluoro-1,2-dichloro-trifluoromethoxy-ethylene (FCTFE) with HF (hydrogen fluoride) in the presence of a Lewis acid catalyst, again performing the reaction in liquid phase, and preferably in a microreactor.

The invention relates to a new industrial process for manufacturing of perfluoro(methylvinylether) (PFMVE), and of 2-fluoro-1,2-dichloro-trifluoro-methoxyethylene (FCTFE), involving reactions in liquid phase and performing reactions in a microreactor. The invention also relates to a new industrial process for manufacturing of perfluoro(methyl vinyl ether) (PFMVE) by fluorination, i.e., perfluorination, of 2-fluoro-1,2-dichloro-trifluoromethoxy-ethylene (FCTFE) with HF (hydrogen fluoride) in the presence of a Lewis acid catalyst, again performing the reaction in liquid phase, and preferably in a microreactor.