Described herein is an unsaturated fluorinated compound of formula (I) where X is O or N; Y is F or H; Z is F or CF3; and A is F or CF3 wherein when X is O, then n is 1, Y is H, Z is F, A is F, and Rf is a linear or branched perfluorinated alkyl group comprising 1 to 10 carbon atoms and optionally comprising at least one catenated O or N; and when X is N, then n is 2 and each Rf group are (i) independently selected from a linear or branched perfluorinated alkyl group comprising 1 to 8 carbon atoms and optionally comprising at least one catenated O or N; or (ii) bonded together to form a ring structure comprising 4 to 8 carbon atoms and optionally comprising at least one catenated O or N with the proviso that when Z is CF.sub.3 then A is F and when A is CF.sub.3 then Z is F and methods of making and using the same. ##STR00001##

Described herein is an unsaturated fluorinated compound of formula (I) where X is O or N; Y is F or H; Z is F or CF3; and A is F or CF3 wherein when X is O, then n is 1, Y is H, Z is F, A is F, and Rf is a linear or branched perfluorinated alkyl group comprising 1 to 10 carbon atoms and optionally comprising at least one catenated O or N; and when X is N, then n is 2 and each Rf group are (i) independently selected from a linear or branched perfluorinated alkyl group comprising 1 to 8 carbon atoms and optionally comprising at least one catenated O or N; or (ii) bonded together to form a ring structure comprising 4 to 8 carbon atoms and optionally comprising at least one catenated O or N with the proviso that when Z is CF.sub.3 then A is F and when A is CF.sub.3 then Z is F and methods of making and using the same. ##STR00001##

An object of the present invention is to provide, for example, a novel method for synthesizing a fluorovinyl ether compound from a fluorine-containing vinyl compound. This problem is solved by a method for producing a compound represented by formula (1): ##STR00001##
wherein
R.sup.a1 is a hydrogen atom, a halogeno group, an alkyl group, a fluoroalkyl group, or an aromatic group optionally having one or more substituents,
Rf is a fluoro group or a perfluoroalkyl group,
R.sup.a2 is a hydrogen atom, a halogeno group, an alkyl group, a fluoroalkyl group, or an aromatic group optionally having one or more substituents, or
(i) R.sup.a1 and R.sup.a2, (ii) R.sup.a1 and Rf, or (iii) Rf and R.sup.a2 may be linked to each other,
R.sup.b1 is R.sup.s,
R.sup.b2 is a hydrogen atom or R.sup.s,
R.sup.b3 is a hydrogen atom or R.sup.s, or
two or three of R.sup.b1, R.sup.b2, and R.sup.b3, taken together with the adjacent carbon atom, may form a ring optionally having one or more substituents, and
R.sup.s, in each occurrence, is the same or different and represents a hydrocarbon group optionally having one or more substituents, the method comprising
step A of reacting a compound represented by formula (2): ##STR00002##
wherein
R.sup.x is a leaving group, and
other symbols are as defined above,
with a compound represented by formula (3): ##STR00003##
wherein the symbols in the formula are as defined above,
in the presence of a transition metal catalyst.

An object of the present invention is to provide, for example, a novel method for synthesizing a fluorovinyl ether compound from a fluorine-containing vinyl compound. This problem is solved by a method for producing a compound represented by formula (1): ##STR00001##
wherein
R.sup.a1 is a hydrogen atom, a halogeno group, an alkyl group, a fluoroalkyl group, or an aromatic group optionally having one or more substituents,
Rf is a fluoro group or a perfluoroalkyl group,
R.sup.a2 is a hydrogen atom, a halogeno group, an alkyl group, a fluoroalkyl group, or an aromatic group optionally having one or more substituents, or
(i) R.sup.a1 and R.sup.a2, (ii) R.sup.a1 and Rf, or (iii) Rf and R.sup.a2 may be linked to each other,
R.sup.b1 is R.sup.s,
R.sup.b2 is a hydrogen atom or R.sup.s,
R.sup.b3 is a hydrogen atom or R.sup.s, or
two or three of R.sup.b1, R.sup.b2, and R.sup.b3, taken together with the adjacent carbon atom, may form a ring optionally having one or more substituents, and
R.sup.s, in each occurrence, is the same or different and represents a hydrocarbon group optionally having one or more substituents, the method comprising
step A of reacting a compound represented by formula (2): ##STR00002##
wherein
R.sup.x is a leaving group, and
other symbols are as defined above,
with a compound represented by formula (3): ##STR00003##
wherein the symbols in the formula are as defined above,
in the presence of a transition metal catalyst.

An object of the present invention is to provide, for example, a novel method for synthesizing a fluorovinyl ether compound from a fluorine-containing vinyl compound. This problem is solved by a method for producing a compound represented by formula (1): ##STR00001##
wherein
R.sup.a1 is a hydrogen atom, a halogeno group, an alkyl group, a fluoroalkyl group, or an aromatic group optionally having one or more substituents,
Rf is a fluoro group or a perfluoroalkyl group,
R.sup.a2 is a hydrogen atom, a halogeno group, an alkyl group, a fluoroalkyl group, or an aromatic group optionally having one or more substituents, or
(i) R.sup.a1 and R.sup.a2, (ii) R.sup.a1 and Rf, or (iii) Rf and R.sup.a2 may be linked to each other,
R.sup.b1 is R.sup.s,
R.sup.b2 is a hydrogen atom or R.sup.s,
R.sup.b3 is a hydrogen atom or R.sup.s, or
two or three of R.sup.b1, R.sup.b2, and R.sup.b3, taken together with the adjacent carbon atom, may form a ring optionally having one or more substituents, and
R.sup.s, in each occurrence, is the same or different and represents a hydrocarbon group optionally having one or more substituents, the method comprising
step A of reacting a compound represented by formula (2): ##STR00002##
wherein
R.sup.x is a leaving group, and
other symbols are as defined above,
with a compound represented by formula (3): ##STR00003##
wherein the symbols in the formula are as defined above,
in the presence of a transition metal catalyst.

To provide a fluorinated ether compound, a fluorinated ether composition and a coating liquid excellent in chemical resistance, an article having a surface layer excellent in chemical resistance and a method for producing it, and a method for producing a fluorinated ether compound excellent in chemical resistance. A fluorinated ether compound which has a first partial structure represented by the following formula (1) and a second partial structure represented by the following formula (2), and which has at least five first partial structures, or has at least two second partial structures:
OR.sup.f12(1)
OR.sup.f13(2)
wherein R.sup.f12 is a C.sub.1-6 fluoroalkylene group, and R.sup.f13 is a group having a fluorinated cyclic structure which may have a hetero atom.

To provide a fluorinated ether compound, a fluorinated ether composition and a coating liquid excellent in chemical resistance, an article having a surface layer excellent in chemical resistance and a method for producing it, and a method for producing a fluorinated ether compound excellent in chemical resistance. A fluorinated ether compound which has a first partial structure represented by the following formula (1) and a second partial structure represented by the following formula (2), and which has at least five first partial structures, or has at least two second partial structures:
OR.sup.f12(1)
OR.sup.f13(2)
wherein R.sup.f12 is a C.sub.1-6 fluoroalkylene group, and R.sup.f13 is a group having a fluorinated cyclic structure which may have a hetero atom.

The production of solvents for applications such as heat transfer, cleaning, and degreasing, for example. In particular, the production of solvents derived from 1-chloro-3,3,3-trifluoro-propene, such as chloro and/or fluoro substituted alkanes and chloro and/or fluoro substituted trifluoropropenyl ethers.

The production of solvents for applications such as heat transfer, cleaning, and degreasing, for example. In particular, the production of solvents derived from 1-chloro-3,3,3-trifluoro-propene, such as chloro and/or fluoro substituted alkanes and chloro and/or fluoro substituted trifluoropropenyl ethers.

A method for producing at least one compound selected from the group consisting of a compound represented by the following formula (10), a compound represented by the following formula (11), a compound represented by the following formula (12), and a compound represented by the following formula (13), which the method containing reacting a compound represented by the following formula (2) with a compound represented by the following formula (7), in the presence of at least one compound selected from the group consisting of a compound represented by the following formula (1), a compound represented by the following formula (3), a compound represented by the following formula (4), a compound represented by the following formula (8), and a compound represented by the following formula (9). ##STR00001##