FLUORINATED ALKOXYVINYL ETHERS AND METHODS FOR PREPARING FLUORINATED ALKOXYVINYL ETHERS

1 . An alkoxyvinyl ether having the following chemical structure:

R f C(OR)═CHR f ′

wherein:

R f is an at least partially fluorinated functional group having at least one carbon atom;

R f ′ is selected from the group consisting of C 2 F 5 , n-C 3 F 7 , iso-C 3 F 7 , n-C 4 F 9 , sec-C 4 F 9 , iso-C 4 F 9 , tert-C 4 F 9 , and a partially fluorinated functional group having at least two carbon atoms; and

R is a functional group having at least one carbon atom.

2 . The alkoxyvinyl ether of claim 1 , wherein:

R f is a perfluoro functional group having at least one carbon atom; and

R f ′ is selected from the group consisting of C 2 F 5 , n-C 3 F 7 , iso-C 3 F 7 , n-C 4 F 9 , sec-C 4 F 9 , iso-C 4 F 9 , and tert-C 4 F 9 .

3 . The alkoxyvinyl ether of claim 2 , wherein:

R f is a perfluoroalkyl functional group having at least one carbon atom; and

R is an alkyl functional group.

4 . The alkoxyvinyl ether of claim 3 , wherein:

R f is a C 1-12 perfluoroalkyl functional group; and

R is a C 1-12 alkyl functional group.

5 . The alkoxyvinyl ether of claim 4 , wherein:

R f is selected from the group consisting of CF 3 , C 2 F 5 , n-C 3 F 7 , iso-C 3 F 7 , n-C 4 F 9 , sec-C 4 F 9 , iso-C 4 F 9 , and tert-C 4 F 9 ; and

R is selected from the group consisting of CH 3 , C 2 H 5 , n-C 3 H 7 , iso-C 3 H 7 , n-C 4 H 9 , sec-C 4 H 9 , iso-C 4 H 9 , and tert-C 4 H 9 .

6 . The alkoxyvinyl ether of claim 1 , wherein:

R f is a partially fluorinated functional group having at least one carbon atom;

R f ′ is a partially fluorinated functional group having at least two carbon atoms; and

R is an alkyl functional group.

7 . The alkoxyvinyl ether of claim 1 , wherein:

R f is a perfluoro functional group having at least one carbon atom; and

R f ′ is a partially fluorinated functional group having at least two carbon atoms.

8 . The alkoxyvinyl ether of claim 1 , wherein:

R f is a partially fluorinated functional group having at least one carbon atom; and

R f ′ is selected from the group consisting of C 2 F 5 , n-C 3 F 7 , iso-C 3 F 7 , n-C 4 F 9 , sec-C 4 F 9 , iso-C 4 F 9 , tert-C 4 F 9 .

9 . The alkoxyvinyl ether of claim 1 , wherein:

R f is selected from the group consisting of CF 3 , CF 2 H, C 2 F 5 , C 2 F 4 H, n-C 3 F 7 , n-C 3 F 6 H, iso-C 3 F 7 , iso-C 3 F 6 H, n-C 4 F 9 , n-C 4 F 8 H, sec-C 4 F 9 , sec-C 4 F 8 H, iso-C 4 F 9 , iso-C 4 F 8 H, and tert-C 4 F 9 , tert-C 4 F 8 H;

R f ′ is selected from the group consisting of C 2 F 5 , C 2 F 4 H, n-C 3 F 7 , n-C 3 F 6 H, iso-C 3 F 7 , iso-C 3 F 6 H, n-C 4 F 9 , n-C 4 F 8 H, sec-C 4 F 9 , sec-C 4 F 8 H, iso-C 4 F 9 , iso-C 4 F 8 H, and tert-C 4 F 9 , tert-C 4 F 8 H; and

R is selected from the group consisting of CH 3 , C 2 H 5 , n-C 3 H 7 , iso-C 3 H 7 , n-C 4 H 9 , sec-C 4 H 9 , iso-C 4 H 9 , and tert-C 4 H 9 .

10 . The alkoxyvinyl ether of claim 1 , wherein R f and R f ′ are the same.

11 . The alkoxyvinyl ether of claim 1 , wherein R f and R f ′ are distinct.

12 . The alkoxyvinyl ether of claim 1 , wherein the alkoxyvinyl ether is an E-isomer.

13 . The alkoxyvinyl ether of claim 1 , wherein the alkoxyvinyl ether is a Z-isomer.

14 . The alkoxyvinyl ether of claim 1 , wherein the alkoxyvinyl ether is a mixture of E- and Z-isomers.

15 . The alkoxyvinyl ether of claim 1 , wherein the chemical structure is CF 3 C(OC 2 H 5 )═CHC 2 F 5 .

16 . The alkoxyvinyl ether of claim 1 , wherein the chemical structure is CF 3 C(OC 3 H 7 )═CHC 2 F 5 .

17 . The alkoxyvinyl ether of claim 1 , wherein the chemical structure is C 2 F 5 C(OCH 3 )═CHC 3 F 7 .

18 . The alkoxyvinyl ether of claim 1 , wherein the chemical structure is CF 3 C(OCH 2 CH 3 )═CHC 2 F 5 .

19 . The alkoxyvinyl ether of claim 1 , wherein the chemical structure is CF 3 C(OCH(CH 3 ) 2 )═CHC 2 F 5 .

20 . An alkoxyvinyl composition comprising:

the alkoxyvinyl ether of claim 1 ;

a solvent including at least one of alcohols, ethers, tetrahydrofuran (THF), amides, or aromatic solvents; and

a base including at least one of KOH, NaOH, LiOH, Ca(OH) 2 , tertiary amines, or alkoxides of alkali metals ROM (M=Li, Na, K, Cs).

21 . A process for transferring heat, comprising:

providing an article; and

contacting the article with a heat transfer media;

wherein the heat transfer media comprises the alkoxyvinyl ether of claim 1 .

22 . The process of claim 21 , wherein the boiling point of the alkoxyvinyl ether of claim 1 is between 72° C. and 81° C.

23 . A process for treating a surface, comprising:

providing a surface; and

contacting the surface with a treatment composition;

wherein the surface includes a treatable material deposited thereon; and

wherein the treatment composition comprises the alkoxyvinyl ether of claim 1 .

24 . The process of claim 23 , wherein the treatment composition substantially dissolves the treatable material.

25 . A process for forming a composition comprising:

providing a solute; and

contacting the solute with a solvent;

wherein the solvent comprises the alkoxyvinyl ether of claim 1 .

26 . A process for providing electrical insulation, comprising:

providing a first charged surface;

providing a second charged surface; and

contacting the first charged surface and the second charged surface with a dielectric composition;

wherein the dielectric composition comprises the alkoxyvinyl ether of claim 1 .

27 . The process of claim 26 , wherein the dielectric composition forms a continuous pathway between the first charged surface and the second charged surface.