Fluorinated alkoxyvinyl ethers and methods for preparing fluorinated alkoxyvinyl ethers
An alkoxyvinyl ether is disclosed having the 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 an at least partially fluorinated functional group having at least two carbon atoms, and R is a functional group. A method for preparing an alkoxyvinyl ether is disclosed, comprising R f CFHCFHR f ′+KOH/ROH→R f C(OR)═CHR f ′, wherein R f is a perfluoro functional group, R f ′ is a perfluoro functional group, and R is an alkyl functional group. Another method for preparing an alkoxyvinyl ether is disclosed, comprising R f CF═CHR f ′+KOH/ROH→R f C(OR)═CHR f ′, wherein R f is a perfluoro functional group, R f ′ is a perfluoro functional group, and R is an alkyl functional group.
1. An alkoxyvinyl ether having the following chemical structure:
R f C(OR)═CHR f ′
wherein:
R f is CF 3 ;
R f ′ is C 2 F 5 ; and
R is CH 3 .
2. The alkoxyvinyl ether of claim 1 , wherein the alkoxyvinyl ether is an E-isomer.
3. The alkoxyvinyl ether of claim 1 , wherein the alkoxyvinyl ether is a Z-isomer.
4. The alkoxyvinyl ether of claim 1 , wherein the alkoxyvinyl ether is a mixture of E- and Z-isomers.
5. A method for preparing an alkoxyvinyl ether, comprising:
R f CFHCFHR f ′+Base/ROH→R f C(OR)═CHR f ′
wherein:
R f is a perfluoro functional group;
R f ′ is a perfluoro functional group; and
R is an alkyl functional group.
6. A method for preparing an alkoxyvinyl ether, comprising:
R f CF═CHR f ′+Base/ROH→R f C(OR)═CHR f ′
wherein:
R f is a perfluoro functional group;
R f ′ is a perfluoro functional group; and
R is an alkyl functional group.
7. 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.
8. A process for transferring heat, comprising:
providing an article;
contacting the article with a heat transfer media;
wherein the heat transfer media comprises the alkoxyvinyl ether of claim 1 .
9. The process of claim 8 , wherein the boiling point of the alkoxyvinyl ether is between 72 degrees Celsius and 81 degrees Celsius.
10. A process for treating a surface, comprising:
providing a surface;
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 .
11. The process of claim 10 , wherein the treatment composition substantially dissolves the treatable material.
12. A process for forming a composition comprising:
providing a solute;
contacting the solute with a solvent;
wherein the solvent comprises the alkoxyvinyl ether of claim 1 .
13. A process for providing electrical insulation, comprising:
providing a first charged surface;
providing a second charged surface;
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 .
14. The process of claim 13 , wherein the dielectric composition forms a continuous pathway between the first charged surface and the second charged surface.