IP Library Granted Patent US 12,331,011
Granted Patent B2
US 12,331,011 · App. 18/196,761 · Granted Jun 17, 2025

Fluorinated alkoxyvinyl ethers and methods for preparing fluorinated alkoxyvinyl ethers

Inventors: Viacheslav A. Petrov (Hockessin, DE); Mario Joseph Nappa (Leesburg, FL); Robert Daniel Lousenberg (Wilmington, DE); Joseph P. Stehman (Wilmington, DE)
Assignee: THE CHEMOURS COMPANY FC, LLC
C07C43/16C07C41/09C07C43/17C09K5/048C11D7/28C11D7/5022H01B3/441
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Quick Facts
Patent No.
US 12,331,011
App. No.
18/196,761
Granted
Jun 17, 2025
Kind
B2
Abstract

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.

Claims (35)

1. An alkoxyvinyl ether having the following chemical structure:

R f C(OR)═CHR f ′

wherein:

R f is C 2 F 5 ;

R f ′ is CF 3 ; 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. 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 an alkoxides of an alkali metals.

6. The alkoxyvinyl composition of claim 5 , wherein the alkali metal is selected from the group consisting of lithium, sodium, potassium, and cesium.

7. 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 .

8. The process of claim 7 , wherein the boiling point of the alkoxyvinyl ether is between 72 degrees Celsius and 81 degrees Celsius.

9. 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 .

10. The process of claim 9 , wherein the treatment composition substantially dissolves the treatable material.

11. 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 .

12. 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 .

13. The process of claim 12 , wherein the dielectric composition forms a continuous pathway between the first charged surface and the second charged surface.

Assignments (1)
SECURITY INTEREST Recorded May 7, 2024
From: THE CHEMOURS COMPANY FC, LLC
To: JPMORGAN CHASE BANK, N.A., AS ADMINISTRATIVE AGENT
Reel/Frame 067341/0844 →
Continuity (3)
Division 17285134
Provisional Application 62745733 · Oct 15, 2018
Related Publication 20230278945A1 · Sep 7, 2023
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