IP Library Granted Patent US 10,099,994
Granted Patent B2
US 10,099,994 · App. 15/262,603 · Granted Oct 16, 2018

Process for the production of high voltage electrolyte solvents for Li-ion batteries

Inventors: Trevor L. Dzwiniel (Carol Stream, IL); Krzysztof Pupek (Plainfield, IL); Gregory K. Krumdick (Homer Glen, IL)
Assignee: UCHICAGO ARGONNE, LLC
C07C68/06H01M10/0525H01M10/0569
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Quick Facts
Patent No.
US 10,099,994
App. No.
15/262,603
Granted
Oct 16, 2018
Kind
B2
Abstract

A method for producing halogenated carbonates is provided, the method having the steps of reacting a halogenated hydroxyl moiety with an alkyl formate in the presence of a liquid solvent and a solid base. An exemplary halogenated carbonate so produced is trifluoroethyl methyl carbonate.

Claims (12)

1. A method for producing halogenated carbonates, the method comprising:

reacting a halogenated hydroxyl moiety with methyl chloroformate in the presence of a nonhalogenated compound selected from the group consisting of acetone, diethyl ketone, ethyl methyl ketone, acetophenone, cyclohexyl methyl ketone and combinations thereof, and a solid base, wherein the solid base is an inorganic compound selected from the group consisting of alkali carbonate, alkaline earth carbonate, alkali phosphate, alkaline earth phosphate, and combinations thereof.

2. The method as recited in claim 1 wherein the halogenated hydroxyl moiety is a fluorinated alcohol.

3. The method as recited in claim 1 wherein the reaction occurs in ambient atmosphere.

4. The method as recited in claim 1 wherein the halogenated carbonates are produced in about 1 to about 4 hours.

5. The method as recited in claim 1 wherein the halogenated carbonates are produced at temperatures between about −10° C. and about 20° C.

6. The method as recited in claim 1 wherein the halogenated carbonate is trifluoroethyl methyl carbonate.

7. The method as recited in claim 1 wherein the nonhalogenated compound is acetone and the base is potassium carbonate.

8. The method as recited in claim 1 wherein the halogenated hydroxyl moiety is trifluoroethanol.

9. The method as recited in claim 1 wherein the halogenated carbonates are produced having greater than 99.5 percent purity after a single filtration step.

10. The method as recited in claim 1 wherein no aqueous wash is required.

11. The method as recited in claim 1 wherein between 50 and 95 percent of the solid base remains a solid during the reaction.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 18, 2017
From: DZWINIEL, TREVOR L.; PUPEK, KRZYSZTOF; KRUMDICK, GREGORY K.
To: UCHICAGO ARGONNE, LLC
Reel/Frame 043029/0463 →
CONFIRMATORY LICENSE Recorded Jan 9, 2017
From: UCHICAGO ARGONNE, LLC
To: ENERGY, UNITED STATES DEPARTMENT OF
Reel/Frame 041328/0472 →
Continuity (1)
Related Publication 20180072650A1 · Mar 15, 2018