Process for producing fluorinated electrolyte solvent
AssigneeUchicago Argonne, LLC
InventorsTrevor L. Dzwiniel, Krzysztof Pupek, Gregory K. Krumdick
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Abstract
The invention provides a method for producing halogenated carbonates, the method comprising reacting a halogenated alcohol or diol with a solid source of carbonyl moiety as a base in an ether.
Claims14
A method for producing a halogenated carbonate selected from the group consisting of bis(2,2,2-trifluoroethyl) carbonate, trifluoropropylene carbonate, bis(pentafluoropropyl) carbonate, 4,5-bis(trifluoromethyl)-1,3-dioxolan-2-one, and combinations thereof, the method comprising:
- reacting a fluorinated hydroxyl moiety selected from the group consisting of trifluoroethanol, 1,1,3,3,3-hexafluoro-2-propanol, 2,2,3,3,3pentafluoropropanol, 2,2,3,3,4,4,4-heptafluoro-1-butanol, 2,2-difluoroethanol, 2,2,3,3-tetrafluoro-1,4-butanediol, and combinations thereof, with a solid carbonyl source in an ether to create a reaction mixture, wherein the reaction mixture of the fluorinated hydroxyl moiety and the solid carbonyl source comprises a heterogeneous reaction liquor, and wherein no chlorinated compounds are utilized;
- wherein the ether is a below 75 C boiling point compound selected from the group consisting of methyl tert-butyl ether, diethyl ether, tetrahydrofuran, and combinations thereof;
- wherein the solid carbonyl source is a nitrogen-containing compound selected from the group consisting of carbonyldiimidazole, disuccinimidyl carbonate, 1,1′-Carbonyl-di(1, 2,4-triazole), and combinations thereof.
A method for producing fluorinated carbonates having the following Formula I
- or Formula II
- wherein R1 and R2 are a fluorine-containing CnHxFy group and wherein each x is individually from 0 to 2n, each y is individually from 1 to 2n+1, and each n is individually an integer from 1 to 5, the method comprising reacting a liquid fluorinated hydroxyl moiety of five carbons or less with a nitrogen containing solid carbonyl source in an ether having a boiling point below 75° C. to create a reaction mixture, wherein the reaction mixture of the halogenated hydroxyl moiety and the solid carbonyl source comprises a heterogeneous reaction liquor, and wherein no chlorinated compounds are utilized;
- wherein the fluorinated hydroxyl moiety is a fluorinated hydroxyl compound selected from the group consisting of trifluoroethanol, 1,1,3,3,3-hexafluoro-2-propanol, 2,2,3,3,3-pentafluoropropanol, 2,2,3,3,4,4,4-heptafluoro-1-butanol, 2,2-difluoroethanol, 2,2,3,3-tetrafluoro-1,4-butanediol and combinations thereof;
- and wherein the nitrogen containing solid carbonyl source is a nitrogen containing solid carbonyl source selected from the group consisting of carbonyldiimidazole, disuccinimidyl carbonate, 1,1′-Carbonyl-di-(1,2,4-triazole), and combinations thereof.
A method for producing fluorinated carbonates, the method comprising:
- reacting trifluoroethanol with carbonyldiimidazole in methyl tert-butyl ether to create a reaction mixture, wherein the reaction mixture comprises a heterogeneous reaction liquor.
Dependencies are inferred from the claim text.