Salts of N-containing heterocyclic anions as components in electrolytes

Abstract

Salts of N-containing heterocyclic anions as components in electrolytes Novel uses of salts of N-containing heterocyclic anions, novel salts of fluorinated N-containing heterocyclic anions and method for producing the same are described. Preferred compounds have a pyrimidone or a pyrazole ring structure bearing a trifluoromethyl group and a metal counter ion.

Claims

1. An electrolyte comprising a compound of formula ##STR00006## or of formula ##STR00007## or any tautomer thereof; wherein X and Y are independently selected from the group consisting of H, alkyl, F and Cl; and wherein M.sup.n is a cation and n is 1, 2, 3 or 4.

2. The electrolyte of claim 1, wherein M is a metal.

3. A lithium ion battery, a sodium ion battery, a supercapacitor or hybrid supercapacitor, or an organic photovoltaic device comprising the electrolyte according to claim 1.

4. A superconductor comprising the electrolyte according to claim 1.

5. A compound of formula ##STR00008## or of formula ##STR00009## or any tautomer thereof, wherein X and Y are independently selected from the group consisting of H, alkyl, F and Cl; and wherein M.sup.n is a metal cation and n is 1, 2, 3 or 4.

6. The compound of claim 5, wherein CFXY is CF.sub.3, CHF.sub.2, or CClF.sub.2.

7. The compound of claim 6 wherein CFXY is CF.sub.3.

8. The compound of claim 5, wherein M is Li, Na or Zn.

9. An electrolyte comprising the compound of claim 5 and at least one other component.

10. A lithium ion battery, a sodium ion battery, a zinc ion battery, a supercapacitor or hybrid supercapacitor, or an organic photovoltaic device comprising the electrolyte of claim 9.

11. The electrolyte of claim 1, further comprising at least one other component.

12. The electrolyte of claim 11, wherein the at least one other component is selected from the group consisting of a conductive salt, a solvent, and a solvent additive.

13. The electrolyte of claim 9, wherein the at least one other component is selected from the group consisting of a conductive salt, a solvent, and a solvent additive.

14. The compound of claim 7, wherein M is Li.

15. The electrolyte of claim 1, wherein the compound is the lithium salt of 2-oxo-6-(trifluoromethyl)pyrimidone or the lithium salt of 3-trifluoromethyl-1H-pyrazole.

16. The compound of claim 5, wherein the compound is the lithium salt of 2-oxo-6-(trifluoromethyl)pyrimidone or the lithium salt of 3-trifluoromethyl-1H-pyrazole.

Description

EXAMPLES

Synthesis of the lithium salt of 2-oxo-6-(trifluoromethyl)pyrimidone

(1) A sample of 2-oxo-6-(trifluoromethyl)pyrimidine-2-one (prepared according to WO 2010/037688) was dissolved in toluene and 1 equivalent dry lithium hydroxide was added as a solid. The resulting mixture was heated using a Dean-Stark apparatus. After no more water was removed from the mixture, the toluene was distilled off at 60 C. and a pressure of 100 mbar. A solid was obtained that was kept under argon.

(2) Preparation of Electrolytes

(3) The electrolyte composition is prepared by addition of the lithium salt of 2-oxo-6-(trifluoromethyl)pyrimidone in a concentration of 1 mol/l to the a 1:2 (v/v) mixture of ethylene carbonate and dimethyl carbonate under nitrogen atmosphere.

(4) Direct Preparation of Pyrazole Electrolyte

(5) 3-trifluormethyl-1H-pyrazole (2 mol/l) is dissolved in 100 ml 1,2-dimethoxyethane under nitrogen. Lithium hydride (1 eq) is added to the solution. After the evolution of hydrogen ceases, 100 ml ethylene carbonate is added to the solution.