IP Library Granted Patent US 10,784,530
Granted Patent B2
US 10,784,530 · App. 16/045,082 · Granted Sep 22, 2020

Dioxazolones and nitrile sulfites as electrolyte additives for lithium-ion batteries

Inventors: Jeffery Raymond Dahn (Halifax, CA); Toren Hynes (Oyster Pond, CA); David Scott Hall (Halifax, CA)
Assignee: Tesla, Inc.
H01M10/0525H01M10/0567H01M2220/20H01M2300/0025
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Quick Facts
Patent No.
US 10,784,530
App. No.
16/045,082
Granted
Sep 22, 2020
Kind
B2
Abstract

Improved battery systems have been developed for lithium-ion based batteries. The improved systems include a nonaqueous electrolyte including one or more lithium salts, one or more nonaqueous solvents, and an additive or additive mixture comprising one or more operative additives selected from a group of disclosed compounds, including 3-aryl substituted 1,4,2-dioxazol-5-ones and 3-phenyl-1,3,2,4-dioxathiazole 2-oxide.

Claims (59)

1. A nonaqueous electrolyte for a lithium ion battery comprising at least one lithium salt, at least one nonaqueous solvent, and an additive component comprising at least one operative additive from:

(a) the group consisting of 3-aryl substituted 1,4,2-dioxazol-5-one compounds according to Formula (I):

wherein R is any aromatic substituent; or

(c) the group consisting of R-substituted nitrile sulfite compounds according to Formula (III):

wherein R is any alkyl or aromatic substituent.

2. The nonaqueous electrolyte of claim 1 , wherein a concentration of the at least one operative additive is in a range from 0.01 to 6 wt. %, based on the total weight of the electrolyte solution.

3. The nonaqueous electrolyte of claim 1 , wherein the concentration of the at least one operative additive is about 2 wt. %, based on the total weight of the electrolyte solution.

4. The nonaqueous electrolyte of claim 1 , wherein the additive component includes ethylene sulfate.

5. The nonaqueous electrolyte of claim 1 , wherein the additive component includes lithium difluorophosphate.

6. The nonaqueous electrolyte of claim 1 , wherein the additive component includes vinylene carbonate, fluoroethylene carbonate, or combinations thereof.

7. The nonaqueous electrolyte of claim 1 , wherein the at least one nonaqueous solvent is a carbonate solvent.

8. The nonaqueous electrolyte of claim 7 , wherein the at least one nonaqueous solvent is selected from ethylene carbonate and dimethyl carbonate.

9. The nonaqueous electrolyte of claim 7 , further comprising a second nonaqueous solvent.

10. The nonaqueous electrolyte of claim 1 , wherein the additive component is 3-phenyl-1,4,2-dioxazol-5-one.

11. The nonaqueous electrolyte of claim 1 , wherein the additive component is a 3-aryl substituted 1,4,2-dioxazol-5-one compound according to Formula (I):

wherein R is any aromatic substituent.

12. A lithium-ion battery comprising:

a negative electrode;

a positive electrode; and

a nonaqueous electrolyte comprising a lithium salt dissolved in at least one nonaqueous solvent, and an additive component comprising at least one operative additive from:

(a) the group consisting of 3-aryl substituted 1,4,2-dioxazol-5-one compounds according to Formula (I):

wherein R is any aromatic substituent; or

(c) the group consisting of R-substituted nitrile sulfite compounds according to Formula (III):

wherein R is any alkyl or aromatic substituent.

13. The lithium-ion battery of claim 12 , wherein a concentration of the at least one operative additive is in a range from 0.01 to 6 wt. %, based on the total weight of the electrolyte solution.

14. The lithium-ion battery of claim 12 , wherein the concentration of the at least one operative additive is 2 wt. %, based on the total weight of the electrolyte solution.

15. The lithium-ion battery of claim 12 , wherein the additive component includes ethylene sulfate.

16. The lithium-ion battery of claim 12 , wherein the additive component includes lithium difluorophosphate.

17. The lithium-ion battery of claim 12 , wherein the additive component includes vinylene carbonate, fluoroethylene carbonate, or combinations thereof.

18. The lithium-ion battery of claim 12 , wherein the nonaqueous solvent is a carbonate solvent.

19. The lithium-ion battery of claim 18 , wherein the at least one nonaqueous solvent is selected from ethylene carbonate and dimethyl carbonate.

20. The lithium-ion battery of claim 12 , wherein additive component comprises 3-phenyl-1,4,2-dioxazol-5-one.

21. The lithium-ion battery of claim 12 , wherein the additive component is a 3-aryl substituted 1,4,2-dioxazol-5-one compound according to Formula (I):

wherein R is any aromatic substituent.

22. The lithium-ion battery of claim 12 , further comprising a second nonaqueous solvent.

23. The lithium-ion battery of claim 12 , wherein the lithium-ion battery has 95% retention of initial capacity after 200 cycles between 3.0 V and 4.3 V at a charging rate of C/3 CCCV at 40° C.

24. The lithium-ion battery of claim 12 , wherein the lithium-ion battery has 95% retention of initial capacity after 400 cycles between 3.0 V and 4.3 V at a charging rate of C/3 CCCV at 40° C.

25. An electric vehicle with a rechargeable battery comprising:

a drive motor;

a gear box;

electronics; and

a battery system comprising a negative electrode, a positive electrode, and a nonaqueous electrolyte, wherein the nonaqueous electrolyte comprises a lithium salt dissolved in at least one nonaqueous solvent, and an additive component comprising at least one operative additive from:

(a) the group consisting of 3-aryl substituted 1,4,2-dioxazol-5-one compounds according to Formula (I):

wherein R is any aromatic substituent; or

(c) from the group consisting of R-substituted nitrile sulfite compounds according to Formula (III):

wherein R is any alkyl or aromatic substituent.

26. The electric vehicle of claim 25 , wherein a concentration of the at least one operative additive is in a range from 0.01 to 6 wt. %, based on the total weight of the electrolyte solution.

27. The electric vehicle of claim 25 , wherein the concentration of the at least one operative additive is 2 wt. %, based on the total weight of the electrolyte solution.

28. The electric vehicle of claim 25 , wherein the additive component includes ethylene sulfate.

29. The electric vehicle of claim 25 , wherein the additive component includes lithium difluorophosphate.

30. The electric vehicle of claim 25 , the additive component includes vinylene carbonate, fluoroethylene carbonate, or combinations thereof.

31. The electric vehicle of claim 25 , wherein the nonaqueous solvent is a carbonate solvent.

32. The electric vehicle of claim 25 , wherein the at least one nonaqueous solvent is selected from ethylene carbonate and dimethyl carbonate.

33. The electric vehicle of claim 25 , wherein additive component comprises 3-phenyl-1,4,2-dioxazol-5-one.

34. The electric vehicle of claim 25 , wherein additive component is a 3-aryl substituted 1,4,2-dioxazol-5-one compound according to Formula (I):

wherein R is any aromatic substituent.

35. The electric vehicle of claim 25 , further comprising a second nonaqueous solvent.

36. The electric vehicle of claim 25 , wherein the battery system has 95% retention of initial capacity after 200 cycles between 3.0 V and 4.3 V at a charging rate of C/3 CCCV at 40° C.

37. The electric vehicle of claim 25 , wherein the battery system has 95% retention of initial capacity after 400 cycles between 3.0 V and 4.3 V at a charging rate of C/3 CCCV at 40° C.

Assignments (3)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 2, 2021
From: TESLA, INC.
To: PANASONIC CORPORATION
Reel/Frame 056418/0114 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 22, 2021
From: TESLA MOTORS CANADA ULC
To: TESLA, INC.
Reel/Frame 054997/0479 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 25, 2018
From: DAHN, JEFFERY RAYMOND; HALL, DAVID SCOTT; HYNES, TOREN
To: TESLA MOTORS CANADA ULC
Reel/Frame 046457/0860 →
Continuity (2)
Provisional Application 62687594 · Jun 20, 2018
Related Publication 20190393546A1 · Dec 26, 2019