Rechargeable lithium-ion cell

Patent metadata

Field	Value
Publication number	US-RE48859-E
Application number	US-201516592326-A
Country	US
Kind code	E1
Filing date	Jul 17, 2015
Priority date	Jul 18, 2014
Publication date	Dec 21, 2021
Grant date	Dec 21, 2021

Abstract

A rechargeable lithium-ion cell has a cell capacity and includes a positive electrode having a recharged potential and a negative electrode. The rechargeable lithium-ion cell also includes a charge-carrying electrolyte. The charge-carrying electrolyte includes a charge-carrying medium and a lithium salt. The rechargeable lithium-ion cell also includes a redox shuttle having the following structure.

First claim

What is claimed is:

1. A rechargeable lithium-ion cell having a cell capacity and comprising:
A. a positive electrode having a recharged potential;
B. a negative electrode;
C. a charge-carrying electrolyte comprising a charge-carrying medium and a lithium salt; and
D. a redox shuttle having the following structure:

wherein X is a covalent bond, a sulfur atom (S), or N—R 6 , and wherein each of R 1 , R 2 , R 3 , R 4 , R 6 , R 7 , R 8 , R 9 and R 10 is independently an alkyl group, a haloalkyl group, a perhaloalkyl group, an acyl group, an acyloxy group, an acetyl group, a haloacetyl group, an alkaryl group, an alkoxy group, an acetamido group, an amido group, an aryl group, an aralkyl group, an alkyl carboxyl group, an aryl carboxyl group, an alkylsulfonyl group, a benzoyl group, a carbamoyl group, a carboxy group, a cyano group, a formyl group, a halo group, a haloacetamido group, a haloacyl group, a haloalkylsulfonyl group, a haloaryl group, a methylsulfonyloxyl group, a nitro group, an oxo group, an alkyl ether group, a trialkylammoniumalkyl group, a phosphate group, a phosphonate group, or an alkyl phosphonate group, and wherein one of R 3 and R 4 is optionally a hydrogen atom; and
wherein R 5 is an alkyl group having 1-12 carbon atoms, an alkylether group having 1-12 carbon atoms, or a trialkylammoniumalkyl group having 1-12 carbon atoms.

2. A rechargeable lithium-ion cell having a cell capacity and comprising:
A. a positive electrode having a recharged potential;
B. a negative electrode;
C. a charge-carrying electrolyte comprising a charge-carrying medium and a lithium salt; and
D. a redox shuttle having the following structure:

wherein each of R 1 and R 2 is independently an alkyl group, a haloalkyl group, a perhaloalkyl group, an acyl group, an acyloxy group, an acetyl group, a haloacetyl group, an alkaryl group, an alkoxy group, an acetamido group, an amido group, an aryl group, an aralkyl group, an alkyl carboxyl group, an aryl carboxyl group, an alkylsulfonyl group, a benzoyl group, a carbamoyl group, a carboxy group, a cyano group, a formyl group, a halo group, a haloacetamido group, a haloacyl group, a haloalkylsulfonyl group, a haloaryl group, a methylsulfonyloxyl group, a nitro group, an oxo group, an alkyl ether group, a trialkylammoniumalkyl group, a phosphate group, a phosphonate group, or an alkyl phosphonate group;
wherein each of R 3 and R 4 is independently an alkyl group having 1 to 12 carbon atoms or a haloalkyl group having 1 to 12 carbon atoms and/or one of R 3 and R 4 is a hydrogen atom; and
wherein R 5 is an alkyl group having 1-12 carbon atoms, a haloalkyl group having 1-12 carbon atoms, a perhaloalkyl group having 1-12 carbon atoms, an alkyl ether group having 1-12 carbon atoms, or a trialkylammoniumalkyl group having 1-12 carbon atoms.

3. The rechargeable lithium-ion cell of claim 2 wherein each of R 1 and R 2 is independently an alkyl group having 1-12 carbon atoms or a haloalkyl group having 1-12 carbon atoms.

4. The rechargeable lithium-ion cell of claim 2 wherein each of R 1 and R 2 is independently an alkyl group having 1-6 carbon atoms.

5. The rechargeable lithium-ion cell of claim 2 wherein each of R 3 and R 4 is independently an alkyl group having 1-12 carbon atoms, a haloalkyl group having 1-12 carbon atoms, a acetyl group, a haloacetyl group, or a hydrogen atom.

6. The rechargeable lithium-ion cell of claim 2 wherein each of R 3 and R 4 is independently an alkyl group having 1-6 carbon atoms.

7. The rechargeable lithium-ion cell of claim 2 wherein one of R 3 and R 4 is a hydrogen atom and the other of R 3 and R 4 is not a hydrogen atom.

8. The rechargeable lithium-ion cell of claim 2 wherein R 5 is an alkyl group having 1-12 carbon atoms, an alkylether group having 1-12 carbon atoms, or a trialkylammoniumalkyl group having 1-12 carbon atoms.

9. The rechargeable lithium-ion cell of claim 2 wherein R 5 is an alkyl group having 1-6 carbon atoms.

10. The rechargeable lithium-ion cell of claim 2 wherein said redox shuttle is dissolved in the charge-carrying electrolyte.

11. The rechargeable lithium-ion cell of claim 2 wherein said redox shuttle has an oxidation potential from 3.5 to 5 V as compared to Li/Li + .

12. The rechargeable lithium-ion cell of claim 2 wherein said redox shuttle provides overcharge protection to said rechargeable lithium-ion cell after at least 10 charge-discharge cycles at a charging voltage sufficient to oxidize said redox shuttle and at an overcharge charge flow equivalent to 100% of cell capacity during each charge-discharge cycle.

13. The rechargeable lithium-ion cell of claim 2 wherein said redox shuttle provides overcharge protection to said rechargeable lithium-ion cell after at least 500 charge-discharge cycles at a charging voltage sufficient to oxidize said redox shuttle and at an overcharge charge flow equivalent to 100% of cell capacity during each charge-discharge cycle.

14. The rechargeable lithium-ion cell of claim 2 wherein said redox shuttle is present in an amount from 1 to 10 percent by weight based on a total weight of said charge-carrying electrolyte.

15. The rechargeable lithium-ion cell of claim 2 wherein said positive electrode comprises LiFePO 4 , Li 2 FeSiO 4 , MnO 2 , Li x MnO 2 , LiNiMnCoO 2 , and/or LiNiCoAlO 2 , wherein x is 0.3 to 0.4.

16. The rechargeable lithium-ion cell of claim 2 wherein said negative electrode comprises graphitic carbon, lithium metal or a lithium alloy.

17. The rechargeable lithium-ion cell of claim 2 wherein said charge carrying medium comprises ethylene carbonate, propylene carbonate, dimethyl carbonate, diethyl carbonate, ethylmethyl carbonate or combinations thereof.

18. A rechargeable lithium-ion cell having a cell capacity and comprising:
A. a positive electrode having a recharged potential;
B. a negative electrode;
C. a charge-carrying electrolyte comprising a charge-carrying medium and a lithium salt; and
D. a redox shuttle having the following structure:

wherein each of R 1 and R 2 is independently an alkyl group, a haloalkyl group, a perhaloalkyl group, or an alkyl ether group;
wherein each of R 3 and R 4 is independently an alkyl group, a haloalkyl group, a perhaloalkyl group, an acyl group, an acyloxy group, an acetyl group, a haloacetyl group, an alkaryl group, an alkoxy group, an acetamido group, an amido group, an aryl group, an aralkyl group, an alkyl carboxyl group, an aryl carboxyl group, an alkylsulfonyl group, a benzoyl group, a carbamoyl group, a carboxy group, a cyano group, a formyl group, a halo group, a haloacetamido group, a haloacyl group, a haloalkylsulfonyl group, a haloaryl group, a methylsulfonyloxyl group, a nitro group, an alkyl ether group, a trialkylammoniumalkyl group, a phosphate group, a phosphonate group, or an alkyl phosphonate group;
wherein at least one of R 3 and R 4 is an alkyl group, a haloalkyl group, a perhaloalkyl group, an alkyl ether group, an acyl group, or a haloacyl group; and
wherein R 5 is an alkyl group, an alkyl ether group, or a trialkylammoniumalkyl group, an acetyl group, or a CF 3 group.

19. An article comprising the recharge

Assignees

• Univ Michigan State

Inventors

• Guarr Thomas F
• Gregory Matthew M
• Boersma Nicholas Robert
• Polik Robert Andrew
• Mortimer Nicholas

Classifications

• C07D279/22

  with carbon atoms directly attached to the ring nitrogen atom · CPC title

• H01M10/0569

  characterised by the solvents · CPC title

• H01M10/0525

  Rocking-chair batteries, i.e. batteries with lithium insertion or intercalation in both electrodes; Lithium-ion batteries · CPC title

• H01M10/0567 Primary

  characterised by the additives · CPC title

• H01M10/4235 Primary

  Safety or regulating additives or arrangements in electrodes, separators or electrolyte (H01M10/4242 takes precedence) · CPC title