IP Library Granted Patent US 11,492,329
Granted Patent B2
US 11,492,329 · App. 16/835,137 · Granted Nov 8, 2022

Small molecule and polymeric anions for lithium-solvate complexes: synthesis and battery applications

Inventors: Yang Shao-Horn (Newton, MA); Jeremiah Johnson (Boston, MA); Wenxu Zhang (Belmont, MA); Mingjun Huang (Everett, MA); Shuting Feng (Cambridge, MA)
Assignee: Massachusetts Institute of Technology
C07C311/15C08L23/32H01M10/0525H01M10/0568H01M10/0569
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Quick Facts
Patent No.
US 11,492,329
App. No.
16/835,137
Granted
Nov 8, 2022
Kind
B2
Abstract

Electrolytes and polymers for a lithium battery can include a fluorinated aryl sulfonimide salt or fluorinated aryl sulfonimide polymer.

Claims (33)

1. A composition comprising a compound of formula I:

wherein

M is a metal cation;

R 1 is alkyl, alkenyl, alkynyl, aryl, heteroaryl, or alkoxy; and

R 2 is alkyl, alkenyl, alkynyl, aryl, heteroaryl, or alkoxy,

wherein at least one of R 1 and R 2 is substituted and includes at least one fluorine and wherein the composition is a solvate ionic liquid.

2. The composition of claim 1 , wherein M is a lithium ion, a sodium ion, or a potassium ion.

3. The composition of claim 1 , wherein R 1 is a fluorinated C1-C6 alkyl.

4. The composition of claim 1 , wherein R 2 is a fluorinated aryl.

5. The composition of claim 1 , wherein R 2 is a fluorinated aryl optionally substituted with one or more amino group, alkoxy group or alkylthio group.

6. The composition of claim 1 , wherein the compound has the formula:

wherein Q is a fluoro, an alkoxy group or alkylthio group.

7. The composition of claim 1 , wherein Q is fluoro, C1-C4 alkylthio, C1-C4 alkoxy, or a polyolefin including a thio or oxy moiety.

8. The composition of claim 1 , wherein the compound is:

9. A composition comprising a compound comprising a polyolefin including a thio or oxy moiety and having a structure of formula II or formula III

wherein n is 1-10,000;

each m is 0, 1, 2, or 3; and

Z is

wherein M is a metal cation;

R 1 is alkyl, alkenyl, alkynyl, aryl, heteroaryl, or alkoxy;

R 3 is alkylene, alkenylene, alkynylene, arylene, heteroarylene, or alkyleneoxy; and

L is O or S; and

wherein at least one of R 1 and R 2 is substituted and includes at least one fluorine and wherein the composition is a solvate ionic liquid.

10. A composition of claim 9 , wherein the polyolefin has a structure of formula (IV) or (V):

11. The composition of claim 9 , wherein M is a lithium ion, a sodium ion, or a potassium ion.

12. The composition of claim 9 , wherein R 1 is a fluorinated C1-C6 alkyl.

13. The composition of claim 9 , wherein R 3 is a fluorinated arylene.

14. The composition of claim 9 , wherein R 3 is a fluorinated arylene optionally substituted with one or more amino group, alkoxy group or alkylthio group.

15. The composition of claim 9 , wherein R 1 is trifluoromethyl and R 3 is fluorinated phenylene.

16. The composition of claim 9 , wherein the compound is:

17. A battery including a composition of claim 1 .

18. The composition of claim 1 , wherein the solvate ionic liquid includes tetraglyme.

19. The composition of claim 9 , wherein the solvate ionic liquid includes tetraglyme.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 4, 2022
From: SHAO-HORN, YANG; JOHNSON, JEREMIAH; ZHANG, WENXU; HUANG, MINGJUN; FENG, SHUTING
To: MASSACHUSETTS INSTITUTE OF TECHNOLOGY
Reel/Frame 061299/0541 →
CONFIRMATORY LICENSE Recorded May 18, 2020
From: MASSACHUSETTS INSTITUTE OF TECHNOLOGY
To: NATIONAL SCIENCE FOUNDATION
Reel/Frame 052688/0546 →
Continuity (2)
Provisional Application 62827158 · Mar 31, 2019
Related Publication 20200308107A1 · Oct 1, 2020