IP Library Granted Patent US 9,917,329
Granted Patent B2
US 9,917,329 · App. 15/164,662 · Granted Mar 13, 2018

Fluorinated electrolytes with nitrile groups

Inventors: Jin Yang (Pleasanton, CA); Kulandaivelu Sivanandan (Fremont, CA); Xiao-Liang Wang (San Leandro, CA); Hany Basam Eitouni (Oakland, CA); Steven Lam (San Jose, CA)
Assignee: Seeo, Inc.
H01M10/0569H01M4/131H01M4/134H01M4/136H01M10/0525H01M2004/027H01M2004/028
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Quick Facts
Patent No.
US 9,917,329
App. No.
15/164,662
Granted
Mar 13, 2018
Kind
B2
Abstract

Perfluoropolyether electrolytes have either one or two terminal nitrile groups and an alkali metal salt. The alkali metal salt can be a lithium salt, a sodium salt, a potassium salt, or a cesium salt. The salt can make up between 5 and 30 wt % of the electrolyte composition. Such electrolytes have shown high ionic conductivities, making them useful as lithium cell electrolytes.

Claims (44)

1. An electrolyte, comprising:

a mixture of

perfluoropolyethers, each having either one or two terminal nitrile groups covalently coupled thereto; and

an alkali metal salt;

wherein the perfluoropolyethers are selected from the group consisting of:

and combinations thereof, and

wherein x is the mole fraction of difluoromethyleneoxy groups in the perfluoropolyether, and x ranges between 0 and 1;

y is the mole fraction of tetrafluoroethyleneoxy groups in the perfluoropolyether, y is equal to (1−x) and y ranges between 0 and 1;

n is the average total number of randomly co-distibuted difluoromethyleneoxy and tetrafluoroethyleneoxy groups in the perfluoropolyether, and n ranges between 1 and 50;

Rf is a perfluorinated C1-C8 straight alkyl group or a perfluorinated C1-C8 branched alkyl group; and

R 1 is selected from the group consisting of C1-C8 straight alkyl groups, C1-C8 branched alkyl groups, polyethers, cyanoethyls, pyrrolidine, piperidine, morpholine, 4-methylpiperazine, and C5-C8 heterocycloalkyl groups that contain nitrogen.

2. The electrolyteof claim 1 , wherein the alkali metal salt is a lithium salt.

3. The electrolyte of claim 1 , wherein the alkali metal salt is a sodium salt.

4. The electrolyte of claim 1 , wherein the alkali metal salt comprises between 5 to 30 wt % of the electrolyte.

5. The electrolyte of claim 1 wherein the polyethers are selected from the group consisting of 2-methoxyethyl and 2-(2-ethoxy)ethoxyethyl.

6. An electrolyte composing:

a mixture of:

perfluoropolyethers, each having one or two terminal nitrile groups covalently coupled thereto; and

an alkali metal salt;

wherein the perfluoropolyethers are selected from the group consisting of:

and combinations thereof, and

wherein x is the mole fraction of difluoromethyleneoxy groups in the perfluoropolyether, and x ranges between 0 and 1;

y is the mole fraction of tetrafluoroethyleneoxy groups in the perfluoropolyether, y is equal to (1−x) and y ranges between 0 and 1;

n is the average total number of randomly co-distributed difluoromethyleneoxy and tetrafluoroethyleneoxy groups in the perfluoropolyether and n ranges between 1 and 50; and

Rf is a perfluorinated C1-C8 straight alkyl group or a perfluorinated C1-C8 branched alkyl group; and

R 2 and R 3 are each selected independently from the group consisting of —CN, C1-C8 straight alkyl groups, C1-C8 branched alkyl groups, polyethers, cyanoethyls, hydrogen, pyrrolidine, piperidine, morpholine, 4-methylpiperazine, and C5-C8 heterocycloalkyl groups that contain nitrogen.

7. An electrochemical cell, comprising:

an anode;

a cathode; and

an electrolyte between the anode and the cathode, the electrolyte in ionic communication with both the anode and the cathode;

wherein the electrolyte comprises:

the electrolyte of claim 1 or the electrolyte of claim 6 .

8. The cell of claim 7 , wherein the anode comprises a material selected from the group consisting of lithium metal and alloys, graphite, lithium titanante, silicon, silicon alloys, and combinations thereof.

9. The cell of claim 7 , wherein the cathode comprises a material selected from the group consisting of nickel cobalt aluminum oxide (NCA), nickel cobalt manganese oxide (NCM), LiCoO 2 , LiFePO 4 , LiMnPO4, LiNiPO 4 , LiCoPO 4 , LiNi 0.5 Mn 1.5 O 4 , Li 2 MnSiO 4 , Li 2 FeSiO 4 and LiMn 2 O 4 particles, and combination thereof.

10. An electrochemical cell, comprising:

an anode configured to absorb and release lithium ions;

a cathode comprising cathode active material particles, an electronically-conductive additive, a catholyte, and an optional binder material;

a current collector adjacent to an outside surface of the cathode; and

a separator region between the anode and the cathode, the separator region comprising a separator electrolyte configured to facilitate movement of lithium ions back and forth between the anode and the cathode;

wherein the catholyte comprises:

the electrolyte of claim 1 or the electrolyte of claim 6 .

11. The electrolyte of claim 6 , wherein the alkali metal salt is a lithium salt.

12. The electrolyte of claim 6 , wherein the alkali metal salt is a sodium salt.

13. The electrolyte of claim 6 , wherein the alkali metal salt comprises between 5 to 30 wt % of the electrolyte.

Assignments (2)
NUNC PRO TUNC ASSIGNMENT Recorded Feb 23, 2020
From: SEEO, INC.
To: ROBERT BOSCH GMBH
Reel/Frame 051896/0001 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 21, 2016
From: EITOUNI, HANY BASAM; WANG, XIAO-LIANG; YANG, JIN; LAM, STEVEN; SIVANANDAN, KULANDAIVELU
To: SEEO, INC
Reel/Frame 039215/0792 →
Continuity (1)
Related Publication 20170331155A1 · Nov 16, 2017