# US 9,437,371 B2 · Nitrile-substituted silanes and electrolyte compositions and electrochemical devices containing them

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- Number: US 9,437,371 B2
- Document ID: US9437371B2
- Status: Granted
- Kind: B2
- Application number: 14/295,779
- Filed: 2014-06-04
- Published: 2014-12-04
- Granted: 2016-09-06
- Earliest claimed: 2013-06-04
- Assignees: Silatronix, Inc.
- Applicants: Silatronix, Inc.
- Inventors: Jose Adrian Pena Hueso; David Osmalov; Jian Dong; Monica Usrey; Michael Pollina; Robert C. West
- Web page: https://patentgrep.com/patent/US9437371B2

## CPC

- H01M 10/056: characterised by the materials used as electrolytes, e.g. mixed inorganic/organic electrolytes
- C07F 7/081: {comprising at least one atom selected from the elements N, O, halogen, S, Se or Te}
- C07F 7/12: Organo silicon halides
- C07F 7/1804: {Compounds having Si-O-C linkages (Si-O-acyl linkages C07F7/1896)}
- H01G 11/58: Liquid electrolytes
- H01G 11/60: characterised by the solvent
- H01G 11/62: characterised by the solute, e.g. salts, anions or cations therein
- H01M 10/0525: Rocking-chair batteries, i.e. batteries with lithium insertion or intercalation in both electrodes; Lithium-ion batteries
- H01M 10/0569: characterised by the solvents
- H01M 2300/0002: Aqueous electrolytes
- H01M 2300/0028: characterised by the solvent
- H01M 2300/0031: Chlorinated solvents
- H01M 2300/0034: Fluorinated solvents
- Y02E 60/10: Energy storage using batteries
- Y02E 60/13: Energy storage using capacitors
- Y02P 70/50: Manufacturing or production processes characterised by the final manufactured product
- H01M: PROCESSES OR MEANS, e.g. BATTERIES, FOR THE DIRECT CONVERSION OF CHEMICAL ENERGY INTO ELECTRICAL ENERGY
- C07F: ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM (metal-containing porphyrins C07D487/22)
- H01G: CAPACITORS; CAPACITORS, RECTIFIERS, DETECTORS, SWITCHING DEVICES, LIGHT-SENSITIVE OR TEMPERATURE-SENSITIVE DEVICES OF THE ELECTROLYTIC TYPE (selection of specified materials as dielectric H01B3/00; capacitors having potential barriers H10D1/62, H10K10/10)
- Y02E: REDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
- Y02P: CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS

## Abstract

Described herein are liquid, organosilicon compounds that including a substituent that is a cyano (—CN), cyanate (—OCN), isocyanate (—NCO), thiocyanate (—SCN) or isothiocyanate (—NCS). The organosilicon compounds are useful in electrolyte compositions and can be used in any electrochemical device where electrolytes are conventionally used.

## Claims

### Claim 1

An electrolyte composition comprising a compound of Formula III,
wherein R1, R2, and R3 are the same or different and are independently selected from the group consisting of C1 to C6 linear or branched alkyl and fluorine, and wherein at least one of R1, R2, or R3 is fluorine;
“Spacer” is selected from the group consisting of C3 to C6 linear or branched alkylene, alkenylene, or alkynylene; and
R4 is selected from the group consisting of cyano (—CN), cyanate (—OCN), isocyanate (—NCO), thiocyanate (—SCN) and isothiocyanate (—NCS);
in combination with a lithium-containing salt.

### Claim 2 (depends on 1)

The electrolyte composition of claim 1, wherein R4 is cyano.

### Claim 3 (depends on 1)

The electrolyte composition of claim 1, wherein R1, R2, and R3 are selected from the group consisting of C1 to C3 alkyl, and fluoro.

### Claim 4 (depends on 1)

The electrolyte composition of claim 1, wherein at least two of R1, R2, and R3 are fluorine.

### Claim 5 (depends on 1)

The electrolyte composition of claim 1, wherein “Spacer” is a C3 to C4 linear or branched alkylene.

### Claim 6 (depends on 1)

An electrochemical device comprising an electrolyte composition as recited in claim 1.

### Claim 7 (depends on 6)

The electrochemical device of claim 6, wherein R4 is cyano.

### Claim 8 (depends on 6)

The electrochemical device of claim 6, wherein R1, R2, and R3 are selected from the group consisting of C1 to C3 alkyl, and fluoro.

### Claim 9 (depends on 6)

The electrochemical device of claim 6, wherein at least two of R1, R2, and R3 are fluorine.

### Claim 10 (depends on 6)

The electrochemical device of claim 6, wherein “Spacer” is a C3 to C4 linear or branched alkylene.
