IP Library Granted Patent US 11,901,508
Granted Patent B2
US 11,901,508 · App. 17/897,415 · Granted Feb 13, 2024

Silicon-based energy storage devices with functionalized linear sulfonate ester derivative compound containing electrolyte additives

Inventors: Liwen Ji (Irvine, CA); Benjamin Yong Park (Irvine, CA)
Assignee: Enevate Corporation
H01M10/0567C07C309/67H01G11/30H01G11/52H01G11/58H01G11/86H01M4/0404H01M4/386H01M2300/0025
View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 11,901,508
App. No.
17/897,415
Granted
Feb 13, 2024
Kind
B2
Abstract

Electrolytes and electrolyte additives for energy storage devices comprising a sulfonate ester compound are disclosed. The energy storage device comprises a first electrode and a second electrode, wherein at least one of the first electrode and the second electrode is a Si-based electrode, a separator between the first electrode and the second electrode, an electrolyte, and at least one electrolyte additive selected from a sulfonate ester compound.

Claims (15)

1. An energy storage device comprising:

a first electrode and a second electrode, wherein one or both of the first electrode and the second electrode is a Si-based electrode;

a separator between the first electrode and the second electrode;

an electrolyte; and

at least one electrolyte additive comprising a sulfonate ester compound; wherein the sulfonate ester compound is of formula (I):

where R1 and R2 are the same or different and are selected from the group consisting of H, alkyl, fluoro-alkyl, alkylene, alkenyl, alkenylene, alkynyl, alkynylene, cycloalkyl, cycloalkylene, aryl, arylene, heteroaryl, heteroalkyl, heteroalkylene and heterocycloalkylene, where the heteroatom in said heteroaryl, heteroalkyl, heteroalkylene and heterocycloalkylene group is N or S; and

wherein said Si-based electrode comprises silicon particles having an average particle size between about 10 nm and about 40 μm and where silicon is the majority of the active material used in the electrode; and

wherein the electrolyte additive is selected from the group consisting of Phenyl vinylsulfonate (PVSA) (CAS: 1562-34-1); Pentafluorophenyl vinylsulfonate (CAS: 452905-58-7); benzyl vinyl sulfonate; phenoxy ethenesulfonate; [dimethyl(phenyl)silyl]ethenesulfonate (CAS: 62381-62-8); 3-phenylpropyl ethenesulfonate (CAS: 75391-23-0); (4-ethenylperoxysulfanyloxyphenyl) ethenesulfonate; Methyl ethenesulfonate (CAS: 1562-31-8); ethyl ethenesulfonate (CAS: 4058-26-8); propan-2-yl ethenesulfonate (CAS: 3851-91-0); propyl ethenesulfonate; 1-butyl ethenesulfonate (CAS: 3851-92-1); neopentyl ethenesulfonate (CAS: 75391-24-1); N-Hexyl vinyl sulfonate; Allyl ethenesulfonate (CAS: 7459-72-9); 2,2,2-trifluoroethyl ethenesulfonate; 2-cyanoethyl ethenesulfonate; Tricyclo[5.2.1.02,6]decane-4,8-dimethanol di(vinyl sulfonate); Glycerol tri(vinyl sulfonate), Trimethylolpropane tri(vinyl sulfonate), phenyl prop-1-ene-2-sulfonate; ethyl (E)-prop-1-ene-1-sulfonate; phenyl 2-(4-cyanophenyl)ethenesulfonate (CAS: 918341-27-2); phenyl prop-2-ene-1-sulfonate; [dimethyl(phenyl)silyl] prop-2-ene-1-sulfonate (CAS: 62381-58-2); 1O′-phenyl 1-O-prop-2-enyl prop-2-ene-1,1-disulfonate; phenyl 2-methylprop-2-ene-1-sulfonate; phenyl (E)-but-2-ene-1-sulfonate; phenyl 1-oxobut-3-ene-1-sulfonate; 2,3,4,5,6-Pentafluorophenyl 2-thiophenesulfonate (CAS: 663175-91-5), phenyl cyclopropanesulfonate; (2-fluorophenyl) cyclopropanesulfonate; (4-fluorophenyl) cyclopropanesulfonate; phenyl cyclopentanesulfonate; ethenyl ethanesulfonate; Vinyl benzenesulfonate; ethenyl phenylmethanesulfonate; prop-2-enyl phenylmethanesulfonate; Allyl p-toluenesulfonate (CAS 4873-09-0); 1,2,3,6-Tetrahydropyridin-4-yl trifluoromethanesulfonate (CAS: 1187848-82-3); Acetoxime o-(2,4,6-trimethylphenylsulfonate) (CAS: 81549-07-7); (4-Methylidenecyclohexyl)methyl methanesulfonate (CAS: 1228182-62-4); Propargyl p-toluenesulfonate (CAS: 6165-76-0); Propargyl benzenesulfonate (CAS: 6165-75-9); 3-Butynyl p-toluenesulfonate (CAS: 23418-85-1); 3-(1-Butynyl)-4-toluenesulfonate (CAS: 23418-85-1); Propargyl p-toluenesulfonate (CAS: 6165-76-0); Propargyl benzenesulfonate (CAS: 6165-75-9); 3-Butynyl p-toluenesulfonate (CAS: 23418-85-1); and 3-(1-Butynyl)-4-toluenesulfonate (CAS: 23418-85-1).

2. The energy storage device of claim 1 , wherein the second electrode is a Si-dominant electrode.

3. The energy storage device of claim 1 , wherein the second electrode comprises a self-supporting composite material.

4. The energy storage device of claim 3 , wherein the composite material comprises:

greater than 0% and less than about 90% by weight of silicon particles, and

greater than 0% and less than about 90% by weight of one or more types of carbon phases, wherein at least one of the one or more types of carbon phases is a substantially continuous phase that holds the composite material film together such that the silicon particles are distributed throughout the composite material film.

5. The energy storage device of claim 1 , wherein the electrolyte further comprises fluoroethylene carbonate (FEC).

6. The energy storage device of claim 5 , wherein the electrolyte is free of non-fluorine containing cyclic carbonate.

Assignments (2)
SECURITY INTEREST Recorded Mar 10, 2026
From: ENEVATE CORPORATION
To: MCANDREWS, HELD & MALLOY LTD.
Reel/Frame 075093/0935 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 30, 2022
From: JI, LIWEN; PARK, BENJAMIN
To: ENEVATE CORPORATION
Reel/Frame 060943/0238 →
Continuity (3)
Continuation 16888241 · May 29, 2020
Provisional Application 62857747 · Jun 5, 2019
Related Publication 20230006252A1 · Jan 5, 2023