IP Library › Patent Application 19320650
Patent Application
App. No. 19/320,650

ELECTROLYTE INCLUDING ELECTROLYTE SOLVENT, FLUOROETHER, AND BIS(FLUOROSULFONYL) SALT, AND LITHIUM METAL ELECTROCHEMICAL CELLS INCLUDING THE SAME

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Quick Facts
Patent No.
US None
App. No.
19/320,650
Filed
Sep 5, 2025
Art Unit
1725
USPC
429/322
Abstract

Systems, devices, and methods described herein relate to electrolyte formulations and the incorporation thereof into batteries. In some aspects, an electrolyte composition can comprise between about 10 wt % and about 42 wt % of an electrolyte solvent, between about 13 wt % and about 59 wt % of a fluoroether. In some embodiments, the electrolyte solvent can make up between about 26 wt % and about 39 wt % of the composition. In some embodiments, the fluoroether can make up between about 18 wt % and about 36 wt % of the composition. In some embodiments, the composition can include between about 0.5 wt % and about 1.5 wt % of a first additive. In some embodiments, the composition can include between about 0.5 wt % and about 5 wt % of a second additive.

Claims (62)

1 . A composition, comprising:

about 32 wt % to about 51 wt % of a first electrolyte solvent;

about 10 wt % to about 36 wt % of a halogenated ether;

about 12 wt % to about 45 wt % of a salt; and

about 4 wt % to about 26 wt % of a second electrolyte solvent, the second electrolyte solvent different from the first electrolyte solvent.

2 . The composition of claim 1 , wherein the halogenated ether includes a fluoroether (FE).

3 . The composition of claim 1 , wherein the first electrolyte solvent includes at least one of:

1,2-dimethoxyethane, bis-(2-fluoro-ethyl)-ether, 1,2-diethoxyethane, bis(2-methoxyethyl) ether, triethylene glycol dimethyl ether, tetraethylene glycol dimethyl ether, diethyl ether, dipropyl ether, 1,2-dipropoxyethane, dibutoxyethane, 1,2-diethoxypropane, dimethyl carbonate, 1,3-dioxolane, 1,4-dioxolane, ethyl methyl carbonate, diethyl carbonate, dimethyl sulfoxide, ethyl vinyl sulfone, tetramethylene sulfone, ethyl methyl sulfone, ethylene carbonate, vinylene carbonate, 4-vinyl-1,3-dioxolan-2-one, dimethyl sulfone, methyl butyrate, ethyl propionate, trimethyl phosphate, triethyl phosphate, gamma-butyrolactone, 4-methylene-1,3-dioxolan-2-one, methylene ethylene carbonate, 4,5-dimethylene-1,3-dioxolan-2-one, allyl ether, triallyl amine, triallyl cyanurate, triallyl isocyanurate, water, carbonate, fluorobutane, tetrahydropyran, ethyl acetate, ethyl butyrate, methyl acetate, methyl butyrate, methyl propionate, methyl pentafluoropropionate, propyl acetate, 2,2,2,-trifluoroethyl acetate, 2,2,2,-trifluoroethyl butyrate, or fluoroethylene carbonate.

4 . The composition of claim 1 , wherein the second electrolyte solvent includes at least one of:

1,2-dimethoxyethane, bis-(2-fluoro-ethyl)-ether, 1,2-diethoxyethane, bis(2-methoxyethyl) ether, triethylene glycol dimethyl ether, tetraethylene glycol dimethyl ether, diethyl ether, dipropyl ether, 1,2-dipropoxyethane, dibutoxyethane, 1,2-diethoxypropane, dimethyl carbonate, 1,3-dioxolane, 1,4-dioxolane, ethyl methyl carbonate, diethyl carbonate, dimethyl sulfoxide, ethyl vinyl sulfone, tetramethylene sulfone, ethyl methyl sulfone, ethylene carbonate, tetrahydropyran, 4-vinyl-1,3-dioxolan-2-one, dimethyl sulfone, methyl butyrate, ethyl propionate, trimethyl phosphate, triethyl phosphate, gamma-butyrolactone, 4-methylene-1,3-dioxolan-2-one, methylene ethylene carbonate, 4,5-dimethylene-1,3-dioxolan-2-one, allyl ether, triallyl amine, triallyl cyanurate, triallyl isocyanurate, water, carbonate, dimethyl carbonate, 1,3-dioxolane, ethyl methyl carbonate, diethyl carbonate, vinylene carbonate, ethyl acetate, ethyl butyrate, methyl acetate, methyl butyrate, methyl propionate, methyl pentafluoropropionate, propyl acetate, 2,2,2,-trifluoroethyl acetate, 2,2,2,-trifluoroethyl butyrate, or fluoroethylene carbonate.

5 . The composition of claim 1 , wherein the halogenated ether includes a compound having the following structure:

where n 1 and n 2 each have values between 1 and 5, X=F, Br, Cl, or I, and n=1-5 per molecule.

6 . The composition of claim 1 , further comprising:

about 0.5 wt % to about 1.5 wt % of a first additive.

7 . The composition of claim 6 , wherein the first additive includes at least one of:

lithium bis(fluorosulfonyl)imide (F 2 LiNO 4 S 2 ), lithium bis(trifluoromethylsulfonyl)imide (LiC 2 F 6 NO 4 S 2 ), lithium bis(oxalato)borate, lithium hexafluorophosphate (LiPF 6 ), lithium hexafluoroarsenate (LiAsF 6 ), lithium bis(trifluoromethane) sulfonimide (LiN(SO 2 CF 3 ) 2 ), lithium trifluoromethanesulfonate (LiCF 3 SO 3 ), lithium perchlorate (LiClO 4 ), lithium difluoro oxalato borate (LiBF 2 (C 2 O 4 )), lithium iodide (LiI), lithium bromide (LiBr), lithium chloride (LiCl), lithium hydroxide (LiOH), lithium nitrate (LiNO 3 ), lithium 2-trifluoromethyl-4,5-dicyanoimidazole (LiTDI), lithium sulfate (Li 2 SO 4 ), lithium tetrafluoroborate (LiBF 4 ), or lithium difluorophosphate (LiPO 2 F 2 ).

8 . The composition of claim 1 , wherein the composition has a conductivity of at least about 7 mS/cm.

9 . The composition of claim 1 , wherein the halogenated ether includes a compound having the following structure:

where n 1 and n 2 can each have values between 0 and 5, X=F, Br, Cl, or I, n=1-4 per molecule.

10 . A composition, comprising:

about 10 wt % to about 56 wt % of a first electrolyte solvent;

a second electrolyte solvent different from the first electrolyte solvent;

a third electrolyte solvent different from the first electrolyte solvent and the second electrolyte solvent, the third electrolyte solvent including a halogenated ether;

about 10 wt % to about 30 wt % of a first salt including hexafluorophosphate (PF 6 ) ions; and

a second salt different from the first salt.

11 . The composition of claim 10 , wherein the composition includes between about 4 wt % to about 19 wt % of the second salt.

12 . The composition of claim 10 , wherein the first electrolyte solvent includes at least one of:

1,2-dimethoxyethane, bis-(2-fluoro-ethyl)-ether, 1,2-diethoxyethane, bis(2-methoxyethyl) ether, triethylene glycol dimethyl ether, tetraethylene glycol dimethyl ether, diethyl ether, dipropyl ether, 1,2-dipropoxyethane, dibutoxyethane, 1,2-diethoxypropane, dimethyl carbonate, 1,3-dioxolane, 1,4-dioxolane, ethyl methyl carbonate, diethyl carbonate, dimethyl sulfoxide, ethyl vinyl sulfone, tetramethylene sulfone, ethyl methyl sulfone, ethylene carbonate, vinylene carbonate, 4-vinyl-1,3-dioxolan-2-one, dimethyl sulfone, methyl butyrate, ethyl propionate, trimethyl phosphate, triethyl phosphate, gamma-butyrolactone, 4-methylene-1,3-dioxolan-2-one, methylene ethylene carbonate, 4,5-dimethylene-1,3-dioxolan-2-one, allyl ether, triallyl amine, triallyl cyanurate, triallyl isocyanurate, water, carbonate, fluorobutane, tetrahydropyran, ethyl acetate, ethyl butyrate, methyl acetate, methyl butyrate, methyl propionate, methyl pentafluoropropionate, propyl acetate, 2,2,2,-trifluoroethyl acetate, 2,2,2,-trifluoroethyl butyrate, or fluoroethylene carbonate.

13 . The composition of claim 10 , wherein the second electrolyte solvent includes at least one of:

1,2-dimethoxyethane, bis-(2-fluoro-ethyl)-ether, 1,2-diethoxyethane, bis(2-methoxyethyl) ether, triethylene glycol dimethyl ether, tetraethylene glycol dimethyl ether, diethyl ether, dipropyl ether, 1,2-dipropoxyethane, dibutoxyethane, 1,2-diethoxypropane, dimethyl carbonate, 1,3-dioxolane, 1,4-dioxolane, ethyl methyl carbonate, diethyl carbonate, dimethyl sulfoxide, ethyl vinyl sulfone, tetramethylene sulfone, ethyl methyl sulfone, ethylene carbonate, vinylene carbonate, 4-vinyl-1,3-dioxolan-2-one, dimethyl sulfone, methyl butyrate, ethyl propionate, trimethyl phosphate, triethyl phosphate, gamma-butyrolactone, 4-methylene-1,3-dioxolan-2-one, methylene ethylene carbonate, 4,5-dimethylene-1,3-dioxolan-2-one, allyl ether, triallyl amine, triallyl cyanurate, triallyl isocyanurate, water, carbonate, fluorobutane, tetrahydropyran, ethyl acetate, ethyl butyrate, methyl acetate, methyl butyrate, methyl propionate, methyl pentafluoropropionate, propyl acetate, 2,2,2,-trifluoroethyl acetate, 2,2,2,-trifluoroethyl butyrate, or fluoroethylene carbonate.

14 . The composition of claim 10 , wherein the composition includes about 10 wt % to about 25 wt % of the second electrolyte solvent.

15 . The composition of claim 10 , wherein the second salt includes bis(fluorosulfonyl)imide ions.

16 . The composition of claim 10 , further comprising:

about 0.5 wt % to about 1.5 wt % of a first additive.

17 . The composition of claim 16 , wherein the first additive includes at least one of:

tris-(trimethylsilyl) phosphate (TMSP), trimethoxy(3,3,3-trifluoropropyl)silane (TTS), triisobutyl phosphate, tributyl phosphate, trioctyl phosphate, triethyl phosphate, tris(2-ethylhexyl)phosphate, triphenyl phosphate, pentafluorophenyltriethoxysilane (TPS), amphiphilic nonionic fluorosurfactants with hydrophilic part of ethylene glycol chains and hydrophobic part of fluoroalkyl chains, boric acid tris(trimethylsilyl) ester (TMSB), tris-(pentafluorophenyl)silane (TPFPS), 1,10-sulfonyldiimidazole (SDM), trioxane, lithium difluorophosphate, prop-1-ene-1,3-sultone, 1,4-butane sultone, fluoropropane sultone, propargyl methanesulfonate, 1,3-propanediolcyclic, 1,3,2-benzodioxathiole 2,2-dioxide, dihydro-1,3,2-dioxathiolo [1,3,2] dioxathiole-2,2,5,5 tetraoxide, ethylene sulfite, vinyl ethylene sulfite, propylene sulfite, butylene sulfite, dimethyl sulfite, 1,3-propane sultone, methylene methanedisulfonate, sulfolane, di(methylsulfonyl)methane (DMSM), methyl 2,2-dilfuoro-2-(fluorosulfonyl) acetate (MDFA), p-toluenesulfonyl isocyanate (PTSI), phenyl trans-styryl sulfone, N,N,N,N-tetraethyl sulfamide, 3-sulfopropionic anhydride, diphenyl disulfide, 1,3,2-dioxathiolane 2,2-dioxide (DTD), lithium difluoro oxalato borate, lithium nitrate, (pentafluorophenyl) diphenylphosphine (PFPDPP), cetyltrimethylammonium bromide (CTAB), sodium dodecyl sulfate (SDS), polyethylene-glycol (PEG-8000), and thiourea (TU), benzotriazole (BTA), thiourea (CH 4 N 2 S), sodium dodecyl benzene sulfonate (SDBS), LiTFSI, poly(vinyl alcohol) (PVA), polyethylene glycol (PEG), or carboxymethyl cellulose (CMC).

18 . The composition of claim 17 , further comprising:

about 0.5 wt % to about 5 wt % of a second additive, the second additive being different from the first additive.

19 . The composition of claim 18 , wherein the second additive includes at least one of:

tris-(trimethylsilyl) phosphate (TMSP), trimethoxy(3,3,3-trifluoropropyl)silane (TTS), triisobutyl phosphate, tributyl phosphate, trioctyl phosphate, triethyl phosphate, tris(2-ethylhexyl)phosphate, triphenyl phosphate, pentafluorophenyltriethoxysilane (TPS), amphiphilic nonionic fluorosurfactants with hydrophilic part of ethylene glycol chains and hydrophobic part of fluoroalkyl chains, boric acid tris (trimethylsilyl) ester (TMSB), tris-(pentafluorophenyl)silane (TPFPS), 1,10-sulfonyldiimidazole (SDM), trioxane, lithium difluorophosphate, prop-1-ene-1,3-sultone, 1,4-butane sultone, fluoropropane sultone, propargyl methanesulfonate, 1,3-propanediolcyclic, 1,3,2-benzodioxathiole 2,2-dioxide, dihydro-1,3,2-dioxathiolo [1,3,2] dioxathiole-2,2,5,5 tetraoxide, ethylene sulfite, vinyl ethylene sulfite, propylene sulfite, butylene sulfite, dimethyl sulfite, 1,3-propane sultone, methylene methanedisulfonate, sulfolane, di(methylsulfonyl)methane (DMSM), methyl 2,2-dilfuoro-2-(fluorosulfonyl) acetate (MDFA), p-toluenesulfonyl isocyanate (PTSI), phenyl trans-styryl sulfone, N,N,N,N-tetraethyl sulfamide, 3-sulfopropionic anhydride, diphenyl disulfide, 1,3,2-dioxathiolane 2,2-dioxide (DTD), lithium difluoro oxalato borate, lithium nitrate, (pentafluorophenyl)diphenylphosphine (PFPDPP), cetyltrimethylammonium bromide (CTAB), sodium dodecyl sulfate (SDS), polyethylene-glycol (PEG-8000), and thiourea (TU), benzotriazole (BTA), thiourea (CH 4 N 2 S),sodium dodecyl benzene sulfonate (SDBS), LiTFSI, poly(vinyl alcohol) (PVA), polyethylene glycol (PEG), or carboxymethyl cellulose (CMC).

20 . The composition of claim 10 , wherein the halogenated ether includes a fluoroether (FE).

21 . An electrochemical cell, comprising:

an anode disposed on an anode current collector;

a cathode disposed on a cathode current collector;

a separator disposed between the anode and the cathode; and

an electrolyte, the electrolyte comprising:

a first electrolyte solvent;

a second electrolyte solvent, the second electrolyte solvent different from the first electrolyte solvent, the second electrolyte solvent including a halogenated ether;

about 10 wt % to about 30 wt % of a first salt including hexafluorophosphate (PF 6 ) ions;

and

about 4 wt % to about 19 wt % of a second salt including bis(fluorosulfonyl)imide ions.

22 . The electrochemical cell of claim 21 , wherein the electrolyte includes about 10 wt % to about 25 wt % of the first salt.

23 . The electrochemical cell of claim 21 , wherein the electrolyte includes about 4 wt % to about 10 wt % of the second salt.

24 . The electrochemical cell of claim 21 , wherein the electrolyte includes about 10 wt % to about 56 wt % of the first electrolyte solvent.

25 . The electrochemical cell of claim 21 , wherein the electrolyte includes about 40 wt % to about 56 wt % of the first electrolyte solvent.

26 . The electrochemical cell of claim 21 , wherein the anode includes at least one of carbon, graphite, hard carbon, activated carbon, silicon, SiO, Sn, SnS, SnS 2 , Sn 3 P 4 , Sb, SbS, Bi, P, TiO 2 , antimony, tin, aluminum, silver, copper, ZnO, Cu 2 O, or LTO.

27 . The electrochemical cell of claim 21 , wherein the anode includes lithium metal.

28 . The electrochemical cell of claim 21 , wherein the cathode includes at least one of:

LFP, conductive carbon particles, or high-nickel layered oxide (NMC 811 ).

29 . The electrochemical cell of claim 21 , wherein the halogenated ether includes a compound having the following structure:

where n 1 and n 2 each have values between 1 and 5, X=F, Br, Cl, or I, and n=1-5 per molecule.

30 . The electrochemical cell of claim 21 , wherein the halogenated ether does not include a hydrofluoroether.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 20, 2026
From: SONG, JUNHUA; CHEN, JUNZHENG; PUTHUSSERI, DHANYA; FAN, FRANK YONGZHEN
To: 24M TECHNOLOGIES, INC.
Reel/Frame 073851/0692 →