# US 10,483,591 B2 · Modified triazine functional compounds

> Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt

- Number: US 10,483,591 B2
- Document ID: US10483591B2
- Status: Granted
- Kind: B2
- Application number: 16/038,059
- Filed: 2018-07-17
- Published: 2019-01-17
- Granted: 2019-11-19
- Earliest claimed: 2017-07-17
- Assignees: NOHMS Technologies, Inc.
- Applicants: NOHMs Technologies, Inc.
- Inventors: Surya Moganty; Yue Wu; Luigi Abbate; Kevin Brown; John Sinicropi; Gabriel Torres
- Web page: https://patentgrep.com/patent/US10483591B2

## CPC

- H01M 10/0567: characterised by the additives
- C07D 251/30: Only oxygen atoms
- H01G 11/06: with one of the electrodes allowing ions to be reversibly doped thereinto, e.g. lithium ion capacitors [LIC]
- H01G 11/60: characterised by the solvent
- H01G 11/64: characterised by additives
- H01M 6/168: {by additives}
- H01M 10/052: Li-accumulators
- H01M 10/0525: Rocking-chair batteries, i.e. batteries with lithium insertion or intercalation in both electrodes; Lithium-ion batteries
- H01M 10/054: Accumulators with insertion or intercalation of metals other than lithium, e.g. with magnesium or aluminium
- H01M 10/0569: characterised by the solvents
- H01M 10/4235: {Safety or regulating additives or arrangements in electrodes, separators or electrolyte (H01M10/4242 takes precedence)}
- H01M 50/414: Synthetic resins, e.g. thermoplastics or thermosetting resins
- H01M 50/429: Natural polymers
- H01M 6/164: {by the solvent}
- H01M 2300/0025: Organic electrolyte
- H01M 2300/0045: Room temperature molten salts comprising at least one organic ion
- Y02E 60/10: Energy storage using batteries
- H01M: PROCESSES OR MEANS, e.g. BATTERIES, FOR THE DIRECT CONVERSION OF CHEMICAL ENERGY INTO ELECTRICAL ENERGY
- C07D: HETEROCYCLIC COMPOUNDS (macromolecular compounds C08)
- 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

## Abstract

The present invention is directed towards phosphorous containing flame retarding materials including a triazine moiety and an electrolyte for electrochemical cells containing the same.

## Claims

### Claim 1

An electrical energy storage device electrolyte comprising:
a) an aprotic organic solvent system;
b) an alkali metal salt;
c) an additive; and
d) a modified compound comprising a triazine moiety according to the following formulas
wherein:
R is a phenyl ring with at least one of the hydrogen atoms on the ring is substituted with a halogen, alkyl, alkoxy, silyl, amide, or sulfoxide, perfluorinated alkyl, silane, sulfoxide, azo, amide, ether or thioether groups or combination thereof;
Q is an alkenyl, alkylsiloxy, silyl, thioether, sulfoxide, azo, amino or silane group; and
X is (a) a linker, comprising a C1-C8 alkyl, alkenyl, alkynyl, alkoxy, ester, carbonyl, phenyl, thioether, sulfoxide, azo or aryl group, wherein any of the carbon or hydrogen atoms therein are optionally further substituted with a halide; (b) O, S, N, or C; or (c) O, S, N, or C attached to the linker.

### Claim 2 (depends on 1)

The electrolyte of claim 1, wherein the aprotic organic solvent comprises an open-chain or cyclic carbonate, carboxylic acid ester, nitrite, ether, sulfone, ketone, lactone, dioxolane, glyme, crown ether, siloxane, phosphoric acid ester, phosphite, mono- or polyphosphazene or mixtures thereof.

### Claim 3 (depends on 1)

The electrolyte of claim 1, wherein the cation of the alkali metal salt comprises lithium, sodium, aluminum or magnesium.

### Claim 4 (depends on 1)

The electrolyte of claim 1, wherein the additive comprises a sulfur-containing compound, phosphorus-containing compound, boron-containing compound, silicon-containing compound, fluorine-containing compound, nitrogen-containing compound, compound containing at least one unsaturated carbon-carbon bond, carboxylic acid anhydride or the mixtures thereof.

### Claim 5 (depends on 1)

The electrolyte of claim 1, wherein the additive comprises a concentration in the electrolyte of from about 0.1 wt. % to about 5 wt. %.

### Claim 6 (depends on 1)

The electrolyte of claim 1, further comprising an ionic liquid.

### Claim 7 (depends on 6)

The electrolyte of claim 6, wherein the ionic liquid comprises an organic cation comprising N-alkyl-N-alkyl-pyrrolidinium, N-alkyl-N-alkyl-pyridinium, N-alkyl-N-alkyl-sulfonium, N-alkyl-N-alkyl-ammonium, or N-alkyl-N-alkyl-piperidinium.

### Claim 8 (depends on 6)

The electrolyte of claim 6, wherein the ionic liquid comprises an anion comprising tetrafluoroborate, hexafluorophosphate, bis(trifluoromethylsulfonyl)imide, bis(pentafluoroethylsulfonyl)imide, or trifluoroacetate.

### Claim 9 (depends on 1)

An electrical energy storage device comprising:
a cathode;
an anode; and
an electrolyte according to claim 1.

### Claim 10 (depends on 9)

The device of claim 9, wherein the cathode comprises a lithium metal oxide, spinel, olivine, carbon-coated olivine, LiFePO4, LiCoO2, LiNiO2, LiNi1xCoyMetzO2, LiMn0.5Ni0.5O2, LiMn0.3Co0.3Ni0.3O2, LiMn2O4, LiFeO2, Li1+x′NiαMnβCoγMet′δO2−z′Fz′, An′B2(XO4)3 (NASICON), vanadium oxide, lithium peroxide, sulfur, polysulfide, a lithium carbon monofluoride or mixtures of any two or more thereof, where Met is Al, Mg, Ti, B, Ga, Si, Mn or Co; Met′ is Mg, Zn, Al, Ga, B, Zr or Ti; A is Li, Ag, Cu, Na, Mn, Fe, Co, Ni, Cu or Zn; B is Ti, V, Cr, Fe or Zr; X is P, S, Si, W or Mo; and wherein 0≤x≤0.3, 0≤y≤0.5, 0≤z≤0.5, 0≤x′≤0.4, 0≤α≤1, 0≤β≤1, 0≤γ≤1, 0≤δ≤0.4, 0≤z′≤0.4 and 0≤h′≤3.

### Claim 11 (depends on 9)

The device of claim 9, wherein the anode comprises lithium metal, graphitic material, amorphous carbon, Li4Ti5O12, tin alloy, silicon alloy, intermetallic compound or mixtures thereof.

### Claim 12 (depends on 9)

The device of claim 9, wherein the device comprises a lithium battery, lithium-ion battery, lithium-sulfur battery, lithium-air battery, sodium ion battery, magnesium battery, electrochemical cell, capacitor, lithium/MnO2 battery, Li/poly(carbon monofluoride) battery, or solar cell.

### Claim 13 (depends on 9)

The device of claim 9, further comprising a porous separator separating the anode and cathode from each other.

### Claim 14 (depends on 13)

The device of claim 13, wherein the porous separator comprises an electron beam-treated micro-porous polyolefin separator or a microporous polymer film comprising nylon, cellulose, nitrocellulose, polysulfone, polyacrylonitrile, polyvinylidene fluoride, polypropylene, polyethylene, polybutene, or co-polymers or blends of any two or more such polymers.

### Claim 15 (depends on 9)

The device of claim 9, wherein the aprotic organic solvent comprises an open-chain or cyclic carbonate, carboxylic acid ester, nitrite, ether, sulfone, ketone, lactone, dioxolane, glyme, crown ether, siloxane, phosphoric acid ester, phosphite, mono- or polyphosphazene or mixtures thereof.

### Claim 16 (depends on 9)

The device of claim 9, wherein the cation of the alkali metal salt comprises lithium, sodium, aluminum or magnesium.

### Claim 17 (depends on 9)

The device of claim 9, wherein the additive comprises a sulfur-containing compound, phosphorus-containing compound, boron-containing compound, silicon-containing compound, fluorine-containing compound, nitrogen-containing compound, compound containing at least one unsaturated carbon-carbon bond, carboxylic acid anhydride or the mixtures thereof.

### Claim 18 (depends on 9)

The device of claim 9, further comprising an ionic liquid.

### Claim 19 (depends on 18)

The device of claim 18, wherein the ionic liquid comprises an organic cation comprising N-alkyl-N-alkyl-pyrrolidinium, N-alkyl-N-alkyl-pyridinium, N-alkyl-N-alkyl-sulfonium, N-alkyl-N-alkyl-ammonium, or N-alkyl-N-alkyl-piperidinium.

### Claim 20 (depends on 18)

The device of claim 18, wherein the ionic liquid comprises an anion comprising tetrafluoroborate, hexafluorophosphate, bis(trifluoromethylsulfonyl)imide, bis(pentafluoroethylsulfonyl)imide, or trifluoroacetate.