# US 11,444,326 B2 · Heterocyclic sulfonyl fluoride additives for electrolyte composition for lithium batteries

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- Number: US 11,444,326 B2
- Document ID: US11444326B2
- Status: Granted
- Kind: B2
- Application number: 16/619,213
- Filed: 2018-07-18
- Published: 2020-07-02
- Granted: 2022-09-13
- Earliest claimed: 2017-07-20
- Assignees: BASF SE
- Applicants: BASF SE
- Inventors: Zhenji Han; Takeo Fukuzumi; Eri Sawada; Martin Schulz-Dobrick; Jinbum Kim
- Web page: https://patentgrep.com/patent/US11444326B2

## CPC

- H01M 10/052: Li-accumulators
- H01M 10/0567: characterised by the additives
- 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 2300/0025: Organic electrolyte
- H01M 2300/0037: Mixture of solvents
- Y02E 60/10: Energy storage using batteries
- H01M: PROCESSES OR MEANS, e.g. BATTERIES, FOR THE DIRECT CONVERSION OF CHEMICAL ENERGY INTO ELECTRICAL ENERGY
- Y02E: REDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION

## Abstract

Heterocyclic sulfonyl fluoride additives for electrolyte composition for lithium batteries An electrolyte composition containing •(i) at least one aprotic organic solvent; •(ii) at least one conducting salt; •(iii) at least one compound of formula (I) wherein R1, R2, and R3 are each independently H or a C1-C20 hydrocarbon group which may be unsubstituted or substituted by one or more substituents selected from F, CN, OS(O)2F, and S(O)2F and which may contain one or more groups selected from —O—, —S—, —C(O)O—, —OC(O)—, and —OS(O)2—; wherein at least one of R1, R2, and R3 is substituted by one or more S(O)2F groups; and •(iv) optionally one or more additives.

## Claims

### Claim 1

An electrolyte composition comprising:
(i) at least one aprotic organic solvent;
(ii) at least one conducting salt;
(iii) at least one compound of formula (I)
wherein
R1, R2, and R3 may each independently be H or a C1-C20 hydrocarbon group which may be unsubstituted or substituted by one or more substituents selected from the group consisting of F, CN, OS(O)2F, and S(O)2F and which may comprise one or more groups selected from the group consisting of —O—, —S—, —C(O)O—, —OC(O)—, and —OS(O)2—;
wherein at least two of R1, R2, and R3 are substituted by one or more S(O)2F groups; and
(iv) optionally one or more additives.

### Claim 2 (depends on 1)

The electrolyte composition according to claim 1, wherein each of R1, R2, and R3 is substituted by one or more S(O)2F groups.

### Claim 3 (depends on 1)

The electrolyte composition according to claim 1, wherein the C1-C20 hydrocarbon group is selected independently at each occurrence from the group consisting of C1-C20 alkyl, C3-C6 cycloalkyl, C2-C20 alkenyl, C2-C20 alkynyl, C5-C7, aryl, and C6-C20 aralkyl.

### Claim 4 (depends on 1)

The electrolyte composition according to claim 1, wherein the C1-C20 hydrocarbon group is selected independently at each occurrence from the group consisting of C1-C12 alkyl.

### Claim 5 (depends on 1)

The electrolyte composition according to claim 1, wherein at least one of R1, R2, and R3 is (CH2)nS(O)2F, wherein n is independently at each occurrence an integer from 1 to 12 and one or more hydrogen of the (CH2)n chain may be replaced by F, CN, OS(O)2F and/or S(O)2F and wherein one or more CH2 groups of the (CH2)n chain which are not directly connected to the N-atom or the S(O)2F group may be replaced by —O—, —C(O)O—, —OC(O)—, and/or —OS(O)2—.

### Claim 6 (depends on 1)

The electrolyte composition according to claim 1, wherein the compound of formula (I) is a compound of formula (II)
wherein n is independently at each occurrence 1, 2, 3, 4, 5 or 6.

### Claim 7 (depends on 1)

The electrolyte composition according to claim 1, wherein the compound of formula (I) is

### Claim 8 (depends on 1)

The electrolyte composition according to claim 1, wherein the electrolyte composition comprises 0.01 to 10 wt.-% of the compound of formula (I) based on the total weight of the electrolyte composition.

### Claim 9 (depends on 1)

The electrolyte composition according to claim 1, wherein the electrolyte composition is non-aqueous.

### Claim 10 (depends on 1)

The electrolyte composition according to claim 1, wherein the aprotic organic solvent (i) is selected from the group consisting of fluorinated and non-fluorinated cyclic and acyclic organic carbonates, fluorinated and non-fluorinated ethers and polyethers, fluorinated and non-fluorinated cyclic ethers, fluorinated and non-fluorinated cyclic and acyclic acetals and ketals, fluorinated and non-fluorinated orthocarboxylic acids esters, fluorinated and non-fluorinated cyclic and acyclic esters and diesters of carboxylic acids, fluorinated and non-fluorinated cyclic and acyclic sulfones, fluorinated and non-fluorinated cyclic and acyclic nitriles and dinitriles, fluorinated and non-fluorinated cyclic and acyclic phosphates, and mixtures thereof.

### Claim 11 (depends on 1)

The electrolyte composition according to claim 1, wherein the at least one aprotic organic solvent (i) is selected from the group consisting of fluorinated and non-fluorinated ethers and polyethers, fluorinated and non-fluorinated cyclic and acyclic organic carbonates, and mixtures thereof.

### Claim 12 (depends on 1)

The electrolyte composition according to claim 1, wherein the at least one conducting salt (ii) is selected from the group consisting of lithium salts.

### Claim 13 (depends on 1)

An electrochemical cell comprising the electrolyte composition according to claim 1.