IP Library › Granted Patent US 10,833,363
Granted Patent B2
US 10,833,363 · App. 16/211,853 · Granted Nov 10, 2020

Electrolyte and electrochemical device

Inventors: Kefei Wang (Ningde, CN); Qiao Zeng (Ningde, CN); Liangzhen Xiao (Ningde, CN); Fei Wu (Ningde, CN)
Assignee: NINGDE AMPEREX TECHNOLOGY LIMITED
H01M10/0566H01M10/0525H01M2300/0025
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Quick Facts
Patent No.
US 10,833,363
App. No.
16/211,853
Granted
Nov 10, 2020
Kind
B2
Abstract

The present application relates to an electrolyte and an electrochemical device comprising the electrolyte. The electrolyte comprises a dinitrile compound, a trinitrile compound, and propyl propionate, wherein, based on the total weight of the electrolyte, the content X of the nitrile compound and the content Y of the trinitrile compound meet the conditions represented by Formula (1) and Formula (2): {about 2 wt %≤(X+Y)≤about 11 wt % . . . (1), about 0.1≤(X/Y)≤about 8 . . . (2)}. The electrolyte of the present application is capable of effectively inhibiting the increase in DC internal resistance of an electrochemical device so that the electrochemical device has excellent cycle and storage performance.

Claims (39)

1. An electrolyte, comprising a dinitrile compound, a trinitrile compound, and propyl propionate, wherein, based on a total weight of the electrolyte, a weight percentage of the dinitrile compound is X and a weight percentage of the trinitrile compound is Y, where X and Y meet conditions represented by Formula (1) and Formula (2):

about 2 wt %≤( X+Y )≤about 11 wt %   (1); and

about 0.1≤( X/Y )≤about 8   (2),

wherein, based on the total weight of the electrolyte, a weight percentage of the propyl propionate is Z, where Y and Z meet a condition represented by Formula (3):

about 0.01≤( Y/Z )≤about 0.3   (3).

2. The electrolyte according to claim 1 , wherein the dinitrile compound comprises a compound of Formula (4) or (5):

CN—R 1 —CN (4);

CN—R 2 —(O—R 3 ) n —O—R 4 —CN (5);

or a combination thereof,

where R 1 , R 2 , R 3 and R 4 are each independently an alkylene group having 1-5 carbon atoms or an alkenylene group having 2-5 carbon atoms,

and n represents an integer from 0 to 5.

3. The electrolyte according to claim 1 , wherein the dinitrile compound is one selected from the group consisting of butanedinitrile, glutaronitrile, adiponitrile, 1,5-dicyanopentane, 1,6-dicyanohexane, 1,7-dicyanoheptane, 1,8-dicyanooctane, 1,9-dicyanononane, 1,10-dicyanodecane, 1,12-dicyanododecane, tetramethylbutanedinitrile, 2-methylglutaronitrile, 2,4-dimethylglutaronitrile, 2,2,4,4-tetramethylglutaronitrile, 1,4-dicyanopentane, 2,6-dicyanoheptane, 2,7-dicyanooctane, 2,8-dicyanononane, 1,6-dicyanodecane, 1,2-dicyanobenzene, 1,3-dicyanobenzene, 1,4-dicyanobenzene, 3,5-dioxa-pimelonitrile, 1,4-bis(cyanoethoxy)butane, ethylene glycol bis(2-cyanoethyl)ether, diethylene glycol bis(2-cyanoethyl)ether, triethylene glycol bis(2-cyanoethyl)ether, tetraethylene glycol bis(2-cyanoethyl)ether, 3,6,9,12,15,18-hexaoxaeicosanoic dinitrile, 1,3-bis(2-cyanoethoxy)propane, 1,4-bis(2-cyanoethoxy)butane, 1,5-bis(2-cyanoethoxy)pentane, ethylene glycol bis(4-cyanobutyl)ether, 1,4-dicyano-2-butene, 1,4-dicyano-2-methyl-2-butene, 1,4-dicyano-2-ethyl-2-butene, 1,4-dicyano-2,3-dimethyl-2-butene, 1,4-dicyano-2,3-diethyl-2-butene, 1,6-dicyano-3-hexene, 1,6-dicyano-2-methyl-3-hexene, 1,6-dicyano-2-methyl-5-methyl-3-hexene, and any combination thereof.

4. The electrolyte according to claim 1 , wherein the trinitrile compound comprises a compound of Formula (6) or (7):

or a combination thereof,

where in Formula (6), x, y, and z represent an integer from 0 to 5, and x, y, and z are not 0 at the same time; and

in Formula (7), R 5 represents hydrogen or an alkyl group having 1-5 carbon atoms, R 6 , R 7 and R 8 are each independently an alkylene group having 1-5 carbon atoms, and X 4 , X 5 and X 6 are each independently —R 9 —CN, in which R 9 represents an alkylene group having 1-5 carbon atoms.

5. The electrolyte according to claim 1 , wherein the trinitrile compound is one selected from the group consisting of: 1,3,5-pentanetricarbonitrile; 1,2,3-propanetrinitrile; 1,3,6-hexanetricarbonitrile; 1,2,6-hexanetricarbonitrile; 1,2,3-tris(2-cyanoethoxy)propane; 1,2,4-tris(2-cyanoethoxy)butane; 1,1,1-tris(cyanoethoxymethylene)ethane; 1,1,1-tris(cyanoethoxymethylene)propane; 3-methyl-1,3,5-tris(cyanoethoxy)pentane; 1,2,7-tris(cyanoethoxy)heptane; 1,2,6-tris(cyanoethoxy)hexane; 1,2,5-tris(cyanoethoxy)pentane; and any combination thereof.

6. The electrolyte according to claim 1 , wherein X is about 0.01-10 wt %, Y is about 0.01-10 wt %, and a weight percentage Z of the propyl propionate is about 5-50 wt %.

7. The electrolyte according to claim 1 , further comprising a fluoroether comprising at least one of the compounds of Formula (8), Formula (9), Formula (10) or Formula (11):

Rf1-O-Rf2  (8);

Rf1-O—R  (9);

Rf1-O—(R′—O) n -Rf2  (10); and

Rf1-O—(R′—O) n —R  (11),

wherein Formulae (8), (9), (10), and (11), Rf1 and Rf2 are each independently a linear or branched C 1 to C 12 fluoroalkyl group having at least one hydrogen atom substituted with fluoro, R is a linear or branched C 1 to C 12 alkyl group, and R′ is a linear or branched C 1 to C 5 alkylene group, and n is an integer from 1 to 5.

8. The electrolyte according to claim 7 , wherein Rf1 or Rf2 is each independently a fluoroalkyl group selected from the group consisting of HCF 2 —, CF 3 —, HCF 2 CF 2 —, CH 3 CF 2 —, CF 3 CH 2 —, CF 3 CF 2 —, (CF 3 ) 2 CH—, HCF 2 CF 2 CH 2 —, CF 3 CH 2 CH 2 —, HCF 2 CF 2 CF 2 CH 2 —, HCF 2 CF 2 CF 2 CF 2 CH 2 —, CF 3 CF 2 CH 2 —, CF 3 CFHCF 2 CH 2 —, HCF 2 CF(CF 3 )CH 2 —, and CF 3 CF 2 CH 2 CH 2 —.

9. The electrolyte according to claim 7 , wherein the fluoroether is one selected from the group consisting of: HCF 2 CF 2 CH 2 OCF 2 CF 2 H, (CF 3 ) 2 CFCF(CF 2 CF 3 )(OCH 3 ), CF 3 CHFCF 2 CH(CH 3 )OCF 2 CHFCF 3 , HCF 2 CF 2 CH 2 OCF 2 CF 2 CF 2 CF 2 H, HCF 2 CF 2 OCH 2 CF 3 , HCF 2 CF 2 OCH 2 CH 2 OCF 2 CF 2 H, HCF 2 CF 2 OCH 2 CH 2 CH 2 OCF 2 CF 2 H, HCF 2 CF 2 CH 2 OCF 2 CF 2 CF 2 H, HCF 2 CF 2 OCH 2 CH 2 OCF 2 CF 2 CF 2 H, HCF 2 CF 2 OCH 2 CH 2 CH 2 OCF 2 CF 2 CF 2 H, CH 3 OCH 2 CH 2 OCH 2 CH 2 F, CH 3 OCH 2 CH 2 OCH 2 CF 3 , CH 3 OCH 2 CH(CH 3 )OCH 2 CH 2 F, CH 3 OCH 2 CH(CH 3 )OCH 2 CF 3 , FCH 2 CH 2 OCH 2 CH 2 OCH 2 CH 2 F, FCH 2 CH 2 OCH 2 CH(CH 3 )OCH 2 CH 2 F, CF 3 CH 2 O(CH 2 CH 2 O) 2 CH 2 CF 3 , CF 3 CH 2 OCH 2 CH(CH 3 )OCH 2 CF 3 , and any combination thereof.

10. The electrolyte according to claim 1 , further comprising a cyclic phosphonic anhydride, based on the total weight of the electrolyte, a content of cyclic phosphonic anhydride is about 0.01-10 wt %.

11. The electrolyte according to claim 1 , further comprising one selected from a group consisting of: a cyclic carbonate ester having a carbon-carbon double bond, a fluorinated chain carbonate ester, a fluorinated cyclic carbonate ester, a compound having a sulfur-oxygen double bond, and any combination thereof.

12. The electrolyte according to claim 1 , further comprising a cyclic carboxylate ester, including γ-butyrolactone or γ-valerolactone or a combination thereof.

13. An electrochemical device, wherein the electrochemical device comprises electrodes and an electrolyte comprising a dinitrile compound, a trinitrile compound, and propyl propionate, wherein, based on the total weight of the electrolyte, the weight percentage of the dinitrile compound is X and the weight percentage of the trinitrile compound is Y, where X and Y meet the conditions represented by Formula (1) and Formula (2):

about 2 wt %≤( X+Y )≤about 11 wt %   (1); and

about 0.1≤( X/Y )≤about 8   (2).

14. The electrochemical device according to claim 13 , wherein the electrode comprises a current collector and a coating on the current collector, the coating comprising a single-sided coating and a double-sided coating, wherein:

the single-sided coating is a coating formed by applying a slurry on one surface of the current collector; and the double-sided coating is a coating formed by applying a slurry on two opposite surfaces of the current collector; and

the electrode with the single-sided coating has an electrode compaction density D1, and the electrode with the double-sided coating has an electrode compaction density D2, wherein D1 and D2 meet the relationship: about 0.8≤D1/D2≤about 1.2.

15. The electrochemical device according to claim 14 , wherein the electrode s comprise a cathode and a anode, wherein when the electrode is a cathode, 3.5 g/cm 3 ≤D2≤4.3 g/cm 3 ; or when the electrode is an anode, 1.2 g/cm 3 ≤D2≤1.8 g/cm 3 .

16. An electronic device, comprising an electrochemical device that includes electrodes and an electrolyte comprising a dinitrile compound, a trinitrile compound, and propyl propionate, wherein, based on the total weight of the electrolyte, the weight percentage of the dinitrile compound is X and the weight percentage of the trinitrile compound is Y, where X and Y meet the conditions represented by Formula (1) and Formula (2):

about 2 wt %≤( X+Y )≤about 11 wt %   (1); and

about 0.1≤( X/Y )≤about 8   (2).

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 6, 2018
From: WANG, KEFEI; ZENG, QIAO; XIAO, LIANGZHEN; WU, FEI
To: NINGDE AMPEREX TECHNOLOGY LIMITED
Reel/Frame 047694/0616 →
Priority Claims (1)
CN 2018 1 1108529 · Sep 21, 2018 · national
Continuity (1)
Related Publication 20200099098A1 · Mar 26, 2020
Cited By (1)
US 12,407,022