IP Library Granted Patent US 10,707,529
Granted Patent B2
US 10,707,529 · App. 14/982,812 · Granted Jul 7, 2020

Lithium secondary battery

Inventors: Dongyoung Kim (Yongin-si, KR); Jinah Seo (Cheongju-si, KR); Hosang Park (Seoul, KR); Yoonsok Kang (Yongin-si, KR); Jungjoo Cho (Hwaseong-si, KR)
Assignees: SAMSUNG ELECTRONICS CO., LTD.; SAMSUNG SDI CO., LTD.
H01M10/0567H01M4/366H01M4/505H01M4/525H01M10/052H01M10/0568
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Quick Facts
Patent No.
US 10,707,529
App. No.
14/982,812
Granted
Jul 7, 2020
Kind
B2
Abstract

A lithium secondary battery including: a cathode including a high-voltage cathode active material; an anode; and an electrolyte disposed between the cathode and the anode, wherein the high-voltage cathode active material has a charge cut-off voltage of about 4.2 Volts or greater with respect to a lithium (Li) counter electrode, and wherein the electrolyte includes an organic fluorinated ether compound represented by Formula 1, an organic solvent, and a lithium salt: R 1 —O—CF n H 2-n —R 2   Formula 1 wherein, in Formula 1, R 1 is a C1-C10 alkyl group, a C3-C10 cycloalkyl group, a C1-C10 fluorinated alkyl group, or a C3-C10 fluorinated cycloalkyl group; R 2 is hydrogen, fluorine, a C1-C10 alkyl group, a C3-C10 cycloalkyl group, a C1-C10 fluorinated alkyl group, or a C3-C10 fluorinated cycloalkyl group; and n is 1 or 2.

Claims (60)

1. A lithium secondary battery comprising:

a cathode including a cathode active material;

an anode; and

an electrolyte disposed between the cathode and the anode,

wherein the cathode active material has a charge cut-off voltage of about 4.2 Volts to about 10 Volts with respect to a lithium counter electrode, and

wherein the electrolyte comprises an organic fluorinated ether compound, an organic solvent, a lithium salt, and an additive to form a solid electrolyte interface membrane, wherein the organic fluorinated ether compound is represented by Formulae 2 to 14

Formula 2

R 11 —CF 2 —CH 2 —O—CFH—CFH—R 12

Formula 3

R 11 —CFH—CH 2 —O—CFH—CF 2 —R 12

Formula 4

R 11 —CF 2 —CH 2 —O—CFH—CF 2 —R 12

Formula 5

CF 3 —CH 2 —O—CFH—CFH—R 12

Formula 6

R 11 —CF 2 —CH 2 —O—CFH—CF 3

Formula 7

CF 3 —CH 2 —O—CFH—CF 2 —R 12

Formula 8

R 21 —CH 2 —O—CF 2 —CFH—R 12

Formula 9

R 21 —CH 2 —O—CF 2 —CF 2 —R 12

Formula 10

R 11 —CFH—CH 2 —O—CF 2 —R 22

Formula 11

R 11 —CF 2 —CH 2 —O—CF 2 —R 22

Formula 12

R 21 —CFH—O—CFH—R 22

Formula 13

R 21 —CFH—O—CF 2 —R 22

Formula 14

R 21 —CF 2 —O—CF 2 —R 22

wherein, in Formulae 2 to 7, 12, and 13,

R 11 is hydrogen, fluorine, a C1-C8 alkyl group, a C3-C8 cycloalkyl group, a C1-C8 fluorinated alkyl group, or a C3-C8 fluorinated cycloalkyl group;

R 21 is hydrogen, fluorine, a C1-C9 alkyl group, a C3-C9 cycloalkyl group, a C1-C9 fluorinated alkyl group, or a C3-C9 fluorinated cycloalkyl group;

R 12 is hydrogen, fluorine, a C1-C9 alkyl group, a C3-C9 cycloalkyl group, a C1-C9 fluorinated alkyl group, or a C3-C9 fluorinated cycloalkyl group; and

R 22 is hydrogen, fluorine, a C1-C10 alkyl group, a C3-C10 cycloalkyl group, a C1-C10 fluorinated alkyl group, or a C3-C10 fluorinated cycloalkyl group,

wherein in Formula 8,

R 21 is hydrogen, fluorine, a C1-C9 alkyl group, a C3-C9 cycloalkyl group, a C3-C9 fluorinated alkyl group, or a C3-C9 fluorinated cycloalkyl group; and

R 12 is hydrogen, a C1-C9 alkyl group, a C3-C9 cycloalkyl group, a C2-C9 fluorinated alkyl group, or a C3-C9 fluorinated cycloalkyl group;

wherein in Formula 9,

R 21 is fluorine, a C1-C9 alkyl group, a C3-C9 cycloalkyl group, a C1-C9 fluorinated alkyl group, or a C3-C9 fluorinated cycloalkyl group; and

R 12 is fluorine, a C1-C9 alkyl group, a C3-C9 cycloalkyl group, a C1-C9 fluorinated alkyl group, or a C3-C9 fluorinated cycloalkyl group;

wherein in Formula 10,

R 11 is hydrogen, a C1-C8 alkyl group, a C3-C8 cycloalkyl group, a C1-C8 fluorinated alkyl group, or a C3-C8 fluorinated cycloalkyl group; and

R 22 is hydrogen, fluorine, a C1-C10 alkyl group, a C3-C10 cycloalkyl group, a C1-C10 fluorinated alkyl group, or a C3-C10 fluorinated cycloalkyl group;

wherein in Formula 11,

R 11 is hydrogen, fluorine, a C1-C8 alkyl group, a C3-C8 cycloalkyl group, a C3-C8 fluorinated alkyl group, or a C3-C8 fluorinated cycloalkyl group; and

R 22 is hydrogen, a C1-C10 alkyl group, a C3-C10 cycloalkyl group, a C4-C10 fluorinated alkyl group, or a C3-C10 fluorinated cycloalkyl group; and

wherein in Formula 14,

R 21 is hydrogen, fluorine, a C1-C9 alkyl group, a C3-C9 cycloalkyl group, a C2-C9 fluorinated alkyl group, or a C3-C9 fluorinated cycloalkyl group; and

R 22 is hydrogen, fluorine, a C1-C10 alkyl group, a C3-C10 cycloalkyl group, a C3-C10 fluorinated alkyl group, or a C3-C10 fluorinated cycloalkyl group,

wherein the organic solvent comprises an ether solvent, an ester solvent, an amide solvent, a linear carbonate solvent, a cyclic carbonate solvent, or a combination thereof, wherein an anion of the lithium salt is F − , Cl − , Br, I − , NO 3 − , N(CN) 2 − , BF 4 − , ClO 4 − , PF 6 − , (CF 3 ) 2 PF 4 − , (CF 3 ) 3 PF 3 − , (CF 3 ) 4 PF 2 − , (CF 3 ) 5 PF − , (CF 3 ) 6 P − , CF 3 SO 3 − , CF 3 CF 2 SO 3 − , CF 3 CF 2 (CF 3 ) 2 CO − , (CF 3 SO 2 ) 2 N − , (FSO 2 ) 2 N − , (CF 3 SO 2 ) 2 CH − , (SF 5 ) 3 C − , (CF 3 SO 2 ) 3 C − , CF 3 (CF 2 ) 7 SO 3 − , CF 3 CO 2 − , CH 3 CO 2 − , SCN − , (CF 3 CF 2 SO 2 ) 2 N − , or a combination thereof, and

wherein the additive to form a solid electrolyte interface membrane is vinylene carbonate, vinyl ethylene carbonate, fluoroethylene carbonate, a cyclic sulfite, a saturated sultone, an unsaturated sultone, an acyclic sulfone, or a combination thereof.

2. The lithium secondary battery of claim 1 , wherein the organic fluorinated ether compound has a boiling point of about 60° C. to about 200° C.

3. The lithium secondary battery of claim 1 , wherein the amount of the organic fluorinated ether compound is from about 5 percent by weight to about 70 percent by weight based on a total weight of the electrolyte.

4. The lithium secondary battery of claim 1 , wherein the cathode active material has a charge cut-off voltage of about 5.5 Volts to about 10 Volts, with respect to lithium (Li) counter electrode.

5. The lithium secondary battery of claim 1 , wherein the cathode active material comprises Li 1.2 Ni 0.13 Co 0.13 Mn 0.54 O 2 .

6. The electrolyte of claim 1 , wherein a concentration of the lithium salt may be from about 0.6 moles per liter to about 2.0 moles per liter.

7. The lithium secondary battery of claim 1 , further comprising a film disposed on a surface of the anode, wherein the film comprises an organic fluorinated ether compound represented by Formulae 2 to 14.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 18, 2019
From: SAMSUNG ELECTRONICS CO., LTD.; SAMSUNG SDI CO., LTD.
To: SAMSUNG ELECTRONICS CO., LTD.; SAMSUNG SDI CO., LTD.
Reel/Frame 051366/0480 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 20, 2016
From: KIM, DONGYOUNG; SEO, JINAH; PARK, HOSANG; KANG, YOONSOK; CHO, JUNGJOO
To: SAMSUNG ELECTRONICS CO., LTD.; SAMSUNG SDI CO., LTD.
Reel/Frame 038334/0204 →
Priority Claims (1)
KR 10-2014-0193939 · Dec 30, 2014 · national
Continuity (1)
Related Publication 20160190646A1 · Jun 30, 2016
Cited By (2)
US 12,531,269 US 12,614,711