IP Library Granted Patent US 9,017,881
Granted Patent B2
US 9,017,881 · App. 13/224,603 · Granted Apr 28, 2015

Electrolyte comprising amide compound and electrochemical device containing the same

Inventors: Byoung-Bae Lee (Chungcheongnam-do, KR); Jae-Seung Oh (Seoul, KR); Ji-Won Park (Daejeon, KR); Hyo-Jin Lee (Daejeon, KR); Dong-Su Kim (Daejeon, KR); Yeon-Suk Hong (Daejeon, KR)
Assignee: LG Chem, Ltd.
H01M10/0569H01G9/035H01G9/038H01G11/58H01M10/0525H01M10/0565H01M2300/0028H01M2300/0082H01M10/0567H01M10/4235Y02E60/122Y02E60/13
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Quick Facts
Patent No.
US 9,017,881
App. No.
13/224,603
Granted
Apr 28, 2015
Kind
B2
Abstract

Provided are an electrolyte comprising an amide compound of a specific structure, in which an alkoxy group is substituted with an amine group, and an ionizable lithium salt, and an electrochemical device containing the same. The electrolyte may have excellent thermal and chemical stability and a wide electrochemical window. Also, the electrolyte may have a sufficiently low viscosity and a high ionic conductivity, and thus, may be usefully applied as an electrolyte of electrochemical devices using various anode materials.

Claims (35)

1. An electrolyte, comprising:

(a) an amide compound represented by the following chemical formula 1, in which an alkoxy group is substituted with an amine group; and

(b) an ionizable lithium salt:

where R is hydrogen, halogen or any one selected from the group consisting of an alkyl group, an alkylamine group, an alkenyl group, an aryl group and an allyl group, which is unsubstituted or substituted with halogen and has 1 to 20 carbons,

R 1 and R 2 is hydrogen, halogen or any one selected from the group consisting of an alkyl group, an alkylamine group, an alkenyl group and an aryl group, which is unsubstituted or substituted with halogen and has 1 to 20 carbons, independently, wherein at least one of R 1 and R 2 is an alkoxy group represented by —O(CH 2 )pCH 3 , or wherein at least one of R 1 and R 2 is an alkoxy group represented by —O(CH 2 )pCH 3 and the other is —(CH 2 ) n — and connects N with X to form a ring,

p is an integer of 0 to 8, and n is an integer of 1 to 10, and

X is any one selected from the group consisting of oxygen, sulfur, nitrogen, phosphorus and silicon, wherein i) m is 1 when X is oxygen or sulfur, ii) m is 2 when X is nitrogen or phosphorus, iii) m is 3 when X is silicon, and iv) in the case that X is connected to N to form a ring, m is 0 when X is oxygen or sulfur, m is 1 when X is nitrogen or phosphorus, and m is 2 when X is silicon.

2. The electrolyte according to claim 1 ,

wherein the amide compound, in which an alkoxy group is substituted with an amine group, is any one selected from the group consisting of N-methoxy methylcarbamate, N-methoxy ethylcarbamate, N-methoxy-N-methyl methylcarbamate, N-methoxy-N-methyl ethylcarbamate, N-methoxy-N-methyl propylcarbamate, N-methoxy-N-methyl butylcarbamate, N-methoxy-N-methyl-2,2,2-trifluoroethyl carbamate, N-methoxy-N-methyl-2-fluoroethyl carbamate, N-methoxy-N-methyl-pentafluoropropyl carbamate, N-methoxy-N-methyl-2-(perfluorohexyl)ethyl carbamate, N-methoxy-N-methyl-6-(perfluorobutyl)hexyl carbamate, and N-methoxy oxazolidinone.

3. The electrolyte according to claim 1 ,

wherein an anion of the lithium salt is any one selected from the group consisting of F − , Cl − , Br − , I − , NO 3 − , N(CN) 2 − , BF 4 − , ClO 4 − , PF 6 − , (CF 3 ) 2 PF 4 − , (CF 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 SO 2 ) 2 N − , (FSO 2 ) 2 N − , CF 3 CF 2 (CF 3 ) 2 CO − , (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 − , and (CF 3 CF 2 SO 2 ) 2 N − .

4. The electrolyte according to claim 1 ,

wherein a molecular ratio of the amide compound in which an alkoxy group is substituted with an amine group and the lithium salt in the electrolyte is 1:1 to 8:1.

5. The electrolyte according to claim 1 ,

wherein the electrolyte has an electrochemical window of 0.4 to 5.0V.

6. The electrolyte according to claim 1 ,

wherein the electrolyte has a viscosity of 50 cP or less.

7. The electrolyte according to claim 1 , further comprising:

any one carbonate-based compound selected from the group consisting of a linear carbonate-based compound, a cyclic carbonate-based compound, and mixtures thereof.

8. The electrolyte according to claim 7 ,

wherein the carbonate-based compound is any one selected from the group consisting of propylene carbonate, ethylene carbonate, diethyl carbonate, dimethyl carbonate, dipropyl carbonate, butylene carbonate, methylpropyl carbonate, ethylpropyl carbonate, dimethyl sulfoxide, acetonitrile, dimethoxyethane, diethoxyethane, tetrahydrofuran, N-methyl-2-pyrrolidone, ethylmethyl carbonate, gamma-butyrolactone, or mixtures thereof.

9. The electrolyte according to claim 7 ,

wherein the content of the carbonate-based compound is 5 to 200 parts by weight per the total 100 parts by weight of the amide compound and the lithium salt.

10. The electrolyte according to claim 7 ,

wherein the electrolyte has a viscosity of 4 to 30 cP.

11. The electrolyte according to claim 1 ,

wherein the electrolyte has an ionic conductivity of 5 to 10 mS/cm.

12. The electrolyte according to claim 1 ,

wherein the electrolyte is a polymer electrolyte.

13. An electrochemical device, comprising:

an electrolyte defined in claim 1 .

14. The electrochemical device according to claim 13 ,

wherein the electrochemical device is a lithium secondary battery.

15. The electrochemical device according to claim 14 ,

wherein the lithium secondary battery has a thickness variability of 10% or less after the battery is charged to 4.2V and left alone at 90° C. for 4 hours.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 4, 2021
From: LG CHEM, LTD.
To: LG ENERGY SOLUTION, LTD.
Reel/Frame 058295/0068 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 12, 2011
From: LEE, BYOUNG-BAE; OH, JAE-SEUNG; PARK, JI-WON; LEE, HYO-JIN; KIM, DONG-SU; HONG, YEON-SUK
To: LG CHEM, LTD.
Reel/Frame 026895/0001 →
Priority Claims (5)
KR 10-2009-0018583 · Mar 4, 2009 · national
KR 10-2009-0018584 · Mar 4, 2009 · national
KR 10-2009-0064105 · Jul 14, 2009 · national
KR 10-2009-0065977 · Jul 20, 2009 · national
KR 10-2010-0019514 · Mar 4, 2010 · national
Continuity (2)
Continuation In Part PCTKR2010001368 · Mar 4, 2010
Related Publication 20110318647A1 · Dec 29, 2011