IP Library Granted Patent US 9,627,712
Granted Patent B2
US 9,627,712 · App. 14/179,051 · Granted Apr 18, 2017

Heteroaromatic-based electrolytes for lithium and lithium-ion batteries

Inventors: Gang Cheng (Naperville, IL); Daniel P. Abraham (Bolingbrook, IL)
Assignee: UCHICAGO ARGONNE, LLC
H01M10/052H01M10/0525H01M10/0567H01M10/0568H01M10/0569H01M2300/0028
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Quick Facts
Patent No.
US 9,627,712
App. No.
14/179,051
Granted
Apr 18, 2017
Kind
B2
Abstract

The present invention provides an electrolyte for lithium and/or lithium-ion batteries comprising a lithium salt in a liquid carrier comprising heteroaromatic compound including a five-membered or six-membered heteroaromatic ring moiety selected from the group consisting of a furan, a pyrazine, a triazine, a pyrrole, and a thiophene, the heteroaromatic ring moiety bearing least one carboxylic ester or carboxylic anhydride substituent bound to at least one carbon atom of the heteroaromatic ring. Preferred heteroaromatic ring moieties include pyridine compounds, pyrazine compounds, pyrrole compounds, furan compounds, and thiophene compounds.

Claims (15)

1. An electrolyte composition suitable for use in a lithium battery, a lithium-ion battery, or both; the electrolyte composition comprising a lithium salt in a liquid carrier comprising a heteroaromatic compound including a five-membered or six-membered heteroaromatic ring moiety selected from the group consisting of 3-ethyl furoate, a triazine, and a pyrrole the heteroaromatic ring moiety bearing at least one carboxylic ester or carboxylic anhydride substituent bound to at least one carbon atom of the heteroaromatic ring.

2. The electrolyte composition of claim 1 wherein the lithium salt comprises LiPF 6 , LiBF 4 , LiF 2 BC 2 O 4 , LiB(C 2 O 4 ) 2 , LiClO 4 , LiAsF 6 , LiN(SO 2 CF 3 ) 2 , LiC(SO 2 CF 3 ) 3 , LiSO 3 CF 3 , LiPF 3 (CF 2 CF 3 ) 3 , or any combination of two or more thereof.

3. The electrolyte composition of claim 1 wherein the lithium salt is present at a concentration in the range of about 0.1 to about 5 M.

4. The electrolyte composition of claim 1 wherein the lithium salt is present at a concentration in the range of about 1 to about 1.5 M.

5. The electrolyte composition of claim 1 wherein the liquid carrier also comprises at least one additional organic solvent.

6. The electrolyte composition of claim 1 wherein the liquid carrier also comprises at least one organic carbonate solvent selected from the group consisting of ethylene carbonate, propylene carbonate, dimethylcarbonate, and ethylmethylcarbonate.

7. The electrolyte of claim 1 wherein the heteroaromatic compound comprises a pyrrole moiety, and is represented by general Formula (IV):

wherein x is 1, 2, 3, or 4; each R 9 is attached to a carbon atom of the pyrrole moiety and independently is selected from the group consisting of alkyl, alkenyl, alkynyl, aryl, arylalkyl, fluoroalkyl, fluoroalkenyl, fluoroalkynyl, fluoroaryl, fluoroarylalkyl, a carboxylic anhydride, and a carboxylic ester selected from the group consisting of an alkyl ester, an alkenyl ester, an alkynyl ester, an aryl ester, an arylalkyl ester, a fluoroalkyl ester, a fluoroalkenyl ester, a fluoroalkynyl ester, a fluoroaryl ester, and a fluoroarylalkyl ester;

optionally R 9 substituents on two adjacent C atoms together form a cyclic carboxylic anhydride group;

R 10 is selected from the group consisting of H, alkyl, alkenyl, alkynyl, aryl, arylalkyl, fluoroalkyl, fluoroalkenyl, fluoroalkynyl, fluoroaryl, and fluoroarylalkyl;

and the compound bears at least one R 9 substituent selected from a carboxylic anhydride and a carboxylic ester.

8. The electrolyte of claim 7 wherein x is 1 or 2 and each R 9 substituent is selected from a carboxylic ester and a carboxylic anhydride, or two adjacent R 9 substituents together form a cyclic anhydride; and R 10 is selected from H and C 1 to C 4 alkyl.

9. The electrolyte of claim 8 wherein the carboxylic ester is a C 1 to C 4 alkyl carboxylic ester.

10. An electrochemical cell comprising an anode, a cathode, and an electrolyte of claim 1 in contact with the anode and the cathode.

11. A battery comprising a plurality of electrochemical cells of claim 10 arranged in series, in parallel, or both.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 5, 2017
From: CHENG, GANG; ABRAHAM, DANIEL P.
To: UCHICAGO ARGONNE, LLC
Reel/Frame 040863/0377 →
CONFIRMATORY LICENSE Recorded Nov 18, 2014
From: UCHICAGO ARGONNE, LLC
To: ENERGY, UNITED STATES DEPARTMENT OF
Reel/Frame 034367/0648 →
Continuity (2)
Division 12888920 · Sep 23, 2010
Related Publication 20140220417A1 · Aug 7, 2014