Electrolytic solution, non-aqueous secondary battery, battery pack, electric vehicle, electric power storage system, electric power tool, and electronic apparatus
View Patent ↗A non-aqueous secondary battery includes a cathode, an anode, and an electrolytic solution. The electrolytic solution includes a non-aqueous solvent, an electrolyte salt, and one or both of a disulfonyl compound represented by a following Formula (1) and a disulfinyl compound represented by a following Formula (2), where R1 is one of a hydrocarbon group, a halogenated hydrocarbon group, an oxygen-containing hydrocarbon group, a halogenated oxygen-containing hydrocarbon group, and a group obtained by bonding two or more thereof to one another; and X1 is a halogen group, where R2 is one of a hydrocarbon group, a halogenated hydrocarbon group, an oxygen-containing hydrocarbon group, a halogenated oxygen-containing hydrocarbon group, and a group obtained by bonding two or more thereof to one another; and X2 is a halogen group.
1. A non-aqueous secondary battery comprising:
a cathode;
an anode; and
an electrolytic solution, wherein
the electrolytic solution includes
a non-aqueous solvent,
an electrolyte salt, and
one or both of a disulfonyl compound represented by a following Formula (1) and a disulfinyl compound represented by a following Formula (2),
where R1 is one of a hydrocarbon group, a halogenated hydrocarbon group, an oxygen-containing hydrocarbon group, a halogenated oxygen-containing hydrocarbon group, and a group obtained by bonding two or more thereof to one another; and X1 is a halogen group,
where R2 is one of a hydrocarbon group, a halogenated hydrocarbon group, an oxygen-containing hydrocarbon group, a halogenated oxygen-containing hydrocarbon group, and a group obtained by bonding two or more thereof to one another; and X2 is a halogen group,
wherein one or both contents of the disulfonyl compound and the disulfinyl compound in the electrolytic solution are from 0.0005 mass % to 8 mass % both inclusive.
2. The non-aqueous secondary battery according to claim 1 , wherein
the hydrocarbon group is one of an alkyl group, an alkenyl group, an alkynyl group, an aryl group, and a cycloalkyl group,
the oxygen-containing hydrocarbon group is one of an alkoxy group, a first ester group (—C(═O)—O—R3: R3 is an alkyl group), an ester carbonate group (—O—C(═O)—O—R4: R4 is an alkyl group), a second ester group (—O—C(═O)—R5: R5 is an alkyl group), and a polyether group (—(R6O) n —R7: R6 is an alkylene group, R7 is an alkyl group, and n is an integer number equal to or more than 2),
the halogenated hydrocarbon group and the halogenated oxygen-containing hydrocarbon group each include one or more of elements selected from a group including fluorine (F), chlorine (Cl), bromine (Br), and iodine (I), and
the halogen group is one of a fluorine group (—F), a chlorine group (—Cl), a bromine group (—Br), and an iodine group (—I).
3. The non-aqueous secondary battery according to claim 1 , wherein each of the X1 and the X2 is a fluorine group.
4. The non-aqueous secondary battery according to claim 1 , wherein
the disulfonyl compound includes one or more of compounds selected from a group including Formula (1-1) to Formula (1-19), and
the disulfinyl compound includes one or more of compounds selected from a group including Formula (2-1) to Formula (2-19),
CH 3 —N—(SO 2 F) 2 (1-1)
C 2 H 5 —N—(SO 2 F) 2 (1-2)
C 3 H 7 —N—(SO 2 F) 2 (1-3)
CH 2 ═CH—N—(SO 2 F) 2 (1-4)
CH≡C—N—(SO 2 F) 2 (1-5)
C 6 H 5 —N—(SO 2 F) 2 (1-6)
C 6 H 11 —N—(SO 2 F) 2 (1-7)
CH 3 —C(═O)O—C 2 H 4 —N—(SO 2 F) 2 (1-8)
CH 3 OC(═O)—C 2 H 4 —N—(SO 2 F) 2 (1-9)
CH 3 OC(═O)O—C 2 H 4 —N—(SO 2 F) 2 (1-10)
CH 3 OC(═O)O—C 3 H 6 —N—(SO 2 F) 2 (1-11)
CF 3 —N—(SO 2 F) 2 (1-12)
C 6 H 5 —CH 2 —N—(SO 2 F) 2 (1-13)
CH 3 —N—(SO 2 Cl) 2 (1-14)
CH 3 —N—(SO 2 Br) 2 (1-15)
CH 3 —N—(SO 2 I) 2 (1-16)
CH 3 O—C 2 H 4 —N—(SO 2 F) 2 (1-17)
CH 3 —(OC 2 H 4 ) 2 —N—(SO 2 F) 2 (1-18)
CH 3 C(═O)—N—(SO 2 F) 2 (1-19)
CH 3 —N—(SOF) 2 (2-1)
C 2 H 5 —N—(SOF) 2 (2-2)
C 3 H 7 —N—(SOF) 2 (2-3)
CH 2 ═CH—N—(SOF) 2 (2-4)
CH≡C—N—(SOF) 2 (2-5)
C 6 H 5 —N—(SOF) 2 (2-6)
C 6 H 11 —N—(SOF) 2 (2-7)
CH 3 —C(═O)O—C 2 H 4 —N—(SOF) 2 (2-8)
CH 3 C(═O)—C 2 H 4 —N—(SOF) 2 (2-9)
CH 3 C(═O)O—C 2 H 4 —N—(SOF) 2 (2-10)
CH 3 C(═O)O—C 3 H 6 —N—(SOF) 2 (2-11)
CF 3 —N—(SOF) 2 (2-12)
C 6 H 5 —CH 2 —N—(SOF) 2 (2-13)
CH 3 —N—(SOCl) 2 (2-14)
CH 3 —N—(SOBr) 2 (2-15)
CH 3 —N—(SOI) 2 (2-16)
CH 3 O—C 2 H 4 —N—(SOF) 2 (2-17)
CH 3 —(OC 2 H 4 ) 2 —N—(SOF) 2 (2-18)
CH 3 C(═O)—N—(SOF) 2 (2-19).
5. The non-aqueous secondary battery according to claim 1 , wherein
the non-aqueous solvent includes one or more of compounds selected from a group including a first unsaturated cyclic ester carbonate represented by a following Formula (3), a second unsaturated cyclic ester carbonate represented by a following Formula (4), a third unsaturated cyclic ester carbonate represented by a following Formula (5), a halogenated cyclic ester carbonate represented by a following Formula (6), and a halogenated chain ester carbonate represented by a following Formula (7),
where each of R11 and R12 is one of a hydrogen group and an alkyl group,
where each of R13 to R16 is one of a hydrogen group, an alkyl group, a vinyl group, and an allyl group; and one or more of R13 to R16 each are a vinyl group or an allyl group,
where R17 is >CR31R32; and each of R31 and R32 is one of a hydrogen group and an alkyl group,
where each of R21 to R24 is one of a hydrogen group, a halogen group, an alkyl group, and a halogenated alkyl group; and one or more of R21 to R24 are each one of a halogen group and a halogenated alkyl group,
where each of R25 to R30 is one of a hydrogen group, a halogen group, an alkyl group, and a halogenated alkyl group; and one or more of R25 to R30 are each a halogen group or a halogenated alkyl group.
6. The non-aqueous secondary battery according to claim 1 , wherein the electrolyte salt includes lithium bis(fluorosulfonyl)imide (LiN(SO 2 F) 2 ).
7. The non-aqueous secondary battery according to claim 1 , wherein the cathode, the anode, and the electrolytic solution are contained inside a film-like outer package member.
8. The non-aqueous secondary battery according to claim 1 , wherein the non-aqueous secondary battery is a lithium secondary battery.
9. An electrolytic solution comprising:
a non-aqueous solvent,
an electrolyte salt, and
one or both of a disulfonyl compound represented by a following Formula (1) and a disulfinyl compound represented by a following Formula (2),
where R1 is one of a hydrocarbon group, a halogenated hydrocarbon group, an oxygen-containing hydrocarbon group, a halogenated oxygen-containing hydrocarbon group, and a group obtained by bonding two or more thereof to one another; and X1 is a halogen group,
where R2 is one of a hydrocarbon group, a halogenated hydrocarbon group, an oxygen-containing hydrocarbon group, a halogenated oxygen-containing hydrocarbon group, and a group obtained by bonding two or more thereof to one another; and X2 is a halogen group,
wherein one or both contents of the disulfonyl compound and the disulfinyl compound in the electrolytic solution are from 0.0005 mass % to 8 mass % both inclusive.
10. A battery pack comprising the non-aqueous secondary battery according to claim 1 .
11. An electric vehicle comprising the non-aqueous secondary battery according to claim 1 .
12. An electric power storage system comprising the non-aqueous secondary battery according to claim 1 .
13. An electric power tool comprising the non-aqueous secondary battery according to claim 1 .
14. An electronic apparatus comprising the non-aqueous secondary battery according to claim 1 as an electric power supply source.
15. A non-aqueous secondary battery comprising:
a cathode;
an anode; and
an electrolytic solution, wherein
the electrolytic solution includes
a non-aqueous solvent,
an electrolyte salt, and
one or both of a disulfonyl compound represented by a following Formula (1) and a disulfinyl compound represented by a following Formula (2),
where R1 is one of a hydrocarbon group, a halogenated hydrocarbon group, an oxygen-containing hydrocarbon group, a halogenated oxygen-containing hydrocarbon group, and a group obtained by bonding two or more thereof to one another; and X1 is a halogen group,
where R2 is one of a hydrocarbon group, a halogenated hydrocarbon group, an oxygen-containing hydrocarbon group, a halogenated oxygen-containing hydrocarbon group, and a group obtained by bonding two or more thereof to one another; and X2 is a halogen group,
wherein the hydrocarbon group is one of an alkenyl group and an alkynyl group.
16. A non-aqueous secondary battery comprising:
a cathode;
an anode; and
an electrolytic solution, wherein
the electrolytic solution includes
a non-aqueous solvent,
an electrolyte salt, and
one or both of a disulfonyl compound represented by a following Formula (1) and a disulfinyl compound represented by a following Formula (2),
where R1 is one of a hydrocarbon group, a halogenated hydrocarbon group, an oxygen-containing hydrocarbon group, a halogenated oxygen-containing hydrocarbon group, and a group obtained by bonding two or more thereof to one another; and X1 is a halogen group,
where R2 is one of a hydrocarbon group, a halogenated hydrocarbon group, an oxygen-containing hydrocarbon group, a halogenated oxygen-containing hydrocarbon group, and a group obtained by bonding two or more thereof to one another; and X2 is a halogen group,
wherein the electrolytic solution comprises both of the disulfonyl compound represented by the Formula (1) and the disulfinyl compound represented by the Formula (2).
17. A non-aqueous secondary battery comprising:
a cathode;
an anode; and
an electrolytic solution, wherein
the electrolytic solution includes
a non-aqueous solvent,
an electrolyte salt, and
one or both of a disulfonyl compound represented by a following Formula (1) and a disulfinyl compound represented by a following Formula (2),
where R1 is one of a hydrocarbon group, a halogenated hydrocarbon group, an oxygen-containing hydrocarbon group, a halogenated oxygen-containing hydrocarbon group, and a group obtained by bonding two or more thereof to one another; and X1 is a halogen group,
where R2 is one of a hydrocarbon group, a halogenated hydrocarbon group, an oxygen-containing hydrocarbon group, a halogenated oxygen-containing hydrocarbon group, and a group obtained by bonding two or more thereof to one another; and X2 is a halogen group,
wherein the X1 and the X2 each comprise at least one of a chlorine group, a bromine group, and an iodine group.
18. A non-aqueous secondary battery comprising:
a cathode;
an anode; and
an electrolytic solution, wherein
the electrolytic solution includes
a non-aqueous solvent,
an electrolyte salt, and
one or both of a disulfonyl compound represented by a following Formula (1) and a disulfinyl compound represented by a following Formula (2),
where R1 is one of a hydrocarbon group, a halogenated hydrocarbon group, an oxygen-containing hydrocarbon group, a halogenated oxygen-containing hydrocarbon group, and a group obtained by bonding two or more thereof to one another; and X1 is a halogen group,
where R2 is one of a hydrocarbon group, a halogenated hydrocarbon group, an oxygen-containing hydrocarbon group, a halogenated oxygen-containing hydrocarbon group, and a group obtained by bonding two or more thereof to one another; and X2 is a halogen group,
wherein the R1 and the R2 are each one of a halogenated hydrocarbon group, an oxygen-containing hydrocarbon group, a halogenated oxygen-containing hydrocarbon group, and a group obtained by bonding two or more thereof to one another.
19. A non-aqueous secondary battery comprising:
a cathode;
an anode; and
an electrolytic solution, wherein
the electrolytic solution includes
a non-aqueous solvent,
an electrolyte salt, and
one or both of a disulfonyl compound represented by a following Formula (1) and a disulfinyl compound represented by a following Formula (2),
where R1 is one of a hydrocarbon group, a halogenated hydrocarbon group, an oxygen-containing hydrocarbon group, a halogenated oxygen-containing hydrocarbon group, and a group obtained by bonding two or more thereof to one another; and X1 is a halogen group,
where R2 is one of a hydrocarbon group, a halogenated hydrocarbon group, an oxygen-containing hydrocarbon group, a halogenated oxygen-containing hydrocarbon group, and a group obtained by bonding two or more thereof to one another; and X2 is a halogen group,
wherein
the hydrocarbon group is one of an alkyl group, an alkenyl group, an alkynyl group, an aryl group, and a cycloalkyl group,
the oxygen-containing hydrocarbon group is one of an alkoxy group, a first ester group (—C(═O)—O—R3: R3 is an alkyl group), an ester carbonate group (—O—C(═O)—O—R4: R4 is an alkyl group), a second ester group (—O—C(═O)—R5: R5 is an alkyl group), and a polyether group (—(R6O) n —R7: R6 is an alkylene group, R7 is an alkyl group, and n is an integer number equal to or more than 2),
the halogenated hydrocarbon group and the halogenated oxygen-containing hydrocarbon group each include one or more of elements selected from a group including fluorine (F), chlorine (Cl), bromine (Br), and iodine (I), and
the halogen group is one of a fluorine group (—F), a chlorine group (—Cl), a bromine group (—Br), and an iodine group (—I).
20. The non-aqueous secondary battery according to claim 19 , wherein
each of carbon numbers of the alkyl group and the alkoxy group is from 1 to 18 both inclusive,
each of carbon numbers of the alkenyl group and the alkynyl group is from 2 to 18 both inclusive,
a carbon number of the aryl group is from 6 to 18 both inclusive, and
a carbon number of the cycloalkyl group is from 3 to 18 both inclusive.