Cyclobutenedione derivative, nonaqueous electrolytic solution, and lithium ion secondary battery

Patent metadata

Field	Value
Publication number	US-10374258-B2
Application number	US-201515500459-A
Country	US
Kind code	B2
Filing date	Jul 1, 2015
Priority date	Jul 31, 2014
Publication date	Aug 6, 2019
Grant date	Aug 6, 2019

Abstract

A nonaqueous electrolytic solution comprising a cyclobutenedione derivative represented by the following general formula (1):

wherein R 1 represents an organic group having a carbon-carbon double bond or a carbon-carbon triple bond in its structure, and R 2 represents an alkyl group having 1-6 carbon atoms, an alkoxy group having 1-6 carbon atoms, a thioalkyl group having 1-6 carbon atoms, a substituted or unsubstituted thioaryl group, a substituted or unsubstituted aryl group, or a substituted or unsubstituted heteroaryl group.

First claim

The invention claimed is:

1. A nonaqueous electrolytic solution comprising:
a nonaqueous solvent, an electrolyte salt, and a cyclobutenedione derivative represented by the following general formula (1):

wherein in the general formula (1), R 1 is a group selected from the group consisting of a vinyl group, an allyl group, a 1-propenyl group, an isopropenyl group, an ethynyl group, a phenylethynyl group, and a trimethylsilylethynyl group, and
wherein in the general formula (1), R 2 is a group selected from the group consisting of a phenyl group, a methyl group, an ethyl group, a methoxy group, an ethoxy group, an isopropoxy group, a 4-fluorophenyl group, a 2,4-difluorophenyl group, a pentafluorophenyl group, a tolyl group, a 4-methylthiophenyl group, a 2-thienyl group, a 2-furanyl group, an alkylthio group having 1-3 carbon atoms, and a phenylthio group.

2. The nonaqueous electrolytic solution according to claim 1 , wherein a content of the cyclobutenedione derivative is in a range of 0.01 to 10% by mass based on a total mass of the nonaqueous electrolytic solution.

3. The nonaqueous electrolytic solution according to claim 1 , further comprising at least one additive compound selected from the group consisting of vinylene carbonate, fluoroethylene carbonate, 1,3-propanesultone, maleic anhydride, and 1,5,2,4-dioxadithiane-2,2,4,4-tetraoxide, wherein
a content of the additive compound is in a range of 0.01 to 10% by mass based on a total mass of the nonaqueous electrolytic solution.

4. The nonaqueous electrolytic solution according to claim 1 , comprising a lithium salt as the electrolyte salt.

5. The nonaqueous electrolytic solution according to claim 1 , comprising a carbonate as the nonaqueous solvent.

6. The nonaqueous electrolytic solution according to claim 1 ,
wherein in the general formula (1), R 1 is a group selected from the group consisting of the vinyl group, the allyl group, the ethynyl group and the trimethylsilylethynyl group, and
wherein in the general formula (1), R 2 is a group selected from the group consisting of the phenyl group, the methyl group, the methoxy group, the isopropoxy group, the 4-fluorophenyl group, the 2,4-difluorophenyl group, the pentafluorophenyl group and the 2-thienyl group.

7. The nonaqueous electrolytic solution according to claim 1 ,
wherein in the general formula (1), R 1 is a group selected from the group consisting of the vinyl group, the allyl group and the ethynyl group, and
wherein in the general formula (1), R 2 is a group selected from the group consisting of the phenyl group, the methyl group, the methoxy group, the isopropoxy group, the 4-fluorophenyl group, the 2,4-difluorophenyl group and the pentafluorophenyl group.

8. A lithium ion secondary battery comprising: a positive electrode comprising a positive electrode active material capable of intercalating and deintercalating a lithium ion; a negative electrode comprising a negative electrode active material capable of intercalating and deintercalating a lithium ion; and the nonaqueous electrolytic solution according to claim 1 .

9. The lithium ion secondary battery according to claim 8 , wherein the negative electrode active material comprises at least one selected from the group consisting of elementary silicon, a silicon oxide, and a carbonaceous material.

Assignees

• Nec Corp

Inventors

• Maeda Katsumi
• Sato Shizuka
• Horie Mika

Classifications

• C07C49/647

  having unsaturation outside the ring · CPC title

• C07C2601/04

  with a four-membered ring · CPC title

• H01M4/505

  of mixed oxides or hydroxides containing manganese for inserting or intercalating light metals, e.g. LiMn2O4 or LiMn2OxFy · CPC title

• H01M4/483

  for non-aqueous cells (H01M4/485 takes precedence) · CPC title

• C07F7/0803

  Compounds with Si-C or Si-Si linkages · CPC title