Organic electrolytic solution and lithium battery including the same

Patent metadata

Field	Value
Publication number	US-10199686-B2
Application number	US-201615067827-A
Country	US
Kind code	B2
Filing date	Mar 11, 2016
Priority date	Mar 12, 2015
Publication date	Feb 5, 2019
Grant date	Feb 5, 2019

Abstract

An organic electrolytic solution includes: a lithium salt; an organic solvent; a disultone-based compound represented by Formula 1; and a silicon-based compound represented by Formula 2:

wherein in Formulae 1 and 2,
A 1 , A 2 , A 3 , and A 4 are each independently selected from a substituted or unsubstituted C1 to C5 alkyl group; a carbonyl group; or a sulfinyl group,
n1 to n4 each are independently an integer from 1 to 3,
when each of n1 to n4 is 2 or more, a plurality of A 1 , A 2 , A 3 , or A 4 are identical or different,
X is N or O, and n is 0 or 1, when X is O, n is 0,
Y is a covalent bond, a carbonyl group, or —N═C(R f )—, and
R a , R b , R c , R d , and R e are the same as described in the detailed description.

First claim

What is claimed is:

1. An organic electrolytic solution comprising:
a lithium salt; an organic solvent; a disultone-based compound represented by Formula 1; and
a silicon-based compound represented by Formula 2:

wherein in Formulae 1 and 2,
A 1 , A 2 , A 3 , and A 4 each are independently selected from a substituted or unsubstituted C1 to C5 alkyl group; a carbonyl group; or a sulfinyl group,
n1 to n4 are each independently an integer from 1 to 3,
when each of n1 to n4 is 2 or more, a plurality of A 1 , A 2 , A 3 , or A 4 are identical or different,
X is N or O, and n is 0 or 1, when X is O, n is 0,
Y is a covalent bond, a carbonyl group, or —N═C(R f )—,
R a and R b are each independently selected from a hydrogen; a halogen-substituted or unsubstituted C1 to C5 alkyl group; a halogen-substituted or unsubstituted C4 to C10 cycloalkyl group; a halogen-substituted or unsubstituted C5 to C10 aryl group; a halogen-substituted or unsubstituted C2 to C10 heteroaryl group; a halogen-substituted or unsubstituted C2 to C5 alkenyl group; a halogen-substituted or unsubstituted C2 to C5 alkynyl group; a halogen-substituted or unsubstituted C1 to C5 alkoxy group; a halogen-substituted or unsubstituted C1 to C5 alkylamine group; or —Si(R g )(R h )(R i ), wherein R g , R h , and R i each are independently a halogen-substituted or unsubstituted C1 to C5 alkyl group,
R c , R d , R e , and R f are each independently selected from a hydrogen; a halogen-substituted or unsubstituted C1 to C5 alkyl group; a halogen-substituted or unsubstituted C4 to C10 cycloalkyl group; a halogen-substituted or unsubstituted C5 to C10 aryl group; a halogen-substituted or unsubstituted C2 to C10 heteroaryl group;
a halogen-substituted or unsubstituted C2 to C5 alkenyl group; or a halogen-substituted or unsubstituted C2 to C5 alkynyl group, and
R a and R b link to each other to form a ring.

2. The organic electrolytic solution of claim 1 , wherein at least one of A 1 , A 2 , A 3 , and A 4 is selected from an unsubstituted C1 to C5 alkyl group or a substituted C1 to C5 alkyl group, and
a substituent of the substituted C1 to C5 alkyl group comprises a halogen-substituted or unsubstituted C1 to C5 alkyl group; a halogen-substituted or unsubstituted C5 to C10 aryl group; a halogen-substituted or unsubstituted C2 to C10 heteroaryl group; a halogen-substituted or unsubstituted C2 to C5 alkenyl group; a halogen-substituted or unsubstituted C2 to C5 alkynyl group; or a polar group having a heteroatom.

3. The organic electrolytic solution of claim 1 , wherein at least one of A 1 , A 2 , A 3 , and A 4 is an unsubstituted C1 to C5 alkyl group or a substituted C1 to C5 alkyl group, and
a substituent of the substituted C1 to C5 alkyl group is selected from the group consisting of a halogen, a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group, a tert-butyl group, a trifluoromethyl group, a pentafluoroethyl group, a phenyl group, a naphthyl group, a tetrafluorophenyl group, a pyrrolyl group, and a pyridinyl group.

4. The organic electrolytic solution of claim 1 , wherein the disultone-based compound is represented by one of Formulae 3 and 4:

wherein in Formulae 3 and 4,
B 1 , B 2 , B 3 , B 4 , D 1 , D 2 , D 3 , D 4 , D 5 , and D 6 are each independently selected from —C(E 1 )(E 2 )-; a carbonyl group; or a sulfinyl group, and
E 1 and E 2 are each independently selected from a hydrogen; a halogen; a halogen-substituted or unsubstituted C1 to C5 alkyl group; a halogen-substituted or unsubstituted C5 to C10 aryl group; or a halogen-substituted or unsubstituted C2 to C10 heteroaryl group.

5. The organic electrolytic solution of claim 1 , wherein the disultone-based compound is represented by one of Formulae 5 and 6:

wherein
R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 21 , R 22 , R 23 , R 24 , R 25 , R 26 , R 27 , R 28 , R 29 , R 30 , R 31 , and R 32 are each independently selected from a hydrogen; a halogen; a halogen-substituted or unsubstituted C1 to C5 alkyl group; a halogen-substituted or unsubstituted C5 to C10 aryl group; or a halogen-substituted or unsubstituted C2 to C10 heteroaryl group.

6. The organic electrolytic solution of claim 5 , wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 21 , R 22 , R 23 , R 24 , R 25 , R 26 , R 27 , R 28 , R 29 , R 30 , R 31 , and R 32 are each independently selected from a group consisting of a hydrogen, F, CL, Br, I, a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group, a tert-butyl group, a trifluoromethyl group, a pentafluoroethyl group, a phenyl group, a naphthyl group, a tetrafluorophenyl group, a pyrrolyl group, and a pyridinyl group.

7. The organic electrolytic solution of claim 1 , wherein the disultone-based compound is represented by one of Formulae 7 to 14:

8. The organic electrolytic solution of claim 1 , wherein the silicon-based compound is represented by one of Formulae 19 to 21:

wherein,
Y is a covalent bond or a carbonyl group,

is a N atom-containing C2 to C5 aliphatic ring or aromatic ring,
R j and R k are each independently selected from a hydrogen; a halogen-substituted or unsubstituted C1 to 5 alkyl group; or a halogen-substituted or unsubstituted C1 to 5 aryl group;
R g , R h , and R i are each independently selected from a halogen-substituted or unsubstituted C1 to C5 alkyl group; or a halogen-substituted or unsubstituted C1 to C5 aryl group; and
R c , R d , R e , and R f are each independently selected from a hydrogen; a halogen-substituted or unsubstituted C1 to C5 alkyl group; a halogen-substituted or unsubstituted C4 to C10 cycloalkyl group; a halogen-substituted or unsubstituted C5 to C10 aryl group; a halogen-substituted or unsubstituted C2 to C10 heteroaryl group; a halogen-substituted or unsubstituted C2 to C5 alkenyl group; or a halogen-substituted or unsubstituted C2 to C5 alkynyl group.

9. The organic electrolytic solution of claim 1 , wherein the silicon-based compound is represented by one of Formulae 22 to 31:

10. The organic electrolytic solution of claim 1 , wherein an amount of the disultone-based compound is in a range of about 0.01 wt % to about 10 wt % based on a total weight of the organic electrolytic solution.

11. The organic electrolytic solution of claim 1 , wherein an amount of the silicon-based compound is in a range of about 0.01 wt % to about 5 wt % based on a total weight of the organic electrolytic solution.

12. The organic electrolytic solution of claim 1 , wherein the organic solvent comprises at least one selected from the group consisting of ethyl methyl carbonate (EMC), methyl propyl carbonate, ethyl propyl carbonate, dimethyl carbonate (DMC), diethyl carbonate (DEC), dipropyl carbona

Assignees

• Samsung Sdi Co Ltd

Inventors

• Cha Siyoung

Classifications

• Y02T10/7011

  Cross-Sectional Technologies · mapped topic

• H01M10/0567 Primary

  characterised by the additives · CPC title

• H01M10/052

  Li-accumulators · CPC title

• H01M10/0568

  characterised by the solutes · CPC title

• H01M2300/004

  Three solvents · CPC title