IP Library › Granted Patent US 9,263,766
Granted Patent B2
US 9,263,766 · App. 14/151,750 · Granted Feb 16, 2016

Additive for electrolyte of lithium battery, organic electrolyte solution comprising the same, and lithium battery using the organic electrolyte solution

Inventors: Khasanov Makhmut (Yongin-si, KR); Sang-Hoon Kim (Yongin-si, KR); Ha-Rim Lee (Yongin-si, KR); Pavel Alexandrovich Shatunov (Yongin-si, KR); In-Haeng Cho (Yongin-si, KR); Woo-Cheol Shin (Yongin-si, KR)
Assignee: Samsung SDI Co., Ltd.
H01M10/0567H01M4/587H01M10/0525H01M10/0569H01M2300/0025
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Quick Facts
Patent No.
US 9,263,766
App. No.
14/151,750
Granted
Feb 16, 2016
Kind
B2
Abstract

An additive for an electrolyte of a lithium battery including a disultone-based compound represented by Formula 1 below, an organic electrolyte solution including the additive, and a lithium battery including the organic electrolyte solution are provided: wherein, in Formula 1, A 1 , A 2 , A 3 , and A 4 are each independently a substituted or unsubstituted C1-C5 alkylene group; a carbonyl group; or a sulfinyl group.

Claims (33)

1. An organic electrolyte solution comprising:

a lithium salt;

an organic solvent; and

a disultone-based compound represented by Formula 1:

wherein A 1 , A 2 , A 3 , and A 4 are each independently a substituted or unsubstituted C1-C5 alkylene group; a carbonyl group; or a sulfinyl group.

2. The organic electrolyte solution of claim 1 , wherein at least one of A 1 , A 2 , A 3 , or A 4 is an unsubstituted C1-C5 alkylene group or a substituted C1-C5 alkylene group substituted with one or more of an unsubstituted or halogen-substituted C1-C20 alkyl group; an unsubstituted or halogen-substituted C2-C20 alkenyl group; an unsubstituted or halogen-substituted C2-C20 alkynyl group; an unsubstituted or halogen-substituted C3-C20 cycloalkenyl group; an unsubstituted or halogen-substituted C3-C20 saturated heterocyclic group; an unsubstituted or halogen-substituted C6-C40 aryl group; an unsubstituted or halogen-substituted C2-C40 heteroaryl group; or a polar functional group including one or more heteroatoms.

3. The organic electrolyte solution of claim 1 , wherein at least one of A 1 , A 2 , A 3 , or A 4 is an unsubstituted C1-C5 alkylene group or a substituted C1-C5 alkylene group substituted with 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 tetrafluoroethyl group, a phenyl group, a naphthyl group, a tetrafluorophenyl group, a pyrrolyl group, or a pyridinyl group.

4. The organic electrolyte solution of claim 2 , wherein the substituted C1-C5 alkylene group is substituted with a polar functional group including one or more heteroatoms, the polar functional group selected from the group consisting of —F, —Cl, —Br, —I, —C(═O)OR 16 , —OR 16 , —OC(═O)OR 16 , —R 15 OC(═O)OR 16 , —C(═O)R 16 , —R 15 C(═O)R 16 , —OC(═O)R 16 , —R 15 OC(═O)R 16 , —C(═O)—O—C(═O)R 16 , —R 15 C(═)—O—C(═O)R 16 , —SR 16 , —R 15 SR 16 , —SSR 16 , —R 15 SSR 16 , —S(═O)R 16 , —R 15 S(═O)R 16 , —R 15 C(═S)R 16 , —R 15 C(═S)SR 16 , —R 15 SO 3 R 16 , —SO 3 R 16 , —NNC(═S)R 16 , —R 15 NNC(═S)R 16 , —R 15 N═C═S, —NCO, —R 15 —NCO, —NO 2 , —R 15 NO 2 , —R 15 SO 2 R 16 , —SO 2 R 16 ,

wherein:

R 11 and R 15 are each independently an unsubstituted or halogen-substituted C1-C20 alkylene group; an unsubstituted or halogen-substituted C2-C20 alkenylene group; a unsubstituted or halogen-substituted C2-C20 alkynylene group; an unsubstituted or halogen-substituted C3-C12 cycloalkylene group; an unsubstituted or halogen-substituted C6-C40 arylene group; an unsubstituted or halogen-substituted C2-C40 heteroarylene group; an unsubstituted or halogen-substituted C7-C15 alkylarylene group; or an unsubstituted or halogen-substituted C7-C15 arakylene group; and

R 12 , R 13 , R 14 , and R 16 are each independently a hydrogen; a halogen; an unsubstituted or halogen-substituted C1-C20 alkyl group; an unsubstituted or halogen-substituted C2-C20 alkenyl group; an unsubstituted or halogen-substituted C2-C20 alkynyl group; an unsubstituted or halogen-substituted C3-C12 cycloalkyl group; an unsubstituted or halogen-substituted C6-C40 aryl group; an unsubstituted or halogen-substituted C2-C40 heteroaryl group; an unsubstituted or halogen-substituted C7-C15 alkylaryl group; an unsubstituted or halogen-substituted C7-C15 trialkylsilyl group; or an unsubstituted or halogen-substituted C7-C15 aralkyl group.

5. The organic electrolyte solution of claim 1 , wherein the disultone-based compound is represented by one of Formulae 2 or 3:

wherein B 1 , B 2 , B 3 , B 4 , D 1 , D 2 , D 3 , D 4 , D 5 , and D 6 are each independently —C(E 1 )(E 2 )-; a carbonyl group; or a sulfinyl group, where E 1 and E 2 are each independently a hydrogen; a halogen; a unsubstituted or halogen-substituted C1-C20 alkyl group; an unsubstituted or halogen-substituted C2-C20 alkenyl group; an unsubstituted or halogen-substituted C2-C20 alkynyl group; an unsubstituted or halogen-substituted C3-C20 cycloalkenyl group; an unsubstituted or halogen-substituted C3-C20 saturated heterocyclic group; an unsubstituted or halogen-substituted C6-C40 aryl group; or an unsubstituted or halogen-substituted C2-C40 heteroaryl group.

6. The organic electrolyte solution of claim 5 , wherein E 1 and E 2 are each independently a hydrogen; a halogen; an unsubstituted or halogen-substituted C1-C10 alkyl group; an unsubstituted or halogen-substituted C6-C40 aryl group; or an unsubstituted or halogen-substituted C2-C40 heteroaryl group.

7. The organic electrolyte solution of claim 5 , wherein E 1 and E 2 are each independently 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 tetrafluoroethyl group, a phenyl group, a naphthyl group, a tetrafluorophenyl group, a pyrrolyl group, or a pyridinyl group.

8. The organic electrolyte solution of claim 1 , wherein the disultone-based compound is represented by one of Formulae 4 or 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 a hydrogen; a halogen; an unsubstituted or halogen-substituted C1-C20 alkyl group; an unsubstituted or halogen-substituted C6-C40 aryl group; or an unsubstituted or halogen-substituted C2-C40 heteroaryl group.

9. The organic electrolyte solution of claim 8 , 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 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 tetrafluoroethyl group, a phenyl group, a naphthyl group, a tetrafluorophenyl group, a pyrrolyl group, or a pyridinyl group.

10. The organic electrolyte solution of claim 1 , wherein the disultone-based compound is represented by one of Formulae 6 to 17:

11. The organic electrolyte solution of claim 1 , wherein the organic electrolyte solution comprises from about 0.01 wt % to about 10 wt % of the disultone-based compound.

12. The organic electrolyte solution of claim 1 , wherein the organic solvent comprises a low-boiling point solvent.

13. The organic electrolyte solution of claim 1 , wherein the organic electrolyte solution comprises from about 0.01 M to about 5.0 M of the lithium salt.

14. A lithium battery comprising:

a cathode;

an anode; and

an organic electrolyte solution comprising:

a lithium salt;

an organic solvent; and

an additive comprising a disultone-based compound represented by Formula 1:

wherein A 1 , A 2 , A 3 , and A 4 are each independently a substituted or unsubstituted C1-C5 alkylene group; a carbonyl group; or a sulfinyl group.

15. The lithium battery of claim 14 , wherein the disultone-based compound is represented by one of Formulae 6 to 17:

16. The lithium battery of claim 15 , wherein the anode comprises graphite.

17. The lithium battery of claim 15 , wherein the lithium battery has a high voltage of about 3.8 V or greater.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 9, 2014
From: MAKHMUT, KHASANOV; KIM, SANG-HOON; LEE, HA-RIM; SHATUNOV, PAVEL ALEXANDROVICH; CHO, IN-HAENG; SHIN, WOO-CHEOL
To: SAMSUNG SDI CO., LTD.
Reel/Frame 031933/0929 →
Priority Claims (1)
KR 10-2013-0113480 · Sep 24, 2013 · national
Continuity (1)
Related Publication 20150086861A1 · Mar 26, 2015