Organic electrolyte solution including silane compound and lithium battery employing the same
Organic electrolyte solutions and lithium batteries employing the same are provided. In one embodiment, an organic electrolyte solution includes a silane compound. The inventive organic electrolyte solutions prevent crack formation caused by volumetric changes in the anode active material during charging/discharging of the battery. This improves charge/discharge characteristics, resulting in improved battery stability, reliability, and charge/discharge efficiency, which is a dramatic improvement over conventional organic electrolyte solutions, which have higher irreversible capacities due to the decomposition of polar solvents.
1. An organic electrolyte solution comprising:
a lithium salt;
an organic solvent; and
a silane compound selected from the group consisting of compounds represented by Formula 1 and 2:
wherein:
X is selected from the group consisting of unsubstituted C 1 to C 6 divalent alkyl groups, substituted C 1 to C 6 divalent alkyl groups, unsubstituted C 6 to C 30 divalent cylcloalkyl groups, substituted C 6 to C 30 divalent cycloalkyl groups, unsubstituted C 6 to C 30 divalent aryl groups, substituted C 6 to C 30 divalent aryl groups, unsubstituted C 2 to C 30 divalent heteroaryl groups, substituted C 2 to C 30 divalent heteroaryl groups, unsubstituted C 2 to C 30 divalent alkenyl groups, substituted C 2 to C 30 divalent alkenyl groups, unsubstituted C 2 to C 6 divalent alkynyl groups, and substituted C 2 to C 6 divalent alkynyl groups;
R 1 , R 2 , R 3 and R 4 are each independently selected from the group consisting of unsubstituted C 1 to C 20 alkyl groups, substituted C 1 to C 20 alkyl groups, unsubstituted C 3 to C 20 cycloalkyl groups, substituted C 3 to C 20 cycloalkyl groups, unsubstituted C 5 to C 30 heterocycloalkyl groups, substituted C 5 to C 30 heterocycloalkyl groups, unsubstituted C 1 to C 20 alkoxy groups, substituted C 1 to C 20 alkoxy groups, unsubstituted C 6 to C 30 aryl groups, substituted C 6 to C 30 aryl groups, unsubstituted C 6 to C 30 aralkyl groups, substituted C 6 to C 30 aralkyl groups, unsubstituted C 2 to C 30 heteroaryl groups, and substituted C 2 to C 30 heteroaryl groups; and
X 1 , X 2 , X 3 and X 4 are each independently selected from the group consisting of single bonds, unsubstituted C 1 to C 6 divalent alkyl groups, substituted C 1 to C 6 divalent alkyl groups, unsubstituted C 6 to C 30 divalent cycloalkyl groups, substituted C 6 to C 30 divalent cycloalkyl groups, unsubstituted C 6 to C 30 divalent aryl groups, substituted C 6 to C 30 divalent aryl groups, unsubstituted C 2 to C 30 divalent heteroaryl groups, substituted C 2 to C 30 divalent heteroaryl groups, unsubstituted C 2 to C 30 divalent alkenyl groups, substituted C 2 to C 30 divalent alkenyl groups, unsubstituted C 2 to C 6 divalent alkynyl groups, and substituted C 2 to C 6 divalent alkynyl groups.
2. The organic electrolyte solution of claim 1 , wherein the silane compound comprises a compound represented by Formula 1, wherein:
X is selected from the group consisting of straight divalent alkyl groups having from 1 to 6 carbon atoms, straight divalent alkenyl groups having from 2 to 6 carbon atoms, straight divalent alkynyl groups having from 2 to 6 carbon atoms, branched divalent alkyl groups having from 1 to 6 carbon atoms, branched divalent alkenyl groups having from 3 to 6 carbon atoms, branched divalent alkynyl groups having from 3 to 6 carbon atoms, cyclic divalent alkyl groups having from 3 to 6 carbon atoms, cyclic divalent alkenyl groups having from 3 to 6 carbon atoms, and cyclic divalent alkynyl groups having from 4 to 6 carbon atoms; and
R 1 and R 2 are each independently selected from the group consisting of straight alkyl groups having from 1 to 4 carbon atoms, branched alkyl groups having from 3 to 4 carbon atoms, and cyclic alkyl groups having from 3 to 4 carbon atoms.
3. The organic electrolyte solution of claim 1 , wherein the silane compound comprises a compound represented by Formula 2, wherein:
X 1 , X 2 , X 3 and X 4 are each independently selected from the group consisting of single bonds, straight divalent alkyl groups having from 1 to 4 carbon atoms, straight divalent alkenyl groups having from 2 to 4 carbon atoms, straight divalent alkynyl groups having from 2 to 4 carbon atoms, branched divalent alkyl groups having from 3 to 4 carbon atoms, branched divalent alkenyl groups having from 3 to 4 carbon atoms, branched divalent alkynyl groups having from 3 to 4 carbon atoms, cyclic divalent alkyl groups having from 3 to 4 carbon atoms, cyclic divalent alkenyl groups having from 3 to 4 carbon atoms, and cyclic divalent alkynyl groups having from 3 to 4 carbon atoms; and
R 1 , R 2 , R 3 and R 4 are each independently selected from the group consisting of straight alkyl groups having from 1 to 4 carbon atoms, branched alkyl groups having from 3 to 4 carbon atoms, and cyclic alkyl groups having from 3 to 4 carbon atoms.
4. The organic electrolyte solution of claim 1 , wherein the silane compound is selected from the group consisting of compounds represented by Formulae 3, 4, 5, 6 and 7:
5. The organic electrolyte solution of claim 1 , wherein the silane compound is present in an amount ranging from about 0.5 to about 20 parts by weight based on 100 parts by weight of the organic solvent.
6. The organic electrolyte solution of claim 1 , wherein the lithium salt is present in a concentration ranging from about 0.5 to about 2.0 M.
7. The organic electrolyte solution of claim 1 , wherein the organic solvent comprises a high dielectric constant solvent and a low boiling point solvent.
8. The organic electrolyte solution of claim 7 , wherein the high dielectric constant solvent is selected from the group consisting of ethylene carbonate, propylene carbonate, butylene carbonate, gamma butyrolactone, and mixtures thereof.
9. The organic electrolyte solution of claim 7 , wherein the low boiling point solvent is selected from the group consisting of dimethyl carbonate, ethylmethyl carbonate, diethyl carbonate, dipropyl carbonate, dimethoxyethane, diethoxyethane, fatty acid ester derivatives, and mixtures thereof.
10. A lithium battery comprising:
a cathode;
an anode; and
an organic electrolyte solution comprising a lithium salt, an organic solvent, and a silane compound selected from the group consisting of compounds represented by Formula 1 and 2:
wherein:
X is selected from the group consisting of unsubstituted C 1 to C 6 divalent alkyl groups, substituted C 1 to C 6 divalent alkyl groups, unsubstituted C 6 to C 30 divalent cylcloalkyl groups, substituted C 6 to C 30 divalent cycloalkyl groups, unsubstituted C 6 to C 30 divalent aryl groups, substituted C 6 to C 30 divalent aryl groups, unsubstituted C 2 to C 30 divalent heteroaryl groups, substituted C 2 to C 30 divalent heteroaryl groups, unsubstituted C 2 to C 30 divalent alkenyl groups, substituted C 2 to C 30 divalent alkenyl groups, unsubstituted C 2 to C 6 divalent alkynyl groups, and substituted C 2 to C 6 divalent alkynyl groups;
R 1 , R 2 , R 3 and R 4 are each independently selected from the group consisting of unsubstituted C 1 to C 20 alkyl groups, substituted C 1 to C 20 alkyl groups, unsubstituted C 3 to C 20 cycloalkyl groups, substituted C 3 to C 20 cycloalkyl groups, unsubstituted C 5 to C 30 heterocycloalkyl groups, substituted C 5 to C 30 heterocycloalkyl groups, unsubstituted C 1 to C 20 alkoxy groups, substituted C 1 to C 20 alkoxy groups, unsubstituted C 6 to C 30 aryl groups, substituted C 6 to C 30 aryl groups, unsubstituted C 6 to C 30 aralkyl groups, substituted C 6 to C 30 aralkyl groups, unsubstituted C 2 to C 30 heteroaryl groups, and substituted C 2 to C 30 heteroaryl groups; and
X 1 , X 2 , X 3 and X 4 are each independently selected from the group consisting of single bonds, unsubstituted C 1 to C 6 divalent alkyl groups, substituted C 1 to C 6 divalent alkyl groups, unsubstituted C 6 to C 30 divalent cycloalkyl groups, substituted C 6 to C 30 divalent cycloalkyl groups, unsubstituted C 6 to C 30 divalent aryl groups, substituted C 6 to C 30 divalent aryl groups, unsubstituted C 2 to C 30 divalent heteroaryl groups, substituted C 2 to C 30 divalent heteroaryl groups, unsubstituted C 2 to C 30 divalent alkenyl groups, substituted C 2 to C 30 divalent alkenyl groups, unsubstituted C 2 to C 6 divalent alkynyl groups, and substituted C 2 to C 6 divalent alkynyl groups.
11. The lithium battery of claim 10 , wherein the silane compound comprises a compound represented by Formula 1, wherein:
X is selected from the group consisting of straight divalent alkyl groups having from 1 to 6 carbon atoms, straight divalent alkenyl groups having from 2 to 6 carbon atoms, straight divalent alkynyl groups having from 2 to 6 carbon atoms, branched divalent alkyl groups having from 2 to 6 carbon atoms, branched divalent alkenyl groups having from 3 to 6 carbon atoms, branched divalent alkynyl groups having from 3 to 6 carbon atoms, cyclic divalent alkyl groups having from 3 to 6 carbon atoms, cyclic divalent alkenyl groups having from 3 to 6 carbon atoms, and cyclic divalent alkynyl groups having from 4 to 6 carbon atoms; and
R 1 and R 2 are each independently selected from the group consisting of straight alkyl groups having from 1 to 4 carbon atoms, branched alkyl groups having from 3 to 4 carbon atoms, and cyclic alkyl groups having from 3 to 4 carbon atoms.
12. The lithium battery of claim 10 , wherein the silane compound comprises a compound represented by Formula 2, wherein:
X 1 , X 2 , X 3 and X 4 are each independently selected from the group consisting of single bonds, straight divalent alkyl groups having from 1 to 4 carbon atoms, straight divalent alkenyl groups having from 2 to 4 carbon atoms, straight divalent alkynyl groups having from 2 to 4 carbon atoms, branched divalent alkyl groups having from 2 to 4 carbon atoms, branched divalent alkenyl groups having from 3 to 4 carbon atoms, branched divalent alkynyl groups having from 3 to 4 carbon atoms, cyclic divalent alkyl groups having from 3 to 4 carbon atoms, cyclic divalent alkenyl groups having from 3 to 4 carbon atoms, and cyclic divalent alkynyl groups having 4 carbon atoms; and
R 1 , R 2 , R 3 and R 4 are each independently selected from the group consisting of straight alkyl groups having from 1 to 4 carbon atoms, branched alkyl groups having from 3 to 4 carbon atoms, and cyclic alkyl groups having from 3 to 4 carbon atoms.
13. The lithium battery of claim 10 , wherein the silane compound is selected from the group consisting of compounds represented by Formulae 3, 4, 5, 6 and 7: