WO2010096404A2

WO2010096404A2 - High voltage electrolyte

Info

Publication number: WO2010096404A2
Application number: PCT/US2010/024354
Authority: WO
Inventors: John Muldoon; Gary Allred; Scott Michael Ankeney; Masaki Matsui; Anthony Dotse; Tsuyoshi Sugimoto
Original assignee: Toyota Motor Engineering & Manufacturing North America, Inc.; Synthonix Corporation; Toyota Motor Corporation
Priority date: 2009-02-17
Filing date: 2010-03-09
Publication date: 2010-08-26
Also published as: WO2010096404A3; WO2010096404A9; US8288040B2; US20100209780A1

Abstract

A battery that includes a cathode, anode and an organic electrolyte solvent including a compound of the formula: R₁-CO-NR₂-OR₃ wherein R₁ is selected from alkanes, alkenes, alkynes, aryls and their substituted derivatives and periluorinated analogues; R₂ is selected from alkanes, alkenes, alkynes, aryls and their substituted derivatives; R₃ is selected from alkanes, alkenes. alkynes, aryls and their substituted derivatives wherein the electrolyte is stable at voltages of greater than 4.0 volts.

Description

HIGH VOLTAGE ELECTROLYTE

REFERENCE TO RELATED APPLICATION

This application claims priority to U.S. Patent Application Serial No. 12/371 ,979, filed February 17, 2009, the entire content of which is incorporated herein by reference.

FIELD OF THE INVENTION

The invention relates to organic electrolytic solutions and batteries utilizing the electrolytic solution.

BACKGROUND OF THE INVENTION It is generally known in the art to utilize various organic solvents as electrolytes for chargeable lithium type batteries. Various electrolytes include materials such as carbonates and cyclic esters as well as ethers. However, these conventional organic solvents are prone to decomposition during the cycling of a charge and discharge of a battery. Additionally, conventional organic solvent type electrolytes may be prone to failure at high operating voltages such as greater than 4.0 volts. Such electrolytes may be prone to thermal failure and are not stable at higher operating voltages. Failures may result in thermal breakdown of the electrolytes or flammability issues of the electrolyte. There is therefore a need in the art for an improved electrolytic solution that is thermally stable at high voltages and at elevated temperatures. There is also a need in the art for an improved electrolytic solution that improves the voltage stability cycle life and safety of a battery incorporating the electrolytic solution. Docket No.: TTC-65802/08

SUMMARY OF THE INVENTION

In one aspect there is disclosed an organic electrolyte solvent that includes a compound of the formula: Ri-CO-NR₂-OR₃ wherein R| is selected from alkanes, alkenes, alkynes, aryls and their substituted derivatives and perfluorinated analogues; R₂ is selected from alkanes, alkenes, alkynes, aryls and their substituted derivatives;

R₃ is selected from alkanes, alkenes, alkynes, aryls and their substituted derivatives wherein the electrolyte is stable at voltages of greater than 4.0 volts.

In another aspect there is disclosed an organic electrolytic solution that includes an organic electrolyte solvent that includes a compound of the formula: R]- CO-NR₂-OR₃ wherein Ri is selected from alkanes, alkenes, alkynes, aryls and their substituted derivatives and perfluorinated analogues; R₂ is selected from alkanes, alkenes. alkynes. aryls and their substituted derivatives; R₃ is selected from alkanes, alkenes, alkynes. aryls and their substituted derivatives wherein the electrolyte is stable at voltages of greater than 4.0 volts. In a further aspect there is disclosed a battery mat includes a cathode, anode and an organic electrolyte solvent including a compound of the formula: Rj -CO-NR₂- OR₃ wherein R] is selected from alkanes, alkenes, alkynes, aryls and their substituted derivatives and perfluorinated analogues; R₂ is selected from alkanes, alkenes, alkynes, aryls and their substituted derivatives; R₃ is selected from alkanes, alkenes, alkynes, aryls and their substituted derivatives wherein the electrolyte is stable at voltages of greater than 4.0 volts. Dockel No.: TTC-65802/08

BRIEF DESCRIPTION OF THE DRAWINGS

Figure 1 is a plot of an impedance profile at room temperature for a 1 molar lithium salt dissolved in the electrolyte of the invention in comparison to a 1 molar lithium salt dissolved in a carbonate based electrolyte; Figure 2 is a plot of the impedance as a function of the voltage for the comparative electrolytes of Figure 1 ;

Figure 3 is a plot of the discharge capacity versus a cycle number for a battery incorporating the electrolyte solution of the invention; and

Figure 4 is a plot of the discharge capacity versus cycle number for a lithium secondary battery having a positive half cell.

DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS

In one aspect there is disclosed an organic electrolyte solvent that includes a compound of the formula: R]-CO-NR₂-OR₃ wherein Rj is selected from alkanes, alkenes, alkynes, aryls and their substituted derivatives and perfluorinated analogues; R₂ is selected from alkanes, alkenes, alkynes. aryls and their substituted derivatives;

R₃ is selected from alkanes, alkenes. alkynes, aryls and their substituted derivatives.

The organic electrolyte solvent remains stable at voltages of greater than 4.0 volts. In another aspect, Ri , R₂ and R₃ may be selected from linear alkyl, branched alkyl, partially fluorinated alkyl and fully fluorinated alkyl groups having from 1 to 5 carbons. In a preferred aspect, R₂ and R₃ may include a methyl moiety.

In another aspect, there is disclosed an organic electrolytic solution that includes the organic electrolyte solvent that includes a compound of the formula: Ri- CO-NR₂-OR₃ wherein Ri is selected from alkanes, alkenes, alkynes. aryls and their substituted derivatives and perfluorinated analogues; R₂ is selected from alkanes, Docket No.: TTC-65802/08 alkenes, alkynes, aryls and their substituted derivatives; R₃ is selected from alkanes, alkeπes, alkynes, aryls and their substituted derivatives. Additionally, an electrolyte salt may be dissolved in the organic electrolyte wherein the electrolytic solution remains stable at voltages of greater than 4.0 volts. Various electrolyte salts may include lithium salts that are generally used in the field. In one aspect, lithium salts may be selected from ihe group consisting of: LiPF₆, LiAsF₆, LiSbF₆, LiBF₄, LiClO₄, LiCF₃SO₃, Li(CF₃SO₂)₂N, Li(C₂F₅SO₂)₂N, LiC₄F₉SO₃, Li(CF₃SO₂)₃C, LiBPIi,, LiBOB₅ and Li(CF₃SO₂)(CF₃CO)N and combinations thereof. The organic electrolyte solution may include the electrolyte salts in a concentration of from 1 molar to 3 molar.

The organic electrolyte solution may also include electrolyte additives selected from SEI forming additives, cathode protecting agents, salt stabilizers, overcharge protecting additives, lithium depositing additives, salvation enhancers, as well as corrosion inhibitors and wetting agents. In one aspect, the SEl forming additives may be utilized to improve the formation of an SEI layer on the surface of an anode of a battery, as will be discussed in more detail below. In one aspect, the SEI forming additives may be selected from the group consisting of: vinylene carbonate, vinyl ethylene carbonate, ally] ethyl carbonate, vinyl acetate, divinyl adipate, acrylic acid nitrile, 2-vinyl pyridine, maleic anhydride, methyl cinnamate, phosphonate, vinyl-containing silane-based compounds, furan derivatives that contain two double bonds in each molecule, sulfur-based compounds, including SO₂, polysulfide, cyclic alkyl sulfites, aryl sulfites, nitrates, nitrites, halogenated ethylene carbonate, halogenated lactone, methyl chloro formate, carboxyl phenol, aromatic esters, anhydrides, maleic anhydride, succinimide, N- Docket No.: TTC-G5802/08 benzyloxy carbonyloxy succinimide, aromatic isocyanates, B₂O₃, organic borates, boroxine compounds, lithium salt-based boron compounds, halogenated organic compounds, polydimethylsiloxane, silanes, tris(pentafluorophenyl) borane, and alkali metal salts. The cathode protecting agents may also be included in the organic electrolyte solution. The cathode protecting agents may be selected from the group consisting of: amine-based organic bases such as butylamine, carbodiimide based compounds such as 7V,N_-dicyclohexylcarbodiimide, JV,iV-diethylarnino trimethylsilane.

Various salt stabilizers may be utilized in the organic electrolyte solution and may be selected from the group consisting of: LiF, Lewis bases including tris(2,2,2- trifluoro ethyl) phosphate, amide-based compounds including l-methyl-2- pyrrolidinone, fJuorinated carbamate and hexamethyl-phosphoramide.

Additionally, overcharge protecting additives may be included in the organic electrolyte solution. In one aspect, the overcharge protecting additives may be selected from the group consisting of: metallocenes, tetracyanoethylene, tetramethylphenylenediamine, dihydrophenazine derivatives bearing either 2- hydroxypropyl or ethyl substituents on both N atoms, substituted aromatic or heterocyclic compounds and their alkali metal salts, anisole-family compounds, 2,5- ditertbutyl-l,4-dimethoxybenzene, monomethoxy benzene class compounds, hexaethyl benzene, bipyridyl or biphenyl carbonates, difluoroanisoles, S- or

N-containing hertocyclic aromatic compounds such as thianthrene and 2,7-diacetyI thianthrene, phenothiazinebased compounds, lithium fluorododecaborates, xylene, cyclohexylbenzene, biphenyl, 2,2-diphenylpropane, phenyl-/e/7-butyl carbonate, phenyl-R-phenyl compounds, 3-thiopheneacetonitrile, heterocyclic compounds Docket No.: TTC-65802/08

including furan, thiophene, and iV-methylpyrrole, 3,4-ethylenedioxythiophene, and

LiBOB.

Various lithium depositing additives may also be included in the organic electrolyte solution. The lithium depositing additives may be selected from the group consisting of: SO₂ compounds, polysulfide, water, 2-methyltetrahydrofuran, 2- methyl thiophene, nitromethane, tetraalkylammonium chlorides with a long alkyl chain, cetyltrimethylarnmonium chlorides, lithium and tetraethylammonium salts of perfluorooctanesulfonate, perfluoropolyethers. nitrile sucrose, nitrile cellulose, AlI₃,

SnI, HF₃ and fluoroethylene carbonate. Salvation enhancers may also be included in the organic electrolyte solution.

Various salvation enhancers include borates, boranes and borole compounds.

In addition, corrosion inhibitors and wetting agents may also be included in the organic electrolyte solution. Various corrosion inhibitors and wetting agents may include agents selected from the group consisting of: LiBOB. LiODFB, ionic and non-ionic surfactants, cyclohexane, trialkyl phosphate, linear eaters with high molecular weight including methyl decanoate and dodecyl acetate, tertiary carboxylic acids, and P₂O₅.

In another aspect, a lithium battery that includes the organic electrolytic solution is described. Generally, the battery may include a positive and negative electrode or cathode and anode. Various types of batteries including lithium batteries such as lithium secondary batteries, lithium ion batteries and lithium ion polymer batteries as well as lithium primary batteries may utilize the organic electrolytic solution. Docket No.: TTC-65802/08

In one aspect, the cathode may include an active material for which absorption and release of various cations of the lithium salts can take place. In one aspect, the active material may include the cations. For example, in a battery that is charged and discharged through the migration of lithium ions such as a lithium ion secondary battery, various lithium composite oxides containing lithium and a transition metal may be utilized. Various examples include composite oxides such as lithium nickel containing oxides as well as lithium-Mn containing oxides such as Iithium-Mnθ₂, LiNi_o,₃. Mni.504j LiMN₂O₄, and lithium cobalt containing oxides such as LiCOO₂. Additionally, various composite oxides including other metallic elements in addition to lithium and nickel may also be utilized. Further, composite oxides containing Li-

Mn and other metallic elements such as cobalt, aluminum, chromium, iron, vanadium, magnesium, titanium, zirconium, niobium, molybdenum, copper, zinc, indium, strontium, lanthanum, and cesium may also be utilized. The positive electrode of the battery disclosed may include any of the active materials that may be held on an electrically conductive member that includes metal or another conductive element.

Various conductive members including rod-shaped, plate or foil bodies as well as mesh or other type structures. In addition to the active material and electron conducting material various other materials such as binders may also be included. Various binders including polyvinyl diamine fluoride, polyletrafluoroethylene, polyvinyl diamine fluoride, hexafluoropropylene copolymers and various other materials may be utilized.

The negative electrode or anode may also include an active material for which absorption and release of the cation described above can take place. Various negative electrode active materials may include a carbon material having an amorphous Docket No.: TTC-65802/08

structure and/or graphite structure. For example, various kinds of active materials commonly utilized in lithium batteries may include natural graphite, mezocarbon microbeads, highly ordered pyrolytic graphite, hard carbon and soft carbon, as well as additional materials. Further, various other active materials that are able to maintain the electric potential of the negative electrode such as lithium titanate may also be utilized. As with the positive electrode, the negative electrode may include an active material that is held on an electrically conductive member that includes metal or the like. Various structures including plates, rods, foils and other type structures may be utilized. As with the previously described cathode, a binder material may be mixed with the active material as well as other additives such as plasticizers or other such additives to form the negative electrode of the battery.

The battery also includes the electrolytic solution as described above. The electrolytic solution may include an organic electrolyte solvent including a compound of the formula: Ri-CO-NR₂-OR₃ wherein R| is selected from alkanes, alkenes, alkynes, aryls and their substituted derivatives and perfluorinated analogues; R₂ is selected from alkanes, alkenes, alkynes, aryls and their substituted derivatives; R₃ is selected from alkanes, alkenes. alkynes, aryls and their substituted derivatives, and an electrolyte salt dissolved in the organic electrolyte wherein the battery is stable at voltages of greater than 4.0 volts. Examples

Preparation of 2^3_»3j3-I*eiitafluoro-N-methoxy-N-methyI-propionainide:

To a 3-neck 1.0-L round-bottomed flask (RBF) equipped with dry ice/liquid nitrogen bath, mechanical stirrer, dry nitrogen gas inlet, thermoprobe, addition funnel, and bubbler were charged with pentafluoropropionic anhydride (50 g, 0.16 moles), Docket Mo.: TTC-65802/08

N.Odimethylhydroxyl amine hydrochloride (1.03 equivalents) and anhydrous dichloromethane (400 mL). The system was flushed with nitrogen and then cooled to 0 ⁰C. While stirring at this temperature, anhydrous pyridine (3.00 equivalents) was added dropwise and the resulting reaction mixture was stirred at 0 ⁰C for 60 min and quenched with water. The layers were separated. The organic layer was washed with water, hydrochloric acid (1 M, 3.00 equivalents), water, and then with brine. The organic solution was then dried over anhydrous MgSO4, filtered and the solvent removed on a rotary evaporator. The residue was re-dissolved in dichloromethane and plugged through a short pad of silica gel, eluting with dichloromethane. Eluents containing pure product were pooled and the solvent evaporated on the rotary evaporator. The resulting oil was pulled under high vacuum for a few hours to obtain product as oil (26.52 g, 79%): ¹H NMR (400 MHz, CDCl₃-d) δ 3.34 (s, 3H), 3.64 (s, 3H).

The resulting product was tested for ionic conductivity using blocking electrodes in a coin cell. The ionic conductivity of l.OM LiPFe dissolved in the product was studied by AC impedance spectroscopy (Figure 1 ) at room temperature. The impedance data shows that organic electrolyte (2,2,3,3,3-Pentafluoro-N-methoxy- N-methyl-propionamide) has similar conductivity to that of organic carbonates.

Referring to Figure 2, a cyclic voltametry scan measured in a coin cell containing a Li/stainless steel electrode is presented for the 2.2,3.3,3-Pentafluoro-N- methoxy-N-methyl-propionamide electrolyte and a carbonate based electrolyte. The testing conditions were made at room temperature at a scan rate of lmV/s. Docket No.: TTC-65802/08

The Voltage stability of the 2,2,3,3,3-Pentafiuoro-N-methoxy-N-methyl- propionamide electrolyte with IM LiPF_f, (4.85V vs LiZLi⁺) is superior to organic carbonates with IM LiPF6 (4.28V vs Li/Li⁺).

Additionally, batteries were prepared with the 2,2,3,3,3-Pentafluoro-N- methoxy-N-methyl-propionamide electrolyte for full cells and half cells. For the full cell, a positive electrode was formed by applying an even coating of a mixture containing a lithium transition metal oxide, a conductive carbon additive, and polyvinyl idene fluoride (PVDF) as a bonding agent in an 85:10:5 ratio onto a thin aluminum foil current collecting material. A negative electrode was formed by applying an even coating of a mixture of graphitic carbon and PVDF as a bonding agent to a thin copper foil current collecting material. A thin polyolefin material was used as a separator between the two electrodes. Size 2032 coin cells were prepared using these materials and were charged and discharged with a current density of 1 mA/cm², For the half cell, a positive electrode was formed by applying an even coating of a mixture containing a lithium transition metal oxide, a conductive carbon additive, and polyvinylidene fluoride (PVDF) as a bonding agent in an 85:10:5 ratio onto a thin aluminum foil current collecting material. A negative electrode was formed of a thin foil of lithium metal. The electrolyte solution contained IM LiPF₆ dissolved in the organic solvent and contains 5% wt EC and 2% wt VC as an SEI forming additive. A thin polyolefin material was used as a separator between the two electrodes. Size 2032 coin cells were prepared using these materials and were charged and discharged with a current density of 1 mA/cm'. Docket No.: TTC-65802/08

Referring to Figures 3 and 4 plots of the discharge capacity versus the cycle are shown for the full and half cells. As can be seen from the plots, the discharge capacity of the cells remain stable over many cycles.

Although preferred embodiments of the invention have been described using specific terms, devices, and methods, such description is for illustrative purposes only. The words used are words of description rather than of limitation. It is to be understood that changes and variations may be made by those of ordinary skill in the art without departing from the spirit or the scope of the present invention which is set forth in the following claims. In addition, it should be understood that aspects of the various embodiments may be interchanged, both in whole, or in part. Therefore, the spirit and scope of the appended claims should not be limited to the description of the preferred versions contained therein.

Claims

Docket No.: TTC-65802/08

1. An organic electrolyte solvent comprising: a compound of the formula:

R₁-CO-NR₂-OR₃ wherein R₁ is selected from alkanes, alkenes, alkynes, aryls and their substituted derivatives and perfiuorinated analogues; R₂ is selected from alkanes, alkenes, alkynes, aryls and their substituted derivatives; R₃ is selected from alkanes, alkenes. alkynes, aryls and their substituted derivatives wherein the electrolyte is stable at voltages of greater than 4.0 volts.

2. The organic electrolyte of claim 1 wherein Ri, R₂ and R₃ are selected from linear alkyl, branched alkyl, partially fluorinated alkyl, fully fluorinated alky] groups having from 1 to 5 carbons.

3. The organic electrolyte of claim 1 wherein R₂ comprises a methyl moiety.

4. The organic electrolyte of claim 1 wherein R₃ comprises a methyl moiety.

5. An organic electrolytic solution comprising: an organic electrolyte solvent including a compound of the formula:

RrCO-NR₂-OR₃ wherein

Ri is selected from alkanes, alkenes, alkynes, aryls and their substituted derivatives and perfiuorinated analogues; R₂ is selected from alkanes, alkenes, alkynes, aryls and Docket No.: TTC-65802/08

their substituted derivatives; R₃ is selected from alkanes, alkenes, alkynes, aryls and tlieir substituted derivatives; and an electrolyte salt dissolved in the organic electrolyte wherein the electrolytic solution is stable at voltages of greater than 4.0 volts.

ό. The organic electrolyte solution of ciaim 5 wherein the electrolyte salt is selected from the group consisting of: LiPF₆, LiAsF₆₇ LiSbF₆, LiBF^ LiClO₄, LiCF₃SO₃, Li(CF₃SO₂)₂N, Li(C₂F₅SOi)₂N₃ LiGiF₉SO₃, Li(CF₃SO₂)₃C, LiBPh₄, LiBOB, and Li(CF₃SO₂)(CF₃CO)N and combinations thereof.

7. The organic electrolyte solution of claim 6 wherein the electrolyte salt has a concentration of from l.OM to 3.0M.

8. The organic electrolyte solution of claim 5 including electrolyte additives selected from the group consisting of: SEl forming additives, cathode protecting agents, salt stabilizers, overcharge protecting additives, lithium depositing additives, and salvation enhancers, corrosion inhibitors and wetting agents.

9. The organic electrolyte solution of claim 8 wherein the SEl forming additives are selected from the group consisting of: vinylene carbonate, vinyl ethylene carbonate, allyl ethyl carbonate, vinyl acetate, divinyl adipate, acrylic acid nitrile, 2- vinyl pyridine, maleic anhydride, methyl cinnamate, phosphonate, vinyl-containing silane-based compounds, furan derivatives that contain two double bonds in each molecule, sulfur-based compounds, including SO₂, polysulfide, cyclic alkyl sulfites, Docket No.: TTC-65802/08

aryl sulfites, nitrates, nitrites, halogenated ethylene carbonate, halogenated lactone, methyl chloroformate, carboxyl phenol, aromatic esters, anhydrides, maleic anhydride, succϊnimide, iV-benzyloxy carbonyloxy succinimide, aromatic isocyanates, B₂O₃, organic borates, boroxine compounds, lithium salt-based boron compounds, halogenated organic compounds, polydirnethylsiloxane, silanes, τris(pentafluorophenyl) borane, and alkali metal saits.

10. The organic electrolyte solution of claim 8 wherein the cathode protecting agents are selected from the group consisting of: amine-based organic bases such as butylamine, carbodiimide based compounds such as jV,/V_-dicyclohexylcarbodiimide, λyV-diethylamino trimethylsilane.

1 1. The organic electrolyte solution of claim 8 wherein the salt stabilizers are selected from the group consisting of: LiF, Lewis bases including tris(2,2,2- trifluoroethyl) phosphate, amide-based compounds including l-methyl-2- pyrrolidinone. fluorinated carbamate and hexamethyl-phosphoramide.

12. The organic electrolyte solution of claim 8 wherein the overcharge protecting additives are selected from the group consisting of: metallocenes, tetracyanoethylene, tetramethylphenylenediamine. dihydrophenazine derivatives bearing either 2- hydroxypropyl or ethyl substituents on both N atoms, substituted aromatic or heterocyclic compounds and their alkali metal salts, anisole-family compounds, 2,5- ditertbutyl-l,4-dimethoxybenzene, monomethoxy benzene class compounds, hexaethyl benzene, bipyridyl or biphenyl carbonates, difluoroanisoles, S- or N- Docket No.: TTC-65802/08

containing hertocyclic aromatic compounds such as thianthrene and 2,7-diacetyI thianthrene., phenothiazinebased compounds, lithium fluorododecaborates. xylene, cyclohexylbenzene, biphenyl. 2,2-diphenylpropane, phenyl-/er/-butyl carbonate, phenyl-R-phenyl compounds, 3-thiopheneacetonitrile, heterocyclic compounds including furan, thiophene, and TV-methylpyrrole, 3,4-ethylenedioxythiophene. and

LiBOB.

13. The organic electrolyte solution of claim 8 wherein the lithium depositing additives are selected from the group consisting of: SO₂ compounds, polysulfide, water, 2-methyltetrahydrofuran, 2-methylthiophene, nitromethane, tetraalkylammonium chlorides with a long alkyl chain, cetyltrimethylammonium chlorides, lithium and tetraethylammonium salts of perfluorooctanesulfonate, perfluoropolyethers, nitrile sucrose, nitrile cellulose, AlI₃, SnI, HF, and fluoroethylene carbonate.

14. The organic electrolyte solution of claim 8 wherein the salvation enhancers are selected from the group consisting of: as borate, borane, and borole compounds.

15. The organic electrolyte solution of claim 8 wherein the corrosion inhibitors and wetting agents are selected from the group consisting of: LiBOB. LiODFB₃ ionic and non-ionic surfactants, cyclohexane, trialkyl phosphate, linear eaters with high molecular weight including methyl decanoate and dodecyl acetate, tertiary carboxylic acids, and P₂O₅. Docket No.: TTC-65802/08

16. A battery comprising: a cathode; an anode; an organic electrolyte solvent including a compound of the formula: Ri-CO-NR₃-OR₃ wherein

R) is selected from alkanes, alkenes, alkynes, aryls and their substituted derivatives and perfluorinated analogues; R₂ is selected from alkanes, alkenes. alkynes, aryls and their substituted derivatives; R₃ is selected from alkanes, alkenes. alkynes, aryls and their substituted derivatives; and an electrolyte salt dissolved in the organic electrolyte wherein the battery is stable at voltages of greater than 4.0 volts.

17. The battery of claim 16 wherein the electrolyte salt is selected from the group consisting of: LiPF₆, LiAsF₆, LiSbF₆, LiBF₄, LiClO^ LiCF₃SO₃, Li(CF₃SO₂)₂N, Li(C₂F₅SO₂)₂N, LiC₄F₉SO₃, Li(CF₃SO₂)_BC₁ LiBPh₄, LiBOB, and

Li(CF₃SO₂)(CF₃CO)N and combinations thereof.

18. The battery of claim 17 wherein the electrolyte salt has a concentration of from LOM to 3.OM.

19. The battery of claim 16 including electrolyte additives selected from the group consisting of: SEI forming additives, cathode protecting agents, salt stabilizers, overcharge protecting additives, lithium depositing additives, and salvation enhancers, corrosion inhibitors and wetting agents. Docket No.: TTC-65802/08

20. The battery of claim 16 wherein R₁, R₂ and R₃ are selected from linear alkyl, branched alkyl, partially fluorinated alkyl, fully fluorinated alkyl groups having from 1 to 5 carbons.