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Lithium bis(oxalate)borate, also known as LiBOB, is a novel and proprietary conductive salt that has been specifically designed for use in high-performance batteries, such as lithium batteries, lithium-ion batteries, and lithium polymer batteries. It is an environmentally friendly halide-free product that offers enhanced energy efficiency and is compatible with a variety of anodes and metal oxide cathodes.

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  • 244761-29-3 Structure
  • Basic information

    1. Product Name: Lithium bis(oxalate)borate
    2. Synonyms: LIBOB;lithium bis(oxalate)borate;LITHIUM BIS(OXALATO)BORATE;CHEMLYTE BO M1;CHEMLYTE BO MX;LITHIUM BIS (OXALATE) BORATE(LiBOB);Borate(1-), bis(ethanedioato(2-)-kappao1,kappao2)-, lithium (1:1), (T-4)-;Borate(1-), bis(ethanedioato(2-)-kappao1,kappao2)-, lithium, (T-4)-
    3. CAS NO:244761-29-3
    4. Molecular Formula: C4BO8*Li
    5. Molecular Weight: 193.79
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 244761-29-3.mol
  • Chemical Properties

    1. Melting Point: >300°C (lit.)
    2. Boiling Point: N/A
    3. Flash Point: N/A
    4. Appearance: /
    5. Density: N/A
    6. Vapor Pressure: 0.004Pa at 20℃
    7. Refractive Index: N/A
    8. Storage Temp.: Inert atmosphere,Room Temperature
    9. Solubility: N/A
    10. Water Solubility: 1015g/L at 20℃
    11. CAS DataBase Reference: Lithium bis(oxalate)borate(CAS DataBase Reference)
    12. NIST Chemistry Reference: Lithium bis(oxalate)borate(244761-29-3)
    13. EPA Substance Registry System: Lithium bis(oxalate)borate(244761-29-3)
  • Safety Data

    1. Hazard Codes: Xi
    2. Statements: 36/37/38
    3. Safety Statements: 26
    4. WGK Germany: 3
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 244761-29-3(Hazardous Substances Data)

244761-29-3 Usage

Uses

Used in Energy Storage Industry:
Lithium bis(oxalate)borate is used as a conductive salt for improving the performance of high-performance batteries, such as lithium, lithium-ion, and lithium polymer batteries. Its application reason is its ability to provide enhanced energy efficiency and compatibility with various anodes and metal oxide cathodes.
Used in Environmentally Friendly Applications:
LiBOB is used as an alternative to traditional fluorinated compounds like LiPF6, LiBF4, Li-triflate, methanides, and imides in the energy storage industry. The application reason is its environmentally friendly nature and its ability to offer similar or improved performance compared to these traditional compounds.
Used in Electrolyte Materials:
Lithium bis(oxalate)borate is used as a novel boron-based lithium salt electrolyte material for lithium-ion batteries. The application reason is its good film-forming property, high thermal stability, and compatibility with a variety of anodes and metal oxide cathodes, which contribute to the overall performance and safety of the batteries.

Flammability and Explosibility

Nonflammable

Check Digit Verification of cas no

The CAS Registry Mumber 244761-29-3 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 2,4,4,7,6 and 1 respectively; the second part has 2 digits, 2 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 244761-29:
(8*2)+(7*4)+(6*4)+(5*7)+(4*6)+(3*1)+(2*2)+(1*9)=143
143 % 10 = 3
So 244761-29-3 is a valid CAS Registry Number.
InChI:InChI=1/C4H2BO11.3Li/c6-1(7)3(10)13-15-5(12)16-14-4(11)2(8)9;;;/h(H,6,7)(H,8,9);;;/q-1;3*+1/p-2

244761-29-3 Well-known Company Product Price

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  • Aldrich

  • (757136)  Lithium bis(oxalato)borate Green Alternative  

  • 244761-29-3

  • 757136-25G

  • 1,702.35CNY

  • Detail

244761-29-3SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name lithium,1,4,6,9-tetraoxa-5-boranuidaspiro[4.4]nonane-2,3,7,8-tetrone

1.2 Other means of identification

Product number -
Other names P130

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:244761-29-3 SDS

244761-29-3Synthetic route

Glyoxal
131543-46-9

Glyoxal

boron fluoridedichloride
14720-30-0

boron fluoridedichloride

lithium bis[1,2-oxalato(2-)-O,O'] borate
244761-29-3

lithium bis[1,2-oxalato(2-)-O,O'] borate

Conditions
ConditionsYield
In 1,4-dioxane at 30℃; under 0 Torr; for 3h; Flow reactor;99.2%
lithium tetrafluoroborate

lithium tetrafluoroborate

silicon dimethyl oxalate

silicon dimethyl oxalate

lithium bis[1,2-oxalato(2-)-O,O'] borate
244761-29-3

lithium bis[1,2-oxalato(2-)-O,O'] borate

Conditions
ConditionsYield
In acetonitrile at 43 - 57℃; for 11h; Inert atmosphere;98.8%
lithium difluoromono[1,2-oxalato(2-)-O,O'] borate
409071-16-5

lithium difluoromono[1,2-oxalato(2-)-O,O'] borate

lithium bis[1,2-oxalato(2-)-O,O'] borate
244761-29-3

lithium bis[1,2-oxalato(2-)-O,O'] borate

Conditions
ConditionsYield
With 1,1,2,2-tetrafluoro-3-(1,1,2,2-tetrafluoroethoxy)propane; 2,3-(4-formylbenzo)-1,4,7,10-tetraoxa-2-cyclododecene; 10-benzyl-1,4,7-trioxa-10-azacyclododecane at 90℃; under 900.09 Torr; for 5h; Inert atmosphere;93%
bis(trimethylsilyl)ethanedioic acid ester
18294-04-7

bis(trimethylsilyl)ethanedioic acid ester

lithium bis[1,2-oxalato(2-)-O,O'] borate
244761-29-3

lithium bis[1,2-oxalato(2-)-O,O'] borate

Conditions
ConditionsYield
With lithium tetramethanolatoborate In acetonitrile at 45 - 50℃;92%
lithium hydroxide monohydrate
1310-66-3

lithium hydroxide monohydrate

tris-(triethylsilyl)-borate
18546-66-2

tris-(triethylsilyl)-borate

oxalic acid
144-62-7

oxalic acid

lithium bis[1,2-oxalato(2-)-O,O'] borate
244761-29-3

lithium bis[1,2-oxalato(2-)-O,O'] borate

Conditions
ConditionsYield
Stage #1: lithium hydroxide monohydrate; oxalic acid In tetrahydrofuran for 2h; Reflux;
Stage #2: tris-(triethylsilyl)-borate at 150℃; for 1h;
83.3%
lithium hydroxide monohydrate
1310-66-3

lithium hydroxide monohydrate

tris(trimethylsilyl)borate
4325-85-3

tris(trimethylsilyl)borate

oxalic acid
144-62-7

oxalic acid

lithium bis[1,2-oxalato(2-)-O,O'] borate
244761-29-3

lithium bis[1,2-oxalato(2-)-O,O'] borate

Conditions
ConditionsYield
Stage #1: lithium hydroxide monohydrate; oxalic acid In N,N-dimethyl-formamide at 100℃; for 1h;
Stage #2: tris(trimethylsilyl)borate at 120℃; for 6h; Solvent; Temperature;
83.1%
tris(dimethylvinylsilyl) borate
383189-04-6

tris(dimethylvinylsilyl) borate

oxalic acid
144-62-7

oxalic acid

lithium carbonate
554-13-2

lithium carbonate

lithium bis[1,2-oxalato(2-)-O,O'] borate
244761-29-3

lithium bis[1,2-oxalato(2-)-O,O'] borate

Conditions
ConditionsYield
Stage #1: oxalic acid; lithium carbonate With 1,2-propylene cyclic carbonate at 200℃; for 1h;
Stage #2: tris(dimethylvinylsilyl) borate at 250℃; for 2h;
81.9%
lithium hydroxide monohydrate
1310-66-3

lithium hydroxide monohydrate

boric acid
11113-50-1

boric acid

oxalic acid
144-62-7

oxalic acid

lithium bis[1,2-oxalato(2-)-O,O'] borate
244761-29-3

lithium bis[1,2-oxalato(2-)-O,O'] borate

Conditions
ConditionsYield
Stage #1: lithium hydroxide monohydrate; boric acid; oxalic acid for 1h; Milling;
Stage #2: at 240℃; for 6h; Temperature;
79.5%
In water at 80 - 85℃; for 24h; Solvent;72%
boron trifluoride dimethyl carbonate complex

boron trifluoride dimethyl carbonate complex

oxalic acid
144-62-7

oxalic acid

lithium fluoride

lithium fluoride

lithium bis[1,2-oxalato(2-)-O,O'] borate
244761-29-3

lithium bis[1,2-oxalato(2-)-O,O'] borate

Conditions
ConditionsYield
Stage #1: boron trifluoride dimethyl carbonate complex; lithium fluoride In dimethyl sulfoxide at 90℃; for 7h; Inert atmosphere;
Stage #2: oxalic acid With tetrachlorosilane In dimethyl sulfoxide at 20 - 150℃; for 25h; Solvent; Temperature; Reagent/catalyst; Inert atmosphere;
60%
oxalic acid
144-62-7

oxalic acid

lithium bis[1,2-oxalato(2-)-O,O'] borate
244761-29-3

lithium bis[1,2-oxalato(2-)-O,O'] borate

Conditions
ConditionsYield
With lithium hydroxide; boric acid
With lithium hydroxide; boric acid at 179.84℃; for 2h;
boric acid
11113-50-1

boric acid

oxalic acid
144-62-7

oxalic acid

lithium hydroxide
1310-65-2

lithium hydroxide

lithium bis[1,2-oxalato(2-)-O,O'] borate
244761-29-3

lithium bis[1,2-oxalato(2-)-O,O'] borate

Conditions
ConditionsYield
In water evapn. of water from aq. solns. of oxalic acid, boric acid, and LiOH (2:1:1 mol.); refluxed with CH3CN; filtered; dried in vac. oven at 100°C for 2 d;
potassium hexafluorophosphate
17084-13-8

potassium hexafluorophosphate

oxalic acid
144-62-7

oxalic acid

lithium bis[1,2-oxalato(2-)-O,O'] borate
244761-29-3

lithium bis[1,2-oxalato(2-)-O,O'] borate

Conditions
ConditionsYield
Stage #1: potassium hexafluorophosphate; oxalic acid With tetrachlorosilane for 5h;
Stage #2: With thionyl chloride at 45 - 70℃; for 2h;
10 g
lithium hydroxide monohydrate
1310-66-3

lithium hydroxide monohydrate

boric acid
11113-50-1

boric acid

oxalic acid
144-62-7

oxalic acid

A

lithium oxalate
553-91-3

lithium oxalate

B

lithium bis[1,2-oxalato(2-)-O,O'] borate
244761-29-3

lithium bis[1,2-oxalato(2-)-O,O'] borate

Conditions
ConditionsYield
at 110℃; for 6h; Sealed tube;
boric acid
11113-50-1

boric acid

oxalic acid
144-62-7

oxalic acid

lithium bis[1,2-oxalato(2-)-O,O'] borate
244761-29-3

lithium bis[1,2-oxalato(2-)-O,O'] borate

Conditions
ConditionsYield
With lithium hydroxide In ethyl acetate; acetonitrile at 50℃; for 5.5h; Solvent; Reagent/catalyst; Temperature;
boron

boron

oxalic acid
144-62-7

oxalic acid

lithium
7439-93-2

lithium

lithium bis[1,2-oxalato(2-)-O,O'] borate
244761-29-3

lithium bis[1,2-oxalato(2-)-O,O'] borate

Conditions
ConditionsYield
at 80℃; for 4h; Milling;48.72 g
1-butyl-3-methylimidazolium chloride
79917-90-1

1-butyl-3-methylimidazolium chloride

lithium bis[1,2-oxalato(2-)-O,O'] borate
244761-29-3

lithium bis[1,2-oxalato(2-)-O,O'] borate

1-butyl-3-methylimidazolium bis[oxalato(2-)]-borate

1-butyl-3-methylimidazolium bis[oxalato(2-)]-borate

Conditions
ConditionsYield
In neat (no solvent) at 80℃; for 24h; Temperature;95%
In acetonitrile byproducts: LiCl; onium chloride reacted with excess of Li orthoborate under refluxing for1-3 d; cooled; LiCl filtered off; solvent evapd. at reduced pressure; dried under vac. at 100°C for 1 d; dissolved (CH2Cl2); storage at room temp. overnight; filtered; solvent evapd.; dried under vac. at 90°C (2 d); detn. by NMR (weak Li signal);76.8%
In acetonitrile Heating;
boron trifluoride dimethyl carbonate complex

boron trifluoride dimethyl carbonate complex

lithium bis[1,2-oxalato(2-)-O,O'] borate
244761-29-3

lithium bis[1,2-oxalato(2-)-O,O'] borate

lithium difluoromono[1,2-oxalato(2-)-O,O'] borate
409071-16-5

lithium difluoromono[1,2-oxalato(2-)-O,O'] borate

Conditions
ConditionsYield
With lithium fluoride; Diethyl carbonate at 70℃; under 900.09 Torr; for 12h; Reagent/catalyst; Temperature;95%
methoxyethyl dimethyl ethyl ammonium chloride

methoxyethyl dimethyl ethyl ammonium chloride

lithium bis[1,2-oxalato(2-)-O,O'] borate
244761-29-3

lithium bis[1,2-oxalato(2-)-O,O'] borate

methoxyethyl dimethyl ethyl ammonium bis(oxalato)borate

methoxyethyl dimethyl ethyl ammonium bis(oxalato)borate

Conditions
ConditionsYield
In acetonitrile Heating;92%
In acetonitrile byproducts: LiCl; onium chloride reacted with excess of Li orthoborate under refluxing for1-3 d; cooled; LiCl filtered off; solvent evapd. at reduced pressure; dried under vac. at 100°C for 1 d; dissolved (CH2Cl2); store at room temp.overnight; filtered; solvent evapd.; dried in vac. oven at 90°C (2 d); detn. by NMR (weak Li signal);92%
tetraethylammonium chloride
56-34-8

tetraethylammonium chloride

lithium bis[1,2-oxalato(2-)-O,O'] borate
244761-29-3

lithium bis[1,2-oxalato(2-)-O,O'] borate

tetraethylammonium bis(oxalate)borate

tetraethylammonium bis(oxalate)borate

Conditions
ConditionsYield
In acetonitrile at 20℃;90.6%
N,N,N’,N’-tetrakis[p-di(butyl)aminophenyl]-p-phenylene
4182-80-3

N,N,N’,N’-tetrakis[p-di(butyl)aminophenyl]-p-phenylene

lithium bis[1,2-oxalato(2-)-O,O'] borate
244761-29-3

lithium bis[1,2-oxalato(2-)-O,O'] borate

C62H92N6(2+)*2C4BO8(1-)

C62H92N6(2+)*2C4BO8(1-)

Conditions
ConditionsYield
Stage #1: N,N,N’,N’-tetrakis[p-di(butyl)aminophenyl]-p-phenylene With silver nitrate In N,N-dimethyl-formamide at 70℃; for 5h; Inert atmosphere;
Stage #2: lithium bis[1,2-oxalato(2-)-O,O'] borate at 20℃; Inert atmosphere;
90%
5-azoniaspiro<4.4>nonane bromide
16450-38-7

5-azoniaspiro<4.4>nonane bromide

lithium bis[1,2-oxalato(2-)-O,O'] borate
244761-29-3

lithium bis[1,2-oxalato(2-)-O,O'] borate

spiro-(1,1')-bipyrrolidinium bis(oxalato)borate

spiro-(1,1')-bipyrrolidinium bis(oxalato)borate

Conditions
ConditionsYield
In acetonitrile at 20℃;89.1%
methyl n-butylbis(diethylamino)phosphonium n-butyl sulfate
940301-94-0

methyl n-butylbis(diethylamino)phosphonium n-butyl sulfate

lithium bis[1,2-oxalato(2-)-O,O'] borate
244761-29-3

lithium bis[1,2-oxalato(2-)-O,O'] borate

methyl n-butylbis(diethylamino)phosphonium bis(oxalato)borate

methyl n-butylbis(diethylamino)phosphonium bis(oxalato)borate

Conditions
ConditionsYield
In acetonitrile at 20℃; for 48h;87%
lithium hexafluorophosphate
21324-40-3

lithium hexafluorophosphate

boron trifluoride diethyl etherate
109-63-7

boron trifluoride diethyl etherate

lithium fluoride

lithium fluoride

lithium bis[1,2-oxalato(2-)-O,O'] borate
244761-29-3

lithium bis[1,2-oxalato(2-)-O,O'] borate

A

lithium difluoromono[1,2-oxalato(2-)-O,O'] borate
409071-16-5

lithium difluoromono[1,2-oxalato(2-)-O,O'] borate

B

lithium tetrafluoroborate

lithium tetrafluoroborate

Conditions
ConditionsYield
at 70℃; for 9h; Reagent/catalyst; Solvent; Time;A 86%
B 9%
1-ethyl-3-methyl-1H-imidazol-3-ium chloride
65039-09-0

1-ethyl-3-methyl-1H-imidazol-3-ium chloride

lithium bis[1,2-oxalato(2-)-O,O'] borate
244761-29-3

lithium bis[1,2-oxalato(2-)-O,O'] borate

1-ethyl-3-methylimidazolium bis(oxalato)borate

1-ethyl-3-methylimidazolium bis(oxalato)borate

Conditions
ConditionsYield
In neat (no solvent) at 80℃; for 24h; Temperature;82%
In dichloromethane
N,N-dimethylpyrrolidinium iodide
872-44-6

N,N-dimethylpyrrolidinium iodide

lithium bis[1,2-oxalato(2-)-O,O'] borate
244761-29-3

lithium bis[1,2-oxalato(2-)-O,O'] borate

1,1-dimethylpyrrolidinium bis(oxalato)borate

1,1-dimethylpyrrolidinium bis(oxalato)borate

Conditions
ConditionsYield
In acetonitrile at 20℃;80.1%
yttrium(III) chloride

yttrium(III) chloride

N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

lithium bis[1,2-oxalato(2-)-O,O'] borate
244761-29-3

lithium bis[1,2-oxalato(2-)-O,O'] borate

C2O4(2-)*Li(1+)*3C3H7NO*Y(3+)*2Cl(1-)

C2O4(2-)*Li(1+)*3C3H7NO*Y(3+)*2Cl(1-)

Conditions
ConditionsYield
for 58h; Heating; Inert atmosphere; Schlenk technique; Glovebox;76%
ethoxymethyl dimethyl ethyl ammonium chloride

ethoxymethyl dimethyl ethyl ammonium chloride

lithium bis[1,2-oxalato(2-)-O,O'] borate
244761-29-3

lithium bis[1,2-oxalato(2-)-O,O'] borate

ethoxymethyl dimethyl ethyl ammonium bis(oxalato)borate

ethoxymethyl dimethyl ethyl ammonium bis(oxalato)borate

Conditions
ConditionsYield
In acetonitrile Heating;71.2%
In acetonitrile byproducts: LiCl; onium chloride reacted with excess of Li orthoborate under refluxing for1-3 d; cooled; LiCl filtered off; solvent evapd. at reduced pressure; dried under vac. at 100°C for 1 d; dissolved (CH2Cl2); store at room temp.overnight; filtered; solvent evapd.; dried in vac. oven at 90°C (2 d); detn. by NMR (weak Li signal);71.2%
acetonitrile
75-05-8

acetonitrile

lithium bis[1,2-oxalato(2-)-O,O'] borate
244761-29-3

lithium bis[1,2-oxalato(2-)-O,O'] borate

1.8C2H3N*C4BO8(1-)*Li(1+)

1.8C2H3N*C4BO8(1-)*Li(1+)

Conditions
ConditionsYield
In toluene at 0℃; for 1.33333h; Inert atmosphere;67%
1,2-propylene cyclic carbonate
108-32-7

1,2-propylene cyclic carbonate

lithium bis[1,2-oxalato(2-)-O,O'] borate
244761-29-3

lithium bis[1,2-oxalato(2-)-O,O'] borate

C4BO8(1-)*0.43C4H6O3*Li(1+)

C4BO8(1-)*0.43C4H6O3*Li(1+)

Conditions
ConditionsYield
In toluene64%
lithium bis[1,2-oxalato(2-)-O,O'] borate
244761-29-3

lithium bis[1,2-oxalato(2-)-O,O'] borate

A

lithium triborate

lithium triborate

B

lithium oxalate
553-91-3

lithium oxalate

Conditions
ConditionsYield
In neat (no solvent) byproducts: CO, CO2; heated at a heating rate of 1°C/min under N2 atm. to 490°Cin alumina crucible; monitored by X-ray diffraction and IR spectroscopy;
graphite

graphite

lithium bis[1,2-oxalato(2-)-O,O'] borate
244761-29-3

lithium bis[1,2-oxalato(2-)-O,O'] borate

C(x)B[OC(O)C(O)O]2

C(x)B[OC(O)C(O)O]2

Conditions
ConditionsYield
In nitromethane Electrochem. Process; electrochem. react. of satd. LiB(OOCCOO)2 soln. in nitromethane at ambient temp. under He/Ar using two-compartment cell with glass-frit separator, working electrode: dried cyclohecane slurry of graphite and inert polymer binder onto Pt mesh;
graphite

graphite

hydrogen fluoride
7664-39-3

hydrogen fluoride

lithium bis[1,2-oxalato(2-)-O,O'] borate
244761-29-3

lithium bis[1,2-oxalato(2-)-O,O'] borate

C41B[OC(O)C(O)O]2F4

C41B[OC(O)C(O)O]2F4

Conditions
ConditionsYield
With fluorine In neat (no solvent) C and Li(O2CCO2)2 loaded into sepd. Teflon tubes, anhydrous HF (AHF) added, fluorine gas added for mins to an overpressure of 1200 Torr,. F2 removed, AHF poured in2. react. tube; rinsing 3 times by recondensing AHF, solube byproducts dissolved, solid dried under vac. for hs, elem. anal.;
With fluorine In water graphite and LiB(O2CCO2)2 loaded into sepd. Teflon tubes, anhydrous HF (AHF) condensed onto the salt, soln. poured onto graphite, F2 added for mins, P=1000-1200 Torr, AHF soln. poured into 2. react. tube, product rinsed 3 times by recondensing AHF; solid dried under vac. hs; elem. anal.;
graphite

graphite

hydrogen fluoride
7664-39-3

hydrogen fluoride

lithium bis[1,2-oxalato(2-)-O,O'] borate
244761-29-3

lithium bis[1,2-oxalato(2-)-O,O'] borate

C120B[OC(O)C(O)O]2F3.1

C120B[OC(O)C(O)O]2F3.1

Conditions
ConditionsYield
With fluorine In neat (no solvent) C and Li(O2CCO2)2 loaded into sepd. Teflon tubes, anhydrous HF (AHF) added, fluorine gas added for mins to an overpressure of 1200 Torr,. F2 removed, AHF poured in2. react. tube; rinsing 3 times by recondensing AHF, solube byproducts dissolved, solid dried under vac. for hs, elem. anal.;
With fluorine In water graphite and LiB(O2CCO2)2 loaded into sepd. Teflon tubes, anhydrous HF (AHF) condensed onto the salt, soln. poured onto graphite, F2 added for mins, P=1000-1200 Torr, AHF soln. poured into 2. react. tube, product rinsed 3 times by recondensing AHF; solid dried under vac. hs, elem. anal.;
graphite

graphite

hydrogen fluoride
7664-39-3

hydrogen fluoride

lithium bis[1,2-oxalato(2-)-O,O'] borate
244761-29-3

lithium bis[1,2-oxalato(2-)-O,O'] borate

C110B[OC(O)C(O)O]2F2.9

C110B[OC(O)C(O)O]2F2.9

Conditions
ConditionsYield
With fluorine In neat (no solvent) C and Li(O2CCO2)2 loaded into sepd. Teflon tubes, anhydrous HF (AHF) added, fluorine gas added for mins to an overpressure of 1200 Torr,. F2 removed, AHF poured in2. react. tube; rinsing 3 times by recondensing AHF, solube byproducts dissolved, solid dried under vac. for hs, elem. anal.;
With fluorine In water graphite and LiB(O2CCO2)2 loaded into sepd. Teflon tubes, anhydrous HF (AHF) condensed onto the salt, soln. poured onto graphite, F2 added for mins, P=1000-1200 Torr, AHF soln. poured into 2. react. tube, product rinsed 3 times by recondensing AHF; solid dried under vac. hs, elem. anal.;

244761-29-3Relevant articles and documents

Preparation of LiBOB via rheological phase method and its application to mitigate voltage fade of Li1.16[Mn0.75Ni0.25]0.84O2 cathode

Lian, Fang,Li, Yang,He, Yi,Guan, Hongyan,Yan, Kun,Qiu, Weihua,Chou, Kuo-Chih,Axmann, Peter,Wohlfahrt-Mehrens, Margret

, p. 86763 - 86770 (2015)

Lithium bis(oxalato)borate (LiBOB) was synthesized via a novel rheological phase reaction method without any recrystallization procedure. The purity of the as-obtained LiBOB has been identified in comparison with the commercial sample and our sample prepared from solid-state reaction method. The results of XRD, ICP, and 11B NMR demonstrate that high pure LiBOB has been synthesized via rheological phase reaction method with significantly simplified synthetic process. Moreover, LiBOB sample has been investigated as electrolyte additive to improve the electrochemical performances of high-energy lithium-rich layered oxide. The cycling performances imply that 0.03 M and 0.05 M LiBOB additive can mitigate discharge voltage fade and enhance the cycle stability of Li1.16[Mn0.75Ni0.25]0.84O2 material. The CV, EIS and XPS data indicate that LiBOB oxidizes at ~4.3 V (vs. Li/Li+) on the cathode surface during the first charge to form a specific SEI layer with larger amount of organic species and fairly less content of LiF, which decreases the interfacial polarization and protects the active material from surface degradation, thereby mitigates the voltage-fade of Li-rich cathode.

Structures of potassium, sodium and lithium bis(oxalato)borate salts from powder diffraction data

Zavalij, Peter Y.,Yang, Shoufeng,Whittingham, M. Stanley

, p. 753 - 759 (2003)

The crystal structures of the alkali-metal bis(oxalato)borate salts A[B(C2O4)2] (A = K, Na, Li) have been determined ab initio using powder diffraction data obtained from a laboratory diffractometer. The K compound crystallizes in the orthorhombic space group Cmcm and its structure has been solved by direct methods applied to the integrated intensities from full pattern decomposition. The Na compound is isostructural with the K salt, while the crystal structure of the highly hydroscopic Li compound differs from the other two. It has an orthorhombic lattice, space group Pnma, and its structure was solved by the global optimization method using a parallel tempering approach. In the K and Na structures the metal ions and complex borate ions form chains with m2m symmetry. Metal-oxygen bonding between the chains links them into a layer and then a framework with square tunnels. The coordination number of both K and Na is eight. The Li compound also contains chains that have .m. symmetry and are bound together into a three-dimensional framework. The coordination polyhedron of the Li atom is a square pyramid with Li lying in its base. This square pyramidal coordination leads to its high reactivity with moisture to give Li[B(C2O4) 2]H2O with lithium in six coordination.

Preparation method of lithium bis(oxalato)borate

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Paragraph 0058-0075, (2020/05/30)

The invention discloses a preparation method of lithium bis(oxalato)borate. The preparation method mainly comprises: synthesizing a lithium bis(oxalato)borate crude product, concentrating, crystallizing and purifying, and specifically comprises the following steps: weighing and uniformly mixing elemental boron, lithium powder and anhydrous oxalic acid to obtain a raw material mixture; putting theraw material mixture into a ball mill, performing a normal-pressure reaction for 2-6 h, then adding an organic solvent, and performing wet grinding to obtain a solution containing the lithium bis(oxalato)borate crude product; and concentrating, crystallizing and filtering the solution containing the lithium bis(oxalato)borate crude product, and then drying to obtain the lithium bis(oxalato)borate.Production links are few, purification is convenient, the purity of the prepared lithium bis(oxalato)borate product can reach 99.99%, the moisture content is lower than 10 ppm, and the production requirements of lithium ion battery electrolytes are met.

Lithium bis(oxalate)borate preparation method

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Paragraph 0014; 0028-0039, (2020/02/10)

The invention discloses a lithium bis(oxalate)borate preparation method, which comprises: adding a boron trifluoride dimethyl carbonate complex, lithium fluoride and an organic solvent into a reactionflask, mixing, heating while stirring, and carrying out a reaction; cooling the reaction solution to a room temperature, adding anhydrous oxalic acid into the reaction solution, heating under a stirring condition, adding silicon tetrachloride in a dropwise manner, continuously heating after the adding, and carrying out a reaction; filtering the reaction solution after the reaction, then concentrating the filtrate under a reduced pressure condition, adding an inert solvent into the filtrate, and carrying out stirring crystallization to obtain a lithium bis(oxalate)borate semi-finished product;and re-crystallizing and drying to obtain high-purity lithium bis(oxalate)borate. According to the invention, the method has the advantages of thorough reaction, reduction of the separation difficulty of the product and the by-product in the reaction process, improvement of the purity and the yield of the product, further reduction of the production cost, and improvement of the product quality.

Preparation method of bis(oxalate)borate

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Paragraph 0083; 0086-0093; 0134-0150; 0154, (2020/01/12)

The invention relates to the technical field of preparation of lithium battery electrolyte additives, in particular to a preparation method of bis(oxalate)borate. The preparation raw materials of thebis(oxalate)borate at least comprise dialkyl silicon oxalate and MBF4, wherein M is selected from any one of Li, Na, K, Rb and Cs. The bis(oxalate)borate is prepared from at least dialkyl oxalate estersil and MBF4, wherein M is selected from any one of Li, Na, K, Rb and Cs. According to the preparation method of the bis(oxalate)borate, the conversion rate of a target product is higher, the reaction product is single, and almost no by-product is generated; water and oxalic acid are not introduced in the technological process, the reaction and purification process is simple and convenient, and the product quality is easy to control; and almost no three wastes are generated in the implementation process, and a produced recovered solvent and a filtered mother liquor can be repeatedly used after distillation.

Preparation method of lithium bis(oxalate)borate and lithium tetrafluoroborate

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Paragraph 0079-0093, (2019/06/27)

The invention relates to a preparation method of electrolyte lithium salt used in the lithium ion battery industry, in particular to a preparation method of lithium bis(oxalate)borate and lithium tetrafluoroborate. The preparation method of the lithium bis(oxalate) borate and lithium tetrafluoroborate comprises the steps that (1) lithium difluorooxalate borate is dissolved in an inert atmosphere to form a solution; (2) an ionic coordination catalyst is added into the solution at the temperature of 0-105 DEG C and the pressure of 101-150 kpa to form a reaction product comprising the lithium bis(oxalate)borate and the lithium tetrafluoroborate. The preparation method of the lithium bis(oxalate) borate and lithium tetrafluoroborate has the advantages that the reaction rate is fast, the reaction condition is simple, the operation is convenient, and the yield is high; the raw material cost can be reduced, the material consumption and waste generation are reduced, the utilization rate, product yield and purity of raw materials are improved, and purification of the product is easier.

Preparation method and purification method of compound comprising at least one cyclic ligand structure

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Paragraph 0211-0214, (2019/03/29)

The invention discloses a preparation method and a purification method of a compound comprising at least one cyclic ligand structure. The compound comprising the at least one cyclic ligand structure comprises 1-2 cyclic ligands in different structures, namely a cyclic ligand containing La and/or a cyclic ligand containing Lb, wherein the cyclic ligand containing La comprises one of sulfuryl (-SO2-), sulfinyl (-SO-) and carbonyl. The compound can serve as electrolyte lithium salt of a lithium ion battery independently, and is dissolved in an organic solvent for preparing an electrolyte solutionof the lithium ion battery; or, the compound and the lithium salt are dissolved in the organic solvent to prepare the electrolyte solution of the lithium ion battery; and the electrolyte solution canobviously improve internal resistance of the lithium ion battery and has an effect on cycle performance of the battery.

A process for preparing the lithium of the new method (by machine translation)

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Paragraph 0037-0038, (2019/02/13)

The invention discloses a method for preparing the lithium of the new method, the non-aqueous phase synthesis process, to the oxalic acid, alkaline lithium compounds and three (three hydrocarbyl silicon-based) boric acid ester as the raw material, according to the contained in the raw material of the oxalate ion, lithium ion and elemental molar ratio calculation, the oxalic acid and alkaline lithium compound is added non-proton, non-reactive solvent, dissolve and dehydration, then adding three (three hydrocarbyl silicon-based) borate, after reaction, distillation for removing by-product and solvent, pair of oxalic acid to obtain crude lithium borate, re-purification, obtained lithium for lithium battery. The invention through the non-aqueous phase synthesis process to prepare the lithium, easy dehydration and purification, the reaction product contains very little moisture, even free of water, so as to maximally lowering the moisture content in the product, effectively solve the influence of moisture to the purification, simplifies the preparation process, improves the yield of the product, the resulting lithium high purity, more suitable for industrial production. (by machine translation)

Synthetic Method of Lithium bisoxalatoborate

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Paragraph 0032; 0067-0099, (2019/10/17)

A synthesis method of lithium bisoxalato borate (LiBOBOB) is. The synthesis of lithium bisoxalato borate, LiBOBOB, is a method of synthesizing lithium bisoxalato borate (LiBOB) using a polar solvent having a higher boiling point than water to synthesize lithium bisoxalato borate. LiBOBOB, LiBOB) and a Lithium bisbisbisbisbisate (LiBOB). To the invention, the invention resides in the invention. In order to synthesize lithium bisoxalato borate (LiBOB), a polar solvent having a higher boiling point than water is used to completely remove water and remove impurities from the reaction during the reaction, thereby simplifying) the synthesis process of the compound and high-purity lithium bisoxalato borate (LiBOB). (LiBOB) (can be synthesized by high yield/high purity lithium bisoxalato borate. (by machine translation)

Preparation method and application of lithium bis(oxalato)borate

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Paragraph 0037; 0038, (2016/12/01)

The invention discloses a preparation method of lithium bis(oxalato)borate. The whole synthesis process is conducted in solvent, reaction steps are few, reaction, separation and purification are completed in one step, and product purity is high. The defect that solid-phase reaction oxalic acid is prone to sublimation is overcome, and by-products of the whole process method include H2O and CO2, are harmless to the environment and can not cause secondary pollution. The I-type solvent and the II-type solvent can be used as reaction solvent, can also be used as purification solvent and can be recycled. Lithium bis(oxalato)borate is suitable for being used as lithium ion battery electrolyte salt.

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