Lithium Bis(oxalato)borate

• CAS: 244761-29-3
• Catalog Number: ACM244761293-5
• Category: Main Products
• Molecular Weight: 193.79
• Molecular Formula: LiB(C2O4)2
• Description: Lithium bis(oxalato)borate (LiBOB) is a lithium-boron salt for use as an electrolyte material in lithium ion batteries.
• Synonyms: Lithium bis(oxalate)borate, LiBOB, Lithium bis(ethanedioato)borate, LiBOB abg, Lithium bis-(oxalato)borate advanced battery grade, lithium bisoxylate borate
• IUPAC Name: lithium;1,4,6,9-tetraoxa-5-boranuidaspiro[4.4]nonane-2,3,7,8-tetrone
• Canonical SMILES: [Li+].[B-]12(OC(=O)C(=O)O1)OC(=O)C(=O)O2
• InChI: InChI=1S/C4BO8.Li/c6-1-2(7)11-5(10-1)12-3(8)4(9)13-5;/q-1;+1
• InChI Key: NVQAYVUCVASGDK-UHFFFAOYSA-N
• Melting Point: >300 ℃
• Appearance: White powder or crystals
• Complexity: 280
• Covalently-Bonded Unit Count: 2
• EC Number: 456-990-3;607-383-9
• Exact Mass: 193.984626g/mol
• Formal Charge: 0
• Hazard Statements: H315-H319-H335
• H-Bond Acceptor: 9
• H-Bond Donor: 0
• Heavy Atom Count: 14
• MDL Number: MFCD07776904
• Monoisotopic Mass: 193.984626g/mol
• Precautionary Statements: P261-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P321-P332+P313-P337+P313-P362-P403+P233-P405-P501
• Rotatable Bond Count: 0
• Signal Word: Warning

Case Study

Lithium Bis(oxalato)borate Enables High-Performance Blend Electrolytes via In Situ LiDFOB Formation

Schedlbauer, T., et al. Electrochimica Acta 107 (2013): 26-32.

Lithium bis(oxalato)borate (LiBOB) was blended with lithium tetrafluoroborate (LiBF4) in ethylene carbonate (EC) : diethyl carbonate (DEC) (3:7 wt.) electrolytes to investigate lithium cycling performance on copper substrates. This approach was motivated by observed ligand exchange phenomena in borate salts.
Mechanism
NMR confirmed spontaneous ligand exchange occurs at room temperature in LiBOB/LiBF4 blends, generating trace lithium difluoro(oxalato)borate (LiDFOB). This in situ LiDFOB formation is critical for optimizing solid electrolyte interphase (SEI) composition and enhancing electrochemical stability.
Key Results
· Coulombic Efficiency: Increased with higher LiBF4 content; nearly matched pure LiDFOB at high current densities.
· SEI Composition (XPS): Progressively resembled LiDFOB-derived SEI as LiBF4 content increased.
· Electrochemical Behavior: Superior lithium cycling vs. single-salt electrolytes (LiBOB or LiBF4 alone). Voltage drop, conductivity measurement and AC impedance measurement all indicate good performance of LiBOB/LiBF4 blends.

Lithium Bis(Oxalato)Borate in Polymer Electrolytes for Li-Ion Batteries

Swiderska-Mocek, Agnieszka, et al. Solid State Ionics 364 (2021): 115628.

Lithium bis(oxalato)borate (LiBOB) or lithium difluoro(oxalato)borate (LiODFB) were evaluated as a key lithium salt in polymer electrolytes for Li-ion polymer batteries in this work. The system combined LiBOB/LiODFB with an ionic liquid (EtMeImNTf2 or MePrPyrNTf2), sulfolane (TMS), and PVdF to form flexible, transparent membranes.
Key Results
· The conductivity of the polymer electrolytes varied between 0.52 and 3.21 mS cm-1, with activation energies of 34.24 and 19.58 kJ mol-1, respectively. The decomposition of the polymer electrolytes does not produce flammable byproducts. The presence of large pores in the membranes facilitates improved lithium ion transport.
· These polymer electrolytes were utilized as electrolytes in Li|LiFePO4 and Li|Li cells, which underwent testing through EIS, cyclic voltammetry, and galvanostatic methods. The electrochemical formation of a solid electrolyte interphase (SEI) helps safeguard the Li|polymer electrolyte system from aging, as indicated by the minimal impedance increase over time.
· Testing revealed that the LiFePO4 cathode using the membrane (comprising 23.9 wt% PVdF, 2.1 wt% LiBOB, 51.8 wt% EtMeImNTf2, and 22.2 wt% TMS) achieved a commendable reversible capacity of 130 mAh g-1 and 106 mAh g-1 at elevated current densities (C/2 and 1C rates). After 50 cycles at a C/10 rate, the discharge specific capacity of LFP|PE 2 reached 164 mAh g-1.

Custom Q&A

What is the PubChem CID for lithium bis(oxalate)borate?

The PubChem CID for lithium bis(oxalate)borate is 23677815.

What is the molecular formula of lithium bis(oxalate)borate?

The molecular formula of lithium bis(oxalate)borate is C4BLiO8.

What is the molecular weight of lithium bis(oxalate)borate?

The molecular weight of lithium bis(oxalate)borate is 193.8 g/mol.

What is the IUPAC Name of lithium bis(oxalate)borate?

The IUPAC Name of lithium bis(oxalate)borate is lithium;1,4,6,9-tetraoxa-5-boranuidaspiro[4.4]nonane-2,3,7,8-tetrone.

What is the InChI of lithium bis(oxalate)borate?

The InChI of lithium bis(oxalate)borate is InChI=1S/C4BO8.Li/c6-1-2(7)11-5(10-1)12-3(8)4(9)13-5;/q-1;+1.

What is the InChIKey of lithium bis(oxalate)borate?

The InChIKey of lithium bis(oxalate)borate is NVQAYVUCVASGDK-UHFFFAOYSA-N.

What is the canonical SMILES of lithium bis(oxalate)borate?

The canonical SMILES of lithium bis(oxalate)borate is [Li+].[B-]12(OC(=O)C(=O)O1)OC(=O)C(=O)O2.

What is the CAS number of lithium bis(oxalate)borate?

The CAS number of lithium bis(oxalate)borate is 244761-29-3.

What is the hydrogen bond donor count of lithium bis(oxalate)borate?

The hydrogen bond donor count of lithium bis(oxalate)borate is 0.

Is lithium bis(oxalate)borate a canonicalized compound?

Yes, lithium bis(oxalate)borate is a canonicalized compound.