Jump to content

Borate oxalate

From Wikipedia, the free encyclopedia

The borate oxalates are chemical compounds containing borate and oxalate anions. Where the oxalate group is bound to the borate via oxygen, a more condensed anion is formed that balances less cations. These can be termed boro-oxalates, bis(oxalato)borates, or oxalatoborates or oxalate borates. The oxalatoborates are heterocyclic compounds with a ring containing -O-B-O-. Bis(oxalato)borates are spiro compounds with rings joined at the boron atom.

Oxalatoborates are used or for research in lithium-ion battery electrolytes and for supercapacitors.

Production

[edit]

Oxalatoborates have been produced by heating boric acid, oxalic acid and one of a metal oxalate, a metal carbonate or an amine in boiling benzene.[1]

Properties

[edit]

When heated, oxalaotoborates decompose at around 320 °C to yield a metaborate, carbon monoxide, and carbon dioxide.[1]

List

[edit]
name chemical formula mw crystal system space group unit cell Å volume density comment CAS

no

references
Lithium bis(oxalate)borate, LiBOB LiB(C2O4)2 193.8 orthorhombic Pnma a 6.3635 b 7.5998 c 13.1715 244761-29-3 [2]
lithium difluoro (oxalate) borate, LiDFOB LiBF2(C2O4) 143.8 orthorhombic Cmcm a = 6.2623, b = 11.437, c = 6.3002, Z = 4 451.22 409071-16-5 [3][4]
lithium difluoro (oxalate) borate dihydrate LiBF2(C2O4)•2H2O monoclinic P21/c a = 9.5580, b = 12.7162, c = 5.4387, β =106.247 Z = 4 634.63 [4]
ammonium bis(oxalato)borate [1]
tetramethylammonium bis(oxalato)borate N(CH3)4B(C2O4)2 [5]
triethylammonium bis(oxalato)borate [1]
pyridinium bis(oxalato)borate [1]
quinolinium bis(oxalato)borate [1]
1-ethyl-3-methylimidazolium bis(oxalate)borate (EmimBOB) ionic liquid [6]
1-Butyl-1-Methylpyrrolidinium bis(oxalate)borate; Bmpyr BOB (C4H8N+)(CH3)(C4H10)[B(C2O4)2] ionic liquid
[(C2H5)4N][CF3B(OCH3)(C2O4)] [7]
[(C2H5)4N][CF3CF2B(OCH3)(C2O4)] [7]
[(C2H5)4N][CF3BF(C2O4)] [7]
[(C2H5)4N][CF3CF2BF(C2O4)] [7]
sodium bis(oxalato)borate, NaBOB NaB(C2O4)2 orthorhombic Cmcm a 8.12756( b 10.3399 c 7.8211 [8][2]
Trihexyltetradecylphosphonium bis(oxalate)borate [9]
[(C6H5)4P][CF3B(OCH3)(C2O4)] 538.24 triclinic P1 a 11.0744 b 11.5314 c 12.2196, α 73.427° β 69.395° γ 61.786° Z=2 1273.7 1.403 [7]
[(C6H5)4P][CF3CF2B(OCH3)(C2O4)] [7]
[(C6H5)4P][CF3BF(C2O4)] [7]
[(C6H5)4P][CF3CF2BF(C2O4)] 576.22 monoclinic C2/c a 16.821 b 7.1612 c 21.519 β 101.981° Z=4 2535.6 1.509 [7]
Lithium difluoro(oxalato)borate tetramethylene sulfone disolvate Li+•C2BF2O4•2C4H8O2S monoclinic P21/n a = 13.9005 b = 5.8917 c = 19.9627 β = 106.010 Z=4 1571.48 1.623 colourless [10]
potassium boro-oxalate K(C2O4)(BO2)2•2H2O 248.77 triclinic P1 a=6.3508 b=7.0095 c=10.590 α=93.798 β=101.424 γ=100.196 452.3 1.827 NLOKDP; stable to 187 °C [11]
rubidium bis(oxalato)borate [1]
caesium bis(oxalato)borate [1]
thallium bis(oxalato)borate [1]
Pb6O2(BO3)2(C2O4) 740.39 orthorhombic Cmcm a=18.0445 b=6.6225 c=11.4682 Z=8 1370.45 7.177 band gap 3.60 eV [12]

References

[edit]
  1. ^ a b c d e f g h i Bessler, Eberhard; Weidlein, Johann (1 August 1982). "Borkomplexe mit Dicarbonsäuren: Bis(oxalato)borate und Bis(malonato)borate" [Boron Complexes with Dicarboxylic Acids: Bis(oxalato)borates and Bis(malonato)borates]. Zeitschrift für Naturforschung B. 37 (8): 1020–1025. doi:10.1515/znb-1982-0813. S2CID 53546940.
  2. ^ a b Zavalij, Peter Y.; Yang, Shoufeng; Whittingham, M. Stanley (2003-12-01). "Structures of potassium, sodium and lithium bis(oxalato)borate salts from powder diffraction data". Acta Crystallographica Section B. 59 (6): 753–759. doi:10.1107/S0108768103022602. ISSN 0108-7681. PMID 14634252.
  3. ^ PubChem. "Lithium difluoro(oxalato)borate". pubchem.ncbi.nlm.nih.gov. Retrieved 2021-07-19.
  4. ^ a b Allen, Joshua L.; Han, Sang-Don; Boyle, Paul D.; Henderson, Wesley A. (November 2011). "Crystal structure and physical properties of lithium difluoro(oxalato)borate (LiDFOB or LiBF2Ox)". Journal of Power Sources. 196 (22): 9737–9742. Bibcode:2011JPS...196.9737A. doi:10.1016/j.jpowsour.2011.07.065.
  5. ^ Globa, N. I.; Pushyk, O. B.; Gromadskyi, D. G.; Milovanova, O. I.; Kirillov, S. A. (June 2016). "Electrochemical behavior of activated carbon electrodes in electric double layer capacitors with tetrametylammonium bis(oxalato)borate electrolyte synthesized by microwave irradiation". Russian Journal of Applied Chemistry. 89 (6): 1000–1008. doi:10.1134/S1070427216060252. ISSN 1070-4272. S2CID 100297708.
  6. ^ Wang, Liang; Zhang, Hong; Ge, Rile; Wang, Chaolei; Guo, Wei; Shi, Yantao; Gao, Yanan; Ma, Tingli (2013). "First application of bis(oxalate)borate ionic liquids (ILBOBs) in high-performance dye-sensitized solar cells". RSC Advances. 3 (31): 12975. Bibcode:2013RSCAd...312975W. doi:10.1039/c3ra41180j. ISSN 2046-2069.
  7. ^ a b c d e f g h Sprenger, Jan A.P.; Schäfer, Marius; Ignatiev, Nikolai; Finze, Maik (June 2015). "Salts of novel chelatoborate anions: [R F BX(ox)] − (R F = CF 3 , C 2 F 5 ; X = F, OMe; ox = oxalato) and [R F B(OMe)(cat)] − (R F = CF 3 , C 2 F 5 ; cat = catecholato)". Journal of Fluorine Chemistry. 174: 30–35. doi:10.1016/j.jfluchem.2014.08.003.
  8. ^ Mogensen, Ronnie; Buckel, Alexander; Colbin, Simon; Younesi, Reza (2021-02-23). "A Wide-Temperature-Range, Low-Cost, Fluorine-Free Battery Electrolyte Based On Sodium Bis(Oxalate)Borate". Chemistry of Materials. 33 (4): 1130–1139. doi:10.1021/acs.chemmater.0c03570. ISSN 0897-4756. S2CID 233994118.
  9. ^ Hjalmarsson, Nicklas; Alvarez-Asencio, Ruben (2013). "Biodegradable ionic liquids as lubricants" (PDF). 5th World Tribology Congress. Archived (PDF) from the original on 2021-07-19.
  10. ^ Allen, Joshua L.; Boyle, Paul D.; Henderson, Wesley A. (2011-05-15). "Lithium difluoro(oxalato)borate tetramethylene sulfone disolvate". Acta Crystallographica Section E. 67 (5): m533. doi:10.1107/S1600536811011743. ISSN 1600-5368. PMC 3089187. PMID 21754273.
  11. ^ Devi, S.; Jananakumar, Deepa (December 2020). "Structural, optical, spectroscopic and thermal investigations on novel semi-organic nonlinear optical material - Potassium boro-oxalate single crystal". Chinese Journal of Physics. 68: 339–347. Bibcode:2020ChJPh..68..339D. doi:10.1016/j.cjph.2020.09.018. S2CID 225332548.
  12. ^ Yang, Hui; Mao, Feifei; Xu, Cuixia (2018-05-24). "Syntheses, Crystal Structures and Properties of Two Novel Mixed Anion Hybrids with Formulas of Pb 6 O 2 (BO 3 ) 2 (C 2 O 4 ) and Pb 4 (CO 3 ) 2 (C 2 O 4 )(OH) 2". ChemistrySelect. 3 (19): 5431–5438. doi:10.1002/slct.201801072. ISSN 2365-6549.