30989-05-0

Usage

Uses

Used in Flame Retardant Industry:
TEGGB is used as a flame retardant for its high thermal stability and ability to effectively reduce the flammability of various materials. Its non-volatile nature ensures that it remains stable and effective even at high temperatures.
Used in Advanced Battery Technologies:
TEGGB is used as an electrolyte in lithium-ion batteries due to its good compatibility with other chemicals and excellent ionic conductivity. This makes it a promising candidate for improving the performance and safety of next-generation battery technologies.

InChI:InChI=1/C21H45BO12/c1-23-4-7-26-10-13-29-16-19-32-22(33-20-17-30-14-11-27-8-5-24-2)34-21-18-31-15-12-28-9-6-25-3/h4-21H2,1-3H3

Synthetic route

triethylene glucol monomethyl ether (112-35-6) → tris(2-(2-(2-methoxyethoxy)ethoxy)ethyl) borate (30989-05-0)

Conditions	Yield
With boric acid In toluene for 24h; Reflux;	90%
With boric acid In benzene for 20h; Condensation; Heating;	88%
With boric acid for 20h; Condensation; Heating;	88%

triethylene glucol monomethyl ether (112-35-6) + boric acid (11113-50-1) → tris(2-(2-(2-methoxyethoxy)ethoxy)ethyl) borate (30989-05-0)

Conditions	Yield
In toluene under dry N2 using std. vac.-line Schlenk technique; placed into round-bottom flask attached to Dean-Stark app. with reflux condenser, refluxed for 24 h; product distd. under high vac.;	90%
In further solvent(s) boric acid heated with the alcohol for ca. 20 h in Dean-Stark apparatus; solvent evapd. under reduced pressure; borate distd.;	88%
In not given according to B. Leska, R. Pankiewicz, G. Schroeder, A. Maia, TetrahedronLett., 2006, 47, 5673;
With sulfuric acid; potassium carbonate In toluene excess of polyethylene glycol monomethylether, boric acid and 2-3 dropssulphuric acid in toluene refluxed 9 hs; cooled, anhyd. K2CO3 added, left to stand 1.5 hs; soln. decanted under N2, toluene distd. off, vac. distn. (220 °C, 0.07 mmHg);

boron trioxide + triethylene glucol monomethyl ether (112-35-6) → tris(2-(2-(2-methoxyethoxy)ethoxy)ethyl) borate (30989-05-0)

Conditions	Yield
In not given byproducts: H2O; (Ar);

boron trioxide + tris(2-(2-(2-methoxyethoxy)ethoxy)ethyl) borate (30989-05-0) → tri(methoxyethoxyethoxyethoxy)boroxine (322471-05-6)

Conditions	Yield
In not given stoich. quantities of B(OR)3 and boric oxide heated to 110 °C under dry N2 until a clear liquid is obtained;

chloroauric acid + tris(2-(2-(2-methoxyethoxy)ethoxy)ethyl) borate (30989-05-0) → tris(1,4,7,10-tetraoxaundecane) borate*HAuCl4 (263752-20-1)

Conditions	Yield
In ethanol under N2; equimolar amts. of Au complex and borate in ethanol were mixed; solvent evapd. under reduced pressure at room temp.;

antimony(V) chloride (7647-18-9) + tris(2-(2-(2-methoxyethoxy)ethoxy)ethyl) borate (30989-05-0) → B(OCH2CH2OCH2CH2OCH2CH2OCH3)3[SbCl5]

Conditions	Yield
In d(4)-methanol educts in 1:1 molar ratio;

Upstream product

• 112-35-6 triethylene glucol monomethyl ether 
• 11113-50-1 boric acid 

Relevant academic research and scientific papers

Electrochemical performances of lithium ion battery using alkoxides of group 13 as electrolyte solvent

Tris(methoxy polyethylenglycol) borate ester (B-PEG) and aluminum tris(polyethylenglycoxide) (Al-PEG) were used as electrolyte solvent for lithium ion battery, and the electrochemical property of these electrolytes were investigated. These electrolytes, e

Polyethylene glycol monomethyl ethers as the main component of brake fluid

The main physicochemical properties of polyethylene glycol monomethyl ethers in a wide temperature range were determined. The effect exerted on the main quality indices of brake fluids by the introduction of polyethylene glycol monomethyl ethers borates was studied. The use of these ethers as the main component of DOT-5.1 brake fluids was analyzed.

Nanocomposites based on borate esters as improved lithium-ion electrolytes

Borate esters with different lengths of ethyleneoxy units were investigated as electrolyte solvents for lithium salts such as lithium triflate, perchlorate, bis(trifluoromethanesulfonyl)imide, bis(pentafluoroethanesulfonyl) imide and bis(oxalato)borate. The ionic conductivity of the salt solutions was measured to be of the order of 10-3 to 10-4 S cm -1 at room temperature. Transference number measurements for the borate ester-lithium perchlorate system indicated roughly equal contributions of cations and anions to the total conductivity, while the borate ester-lithium bis(oxalato)borate showed predominant anionic conductivity. Nanocomposite electrolytes were prepared by heterogeneous doping of the borate esters with silica. Composites with 10 nm silica particles exhibited low-viscous electrolyte behavior with a clear but modest conductivity enhancement at very low volume fractions of silica and a depression of the conductivity value at higher volume fractions. In the case of fumed silica (7 nm) the nanocomposites had at a sufficiently high volume fraction and a jelly, transparent appearance with the favorable mechanical properties of a high-viscous semi-solid without noteworthy decrease in the Li ion conductivity. In particular the last material with its combination of favourable electrical, mechanical and optical properties, promises to be a viable candidate for various applications (Li-based batteries, solar cells). The Royal Society of Chemistry 2011.

Synthesis and modeling of polysiloxane-based salt-in-polymer electrolytes with various additives

The effect of both nanoparticles and low molecular weight borate esters on the ionic conductivity of crosslinked polysiloxanes was systematically investigated by means of measuring conductivity spectra in the impedance regime at temperatures between -30 a

B-podand complexes with sodium ions: the reaction heats and PM5 semiempirical calculation

The complexation reactions of two types of tris(oxaalkyl) borates (B-podands with CH3 or C16H33 terminal groups) with Na+ cations have been studied by calorimetric and PM5 theoretical methods. Both methods provi

A new type of B-podand catalysts for solid-liquid phase transfer reactions

Boron podands 1-4 (B-podands) were studied as strong complexing agents of alkali metal cations and very powerful catalysts in typical anion promoted reactions under solid-liquid conditions, even in chlorobenzene and acetonitrile. The results were comparable with the catalytic activity of classical phase transfer catalysts: crown ethers, polyethylene glycols (PEG) and previously studied Si-podands.

FT-IR and NMR study of tris(oxaalkyl) borates and their complexes with HAuCl4

Three tris(oxaalkyl) borates and their complexes with HAuCl4 were studied by FT-IR, 1H and 13C NMR spectroscopy. Continuous absorption in the FT-IR spectra of the complexes testifies the formation of proton channels showing large proton polarizability. The shape of the proton potential is discussed on the basis of the NM -data. (C) 2000 Elsevier Science B.V.

The use of boroxine rings for the development of high performance polymer electrolytes

Boroxine ring containing additives, Bx(n) = B3O3[O(CH2CH2O)nCH 3]3, were found to be compatible with a wide variety of polymer hosts. Polymer electrolytes exhibiting room temperature conductivities of up to 10-5 S cm-1 were obtained by incorporation of Bx(n) and LiCF3SO3 into poly(methyl methacrylate) and propylene oxide-ethylene oxide co-polymers. Polymers composed of inter-connecting networks of boroxine rings were also investigated as suitable hosts for the boroxine additives B3O3[O(CH2CH2O)nCH 3]3. Poly(methyl methacrylate) systems exhibited an electrochemical stability window in the region of 4.9 V, while transference number measurements indicated high Li+ ion conductivity.

Multinuclear NMR studies of tris(oxaalkyl) borates and their complexes with some metal cations

Nuclear magnetic resonance (NMR) of 1H, 13C, 11B and 17O nuclei has been used for the study of complexation of CoCl2, NiCl2 and CuCl2 salts with three tris(oxaalkyl) borates. All NMR techniques demonstrated the formation of complexes but the most informative were the 13C and 17O NMR measurements. The structures of the complexes formed are discussed in this article.

FTIR and multinuclear magnetic resonance studies of tris(oxaalkyl) borates and their complexes with Li+ and Na+ cations

FTIR and NMR of 1H, 13C, 11B, 7Li and 23Na nuclei were used for the study of the complexation of Li+ and Na+ cations by three tris(oxaalkyl) borates. The NMR techniques proved the formation of complexes and the fluctuation of Li+ and Na+ cations in the respective channels formed by three oxaalkyl chains. In the FTIR spectra of Li+ complexes with three tris(oxaalkyl) borates, continuous absorption in the far-infrared region indicates the fast fluctuations of Li+ ion between O atoms of the channels. The dependence of the continua shape on the length of the channels, i.e., the number of minima in the multiminima potentials, demonstrates that the fluctuation of Li+ ion occurs along the channel. Owing to the larger mass and diameter of the Na+ cation in the Na+-tris(oxaalkyl) borate complexes, only systems with longer channels show a large Na+ polarizability due to the fast fluctuation of Na+ cations in a multiminima potential.