1829-40-9

Usage

Uses

Used in Flame Retardant Resin Composition:
Hexaphenyldisiloxane is used as a building block in the patented formula for flame retardant resin composition. Its incorporation into the resin enhances the fire resistance and safety characteristics of the final product, making it an essential component in the development of flame retardant materials.
Used in Catalyst Preparation for Pyrite FeS2:
In the chemical industry, Hexaphenyldisiloxane serves as a catalyst in the preparation of pyrite, which is an iron sulfide mineral with the chemical formula FeS2. The use of Hexaphenyldisiloxane as a catalyst aids in the efficient and controlled synthesis of pyrite, which has applications in various fields, including the electronics industry and as a source of sulfur.
Used in Water Treatment Applications:
Hexaphenyldisiloxane is also utilized in the synthesis of cross-linked porous polymers, which are employed in water treatment applications. These polymers possess high surface areas and porosities, making them ideal for the adsorption and removal of contaminants from water. By incorporating Hexaphenyldisiloxane into the polymer structure, the resulting materials exhibit enhanced performance in water purification processes.

InChI:InChI=1/C36H30OSi2/c1-7-19-31(20-8-1)38(32-21-9-2-10-22-32,33-23-11-3-12-24-33)37-39(34-25-13-4-14-26-34,35-27-15-5-16-28-35)36-29-17-6-18-30-36/h1-30H

Upstream product

• 109-99-9 tetrahydrofuran 
• 127-63-9 diphenyl sulphone 
• 791-30-0 triphenylsilyl-lithium 
• 76-86-8 Triphenylsilyl chloride 
• 16527-35-8 sodium triphenylsilanolate 
• 379-50-0 triphenylsilyl fluoride 
• 18670-88-7 triphenyl-silanecarboxylic acid 
• 1623-99-0 phenyl sodium 
• 103-71-9 phenyl isocyanate 
• 791-31-1 triphenylhydroxysilane 
• 17198-76-4 1,1,1-trichloro-3,3,3-triphenyl-disiloxane 
• 591-51-5 phenyllithium 
• 119-61-9 benzophenone 
• 18557-55-6 C₁₈H₁₅BrMgSi 

Downstream Products

• 18817-63-5 hexacyclohexyl-disiloxane 
• 98-11-3 benzenesulfonic acid 
• 76-86-8 Triphenylsilyl chloride 
• 17964-41-9 n-butyldiphenylsilyl alcohol 
• 789-25-3 HSiPh₃ 
• 16527-35-8 sodium triphenylsilanolate 
• 791-31-1 triphenylhydroxysilane 
• 2117-32-0 n-butyl(triphenyl)silane 
• 108-95-2 phenol 
• 1333-74-0 hydrogen 
• 71-43-2 benzene 

Relevant academic research and scientific papers

Synthesis, characterization and theoretical calculations of model compounds of silanols catalyzed by TEMPO to elucidate the presence of Si-O-Si and Si-O-N bonds

We report the results from the reactions of 1-phenylethanol, 2-methylpropanol, trimethylsilanol and triphenylsilanol with TEMPO, OH-TEMPO and Br-TEMPO salt at different reaction conditions to obtain model functionalized compounds. With 1-phenylethanol, the ketone compound was obtained as expected, but when using triphenylsilanol the corresponding hexaphenyldisiloxane [di(triphenylsilane)ether] was obtained in crystal form, as well as the silaneoxiamine (Si-O-N). The hexaphenyldisiloxane crystal belonged to the triclinic crystal system with a space group P1, a = 8.5829(4) ?, b = 9.4856(4) ?, c = 10.9694(5) ?, α = 95.951(4)°, β = 90.059(3)°, γ = 113.352(4)°, the asymmetric unit comprised of Z = 1. The results showed that the synthetic method to obtain silane ether is simple and can be completed in one step, as well as independently of the type of TEMPO and base used. Also, under the same reactions conditions, we prepared the corresponding TEMPO-containing silanes as triphenylsilaneoxiamine and observed formation of Si-oxide chains through an in situ polycondensation reaction. The resulting compounds were characterized by FT-IR spectroscopy, mass spectrometry (EI), and 1H-NMR. The best assignment for infrared spectroscopy characterization and the structural parameters by vibrational frequencies were determined by DFT calculations.

The interaction of fluoride ion with organosilicons: facile isomerizations and new reactions of silicon hydrides

Cesium fluoride isomerization of several derivatives of 3-silabicyclooctane and 2-silabicycloheptane as well as chiral α-NpPhMeSiH are described.The effect of solvent, 18-crown-6 ether, and other salts is discussed.Associated side reactions prompted study of the conversion of Ph3SiH to Ph3SiF by CsF and the identification of the products formed from the reaction of Ph3SiH with DMF, N-methylformanilide, and benzamide in the presence of metal fluorides.

Silane-silanol dehydrocondensation. The microscopic reverse of hydrogen activation by an organometallic oxide complex

Hydrogen evolution from the dehydrocondensation reaction of triphenylsilane with triphenylsilanol is catalyzed by sodium trimethylsiloxide at 90 deg C in dioxane solvent.This system is the first example of a silane hydrolysis reaction that exhibits simple first order kinetics when investigated under second order conditions, equal concentrations of silane to proton source.Further analysis of the kinetics by the method of initial rates indicates that the reaction is first order in silane and zero order in silanol, demonstrating a multistep mechanistic process and that the proton source is not involved in the rate limiting step.The microscopic reverse process, hydrogen activation, has been investigated at 200-250 deg C and 330 atm of hydrogen using hexamethyldisiloxane and sodium trimethylsiloxide to yield significant, 12percent, quantities of trimethylsilyl hydride; however, the reaction has limited application since the methyl groups are concurrently cleaved to the organic product methane under these conditions.

Cobalt-Catalyzed Selective Synthesis of Disiloxanes and Hydrodisiloxanes

Selective syntheses of symmetrical siloxanes and cyclotetrasiloxanes are attained from reactions of silanes and dihydrosilanes, respectively, with water, and the reactions are catalyzed by a NNNHtBu cobalt(II) pincer complex. Interestingly, when phenylsilane was subjected to catalysis with water, a siloxane cage consisting 12 silicon and 18 oxygen centers was obtained and remarkably the reaction proceeded with liberation of 3 equiv of molecular hydrogen (36 H2) under mild experimental conditions. Upon reaction of silane with different silanols, highly selective and controlled syntheses of higher order monohydrosiloxanes and disiloxymonohydrosilanes were achieved by cobalt catalysis. The liberated molecular hydrogen is the only byproduct observed in all of these transformations. Mechanistic studies indicated that the reactions occur via a homogeneous pathway. Kinetic and independent experiments confirmed the catalytic oxidation of silane to silanol, and further dehydrocoupling processes are involved in syntheses of symmetrical siloxanes, cyclotetrasiloxanes, and siloxane cage compounds, whereas the unsymmetrical monohydrosiloxane syntheses from silanes and silanols proceeded via dehydrogenative coupling reactions. Overall these cobalt-catalyzed oxidative coupling reactions are based on the Si-H, Si-OH, and O-H bond activation of silane, silanol, and water, respectively. Catalytic cycles consisting of Co(II) intermediates are suggested to be operative.

Nickel(0) catalyzed oxidation of organosilanes to disiloxanes by air as an oxidant

We report here an efficient non-aqueous route to symmetrical disiloxanes from their corresponding organosilanes using Ni(COD)2 with 3,4,7,8-tetramethyl-1,10-phenanthroline in air. Our methodology is very simple and high yielding. The reaction mechanism is also proposed.

Breaking C-O Bonds with Uranium: Uranyl Complexes as Selective Catalysts in the Hydrosilylation of Aldehydes

We report herein the possibility to perform the hydrosilylation of carbonyls using actinide complexes as catalysts. While complexes of the uranyl ion [UO2]2+ have been poorly considered in catalysis, we show the potentialities of the Lewis acid [UO2(OTf)2] (1) in the catalytic hydrosilylation of a series of aldehydes. [UO2(OTf)2] proved to be a very active catalyst affording distinct reduction products depending on the nature of the reductant. With Et3SiH, a number of aliphatic and aromatic aldehydes are reduced into symmetric ethers, while iPr3SiH yielded silylated alcohols. Studies of the reaction mechanism led to the isolation of aldehyde/uranyl complexes, [UO2(OTf)2(4-Me2N-PhCHO)3], [UO2(μ-κ2-OTf)2(PhCHO)]n, and [UO2(μ-κ2-OTf)(κ1-OTf)(PhCHO)2]2, which have been fully characterized by NMR, IR, and single-crystal X-ray diffraction.

FLAME RETARDANT RESIN COMPOSITION

A flame-retarded resin includes at least one resin for which flame retardant capability is desired and at least one triaryl silicon-containing compound (I) as flame retardant in admixture therewith and/or chemically bonded, e.g.. grafted, to the resin.

Metal-Free Ammonium Iodide Catalyzed Oxidative Dehydrocoupling of Silanes with Alcohols

An ammonium iodide catalyzed direct oxidative coupling of silanes with alcohols to give various alkoxysilane derivatives was discovered. tert -Butyl hydroperoxide proved to be an efficient oxidant for this transformation. Attractive features of this protocol include its transition-metal-free nature and the mild reaction conditions.

Controlled synthesis of cyclosiloxanes by NHC-catalyzed hydrolytic oxidation of dihydrosilanes

Hydrolytic oxidation of various hydrosilanes in acetonitrile and in the absence of organic solvents catalyzed by an N-heterocyclic carbene organocatalysis is described. The NHC organocatalyst exhibited a very high activity with only 0.1 mol% loading of the catalyst in acetonitrile for aryl-substituted dihydrosilanes to produce hydrogen gas and cyclosiloxanes almost quantitatively in several minutes. The calculated TOF (15 000 h-1) of this organocatalyst is comparable to those of precious metal-based heterogeneous catalysts and much superior to those of the existing homogeneous metal catalysts. The catalytic reaction selectively yielded cyclosiloxanes in high yield without the contamination of silanols. Furthermore, the catalytic reaction can also be furnished under solvent-free conditions at elevated temperatures with 2.5 mol% loading of the NHC in 5-12 hours.

Transition-Metal-Free Catalytic Hydrodefluorination of Polyfluoroarenes by Concerted Nucleophilic Aromatic Substitution with a Hydrosilicate

A transition-metal-free catalytic hydrodefluorination (HDF) reaction of polyfluoroarenes is described. The reaction involves direct hydride transfer from a hydrosilicate as the key intermediate, which is generated from a hydrosilane and a fluoride salt. The eliminated fluoride regenerates the hydrosilicate to complete the catalytic cycle. Dispersion-corrected DFT calculations indicated that the HDF reaction proceeds through a concerted nucleophilic aromatic substitution (CSNAr) process.